lovingscience/chembl-v37-raw-activities huggingface dataset:
Compound (SMILES): O=c1cc(-c2ccccc2)oc2c1ccc1ncccc12
InChIKey: YNIIBMCFSBFPNP-UHFFFAOYSA-N
Target: Cytochrome P450 1B1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16678
Assay: Inhibition of human microsomal CYP1B1-dependent ethoxyresorufin-O-deethylase activity by spectrofluorimetric analysis in presence of NADPH regenerating solution
Measurement: Ki = 120 nM (pChEMBL 6.920000076293945)
Descriptors: MW 273.29, ALogP 4.01, HBA 3, HBD 0, PSA 43.1, QED 0.49
Compound (SMILES): O=c1cc(-c2ccccc2)oc2c3c(ccc12)OCO3
InChIKey: GBOIYIBKDOOVMK-UHFFFAOYSA-N
Target: Cytochrome P450 1B1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16678
Assay: Inhibition of human microsomal CYP1B1-dependent ethoxyresorufin-O-deethylase activity by spectrofluorimetric analysis in presence of NADPH regenerating solution
Measurement: Ki = 480 nM (pChEMBL 6.320000171661377)
Descriptors: MW 266.25, ALogP 3.19, HBA 4, HBD 0, PSA 48.67, QED 0.68
Compound (SMILES): O=c1cc(-c2ccccc2)c2ccc3c(c2o1)C=CCO3
InChIKey: ANLRONCIIBPOAX-UHFFFAOYSA-N
Target: Cytochrome P450 1B1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16678
Assay: Inhibition of human microsomal CYP1B1-dependent ethoxyresorufin-O-deethylase activity by spectrofluorimetric analysis in presence of NADPH regenerating solution
Measurement: Ki = 5040 nM (pChEMBL 5.300000190734863)
Descriptors: MW 276.29, ALogP 3.87, HBA 3, HBD 0, PSA 39.44, QED 0.63
Compound (SMILES): Cc1c(-c2ccccc2)c2ccc3c(c2oc1=O)C=CCO3
InChIKey: VLTRARVGWBVWFI-UHFFFAOYSA-N
Target: Cytochrome P450 1B1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16678
Assay: Inhibition of human microsomal CYP1B1-dependent ethoxyresorufin-O-deethylase activity by spectrofluorimetric analysis in presence of NADPH regenerating solution
Measurement: Ki = 21200 nM (pChEMBL 4.670000076293945)
Descriptors: MW 290.32, ALogP 4.17, HBA 3, HBD 0, PSA 39.44, QED 0.63
Compound (SMILES): O=c1cc(C(F)(F)F)c2ccc3c(c2o1)C=CCO3
InChIKey: KFTQGCAPOXTSAY-UHFFFAOYSA-N
Target: Cytochrome P450 1B1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16678
Assay: Inhibition of human microsomal CYP1B1-dependent ethoxyresorufin-O-deethylase activity by spectrofluorimetric analysis in presence of NADPH regenerating solution
Measurement: Ki = 20400 nM (pChEMBL 4.690000057220459)
Descriptors: MW 268.19, ALogP 3.22, HBA 3, HBD 0, PSA 39.44, QED 0.69
Compound (SMILES): Cc1cc2c(ccc3c(-c4ccccc4)cc(=O)oc32)o1
InChIKey: SKHRKSXWAXSFQB-UHFFFAOYSA-N
Target: Cytochrome P450 1B1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16678
Assay: Inhibition of human microsomal CYP1B1-dependent ethoxyresorufin-O-deethylase activity by spectrofluorimetric analysis in presence of NADPH regenerating solution
Measurement: Ki = 4620 nM (pChEMBL 5.329999923706055)
Descriptors: MW 276.29, ALogP 4.51, HBA 3, HBD 0, PSA 43.35, QED 0.48
Compound (SMILES): CC(=O)N1N=C(c2ccccc2)CC1c1c(C)nn(-c2ccc(S(N)(=O)=O)cc2)c1Cl
InChIKey: YLBJUQRSGWIVKE-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human carbonic anhydrase-1 incubated for 10 mins prior to testing by stopped-flow CO2 hydrase assay
