lovingscience/chembl-v37-raw-activities huggingface dataset:
Compound (SMILES): Cc1cc(S(=O)(=O)N(CCCN)[C@H](C)C(=O)NO)ccc1F.O=C(O)C(F)(F)F
InChIKey: JJAMXWPSPYYQTI-HNCPQSOCSA-N
Target: Lethal factor (SINGLE PROTEIN), Bacillus anthracis
UniProt: P15917
Assay: Inhibition of Bacillus anthracis Lethal factor after 5 mins by FRET assay
Measurement: IC50 = 12000 nM (pChEMBL 4.920000076293945)
Descriptors: MW 333.39, ALogP 0.37, HBA 5, HBD 3, PSA 112.73, QED 0.49
Compound (SMILES): Cc1cc(S(=O)(=O)N(CCCCCCCC(=O)O)[C@H](C)C(=O)NO)ccc1F
InChIKey: CFDZWKNEGWOBPQ-CQSZACIVSA-N
Target: Lethal factor (SINGLE PROTEIN), Bacillus anthracis
UniProt: P15917
Assay: Inhibition of Bacillus anthracis Lethal factor after 5 mins by FRET assay
Measurement: IC50 = 91000 nM (pChEMBL 4.039999961853027)
Descriptors: MW 418.49, ALogP 2.44, HBA 5, HBD 3, PSA 124.01, QED 0.27
Compound (SMILES): CC(=O)NCc1ccc(CN([C@H](C)C(=O)NO)S(=O)(=O)c2ccc(F)c(C)c2)cc1
InChIKey: GYWYTQPIZBRUSZ-CQSZACIVSA-N
Target: Lethal factor (SINGLE PROTEIN), Bacillus anthracis
UniProt: P15917
Assay: Inhibition of Bacillus anthracis Lethal factor after 5 mins by FRET assay
Measurement: IC50 = 16000 nM (pChEMBL 4.800000190734863)
Descriptors: MW 437.49, ALogP 1.86, HBA 5, HBD 3, PSA 115.81, QED 0.43
Compound (SMILES): CC(=O)NCc1cccc(CN([C@H](C)C(=O)NO)S(=O)(=O)c2ccc(F)c(C)c2)c1
InChIKey: GZGFUBLGLYSMFR-CQSZACIVSA-N
Target: Lethal factor (SINGLE PROTEIN), Bacillus anthracis
UniProt: P15917
Assay: Inhibition of Bacillus anthracis Lethal factor after 5 mins by FRET assay
Measurement: IC50 = 15000 nM (pChEMBL 4.820000171661377)
Descriptors: MW 437.49, ALogP 1.86, HBA 5, HBD 3, PSA 115.81, QED 0.43
Compound (SMILES): CC(=O)NCCc1ccc(CN([C@H](C)C(=O)NO)S(=O)(=O)c2ccc(F)c(C)c2)cc1
InChIKey: QRMCULBECNPZNF-OAHLLOKOSA-N
Target: Lethal factor (SINGLE PROTEIN), Bacillus anthracis
UniProt: P15917
Assay: Inhibition of Bacillus anthracis Lethal factor after 5 mins by FRET assay
Measurement: IC50 = 17000 nM (pChEMBL 4.769999980926514)
Descriptors: MW 451.52, ALogP 1.9, HBA 5, HBD 3, PSA 115.81, QED 0.4
Compound (SMILES): CC(=O)NCCCCCCN([C@H](C)C(=O)NO)S(=O)(=O)c1ccc(F)c(C)c1
InChIKey: LCFBLRWFLNRWHR-CQSZACIVSA-N
Target: Lethal factor (SINGLE PROTEIN), Bacillus anthracis
UniProt: P15917
Assay: Inhibition of Bacillus anthracis Lethal factor after 5 mins by FRET assay
Measurement: IC50 = 14000 nM (pChEMBL 4.849999904632568)
Descriptors: MW 417.5, ALogP 1.72, HBA 5, HBD 3, PSA 115.81, QED 0.29
Compound (SMILES): CC(=O)NCCCCCN([C@H](C)C(=O)NO)S(=O)(=O)c1ccc(F)c(C)c1
InChIKey: DOQSNVWXKRHEOT-CYBMUJFWSA-N
Target: Lethal factor (SINGLE PROTEIN), Bacillus anthracis
UniProt: P15917
Assay: Inhibition of Bacillus anthracis Lethal factor after 5 mins by FRET assay
Measurement: IC50 = 19000 nM (pChEMBL 4.71999979019165)
Descriptors: MW 403.48, ALogP 1.33, HBA 5, HBD 3, PSA 115.81, QED 0.31
Compound (SMILES): CNC(=O)CCCCCCCN([C@H](C)C(=O)NO)S(=O)(=O)c1ccc(F)c(C)c1
InChIKey: KYEZQDIUFBWOHT-OAHLLOKOSA-N
Target: Lethal factor (SINGLE PROTEIN), Bacillus anthracis
UniProt: P15917
Assay: Inhibition of Bacillus anthracis Lethal factor after 5 mins by FRET assay
Measurement: IC50 = 19000 nM (pChEMBL 4.71999979019165)
Descriptors: MW 431.53, ALogP 2.11, HBA 5, HBD 3, PSA 115.81, QED 0.27
Compound (SMILES): CC(=O)Nc1cccc(CN([C@H](C)C(=O)NO)S(=O)(=O)c2ccc(F)c(C)c2)c1
InChIKey: JIHFAJFQEZLOBW-CYBMUJFWSA-N
Target: Lethal factor (SINGLE PROTEIN), Bacillus anthracis
UniProt: P15917
Assay: Inhibition of Bacillus anthracis Lethal factor after 5 mins by FRET assay
Measurement: IC50 = 21000 nM (pChEMBL 4.679999828338623)
Descriptors: MW 423.47, ALogP 2.18, HBA 5, HBD 3, PSA 115.81, QED 0.47
Compound (SMILES): Cc1cc(S(=O)(=O)N(Cc2ccc(CN)cc2)[C@H](C)C(=O)NO)ccc1F.Cl
InChIKey: FLQUQJITQPZJQI-BTQNPOSSSA-N
Target: Lethal factor (SINGLE PROTEIN), Bacillus anthracis
UniProt: P15917
Assay: Inhibition of Bacillus anthracis Lethal factor after 5 mins by FRET assay
Measurement: IC50 = 5600 nM (pChEMBL 5.25)
Descriptors: MW 395.46, ALogP 1.68, HBA 5, HBD 3, PSA 112.73, QED 0.49
Compound (SMILES): C=CC(=O)Nc1cc(Nc2cncc(-c3cn(C)c4ccccc34)n2)c(OC)cc1N(C)CCN(C)C
InChIKey: RJLKDGKEPBBBIJ-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Inhibition of wild type EGFR phosphorylation in human A431 cells after 60 mins by mesoscale multiplex assay
Measurement: IC50 = 348 nM (pChEMBL 6.460000038146973)
Descriptors: MW 499.62, ALogP 4.51, HBA 8, HBD 2, PSA 87.55, QED 0.31
Compound (SMILES): C=CC(=O)Nc1cccc(-n2c(=O)ccc3cnc(Nc4ccc(N5CCN(C)CC5)cc4OC)nc32)c1
InChIKey: HOQHLSXELYFJKC-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Binding affinity to wild type human EGFR expressed in Escherichia coli BL21 incubated for 1 hr
Measurement: Kd = 14 nM (pChEMBL 7.849999904632568)
Descriptors: MW 511.59, ALogP 3.41, HBA 9, HBD 2, PSA 104.62, QED 0.36
Compound (SMILES): C=CC(=O)Nc1cccc(-n2c(=O)cc(C)c3cnc(Nc4ccc(N5CCN(C)CC5)cc4OC)nc32)c1
InChIKey: VJQPNQROUWVJQN-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Binding affinity to wild type human EGFR expressed in Escherichia coli BL21 incubated for 1 hr
Measurement: Kd = 48 nM (pChEMBL 7.320000171661377)
Descriptors: MW 525.61, ALogP 3.72, HBA 9, HBD 2, PSA 104.62, QED 0.35
Compound (SMILES): C=CC(=O)Nc1cccc(-n2c(=O)c(Cc3ccccc3)cc3cnc(Nc4ccc(N5CCN(C)CC5)cc4OC)nc32)c1
InChIKey: ZCFJOAWRVZWXRN-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Binding affinity to wild type human EGFR expressed in Escherichia coli BL21 incubated for 1 hr
Measurement: Kd = 1.2 nM (pChEMBL 8.920000076293945)
Descriptors: MW 601.71, ALogP 5, HBA 9, HBD 2, PSA 104.62, QED 0.23
Compound (SMILES): C=CC(=O)Nc1cccc(-n2c(=O)cc(C)c3cnc(Nc4ccc(N5CCN(C)CC5)cc4)nc32)c1
InChIKey: WMIZCXCHYHEUIJ-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Binding affinity to wild type human EGFR expressed in Escherichia coli BL21 incubated for 1 hr
Measurement: Kd = 34 nM (pChEMBL 7.46999979019165)
Descriptors: MW 495.59, ALogP 3.71, HBA 8, HBD 2, PSA 95.39, QED 0.39