Measurement: Ki = 20.4 nM (pChEMBL 7.690000057220459)
Descriptors: MW 457.94, ALogP 3.18, HBA 6, HBD 1, PSA 110.65, QED 0.65
Compound (SMILES): CC(=O)N1N=C(c2ccc(C)cc2)CC1c1c(C)nn(-c2ccc(S(N)(=O)=O)cc2)c1Cl
InChIKey: QBJTZMHQYSXLMN-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human carbonic anhydrase-1 incubated for 10 mins prior to testing by stopped-flow CO2 hydrase assay
Measurement: Ki = 26.7 nM (pChEMBL 7.570000171661377)
Descriptors: MW 471.97, ALogP 3.49, HBA 6, HBD 1, PSA 110.65, QED 0.63
Compound (SMILES): COc1ccc(C2=NN(C(C)=O)C(c3c(C)nn(-c4ccc(S(N)(=O)=O)cc4)c3Cl)C2)cc1
InChIKey: NXBWJJHYCRESQC-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human carbonic anhydrase-1 incubated for 10 mins prior to testing by stopped-flow CO2 hydrase assay
Measurement: Ki = 85.6 nM (pChEMBL 7.070000171661377)
Descriptors: MW 487.97, ALogP 3.19, HBA 7, HBD 1, PSA 119.88, QED 0.59
Compound (SMILES): CC(=O)N1N=C(c2ccc(F)cc2)CC1c1c(C)nn(-c2ccc(S(N)(=O)=O)cc2)c1Cl
InChIKey: NGIOVWXTQBULOM-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human carbonic anhydrase-1 incubated for 10 mins prior to testing by stopped-flow CO2 hydrase assay
Measurement: Ki = 1107 nM (pChEMBL 5.960000038146973)
Descriptors: MW 475.93, ALogP 3.32, HBA 6, HBD 1, PSA 110.65, QED 0.62
Compound (SMILES): CC(=O)N1N=C(c2ccc(Cl)cc2)CC1c1c(C)nn(-c2ccc(S(N)(=O)=O)cc2)c1Cl
InChIKey: ZQMHJCVLFXYNOK-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human carbonic anhydrase-1 incubated for 10 mins prior to testing by stopped-flow CO2 hydrase assay
Measurement: Ki = 23.3 nM (pChEMBL 7.630000114440918)
Descriptors: MW 492.39, ALogP 3.83, HBA 6, HBD 1, PSA 110.65, QED 0.6
Compound (SMILES): CC(=O)N1N=C(c2ccc(Br)cc2)CC1c1c(C)nn(-c2ccc(S(N)(=O)=O)cc2)c1Cl
InChIKey: UVMGQWWSRIRLSL-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human carbonic anhydrase-1 incubated for 10 mins prior to testing by stopped-flow CO2 hydrase assay
Measurement: Ki = 149 nM (pChEMBL 6.829999923706055)
Descriptors: MW 536.84, ALogP 3.94, HBA 6, HBD 1, PSA 110.65, QED 0.54
Compound (SMILES): Cc1cc2c(ccc3c(-c4ccccc4)c(C)c(=O)oc32)o1
InChIKey: BTBAJGJFDBJCFW-UHFFFAOYSA-N
Target: Cytochrome P450 1B1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16678
Assay: Inhibition of human microsomal CYP1B1-dependent ethoxyresorufin-O-deethylase activity by spectrofluorimetric analysis in presence of NADPH regenerating solution
Measurement: Ki = 22600 nM (pChEMBL 4.650000095367432)
Descriptors: MW 290.32, ALogP 4.82, HBA 3, HBD 0, PSA 43.35, QED 0.47
Compound (SMILES): Cc1cc2c(ccc3c(C(F)(F)F)cc(=O)oc32)o1
InChIKey: KHCORNAUXGFUIC-UHFFFAOYSA-N
Target: Cytochrome P450 1B1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16678
Assay: Inhibition of human microsomal CYP1B1-dependent ethoxyresorufin-O-deethylase activity by spectrofluorimetric analysis in presence of NADPH regenerating solution
Measurement: Ki = 46800 nM (pChEMBL 4.329999923706055)
Descriptors: MW 268.19, ALogP 3.87, HBA 3, HBD 0, PSA 43.35, QED 0.58
Compound (SMILES): NS(=O)(=O)Oc1ccc(NC(=O)N2CCN(Cc3ccccc3)CC2)cc1
InChIKey: CNRVYOXTSZKBON-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase-9 pre-incubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 10.5 nM (pChEMBL 7.980000019073486)