Compound (SMILES): C=CC(=O)Nc1cccc(-n2c(=O)cc(C)c3cnc(Nc4ccc(N(C)CCN(C)C)cc4OC)nc32)c1
InChIKey: HWOFXAPUPWNIIO-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Inhibition of wild type EGFR phosphorylation in human A431 cells after 60 mins by mesoscale multiplex assay
Measurement: IC50 = 521 nM (pChEMBL 6.28000020980835)
Descriptors: MW 527.63, ALogP 3.96, HBA 9, HBD 2, PSA 104.62, QED 0.3
Compound (SMILES): C=CC(=O)Nc1cccc(-n2c(=O)cc(C)c3cnc(Nc4ccc(OCCN(C)C)cc4OC)nc32)c1
InChIKey: RGZXAQQHXALOBL-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Inhibition of wild type EGFR phosphorylation in human A431 cells after 60 mins by mesoscale multiplex assay
Measurement: IC50 = 1054 nM (pChEMBL 5.980000019073486)
Descriptors: MW 514.59, ALogP 3.91, HBA 9, HBD 2, PSA 110.61, QED 0.31
Compound (SMILES): CCOC(=O)N1[C@@H]2CC[C@H]1C[C@H](CN1CC[C@@H](N3Cc4ccccc4NC3=O)C1)C2
InChIKey: BUYVTPGEWYQFCF-RSPOEFSDSA-N
Target: Cytochrome P450 3A4 (SINGLE PROTEIN), Homo sapiens
UniProt: P08684
Assay: Inhibition of CYP3A4 (unknown origin)
Measurement: IC50 > 2000 nM (pChEMBL 5.698999881744385)
Descriptors: MW 412.53, ALogP 3.51, HBA 4, HBD 1, PSA 65.12, QED 0.82
Compound (SMILES): N#Cc1ccc(Nc2ncnc(Nc3ccc(C(=N)N)cc3)c2[N+](=O)[O-])cc1
InChIKey: SHIUJOLGVWYPDY-UHFFFAOYSA-N
Target: Histone-arginine methyltransferase CARM1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q86X55
Assay: Inhibition of PRMT4 (unknown origin) using biotinylated histone H4-derived peptide as substrate after 60 mins by AlphaLISA assay
Measurement: IC50 = 10000 nM (pChEMBL 5)
Descriptors: MW 374.36, ALogP 3.03, HBA 8, HBD 4, PSA 166.64, QED 0.22
Compound (SMILES): O=C(Cn1cnc([N+](=O)[O-])n1)N1CCN(Cc2ccc(C(F)(F)F)cc2)CC1
InChIKey: GARYHNNCUAMEQJ-UHFFFAOYSA-N
Target: Cytochrome P450 2D6 (SINGLE PROTEIN), Homo sapiens
UniProt: P10635
Assay: Inhibition of CYP2D6 in human Liver microsomes after 5 mins by LC-MS/MS method
Measurement: IC50 > 20000 nM (pChEMBL 4.698999881744385)
Descriptors: MW 398.35, ALogP 1.55, HBA 7, HBD 0, PSA 97.4, QED 0.56
Compound (SMILES): O=C(Cn1cnc([N+](=O)[O-])n1)N1CCN(Cc2ccc(Cl)c(Cl)c2)CC1
InChIKey: VMQJQZZJFVZNTF-UHFFFAOYSA-N
Target: Cytochrome P450 2D6 (SINGLE PROTEIN), Homo sapiens
UniProt: P10635
Assay: Inhibition of CYP2D6 in human Liver microsomes after 5 mins by LC-MS/MS method
Measurement: IC50 > 20000 nM (pChEMBL 4.698999881744385)
Descriptors: MW 399.24, ALogP 1.84, HBA 7, HBD 0, PSA 97.4, QED 0.56
Compound (SMILES): NS(=O)(=O)c1ccc(-n2nc(C(=O)N/N=C3\C(=O)Nc4ccccc43)cc2-c2ccccc2)cc1
InChIKey: SOEGLISFSBBJCF-UHFFFAOYSA-N
Target: Carbonic anhydrase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P00918
Assay: Inhibition of human recombinant carbonic anhydrase 2 expressed in Escherichia coli preincubated for 6 hrs by stopped flow CO2 hydrase assay
Measurement: Ki = 11.8 nM (pChEMBL 7.929999828338623)
Descriptors: MW 486.51, ALogP 2.27, HBA 7, HBD 3, PSA 148.54, QED 0.37
Compound (SMILES): NS(=O)(=O)c1ccc(-n2nc(C(=O)N/N=C3\C(=O)Nc4ccc(Cl)cc43)cc2-c2ccccc2)cc1
InChIKey: ALESCHYHLRTQKO-UHFFFAOYSA-N
Target: Carbonic anhydrase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P00918
Assay: Inhibition of human recombinant carbonic anhydrase 2 expressed in Escherichia coli preincubated for 6 hrs by stopped flow CO2 hydrase assay
Measurement: Ki = 9.9 nM (pChEMBL 8)
Descriptors: MW 520.96, ALogP 2.93, HBA 7, HBD 3, PSA 148.54, QED 0.35
Compound (SMILES): NS(=O)(=O)c1ccc(-n2nc(C(=O)N/N=C3\C(=O)Nc4ccc(Br)cc43)cc2-c2ccccc2)cc1
InChIKey: FTMQBPMLRMDJGE-UHFFFAOYSA-N
Target: Carbonic anhydrase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P00918
Assay: Inhibition of human recombinant carbonic anhydrase 2 expressed in Escherichia coli preincubated for 6 hrs by stopped flow CO2 hydrase assay
Measurement: Ki = 6.4 nM (pChEMBL 8.1899995803833)
Descriptors: MW 565.41, ALogP 3.04, HBA 7, HBD 3, PSA 148.54, QED 0.32
Compound (SMILES): Cc1ccc2c(c1)/C(=N/NC(=O)c1cc(-c3ccccc3)n(-c3ccc(S(N)(=O)=O)cc3)n1)C(=O)N2
InChIKey: PGDVQHMUFMRJDI-UHFFFAOYSA-N
Target: Carbonic anhydrase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P00918
Assay: Inhibition of human recombinant carbonic anhydrase 2 expressed in Escherichia coli preincubated for 6 hrs by stopped flow CO2 hydrase assay
Measurement: Ki = 5.9 nM (pChEMBL 8.229999542236328)
Descriptors: MW 500.54, ALogP 2.58, HBA 7, HBD 3, PSA 148.54, QED 0.36
Compound (SMILES): NS(=O)(=O)c1ccc(-n2ncc(C(=O)N/N=C3\C(=O)Nc4ccccc43)c2-c2ccccc2)cc1
InChIKey: OWTKJBBUKLOBDJ-UHFFFAOYSA-N
Target: Carbonic anhydrase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P00918
Assay: Inhibition of human recombinant carbonic anhydrase 2 expressed in Escherichia coli preincubated for 6 hrs by stopped flow CO2 hydrase assay
Measurement: Ki = 4.3 nM (pChEMBL 8.369999885559082)
Descriptors: MW 486.51, ALogP 2.27, HBA 7, HBD 3, PSA 148.54, QED 0.37
Compound (SMILES): NS(=O)(=O)c1ccc(-n2ncc(C(=O)N/N=C3\C(=O)Nc4ccc(Cl)cc43)c2-c2ccccc2)cc1
InChIKey: MZYCHKRPGTXEFZ-UHFFFAOYSA-N
Target: Carbonic anhydrase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P00918
Assay: Inhibition of human recombinant carbonic anhydrase 2 expressed in Escherichia coli preincubated for 6 hrs by stopped flow CO2 hydrase assay
Measurement: Ki = 4.6 nM (pChEMBL 8.34000015258789)
Descriptors: MW 520.96, ALogP 2.93, HBA 7, HBD 3, PSA 148.54, QED 0.35
Compound (SMILES): NS(=O)(=O)c1ccc(-n2ncc(C(=O)N/N=C3\C(=O)Nc4ccc(Br)cc43)c2-c2ccccc2)cc1
InChIKey: PXTMTAHWEKRYOZ-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase 9 expressed in Escherichia coli preincubated for 6 hrs by stopped flow CO2 hydrase assay
Measurement: Ki = 7.8 nM (pChEMBL 8.109999656677246)
Descriptors: MW 565.41, ALogP 3.04, HBA 7, HBD 3, PSA 148.54, QED 0.32
Compound (SMILES): COc1ccc2c(c1)/C(=N/NC(=O)c1cnn(-c3ccc(S(N)(=O)=O)cc3)c1-c1ccccc1)C(=O)N2
InChIKey: LGKVFGNRHVLMEY-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase 9 expressed in Escherichia coli preincubated for 6 hrs by stopped flow CO2 hydrase assay
Measurement: Ki = 3.3 nM (pChEMBL 8.479999542236328)
Descriptors: MW 516.54, ALogP 2.28, HBA 8, HBD 3, PSA 157.77, QED 0.33
Compound (SMILES): COc1ccc(Cl)cc1-c1cc(=O)[nH]c(=S)n1CC(N)=O
InChIKey: ICYNYWFGIDGBRD-UHFFFAOYSA-N
Target: Cytochrome P450 1A2 (SINGLE PROTEIN), Homo sapiens
UniProt: P05177
Assay: Reversible inhibition of CYP1A2 phenacetin O-deethylase activity in human liver microsomes by LC-MS/MS analysis
Measurement: IC50 > 100000 nM (pChEMBL 4)
Descriptors: MW 325.78, ALogP 1.72, HBA 5, HBD 2, PSA 90.11, QED 0.84
Compound (SMILES): NS(=O)(=O)c1ccc(-n2ncc(C(=O)N/N=C3\C(=O)Nc4ccc([N+](=O)[O-])cc43)c2-c2ccccc2)cc1
InChIKey: GTHFDSUHOMRPGS-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase 9 expressed in Escherichia coli preincubated for 6 hrs by stopped flow CO2 hydrase assay
Measurement: Ki = 15.7 nM (pChEMBL 7.800000190734863)
Descriptors: MW 531.51, ALogP 2.18, HBA 9, HBD 3, PSA 191.68, QED 0.25
Compound (SMILES): NS(=O)(=O)c1ccc(-n2ncc(C(=O)N/N=C3\C(=O)N(Cc4ccccc4)c4ccccc43)c2-c2ccccc2)cc1
InChIKey: VACFFWNGDSQKKJ-BFYITVNDSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase 9 expressed in Escherichia coli preincubated for 6 hrs by stopped flow CO2 hydrase assay
Measurement: Ki = 13.6 nM (pChEMBL 7.869999885559082)
Descriptors: MW 576.64, ALogP 3.87, HBA 7, HBD 2, PSA 139.75, QED 0.28
Compound (SMILES): Nc1c(C(=O)N/N=C2\C(=O)Nc3ccccc32)cnn1-c1ccc(S(N)(=O)=O)cc1
InChIKey: BEDHGUHWDPLEAX-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase 9 expressed in Escherichia coli preincubated for 6 hrs by stopped flow CO2 hydrase assay
Measurement: Ki = 2.8 nM (pChEMBL 8.550000190734863)
Descriptors: MW 425.43, ALogP 0.19, HBA 8, HBD 4, PSA 174.56, QED 0.43
Compound (SMILES): Nc1c(C(=O)N/N=C2\C(=O)Nc3ccc(Cl)cc32)cnn1-c1ccc(S(N)(=O)=O)cc1
InChIKey: LWOFDWPJYLPYEU-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase 9 expressed in Escherichia coli preincubated for 6 hrs by stopped flow CO2 hydrase assay
Measurement: Ki = 2.5 nM (pChEMBL 8.600000381469727)
Descriptors: MW 459.88, ALogP 0.84, HBA 8, HBD 4, PSA 174.56, QED 0.42
Compound (SMILES): Nc1c(C(=O)N/N=C2\C(=O)Nc3ccc(Br)cc32)cnn1-c1ccc(S(N)(=O)=O)cc1
InChIKey: YXUSNMHZXMUWOI-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase 9 expressed in Escherichia coli preincubated for 6 hrs by stopped flow CO2 hydrase assay
Measurement: Ki = 9.4 nM (pChEMBL 8.029999732971191)
Descriptors: MW 504.33, ALogP 0.95, HBA 8, HBD 4, PSA 174.56, QED 0.38
Compound (SMILES): COc1ccc2c(c1)/C(=N/NC(=O)c1cnn(-c3ccc(S(N)(=O)=O)cc3)c1N)C(=O)N2
InChIKey: KOQXOIGEFGOQQD-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase 9 expressed in Escherichia coli preincubated for 6 hrs by stopped flow CO2 hydrase assay
Measurement: Ki = 3.5 nM (pChEMBL 8.460000038146973)
Descriptors: MW 455.46, ALogP 0.2, HBA 9, HBD 4, PSA 183.79, QED 0.4
Compound (SMILES): Nc1c(C(=O)N/N=C2\C(=O)Nc3ccc([N+](=O)[O-])cc32)cnn1-c1ccc(S(N)(=O)=O)cc1
InChIKey: GQJHXMFPCFNLPS-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human CA9 assessed as inhibition constant
Measurement: IC50 = 7.4 nM (pChEMBL 8.130000114440918)
Descriptors: MW 470.43, ALogP 0.1, HBA 10, HBD 4, PSA 217.7, QED 0.3
Compound (SMILES): Nc1c(C(=O)N/N=C2\C(=O)N(Cc3ccccc3)c3ccccc32)cnn1-c1ccc(S(N)(=O)=O)cc1
InChIKey: IKEKGPBBSILIDZ-IADYIPOJSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase 9 expressed in Escherichia coli preincubated for 6 hrs by stopped flow CO2 hydrase assay
Measurement: Ki = 20 nM (pChEMBL 7.699999809265137)
Descriptors: MW 515.56, ALogP 1.78, HBA 8, HBD 3, PSA 165.77, QED 0.33
Compound (SMILES): Cc1ccc2c(c1)/C(=N/c1cccc(S(N)(=O)=O)c1)C(=O)N2
InChIKey: MGEFUUBEKQFGOS-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of recombinant human carbonic anhydrase 1 expressed in Escherichia coli preincubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 510 nM (pChEMBL 6.289999961853027)
Descriptors: MW 315.35, ALogP 1.72, HBA 4, HBD 2, PSA 101.62, QED 0.88
Compound (SMILES): CN(CC(=O)c1c(-c2ccccc2)[nH]c2ccccc12)CC(=O)N1CCOCC1
InChIKey: FRUZIJBUVKTDFU-UHFFFAOYSA-N
Target: Muscarinic acetylcholine receptor M3 (SINGLE PROTEIN), Homo sapiens
UniProt: P20309
Assay: Antagonist activity at human muscarinic M3 receptor expressed in HEK293 cells assessed as inhibition of carbachol-induced inositol monophosphate accumulation after 1 hr by FRET assay
Measurement: IC50 = 27542.29 nM (pChEMBL 4.559999942779541)
Descriptors: MW 391.47, ALogP 2.81, HBA 4, HBD 1, PSA 65.64, QED 0.66
Compound (SMILES): COc1ccc(-c2[nH]c3ccccc3c2C(=O)CN(C)CC(=O)N2CCOCC2)cc1
InChIKey: LRHFIHBNRRLFSM-UHFFFAOYSA-N
Target: 5-hydroxytryptamine receptor 2C (SINGLE PROTEIN), Homo sapiens
UniProt: P28335
Assay: Antagonist activity at human 5HT2C receptor expressed in HEK293 cells assessed as inhibition of serotonin-induced inositol monophosphate accumulation after 1 hr by FRET assay
Measurement: IC50 = 51286.14 nM (pChEMBL 4.289999961853027)
Descriptors: MW 421.5, ALogP 2.82, HBA 5, HBD 1, PSA 74.87, QED 0.59
Compound (SMILES): O=C(CN1CCCC(C(=O)N2CCOCC2)C1)c1c(-c2ccccc2)[nH]c2ccccc12
InChIKey: FKKXSOZSQAQHFN-UHFFFAOYSA-N
Target: Muscarinic acetylcholine receptor M3 (SINGLE PROTEIN), Homo sapiens
UniProt: P20309
Assay: Antagonist activity at human muscarinic M3 receptor expressed in HEK293 cells assessed as inhibition of carbachol-induced inositol monophosphate accumulation after 1 hr by FRET assay
Measurement: IC50 = 4168.69 nM (pChEMBL 5.380000114440918)
Descriptors: MW 431.54, ALogP 3.59, HBA 4, HBD 1, PSA 65.64, QED 0.63
Compound (SMILES): CN(CCN1CCOCC1)CC(=O)c1c(-c2ccccc2)[nH]c2ccccc12
InChIKey: BEQQTFBHBHMGEU-UHFFFAOYSA-N
Target: Muscarinic acetylcholine receptor M3 (SINGLE PROTEIN), Homo sapiens
UniProt: P20309
Assay: Antagonist activity at human muscarinic M3 receptor expressed in HEK293 cells assessed as inhibition of carbachol-induced inositol monophosphate accumulation after 1 hr by FRET assay