Descriptors: MW 390.47, ALogP 1.62, HBA 5, HBD 2, PSA 104.97, QED 0.81
Compound (SMILES): NS(=O)(=O)Oc1ccc(NC(=O)N2CCN(c3ccccc3)CC2)cc1
InChIKey: SBPYCGVXRUWAID-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase-9 pre-incubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 11.1 nM (pChEMBL 7.960000038146973)
Descriptors: MW 376.44, ALogP 1.62, HBA 5, HBD 2, PSA 104.97, QED 0.84
Compound (SMILES): NS(=O)(=O)Oc1ccc(NC(=O)N2CCN(c3ccc(F)cc3)CC2)cc1
InChIKey: JTGWICNCMKOOBF-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase-9 pre-incubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 61.5 nM (pChEMBL 7.210000038146973)
Descriptors: MW 394.43, ALogP 1.76, HBA 5, HBD 2, PSA 104.97, QED 0.82
Compound (SMILES): NS(=O)(=O)Oc1ccc(NC(=O)N2CCN(c3ccc(Cl)cc3)CC2)cc1
InChIKey: FHBNALWMHNMNKL-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase-9 pre-incubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 10.4 nM (pChEMBL 7.980000019073486)
Descriptors: MW 410.88, ALogP 2.28, HBA 5, HBD 2, PSA 104.97, QED 0.8
Compound (SMILES): Cc1cccc(N2CCN(C(=O)Nc3ccc(OS(N)(=O)=O)cc3)CC2)c1
InChIKey: CZGBTWNOFQSMJJ-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase-9 pre-incubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 0.91 nM (pChEMBL 9.039999961853027)
Descriptors: MW 390.47, ALogP 1.93, HBA 5, HBD 2, PSA 104.97, QED 0.83
Compound (SMILES): Cc1cccc(N2CCN(C(=O)Nc3ccc(OS(N)(=O)=O)cc3)CC2)c1C
InChIKey: LIXCKEGDQZELHR-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase-9 pre-incubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 32.3 nM (pChEMBL 7.489999771118164)
Descriptors: MW 404.49, ALogP 2.24, HBA 5, HBD 2, PSA 104.97, QED 0.81
Compound (SMILES): COc1cccc(N2CCN(C(=O)Nc3ccc(OS(N)(=O)=O)cc3)CC2)c1
InChIKey: QDLAOZAPTVERME-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase-9 pre-incubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 34.1 nM (pChEMBL 7.46999979019165)
Descriptors: MW 406.46, ALogP 1.63, HBA 6, HBD 2, PSA 114.2, QED 0.78
Compound (SMILES): COc1ccc(N2CCN(C(=O)Nc3ccc(OS(N)(=O)=O)cc3)CC2)cc1
InChIKey: YODKCZPCWVRTCE-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase-9 pre-incubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 114.1 nM (pChEMBL 6.940000057220459)
Descriptors: MW 406.46, ALogP 1.63, HBA 6, HBD 2, PSA 114.2, QED 0.78
Compound (SMILES): NS(=O)(=O)Oc1ccc(NC(=O)N2CCN(c3nccc(-c4ccc(Br)cc4)n3)CC2)cc1
InChIKey: STFQQFBHIRCAGO-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase-9 pre-incubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 113.6 nM (pChEMBL 6.949999809265137)
Descriptors: MW 533.41, ALogP 2.84, HBA 7, HBD 2, PSA 130.75, QED 0.52
Compound (SMILES): NS(=O)(=O)Oc1ccc(NC(=O)N2CCN(c3nccc(-c4ccc(C(F)(F)F)cc4)n3)CC2)cc1
InChIKey: JQMAFZCTLIJFHO-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase-9 pre-incubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 24.3 nM (pChEMBL 7.610000133514404)
Descriptors: MW 522.51, ALogP 3.1, HBA 7, HBD 2, PSA 130.75, QED 0.53
Compound (SMILES): NS(=O)(=O)Oc1ccc(NC(=O)N2CCN(c3nccc(-c4cc5ccccc5o4)n3)CC2)cc1