Measurement: IC50 = 51286.14 nM (pChEMBL 4.289999961853027)
Descriptors: MW 377.49, ALogP 3.28, HBA 4, HBD 1, PSA 48.57, QED 0.64
Compound (SMILES): COc1cc2c3c(c1OCc1ccc(Br)cc1)-c1cc4c(cc1CC3N(C)CC2)OCO4
InChIKey: AJIMVLSQIMXLNV-UHFFFAOYSA-N
Target: 5-hydroxytryptamine receptor 1E (SINGLE PROTEIN), Homo sapiens
UniProt: P28566
Assay: Displacement of [3H]-5-HT from recombinant human 5-HT1E receptor after 1.5 hrs by Microbeta scintillation counting analysis
Measurement: Ki > 900 nM (pChEMBL 6.046000003814697)
Descriptors: MW 494.39, ALogP 5.52, HBA 5, HBD 0, PSA 40.16, QED 0.48
Compound (SMILES): COc1cc2ncnc(Nc3ccc(Cl)cc3Cl)c2cc1OCCCCCC(=O)NO
InChIKey: HQVSMMXKDYANJJ-UHFFFAOYSA-N
Target: Histone deacetylase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92769
Assay: Inhibition of human recombinant HDAC2 by fluorometric assay using Fluor de Lys substrate
Measurement: IC50 = 6.8 nM (pChEMBL 8.170000076293945)
Descriptors: MW 465.34, ALogP 5.13, HBA 7, HBD 3, PSA 105.6, QED 0.22
Compound (SMILES): NC(=S)NNC(=O)c1ccccc1O
InChIKey: PYBNVGODXBNGMG-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human carbonic anhydrase 1 incubated for 15 mins prior to testing by stopped flow CO2 hydration assay
Measurement: Ki = 401 nM (pChEMBL 6.400000095367432)
Descriptors: MW 211.25, ALogP -0.13, HBA 3, HBD 4, PSA 87.38, QED 0.38
Compound (SMILES): CCNC(=S)NNC(=O)c1ccccc1O
InChIKey: FFUAMWJMASXKII-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human carbonic anhydrase 1 incubated for 15 mins prior to testing by stopped flow CO2 hydration assay
Measurement: Ki = 208 nM (pChEMBL 6.679999828338623)
Descriptors: MW 239.3, ALogP 0.52, HBA 3, HBD 4, PSA 73.39, QED 0.45
Compound (SMILES): O=C(NNC(=S)Nc1ccccc1)c1ccccc1O
InChIKey: AZCYPCFHNBZJNB-UHFFFAOYSA-N
Target: Carbonic anhydrase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P00918
Assay: Inhibition of human carbonic anhydrase 2 incubated for 15 mins prior to testing by stopped flow CO2 hydration assay
Measurement: Ki > 10000 nM (pChEMBL 5)
Descriptors: MW 287.34, ALogP 2.02, HBA 3, HBD 4, PSA 73.39, QED 0.5
Compound (SMILES): Cc1ccc(NC(=S)NNC(=O)c2ccccc2O)cc1
InChIKey: WZHVKTQLJNVVMJ-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human carbonic anhydrase 1 incubated for 15 mins prior to testing by stopped flow CO2 hydration assay
Measurement: Ki = 43.9 nM (pChEMBL 7.360000133514404)
Descriptors: MW 301.37, ALogP 2.33, HBA 3, HBD 4, PSA 73.39, QED 0.51
Compound (SMILES): O=C(NNC(=S)NCc1ccccc1)c1ccccc1O
InChIKey: WJGOKNAUGYSLHN-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human carbonic anhydrase 1 incubated for 15 mins prior to testing by stopped flow CO2 hydration assay
Measurement: Ki = 834 nM (pChEMBL 6.079999923706055)
Descriptors: MW 301.37, ALogP 1.7, HBA 3, HBD 4, PSA 73.39, QED 0.51
Compound (SMILES): C=CCNC(=S)NNC(=O)c1ccccc1O
InChIKey: RKUJPWNBHAMFMG-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human carbonic anhydrase 1 incubated for 15 mins prior to testing by stopped flow CO2 hydration assay
Measurement: Ki = 412 nM (pChEMBL 6.380000114440918)
Descriptors: MW 251.31, ALogP 0.69, HBA 3, HBD 4, PSA 73.39, QED 0.36
Compound (SMILES): O=C(NO)[C@H]1C[C@H](n2cc(-c3ccccc3)nn2)CN1S(=O)(=O)c1ccc(Cl)c(Cl)c1
InChIKey: ZQYRDNFYQHYIPA-SCLBCKFNSA-N
Target: Matrix metalloproteinase-9 (SINGLE PROTEIN), Homo sapiens
UniProt: P14780
Assay: Inhibition of MMP9 (unknown origin) using Mca-Lys-Pro-Leu-Gly-Leu-Dpa-Ala-Arg-NH2 as substrate incubated for 5 min followed by substrate addition and measured for 30 mins by fluorescence based assay
Measurement: Ki = 1554 nM (pChEMBL 5.809999942779541)
Descriptors: MW 482.35, ALogP 2.76, HBA 7, HBD 2, PSA 117.42, QED 0.43
Compound (SMILES): O=C(NO)[C@H]1C[C@@H](NS(=O)(=O)c2ccc(-c3ccccc3)cc2)CN1S(=O)(=O)c1ccc(Cl)c(Cl)c1
InChIKey: WIGAWQAOMBSMTI-VGOFRKELSA-N
Target: Matrix metalloproteinase-9 (SINGLE PROTEIN), Homo sapiens
UniProt: P14780
Assay: Inhibition of MMP9 (unknown origin) using Mca-Lys-Pro-Leu-Gly-Leu-Dpa-Ala-Arg-NH2 as substrate incubated for 5 min followed by substrate addition and measured for 30 mins by fluorescence based assay
Measurement: Ki = 541 nM (pChEMBL 6.269999980926514)
Descriptors: MW 570.48, ALogP 3.28, HBA 6, HBD 3, PSA 132.88, QED 0.3
Compound (SMILES): O=C(NO)[C@H]1C[C@H](NS(=O)(=O)c2ccc(-c3ccccc3)cc2)CN1S(=O)(=O)c1ccc(Cl)c(Cl)c1
InChIKey: WIGAWQAOMBSMTI-HTAPYJJXSA-N
Target: 72 kDa type IV collagenase (SINGLE PROTEIN), Homo sapiens
UniProt: P08253
Assay: Inhibition of MMP2 (unknown origin) using Mca-Lys-Pro-Leu-Gly-Leu-Dpa-Ala-Arg-NH2 as substrate incubated for 5 min followed by substrate addition and measured for 30 mins by fluorescence based assay
Measurement: Ki = 328 nM (pChEMBL 6.480000019073486)
Descriptors: MW 570.48, ALogP 3.28, HBA 6, HBD 3, PSA 132.88, QED 0.3
Compound (SMILES): COc1cc(OC)cc(C(=O)NNC(=O)Nc2cccc3ccccc23)c1
InChIKey: KPTMSQHTGZMEFU-UHFFFAOYSA-N
Target: Probable G-protein coupled receptor 139 (SINGLE PROTEIN), Homo sapiens
UniProt: Q6DWJ6
Assay: Agonist activity at human GPR139 receptor expressed in HEK293 cells assessed as calcium mobilization by FLIPR assay
Measurement: EC50 = 43 nM (pChEMBL 7.369999885559082)
Descriptors: MW 365.39, ALogP 3.32, HBA 4, HBD 3, PSA 88.69, QED 0.62
Compound (SMILES): NC(=O)Nc1ccc2ncnc(Nc3ccc(OCc4cccc(F)c4)c(Cl)c3)c2c1
InChIKey: HUROJPARIBKVDY-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Inhibition of recombinant human EGFR expressed in baculovirus by fluorescence based assay
Measurement: IC50 = 2.03 nM (pChEMBL 8.6899995803833)
Descriptors: MW 437.86, ALogP 5.24, HBA 5, HBD 3, PSA 102.16, QED 0.38
Compound (SMILES): CC(=O)Nc1ccc2ncnc(Nc3ccc(OCc4ccccn4)c(Cl)c3)c2c1
InChIKey: JCMIPNLNEAFFHI-UHFFFAOYSA-N
Target: Tyrosine-protein kinase Lck (SINGLE PROTEIN), Homo sapiens
UniProt: P06239
Assay: Inhibition of LCK (unknown origin) after 120 mins by HotSpot assay
Measurement: IC50 = 1220 nM (pChEMBL 5.909999847412109)