InChIKey: HAPSXOFHRWGPLA-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase-9 pre-incubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 6.7 nM (pChEMBL 8.170000076293945)
Descriptors: MW 494.53, ALogP 2.83, HBA 8, HBD 2, PSA 143.89, QED 0.43
Compound (SMILES): O=C(Nc1ccc(O)cc1)N1CCN(Cc2ccccc2)CC1
InChIKey: RNPDTYBCYKNNMD-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase-9 pre-incubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 112.9 nM (pChEMBL 6.949999809265137)
Descriptors: MW 311.38, ALogP 2.74, HBA 3, HBD 2, PSA 55.81, QED 0.86
Compound (SMILES): O=C(Nc1ccc(O)cc1)N1CCN(c2ccccc2)CC1
InChIKey: TYSNQBHFNAIYOR-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase-9 pre-incubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 120.7 nM (pChEMBL 6.920000076293945)
Descriptors: MW 297.36, ALogP 2.75, HBA 3, HBD 2, PSA 55.81, QED 0.84
Compound (SMILES): O=C(Nc1ccc(O)cc1)N1CCN(c2ccc(F)cc2)CC1
InChIKey: IRAQSPAOBMLQJA-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase-9 pre-incubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 36.9 nM (pChEMBL 7.429999828338623)
Descriptors: MW 315.35, ALogP 2.89, HBA 3, HBD 2, PSA 55.81, QED 0.84
Compound (SMILES): O=C(Nc1ccc(O)cc1)N1CCN(c2ccc(Cl)cc2)CC1
InChIKey: MELLLIWJFNLRKQ-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase-9 pre-incubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 80.5 nM (pChEMBL 7.090000152587891)
Descriptors: MW 331.8, ALogP 3.4, HBA 3, HBD 2, PSA 55.81, QED 0.83
Compound (SMILES): Cc1cccc(N2CCN(C(=O)Nc3ccc(O)cc3)CC2)c1
InChIKey: PNPYBDONKBUKGZ-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant carbonic anhydrase-9 pre-incubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 549.2 nM (pChEMBL 6.260000228881836)
Descriptors: MW 311.38, ALogP 3.05, HBA 3, HBD 2, PSA 55.81, QED 0.84
Compound (SMILES): COc1ccc2c([C@H]3CCc4ccc(Cl)cc43)nccc2c1OC
InChIKey: RORWDTCBTBGWNA-HNNXBMFYSA-N
Target: Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B (SINGLE PROTEIN), Homo sapiens
UniProt: Q01064
Assay: Inhibition of human PDE1B1
Measurement: IC50 = 2.4 nM (pChEMBL 8.619999885559082)
Descriptors: MW 339.82, ALogP 4.98, HBA 3, HBD 0, PSA 31.35, QED 0.67
Compound (SMILES): CC(=O)OC[C@H]1O[C@@H](S(=O)(=O)NCCCCCOS(N)(=O)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
InChIKey: CXIJBWKOZIQDPV-FQBWVUSXSA-N
Target: Carbonic anhydrase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P00918
Assay: Inhibition of human recombinant CA2 expressed in Escherichia coli by stopped flow CO2 hydration assay
Measurement: Ki = 10 nM (pChEMBL 8)
Descriptors: MW 576.6, ALogP -1.62, HBA 14, HBD 2, PSA 229.99, QED 0.13
Compound (SMILES): COc1cc(C=O)ccc1OC(=O)COC(=O)/C=C/c1ccc(O)cc1
InChIKey: KLRRQKYPYGJMPK-WEVVVXLNSA-N
Target: Tyrosinase (SINGLE PROTEIN), Agaricus bisporus
UniProt: O42713
Assay: Non-competitive inhibition of mushroom tyrosinase using L-DOPA as substrate assessed as enzyme-substrate-inhibitor dissociation constant preincubated for 10 mins followed by substrate addition measured after 20 mins by Lineweaver-Burk plot analysis
Measurement: Ki = 53000 nM (pChEMBL 4.28000020980835)
Descriptors: MW 356.33, ALogP 2.38, HBA 7, HBD 1, PSA 99.13, QED 0.35
Compound (SMILES): COc1cc(C=O)ccc1OC(=O)COC(=O)/C=C/c1ccc(Cl)cc1
InChIKey: RATNZZWANPYCNN-WEVVVXLNSA-N
Target: Tyrosinase (SINGLE PROTEIN), Agaricus bisporus
UniProt: O42713
Assay: Non-competitive inhibition of mushroom tyrosinase using L-DOPA as substrate assessed as enzyme-substrate-inhibitor dissociation constant preincubated for 10 mins followed by substrate addition measured after 20 mins by Lineweaver-Burk plot analysis
Measurement: Ki = 100000 nM (pChEMBL 4)
Descriptors: MW 374.78, ALogP 3.32, HBA 6, HBD 0, PSA 78.9, QED 0.32
Compound (SMILES): C=CC(=O)Nc1cccc(CNc2cc(Nc3ccc(N4CCN(C)CC4)cc3)ncn2)c1
InChIKey: AIFRWGWZEZORFV-UHFFFAOYSA-N
Target: Tyrosine-protein kinase JAK2 (SINGLE PROTEIN), Homo sapiens
UniProt: O60674
Assay: Inhibition of human JAK2 using TK-substrate-biotin preincubated for 5 mins followed by substrate addition and further incubated for 30 mins and subsequently measured after 1 hr by HTRF assay
Measurement: IC50 = 945 nM (pChEMBL 6.03000020980835)
Descriptors: MW 443.56, ALogP 3.71, HBA 7, HBD 3, PSA 85.42, QED 0.46
Compound (SMILES): CC(C)CCn1ccc2ccc(NC(=O)CCCCCCC(=O)NO)cc2c1=O
InChIKey: FSIYMAGFRRSGGY-UHFFFAOYSA-N
Target: Protein deacetylase HDAC6 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UBN7
Assay: Inhibition of recombinant His6-tagged GST-fused human HDAC6 expressed in baculovirus infected insect High5 cells using Boc-Lys-(epsilon-acetyl)-AMC as substrate after 3 hrs
Measurement: IC50 = 54.25 nM (pChEMBL 7.269999980926514)
Descriptors: MW 401.51, ALogP 3.83, HBA 5, HBD 3, PSA 100.43, QED 0.3
Compound (SMILES): COc1ccc(Cn2ccc3ccc(NC(=O)CCCCCCC(=O)NO)cc3c2=O)c(OC)c1
InChIKey: GIKBCAFOYUWQMO-UHFFFAOYSA-N
Target: Protein deacetylase HDAC6 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UBN7
Assay: Inhibition of recombinant His6-tagged GST-fused human HDAC6 expressed in baculovirus infected insect High5 cells using Boc-Lys-(epsilon-acetyl)-AMC as substrate after 3 hrs
Measurement: IC50 = 100 nM (pChEMBL 7)
Descriptors: MW 481.55, ALogP 3.85, HBA 7, HBD 3, PSA 118.89, QED 0.21
Compound (SMILES): O=C(COc1ccc(C(=O)NO)cc1)Nc1ccc2ccnc(Nc3ccc4ccccc4c3)c2c1
InChIKey: BNIFJWDIXPWDLC-UHFFFAOYSA-N
Target: Protein deacetylase HDAC6 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UBN7
Assay: Inhibition of recombinant His6-tagged GST-fused human HDAC6 expressed in baculovirus infected insect High5 cells using Boc-Lys-(epsilon-acetyl)-AMC as substrate after 3 hrs
Measurement: IC50 = 545.42 nM (pChEMBL 6.260000228881836)
Descriptors: MW 478.51, ALogP 5.27, HBA 6, HBD 4, PSA 112.58, QED 0.19
Compound (SMILES): Cc1ccc(Nc2nccc3ccc(NCc4ccc(C(=O)NO)cc4)cc23)cc1
InChIKey: ZCIBQKDQRYCXGB-UHFFFAOYSA-N
Target: Protein deacetylase HDAC6 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UBN7
Assay: Inhibition of recombinant His6-tagged GST-fused human HDAC6 expressed in baculovirus infected insect High5 cells using Boc-Lys-(epsilon-acetyl)-AMC as substrate after 3 hrs
Measurement: IC50 = 351.85 nM (pChEMBL 6.449999809265137)
Descriptors: MW 398.47, ALogP 5.02, HBA 5, HBD 4, PSA 86.28, QED 0.27
Compound (SMILES): Cc1ccc(Nc2nccc3ccc(NCc4ccc(/C=C/C(=O)NO)cc4)cc23)cc1