Descriptors: MW 419.87, ALogP 4.96, HBA 6, HBD 2, PSA 89.03, QED 0.46
Compound (SMILES): CC(=O)N1CCCn2nc(COc3ccccc3)cc21
InChIKey: RVWOJJBVBVIEID-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Positive allosteric modulation of rat mGlu5 assessed as calcium mobilization by cell-based assay
Measurement: EC50 = 60 nM (pChEMBL 7.21999979019165)
Descriptors: MW 271.32, ALogP 2.22, HBA 4, HBD 0, PSA 47.36, QED 0.86
Compound (SMILES): CC(NC(=O)COc1cc(C(F)(F)F)c2c(-c3ccccc3)nn(C)c2n1)c1ccccc1
InChIKey: OFEXDHUBLMOHCY-UHFFFAOYSA-N
Target: Orexin/Hypocretin receptor type 1 (SINGLE PROTEIN), Homo sapiens
UniProt: O43613
Assay: Displacement of [125l]orexin A from human orexin 1 receptor expressed in CHO cells after 1 hr
Measurement: Ki = 88 nM (pChEMBL 7.059999942779541)
Descriptors: MW 454.45, ALogP 4.91, HBA 5, HBD 1, PSA 69.04, QED 0.45
Compound (SMILES): COc1ccc(C(C)NC(=O)COc2cc(C(F)(F)F)c3c(-c4ccccc4)nn(C)c3n2)cc1
InChIKey: GUDQJFKBBOAOIC-UHFFFAOYSA-N
Target: Orexin receptor type 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O43614
Assay: Radioligand Binding Assay I : For crude cell membrane preparations, cells (CHO, Chinese hamster ovary or HEK, human embryonic kidney) expressing human orexin 1 or human orexin 2 receptors, were washed with HEPES (10 mM, pH 7.5), scraped off the culture plates with the same buffer, and centrifuged at 4 C for 5 min at 2500 x g. The cell pellet was either stored at -80 C or used directly. Before the experiments, cell membranes were re-suspended in binding assay buffer (10 mM HEPES, 0.5% (w/v) bovine serum albumin, pH 7.5) by homogenisation with a Polytron homogeniser at 50 Hz for 20 s. In competition experiments, cell homogenates (150μΙ) were incubated in assay buffer (10 mM HEPES, pH 7.5, 0.5 % (w/v) bovine serum albumin, 5 mM MgCI2, 1 mMCaCI2, and tween 0.05%) for 1 h at room temperature with about 100 pM of the radioligand ([125l]orexin A, 2100 Ci/mmole, 50 μΙ), and with various concentrations of compounds of the invention (50 μΙ) in triplicates.
Measurement: Kd = 7 nM (pChEMBL 8.149999618530273)
Descriptors: MW 484.48, ALogP 4.92, HBA 6, HBD 1, PSA 78.27, QED 0.4
Compound (SMILES): Cc1n[nH]c(C)c1C(C)NC(=O)COc1cc(C(F)(F)F)c2c(-c3ccccc3)nn(C)c2n1
InChIKey: KNSSBXCHRPNPDS-UHFFFAOYSA-N
Target: Orexin receptor type 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O43614
Assay: Antagonist activity against human orexin 2 receptor after 1 hr by Ca2+ sensitive Fluo4-AM fluorescent dye-based FLIPR assay
Measurement: Ki = 3 nM (pChEMBL 8.520000457763672)
Descriptors: MW 472.47, ALogP 4.25, HBA 6, HBD 2, PSA 97.72, QED 0.44
Compound (SMILES): COc1cccc(C(C)NC(=O)COc2cc(C(F)(F)F)c3c(-c4ccccc4)nn(C)c3n2)c1
InChIKey: XICVVFDXUOCBKP-UHFFFAOYSA-N
Target: Orexin receptor type 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O43614
Assay: Radioligand Binding Assay I : For crude cell membrane preparations, cells (CHO, Chinese hamster ovary or HEK, human embryonic kidney) expressing human orexin 1 or human orexin 2 receptors, were washed with HEPES (10 mM, pH 7.5), scraped off the culture plates with the same buffer, and centrifuged at 4 C for 5 min at 2500 x g. The cell pellet was either stored at -80 C or used directly. Before the experiments, cell membranes were re-suspended in binding assay buffer (10 mM HEPES, 0.5% (w/v) bovine serum albumin, pH 7.5) by homogenisation with a Polytron homogeniser at 50 Hz for 20 s. In competition experiments, cell homogenates (150μΙ) were incubated in assay buffer (10 mM HEPES, pH 7.5, 0.5 % (w/v) bovine serum albumin, 5 mM MgCI2, 1 mMCaCI2, and tween 0.05%) for 1 h at room temperature with about 100 pM of the radioligand ([125l]orexin A, 2100 Ci/mmole, 50 μΙ), and with various concentrations of compounds of the invention (50 μΙ) in triplicates.
Measurement: Kd = 101 nM (pChEMBL 7)
Descriptors: MW 484.48, ALogP 4.92, HBA 6, HBD 1, PSA 78.27, QED 0.4
Compound (SMILES): COc1ccc([C@H](C)NC(=O)COc2cc(C(F)(F)F)c3c(-c4ccccc4)nn(C)c3n2)cc1
InChIKey: GUDQJFKBBOAOIC-HNNXBMFYSA-N
Target: Orexin receptor type 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O43614
Assay: Antagonist activity against human orexin 2 receptor after 1 hr by Ca2+ sensitive Fluo4-AM fluorescent dye-based FLIPR assay
Measurement: Ki = 2 nM (pChEMBL 8.699999809265137)
Descriptors: MW 484.48, ALogP 4.92, HBA 6, HBD 1, PSA 78.27, QED 0.4
Compound (SMILES): Cc1n[nH]c(C)c1[C@H](C)NC(=O)COc1cc(C(F)(F)F)c2c(-c3ccccc3)nn(C)c2n1
InChIKey: KNSSBXCHRPNPDS-LBPRGKRZSA-N
Target: Orexin/Hypocretin receptor type 1 (SINGLE PROTEIN), Homo sapiens
UniProt: O43613
Assay: Displacement of [125l]orexin A from human orexin 1 receptor expressed in CHO cells after 1 hr
Measurement: Ki = 3 nM (pChEMBL 8.520000457763672)
Descriptors: MW 472.47, ALogP 4.25, HBA 6, HBD 2, PSA 97.72, QED 0.44
Compound (SMILES): COc1ccc(CNC(=O)COc2cc(C(F)(F)F)c3c(-c4ccccc4)nn(C)c3n2)cc1
InChIKey: KSZRPNZKQXWNEQ-UHFFFAOYSA-N
Target: Orexin receptor type 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O43614
Assay: Radioligand Binding Assay I : For crude cell membrane preparations, cells (CHO, Chinese hamster ovary or HEK, human embryonic kidney) expressing human orexin 1 or human orexin 2 receptors, were washed with HEPES (10 mM, pH 7.5), scraped off the culture plates with the same buffer, and centrifuged at 4 C for 5 min at 2500 x g. The cell pellet was either stored at -80 C or used directly. Before the experiments, cell membranes were re-suspended in binding assay buffer (10 mM HEPES, 0.5% (w/v) bovine serum albumin, pH 7.5) by homogenisation with a Polytron homogeniser at 50 Hz for 20 s. In competition experiments, cell homogenates (150μΙ) were incubated in assay buffer (10 mM HEPES, pH 7.5, 0.5 % (w/v) bovine serum albumin, 5 mM MgCI2, 1 mMCaCI2, and tween 0.05%) for 1 h at room temperature with about 100 pM of the radioligand ([125l]orexin A, 2100 Ci/mmole, 50 μΙ), and with various concentrations of compounds of the invention (50 μΙ) in triplicates.