InChIKey: KPLJHTZFLSOICT-MDWZMJQESA-N
Target: Protein deacetylase HDAC6 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UBN7
Assay: Inhibition of recombinant His6-tagged GST-fused human HDAC6 expressed in baculovirus infected insect High5 cells using Boc-Lys-(epsilon-acetyl)-AMC as substrate after 3 hrs
Measurement: IC50 = 58.9 nM (pChEMBL 7.230000019073486)
Descriptors: MW 424.5, ALogP 5.42, HBA 5, HBD 4, PSA 86.28, QED 0.18
Compound (SMILES): Cc1ccc(Nc2nccc3ccc(NCc4ccc(/C=C/C(=O)NO)cc4)cc23)c(Cl)c1
InChIKey: HKNBNNBWNDWYRH-YRNVUSSQSA-N
Target: Protein deacetylase HDAC6 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UBN7
Assay: Inhibition of recombinant His6-tagged GST-fused human HDAC6 expressed in baculovirus infected insect High5 cells using Boc-Lys-(epsilon-acetyl)-AMC as substrate after 3 hrs
Measurement: IC50 = 286.26 nM (pChEMBL 6.539999961853027)
Descriptors: MW 458.95, ALogP 6.07, HBA 5, HBD 4, PSA 86.28, QED 0.15
Compound (SMILES): Cc1ccc(Nc2nccc3ccc(NCc4ccc(/C=C/C(=O)NO)cc4)cc23)c(Br)c1
InChIKey: KJIFFNKVPQRPLW-YRNVUSSQSA-N
Target: Protein deacetylase HDAC6 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UBN7
Assay: Inhibition of recombinant His6-tagged GST-fused human HDAC6 expressed in baculovirus infected insect High5 cells using Boc-Lys-(epsilon-acetyl)-AMC as substrate after 3 hrs
Measurement: IC50 = 304.02 nM (pChEMBL 6.519999980926514)
Descriptors: MW 503.4, ALogP 6.18, HBA 5, HBD 4, PSA 86.28, QED 0.14
Compound (SMILES): Cc1cnc(C(=O)N[C@@H](Cc2nc[nH]c2Br)C(=O)N2CCC[C@H]2C(N)=O)cn1
InChIKey: JDIARTVEJLXNKZ-AAEUAGOBSA-N
Target: Thyrotropin-releasing hormone receptor (SINGLE PROTEIN), Mus musculus
UniProt: P21761
Assay: Agonist activity at mouse TRH-R1 expressed in HEK293 cells assessed as induction of changes in intracellular Ca2+ level by FLIPR method
Measurement: EC50 = 498 nM (pChEMBL 6.300000190734863)
Descriptors: MW 450.3, ALogP 0.09, HBA 6, HBD 3, PSA 146.96, QED 0.57
Compound (SMILES): NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1nc[nH]c1Br)NC(=O)c1nccnc1N
InChIKey: JQKWWZFDAHSXFS-UWVGGRQHSA-N
Target: Thyrotropin-releasing hormone receptor (SINGLE PROTEIN), Mus musculus
UniProt: P21761
Assay: Agonist activity at mouse TRH-R1 expressed in HEK293 cells assessed as induction of changes in intracellular Ca2+ level by FLIPR method
Measurement: EC50 = 287 nM (pChEMBL 6.539999961853027)
Descriptors: MW 451.29, ALogP -0.64, HBA 7, HBD 4, PSA 172.98, QED 0.45
Compound (SMILES): NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1nc(Br)[nH]c1Br)NC(=O)c1nccnc1N
InChIKey: XYQVPHXGOHGQFR-IUCAKERBSA-N
Target: Thyrotropin-releasing hormone receptor (SINGLE PROTEIN), Mus musculus
UniProt: P21761
Assay: Agonist activity at mouse TRH-R1 expressed in HEK293 cells assessed as induction of changes in intracellular Ca2+ level by FLIPR method
Measurement: EC50 = 1410 nM (pChEMBL 5.849999904632568)
Descriptors: MW 530.18, ALogP 0.12, HBA 7, HBD 4, PSA 172.98, QED 0.41
Compound (SMILES): NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1nc(I)[nH]c1I)NC(=O)c1cnccn1
InChIKey: PBNFVLRTBHZJGT-ONGXEEELSA-N
Target: Thyrotropin-releasing hormone receptor (SINGLE PROTEIN), Mus musculus
UniProt: P21761
Assay: Agonist activity at mouse TRH-R1 expressed in HEK293 cells assessed as induction of changes in intracellular Ca2+ level by FLIPR method
Measurement: EC50 = 11280 nM (pChEMBL 4.949999809265137)
Descriptors: MW 609.17, ALogP 0.23, HBA 6, HBD 3, PSA 146.96, QED 0.4
Compound (SMILES): Cn1cnc(C[C@H](NC(=O)c2cnccn2)C(=O)N2CCC[C@H]2C(N)=O)c1Br
InChIKey: JZEDEIDXZNCULP-AAEUAGOBSA-N
Target: Thyrotropin-releasing hormone receptor (SINGLE PROTEIN), Mus musculus
UniProt: P21761
Assay: Agonist activity at mouse TRH-R1 expressed in HEK293 cells assessed as induction of changes in intracellular Ca2+ level by FLIPR method
Measurement: EC50 = 340 nM (pChEMBL 6.46999979019165)
Descriptors: MW 450.3, ALogP -0.21, HBA 7, HBD 2, PSA 136.1, QED 0.63
Compound (SMILES): CCn1c(I)nc(C[C@H](NC(=O)c2cnccn2)C(=O)N2CCC[C@H]2C(N)=O)c1I
InChIKey: DGXZNFJLWJRJCR-AAEUAGOBSA-N
Target: Thyrotropin-releasing hormone receptor (SINGLE PROTEIN), Mus musculus
UniProt: P21761
Assay: Agonist activity at mouse TRH-R1 expressed in HEK293 cells assessed as induction of changes in intracellular Ca2+ level by FLIPR method
Measurement: EC50 = 7210 nM (pChEMBL 5.139999866485596)
Descriptors: MW 637.22, ALogP 0.72, HBA 7, HBD 2, PSA 136.1, QED 0.43
Compound (SMILES): C=CC(=O)Nc1cccc(CNc2nc(Nc3cnn(CCOCCOCCOCCNC(=O)CCCC[C@@H]4SC[C@@H]5NC(=O)N[C@@H]54)c3)ncc2Cl)c1
InChIKey: GEFQQWLDJYHNNX-OLWNVYNHSA-N
Target: Tyrosine-protein kinase JAK2 (SINGLE PROTEIN), Homo sapiens
UniProt: O60674
Assay: Inhibition of JAK2 (unknown origin) by Z'-Lyte assay
Measurement: IC50 = 421 nM (pChEMBL 6.380000114440918)
Descriptors: MW 771.34, ALogP 3.7, HBA 13, HBD 6, PSA 194.68, QED 0.04
Compound (SMILES): NS(=O)(=O)c1ccc(/N=c2\scc(-c3ccc(Br)cc3)n2C2CCCCC2)cc1
InChIKey: UQDVUOYWYYMUDX-FLFQWRMESA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human carbonic anhydrase-9
Measurement: Ki = 277 nM (pChEMBL 6.559999942779541)
Descriptors: MW 492.46, ALogP 5.36, HBA 5, HBD 1, PSA 77.45, QED 0.53
Compound (SMILES): NS(=O)(=O)c1ccc(/N=c2\scc(-c3ccc(Cl)cc3)n2C2CCCCC2)cc1
InChIKey: QLFZIGDAGVQUNR-FLFQWRMESA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human carbonic anhydrase-9
Measurement: Ki = 353 nM (pChEMBL 6.449999809265137)
Descriptors: MW 448.01, ALogP 5.26, HBA 5, HBD 1, PSA 77.45, QED 0.59
Compound (SMILES): NS(=O)(=O)c1ccc(/N=c2\scc(-c3ccc(F)cc3)n2C2CCCCC2)cc1
InChIKey: JLROBRIEUQFTSY-FLFQWRMESA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human carbonic anhydrase-9
Measurement: Ki = 274 nM (pChEMBL 6.559999942779541)
Descriptors: MW 431.56, ALogP 4.74, HBA 5, HBD 1, PSA 77.45, QED 0.65
Compound (SMILES): NS(=O)(=O)c1ccc(/N=c2\scc(-c3cccc([N+](=O)[O-])c3)n2C2CCCCC2)cc1
InChIKey: XWVSQDVKYUANDF-LNVKXUELSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human carbonic anhydrase-9
Measurement: Ki = 193 nM (pChEMBL 6.710000038146973)
Descriptors: MW 458.57, ALogP 4.51, HBA 7, HBD 1, PSA 120.59, QED 0.45
Compound (SMILES): NS(=O)(=O)c1ccc(/N=c2\scc(-c3ccc(Cl)cc3Cl)n2C2CCCCC2)cc1
InChIKey: DKSBNGHUMSUEKT-DAFNUICNSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human carbonic anhydrase-9
Measurement: Ki = 342 nM (pChEMBL 6.46999979019165)