Measurement: Kd = 410 nM (pChEMBL 6.389999866485596)
Descriptors: MW 470.45, ALogP 4.36, HBA 6, HBD 1, PSA 78.27, QED 0.43
Compound (SMILES): C[C@H](NC(=O)COc1cc(C(F)(F)F)c2c(-c3ccccc3)nn(C)c2n1)c1ccccc1
InChIKey: OFEXDHUBLMOHCY-HNNXBMFYSA-N
Target: Orexin/Hypocretin receptor type 1 (SINGLE PROTEIN), Homo sapiens
UniProt: O43613
Assay: Radioligand Binding Assay I : For crude cell membrane preparations, cells (CHO, Chinese hamster ovary or HEK, human embryonic kidney) expressing human orexin 1 or human orexin 2 receptors, were washed with HEPES (10 mM, pH 7.5), scraped off the culture plates with the same buffer, and centrifuged at 4 C for 5 min at 2500 x g. The cell pellet was either stored at -80 C or used directly. Before the experiments, cell membranes were re-suspended in binding assay buffer (10 mM HEPES, 0.5% (w/v) bovine serum albumin, pH 7.5) by homogenisation with a Polytron homogeniser at 50 Hz for 20 s. In competition experiments, cell homogenates (150μΙ) were incubated in assay buffer (10 mM HEPES, pH 7.5, 0.5 % (w/v) bovine serum albumin, 5 mM MgCI2, 1 mMCaCI2, and tween 0.05%) for 1 h at room temperature with about 100 pM of the radioligand ([125l]orexin A, 2100 Ci/mmole, 50 μΙ), and with various concentrations of compounds of the invention (50 μΙ) in triplicates.
Measurement: Kd = 64 nM (pChEMBL 7.190000057220459)
Descriptors: MW 454.45, ALogP 4.91, HBA 5, HBD 1, PSA 69.04, QED 0.45
Compound (SMILES): C[C@H](NC(=O)COc1cc(C(F)(F)F)c2c(-c3ccccc3)n[nH]c2n1)c1ccccc1
InChIKey: KFHGSCZEZXGFSX-AWEZNQCLSA-N
Target: Orexin/Hypocretin receptor type 1 (SINGLE PROTEIN), Homo sapiens
UniProt: O43613
Assay: Radioligand Binding Assay I : For crude cell membrane preparations, cells (CHO, Chinese hamster ovary or HEK, human embryonic kidney) expressing human orexin 1 or human orexin 2 receptors, were washed with HEPES (10 mM, pH 7.5), scraped off the culture plates with the same buffer, and centrifuged at 4 C for 5 min at 2500 x g. The cell pellet was either stored at -80 C or used directly. Before the experiments, cell membranes were re-suspended in binding assay buffer (10 mM HEPES, 0.5% (w/v) bovine serum albumin, pH 7.5) by homogenisation with a Polytron homogeniser at 50 Hz for 20 s. In competition experiments, cell homogenates (150μΙ) were incubated in assay buffer (10 mM HEPES, pH 7.5, 0.5 % (w/v) bovine serum albumin, 5 mM MgCI2, 1 mMCaCI2, and tween 0.05%) for 1 h at room temperature with about 100 pM of the radioligand ([125l]orexin A, 2100 Ci/mmole, 50 μΙ), and with various concentrations of compounds of the invention (50 μΙ) in triplicates.
Measurement: Kd = 299 nM (pChEMBL 6.519999980926514)
Descriptors: MW 440.43, ALogP 4.9, HBA 4, HBD 2, PSA 79.9, QED 0.45
Compound (SMILES): Cc1ccc2c(n1)CC[C@@H]2NC(=O)COc1cc(C)c2c(C3CC3)nn(C)c2n1
InChIKey: FVNQXXWGMZMSAA-KRWDZBQOSA-N
Target: Orexin receptor type 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O43614
Assay: Antagonist activity against human orexin 2 receptor after 1 hr by Ca2+ sensitive Fluo4-AM fluorescent dye-based FLIPR assay
Measurement: Ki = 22 nM (pChEMBL 7.659999847412109)
Descriptors: MW 391.48, ALogP 3.04, HBA 6, HBD 1, PSA 81.93, QED 0.72
Compound (SMILES): Cc1ccc([C@H](C)NC(=O)COc2cc(C)c3c(-c4ncccn4)nn(C)c3n2)cc1
InChIKey: XEHRVSMGEOQPQE-INIZCTEOSA-N
Target: Orexin receptor type 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O43614
Assay: Radioligand Binding Assay II : For crude cell membrane preparations, cells (CHO, Chinese hamster ovary or HEK, human embryonic kidney) expressing human orexin 1 or human orexin 2 receptors, were washed with HEPES (10 mM, pH 7.5), scraped off the culture plates with the same buffer, and centrifuged at 4 C for 5 min at 2500 x g. The cell pellet was either stored at -80 C or used directly. Before the experiments, cell membranes were re-suspended in binding assay buffer (10 mM HEPES, 0.5% (w/v) bovine serum albumin, pH 7.5) by homogenisation with a Polytron homogeniser at 50 Hz for 20 s. In competition experiments, cell homogenates (150μΙ) were incubated in assay buffer (10 mM HEPES, pH 7.5, 0.5 % (w/v) bovine serum albumin, 5 mM MgCI2, 1 mMCaCI2, and tween 0.05%) for 1 h at room temperature with about 1 nM of the radioligand [3H]-SB649868, 66 Ci/mmole, 50 μΙ), and with various concentrations of compounds of the invention (50 μΙ) in triplicates.
Measurement: Kd = 13 nM (pChEMBL 7.889999866485596)
Descriptors: MW 416.49, ALogP 3.3, HBA 7, HBD 1, PSA 94.82, QED 0.52
Compound (SMILES): Cc1ccc([C@H](C)NC(=O)COc2cc(C)c3c(-c4cnccn4)nn(C)c3n2)cc1
InChIKey: OHTWQRAVWUWAEJ-INIZCTEOSA-N
Target: Orexin/Hypocretin receptor type 1 (SINGLE PROTEIN), Homo sapiens
UniProt: O43613
Assay: Radioligand Binding Assay II : For crude cell membrane preparations, cells (CHO, Chinese hamster ovary or HEK, human embryonic kidney) expressing human orexin 1 or human orexin 2 receptors, were washed with HEPES (10 mM, pH 7.5), scraped off the culture plates with the same buffer, and centrifuged at 4 C for 5 min at 2500 x g. The cell pellet was either stored at -80 C or used directly. Before the experiments, cell membranes were re-suspended in binding assay buffer (10 mM HEPES, 0.5% (w/v) bovine serum albumin, pH 7.5) by homogenisation with a Polytron homogeniser at 50 Hz for 20 s. In competition experiments, cell homogenates (150μΙ) were incubated in assay buffer (10 mM HEPES, pH 7.5, 0.5 % (w/v) bovine serum albumin, 5 mM MgCI2, 1 mMCaCI2, and tween 0.05%) for 1 h at room temperature with about 1 nM of the radioligand [3H]-SB649868, 66 Ci/mmole, 50 μΙ), and with various concentrations of compounds of the invention (50 μΙ) in triplicates.
Measurement: Kd = 20 nM (pChEMBL 7.699999809265137)
Descriptors: MW 416.49, ALogP 3.3, HBA 7, HBD 1, PSA 94.82, QED 0.52
Compound (SMILES): O=C(Nc1cc2ncncc2cc1OCc1cccc(Cl)c1)Nc1cccc2ccccc12
InChIKey: CIGZUVLALLRNKR-UHFFFAOYSA-N
Target: Cytochrome P450 2C9 (SINGLE PROTEIN), Homo sapiens
UniProt: P11712
Assay: Inhibition of CYP2C9 (unknown origin) using luciferin tagged substrate preincubated for 10 mins before substrate addition
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 454.92, ALogP 6.66, HBA 4, HBD 2, PSA 76.14, QED 0.31
Compound (SMILES): C[C@@]1(c2cccc(NC(=O)c3ccc(Cl)cn3)c2)COCC(N)=N1
InChIKey: ZZUPAAPYPBQGKS-KRWDZBQOSA-N
Target: Beta-secretase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P56818
Assay: Inhibition of BACE1 in mouse Neuro-2a cells expressing wild type human APP695 assessed as reduction in amyloid beta-42 production after 18 hrs by sandwich alphalisa assay
Measurement: IC50 = 7.4 nM (pChEMBL 8.130000114440918)
Descriptors: MW 344.8, ALogP 2.59, HBA 5, HBD 2, PSA 89.6, QED 0.9
Compound (SMILES): COc1cnc(C(=O)Nc2ccc(F)c([C@]3(C)COCC(N)=N3)c2)cn1
InChIKey: TWRLXESQDISYIS-KRWDZBQOSA-N
Target: Beta-secretase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P56818
Assay: Inhibition of BACE1 in mouse Neuro-2a cells expressing wild type human APP695 assessed as reduction in amyloid beta-42 production after 18 hrs by sandwich alphalisa assay
Measurement: IC50 = 4.3 nM (pChEMBL 8.369999885559082)
Descriptors: MW 359.36, ALogP 1.48, HBA 7, HBD 2, PSA 111.72, QED 0.86
Compound (SMILES): COc1cnc(C(=O)Nc2ccc(F)c([C@@]3(C)N=C(N)CO[C@@H]3F)c2)cn1
InChIKey: VDDPPIGLCDMNCU-DLBZAZTESA-N
Target: Cytochrome P450 2D6 (SINGLE PROTEIN), Homo sapiens
UniProt: P10635
Assay: Inhibition of human recombinant CYP2D6 by fluorescence assay
Measurement: IC50 = 600 nM (pChEMBL 6.21999979019165)
Descriptors: MW 377.35, ALogP 1.77, HBA 7, HBD 2, PSA 111.72, QED 0.84
Compound (SMILES): CSc1nc(N)c2ncn([C@@H]3O[C@H](COP(=O)(S)OP(=O)(O)O)[C@@H](O)[C@H]3O)c2n1
InChIKey: SNYCUVYLIGMAED-QGPPJTFUSA-N
Target: P2Y purinoceptor 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P47900
Assay: Agonist activity at GFP-tagged human P2Y1R transfected in human 1321N1 cells assessed as increase in intracellular Ca2+ level by fura 2/AM probe-based fluorescence assay
Measurement: EC50 = 17 nM (pChEMBL 7.769999980926514)
Descriptors: MW 489.37, ALogP -0.09, HBA 13, HBD 6, PSA 212.37, QED 0.13
Compound (SMILES): Nc1nc(Cl)nc2c1ncn2[C@@H]1O[C@H](COP(=O)(S)OP(=O)(O)O)[C@@H](O)[C@H]1O
InChIKey: JYRNKRQKTHSDQB-PIORMBHWSA-N
Target: P2Y purinoceptor 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P47900
Assay: Agonist activity at GFP-tagged human P2Y1R transfected in human 1321N1 cells assessed as increase in intracellular Ca2+ level by fura 2/AM probe-based fluorescence assay
Measurement: EC50 = 1500 nM (pChEMBL 5.820000171661377)
Descriptors: MW 477.72, ALogP -0.16, HBA 12, HBD 6, PSA 212.37, QED 0.18
Compound (SMILES): Nc1nc(Cl)nc2c1ncn2[C@@H]1O[C@H](COP(=O)(S)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O
InChIKey: IZZLFNBHULBCLL-AESZWTTRSA-N
Target: P2Y purinoceptor 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P47900
Assay: Agonist activity at GFP-tagged human P2Y1R transfected in human 1321N1 cells assessed as increase in intracellular Ca2+ level by fura 2/AM probe-based fluorescence assay
Measurement: EC50 = 880 nM (pChEMBL 6.059999942779541)
Descriptors: MW 557.7, ALogP -0.04, HBA 14, HBD 7, PSA 258.9, QED 0.13
Compound (SMILES): CC(=O)N1CC[C@@H](NC(=O)[C@@H](N)Cc2c(C)cc(O)cc2C)c2cc(Cc3ccccc3)ccc21
InChIKey: MLGZKVPTJOZDIX-RRPNLBNLSA-N
Target: Kappa-type opioid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P41145
Assay: Agonist activity at human kappa-opioid receptor expressed in CHO cell membrane assessed as [35S]GTPgammaS binding for 1 hr by liquid scintillation counting analysis
Measurement: EC50 > 1300 nM (pChEMBL 5.886000156402588)
Descriptors: MW 471.6, ALogP 4.08, HBA 4, HBD 3, PSA 95.66, QED 0.5
Compound (SMILES): Cc1cc(O)cc(C)c1C[C@H](N)C(=O)N[C@@H]1CCCc2ccc(Cc3ccccc3)cc21
InChIKey: SBTLNIGOFFIEFE-RRPNLBNLSA-N
Target: Delta-type opioid receptor (SINGLE PROTEIN), Rattus norvegicus
UniProt: P33533
Assay: Displacement of [3H]diprenorphine from rat delta-opioid receptor expressed in C6 cell membrane for 1 hr by liquid scintillation counting analysis
Measurement: Ki = 4 nM (pChEMBL 8.399999618530273)
Descriptors: MW 428.58, ALogP 4.66, HBA 3, HBD 3, PSA 75.35, QED 0.53
Compound (SMILES): Cc1cc(O)cc(C)c1C[C@H](N)C(=O)N[C@@H]1CCNc2ccc(CC3CCCCC3)cc21
InChIKey: BNTZRKSEGYXAIV-AZGAKELHSA-N
Target: Kappa-type opioid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P41145
Assay: Displacement of [3H]diprenorphine from human kappa-opioid receptor expressed in CHO cell membrane for 1 hr by liquid scintillation counting analysis
Measurement: Ki = 6.2 nM (pChEMBL 8.210000038146973)
Descriptors: MW 435.61, ALogP 4.67, HBA 4, HBD 4, PSA 87.38, QED 0.53
Compound (SMILES): CC(=O)N1CC[C@@H](NC(=O)[C@@H](N)Cc2c(C)cc(O)cc2C)c2cc(CC3CCCCC3)ccc21
InChIKey: VTURHVYLUFXVJQ-RRPNLBNLSA-N
Target: Kappa-type opioid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P41145
Assay: Agonist activity at human kappa-opioid receptor expressed in CHO cell membrane assessed as [35S]GTPgammaS binding for 1 hr by liquid scintillation counting analysis
Measurement: EC50 = 240 nM (pChEMBL 6.619999885559082)
Descriptors: MW 477.65, ALogP 4.62, HBA 4, HBD 3, PSA 95.66, QED 0.57
Compound (SMILES): Cc1cc(O)cc(C)c1C[C@H](N)C(=O)N[C@@H]1CCCc2ccc(CC3CCCCC3)cc21
InChIKey: YZFVQCJXMRJONS-RRPNLBNLSA-N
Target: Delta-type opioid receptor (SINGLE PROTEIN), Rattus norvegicus
UniProt: P33533
Assay: Displacement of [3H]diprenorphine from rat delta-opioid receptor expressed in C6 cell membrane for 1 hr by liquid scintillation counting analysis
Measurement: Ki = 14 nM (pChEMBL 7.849999904632568)
Descriptors: MW 434.62, ALogP 5.2, HBA 3, HBD 3, PSA 75.35, QED 0.59
Compound (SMILES): CC(=O)N1CC[C@@H](NC(=O)[C@@H](N)Cc2c(C)cc(O)cc2C)c2cc(Cc3ccc4ccccc4c3)ccc21
InChIKey: XKVCLVBSFZEOMB-IOWSJCHKSA-N
Target: Delta-type opioid receptor (SINGLE PROTEIN), Rattus norvegicus
UniProt: P33533
Assay: Displacement of [3H]diprenorphine from rat delta-opioid receptor expressed in C6 cell membrane for 1 hr by liquid scintillation counting analysis
Measurement: Ki = 0.23 nM (pChEMBL 9.640000343322754)
Descriptors: MW 521.66, ALogP 5.24, HBA 4, HBD 3, PSA 95.66, QED 0.32
Compound (SMILES): Cc1cc(O)cc(C)c1C[C@H](N)C(=O)N[C@@H]1CCCc2ccc(Cc3ccc4ccccc4c3)cc21
InChIKey: BOBJJBKOJGWXGL-IOWSJCHKSA-N
Target: Delta-type opioid receptor (SINGLE PROTEIN), Rattus norvegicus
UniProt: P33533
Assay: Displacement of [3H]diprenorphine from rat delta-opioid receptor expressed in C6 cell membrane for 1 hr by liquid scintillation counting analysis
Measurement: Ki = 12 nM (pChEMBL 7.920000076293945)
Descriptors: MW 478.64, ALogP 5.82, HBA 3, HBD 3, PSA 75.35, QED 0.33
Compound (SMILES): CC(=O)N1CC[C@@H](NC(=O)[C@@H](N)Cc2c(C)cc(O)cc2C)c2cc(Cc3cccc4ccccc34)ccc21
InChIKey: VDUSIGSQGZWLMD-IOWSJCHKSA-N
Target: Delta-type opioid receptor (SINGLE PROTEIN), Rattus norvegicus
UniProt: P33533
Assay: Displacement of [3H]diprenorphine from rat delta-opioid receptor expressed in C6 cell membrane for 1 hr by liquid scintillation counting analysis
Measurement: Ki = 1.3 nM (pChEMBL 8.890000343322754)
Descriptors: MW 521.66, ALogP 5.24, HBA 4, HBD 3, PSA 95.66, QED 0.32
Compound (SMILES): Cc1cc(O)cc(C)c1C[C@H](N)C(=O)N[C@@H]1CCCc2ccc(Cc3cccc4ccccc34)cc21
InChIKey: BDKXSAWAOQTOOB-IOWSJCHKSA-N
Target: Delta-type opioid receptor (SINGLE PROTEIN), Rattus norvegicus
UniProt: P33533
Assay: Displacement of [3H]diprenorphine from rat delta-opioid receptor expressed in C6 cell membrane for 1 hr by liquid scintillation counting analysis
Measurement: Ki = 5 nM (pChEMBL 8.300000190734863)
Descriptors: MW 478.64, ALogP 5.82, HBA 3, HBD 3, PSA 75.35, QED 0.33
Compound (SMILES): CC(=O)N1CC[C@@H](NC(=O)[C@@H](N)Cc2c(C)cc(O)cc2C)c2cc(CC3Cc4ccccc4C3)ccc21
InChIKey: SDHVKIPCPNNVQK-XZWHSSHBSA-N
Target: Kappa-type opioid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P41145
Assay: Displacement of [3H]diprenorphine from human kappa-opioid receptor expressed in CHO cell membrane for 1 hr by liquid scintillation counting analysis
Measurement: Ki = 12 nM (pChEMBL 7.920000076293945)
Descriptors: MW 511.67, ALogP 4.45, HBA 4, HBD 3, PSA 95.66, QED 0.46
Compound (SMILES): Cc1cc(O)cc(C)c1C[C@H](N)C(=O)N[C@@H]1CCNc2ccc(CC3CCc4ccccc43)cc21
InChIKey: TTXSDEBRWAKODM-PBJPIWIJSA-N
Target: Kappa-type opioid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P41145
Assay: Displacement of [3H]diprenorphine from human kappa-opioid receptor expressed in CHO cell membrane for 1 hr by liquid scintillation counting analysis
Measurement: Ki = 19 nM (pChEMBL 7.71999979019165)
Descriptors: MW 469.63, ALogP 4.82, HBA 4, HBD 4, PSA 87.38, QED 0.42
Compound (SMILES): CC(=O)N1CC[C@@H](NC(=O)[C@@H](N)Cc2c(C)cc(O)cc2C)c2cc(CC3CCc4ccccc43)ccc21
InChIKey: SWFRGHVUTBNYJG-ZWBSKDEBSA-N
Target: Kappa-type opioid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P41145
Assay: Displacement of [3H]diprenorphine from human kappa-opioid receptor expressed in CHO cell membrane for 1 hr by liquid scintillation counting analysis
Measurement: Ki = 15 nM (pChEMBL 7.820000171661377)
Descriptors: MW 511.67, ALogP 4.77, HBA 4, HBD 3, PSA 95.66, QED 0.44
Compound (SMILES): O=C1COc2c(cccc2N2CCN(CC(O)COc3ccccc3C(=O)c3ccccc3)CC2)N1
InChIKey: LLNGPIQOLNBVEZ-UHFFFAOYSA-N
Target: Sodium channel protein type 5 subunit alpha (SINGLE PROTEIN), Homo sapiens
UniProt: Q14524
Assay: Inhibition of human NaV1.5 by IonWorks quattro automated electrophysiology assay
Measurement: IC50 = 20000 nM (pChEMBL 4.699999809265137)
Descriptors: MW 487.56, ALogP 2.81, HBA 7, HBD 2, PSA 91.34, QED 0.47
Compound (SMILES): O=C1COc2c(cccc2C2CCN(CC(O)COc3ccccc3C(=O)c3ccccc3)CC2)N1
InChIKey: QVTFMRCALHRROQ-UHFFFAOYSA-N
Target: Sodium channel protein type 5 subunit alpha (SINGLE PROTEIN), Homo sapiens
UniProt: Q14524
Assay: Inhibition of human NaV1.5 by IonWorks quattro automated electrophysiology assay
Measurement: IC50 = 7000 nM (pChEMBL 5.159999847412109)
Descriptors: MW 486.57, ALogP 3.87, HBA 6, HBD 2, PSA 88.1, QED 0.47
Compound (SMILES): O=C1CCc2c(cccc2N2CCN(CC(O)COc3ccccc3C(=O)c3ccccc3)CC2)N1
InChIKey: RAWYHWWKZBOKPS-UHFFFAOYSA-N
Target: Sodium channel protein type 5 subunit alpha (SINGLE PROTEIN), Homo sapiens
UniProt: Q14524
Assay: Inhibition of human NaV1.5 by IonWorks quattro automated electrophysiology assay
Measurement: IC50 = 17000 nM (pChEMBL 4.769999980926514)
Descriptors: MW 485.58, ALogP 3.36, HBA 6, HBD 2, PSA 82.11, QED 0.48
Compound (SMILES): O=C1CCc2c(cccc2C2CCN(CC(O)COc3ccccc3C(=O)c3ccccc3)CC2)N1
InChIKey: DTYXVZRWCMJUOM-UHFFFAOYSA-N
Target: Sodium channel protein type 5 subunit alpha (SINGLE PROTEIN), Homo sapiens
UniProt: Q14524
Assay: Inhibition of human NaV1.5 by IonWorks quattro automated electrophysiology assay
Measurement: IC50 = 18000 nM (pChEMBL 4.75)
Descriptors: MW 484.6, ALogP 4.42, HBA 5, HBD 2, PSA 78.87, QED 0.46
Compound (SMILES): O=C(c1ccccc1)c1ccccc1OCC(O)CN1CCN(c2cccc3[nH]c(=O)oc23)CC1
InChIKey: VMATVFNOMSFWNE-UHFFFAOYSA-N
Target: Sodium channel protein type 5 subunit alpha (SINGLE PROTEIN), Homo sapiens
UniProt: Q14524
Assay: Inhibition of human NaV1.5 by IonWorks quattro automated electrophysiology assay
Measurement: IC50 > 33000 nM (pChEMBL 4.480999946594238)
Descriptors: MW 473.53, ALogP 2.91, HBA 7, HBD 2, PSA 99.01, QED 0.38
Compound (SMILES): O=C(c1ccccc1)c1ccccc1OCC(O)CN1CCC(N2C(=O)COc3ccccc32)CC1
InChIKey: NNRBEHWLAFGHPH-UHFFFAOYSA-N
Target: Sodium channel protein type 5 subunit alpha (SINGLE PROTEIN), Homo sapiens
UniProt: Q14524
Assay: Inhibition of human NaV1.5 by IonWorks quattro automated electrophysiology assay
Measurement: IC50 = 5200 nM (pChEMBL 5.28000020980835)
Descriptors: MW 486.57, ALogP 3.55, HBA 6, HBD 1, PSA 79.31, QED 0.49
Compound (SMILES): O=C(c1ccccc1)c1ccccc1OCC(O)CN1CCC(n2c(=O)oc3ccccc32)CC1
InChIKey: AJVUWOJCUJMYCS-UHFFFAOYSA-N
Target: Sodium channel protein type 5 subunit alpha (SINGLE PROTEIN), Homo sapiens
UniProt: Q14524
Assay: Inhibition of human NaV1.5 by IonWorks quattro automated electrophysiology assay
Measurement: IC50 = 3400 nM (pChEMBL 5.46999979019165)
Descriptors: MW 472.54, ALogP 3.9, HBA 7, HBD 1, PSA 84.91, QED 0.39