Descriptors: MW 482.46, ALogP 5.91, HBA 5, HBD 1, PSA 77.45, QED 0.5
Compound (SMILES): N#Cc1ccc(-c2cs/c(=N\c3ccc(S(N)(=O)=O)cc3)n2C2CCCCC2)cc1
InChIKey: ICYQYHUHWIFUDW-LVWGJNHUSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human carbonic anhydrase-9
Measurement: Ki = 29.5 nM (pChEMBL 7.53000020980835)
Descriptors: MW 438.58, ALogP 4.47, HBA 6, HBD 1, PSA 101.24, QED 0.65
Compound (SMILES): NS(=O)(=O)c1ccc(/N=c2\scc(-c3ccc(F)cc3F)n2C2CCCCC2)cc1
InChIKey: IETDIJVGOGPMHF-DAFNUICNSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human carbonic anhydrase-9
Measurement: Ki = 85.5 nM (pChEMBL 7.070000171661377)
Descriptors: MW 449.55, ALogP 4.88, HBA 5, HBD 1, PSA 77.45, QED 0.62
Compound (SMILES): NS(=O)(=O)c1ccc(/N=c2\scc(-c3ccc([N+](=O)[O-])cc3)n2C2CCCCC2)cc1
InChIKey: JZBRPTOTCNQKNA-LNVKXUELSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human carbonic anhydrase-9
Measurement: Ki = 29.4 nM (pChEMBL 7.53000020980835)
Descriptors: MW 458.57, ALogP 4.51, HBA 7, HBD 1, PSA 120.59, QED 0.45
Compound (SMILES): NS(=O)(=O)c1ccc(/N=c2\scc(-c3ccc(-c4ccccc4)cc3)n2C2CCCCC2)cc1
InChIKey: AKCVKHJWJCIUQX-OHYPFYFLSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human carbonic anhydrase-9
Measurement: Ki = 32.5 nM (pChEMBL 7.489999771118164)
Descriptors: MW 489.67, ALogP 6.27, HBA 5, HBD 1, PSA 77.45, QED 0.36
Compound (SMILES): Cc1ccc(-c2cs/c(=N\c3ccc(S(N)(=O)=O)cc3)n2C2CCCCC2)cc1
InChIKey: RLIQPYPOGXEKSF-GYHWCHFESA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human carbonic anhydrase-9
Measurement: Ki = 22.7 nM (pChEMBL 7.639999866485596)
Descriptors: MW 427.6, ALogP 4.91, HBA 5, HBD 1, PSA 77.45, QED 0.64
Compound (SMILES): COc1ccc(-c2cs/c(=N\c3ccc(S(N)(=O)=O)cc3)n2C2CCCCC2)cc1
InChIKey: IKGASMNOEDXJEV-GYHWCHFESA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human carbonic anhydrase-9
Measurement: Ki = 16.5 nM (pChEMBL 7.78000020980835)
Descriptors: MW 443.59, ALogP 4.61, HBA 6, HBD 1, PSA 86.68, QED 0.62
Compound (SMILES): NS(=O)(=O)c1ccc(/N=c2\scc(-c3cccs3)n2C2CCCCC2)cc1
InChIKey: JWBFUKIJOWKJLJ-VZCXRCSSSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human carbonic anhydrase-9
Measurement: Ki = 150 nM (pChEMBL 6.820000171661377)
Descriptors: MW 419.6, ALogP 4.66, HBA 6, HBD 1, PSA 77.45, QED 0.67
Compound (SMILES): NS(=O)(=O)c1ccc(/N=c2\scc(-c3ccccc3)n2C2CCCCC2)cc1
InChIKey: UTJDOVBXBQXJFK-LNVKXUELSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human carbonic anhydrase-9
Measurement: Ki = 354 nM (pChEMBL 6.449999809265137)
Descriptors: MW 413.57, ALogP 4.6, HBA 5, HBD 1, PSA 77.45, QED 0.68
Compound (SMILES): COc1ncc(-c2ccc3nc(NC(=O)NC4CC4)nn3c2)cc1NS(=O)(=O)c1ccc(F)cc1
InChIKey: YVAOMSDQXISTTH-UHFFFAOYSA-N
Target: Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform (SINGLE PROTEIN), Homo sapiens
UniProt: P48736
Assay: Inhibition of PI3Kgamma (unknown origin) assessed as reduction of ATP level after 40 mins by luciferase based luminescence assay
Measurement: IC50 = 14 nM (pChEMBL 7.849999904632568)
Descriptors: MW 497.51, ALogP 3.02, HBA 8, HBD 3, PSA 139.61, QED 0.36
Compound (SMILES): CCN(CC)CCNC(=O)Nc1nc2ccc(-c3cnc(OC)c(NS(=O)(=O)c4ccc(F)cc4)c3)cn2n1
InChIKey: YCMPAJXRYQKAKZ-UHFFFAOYSA-N
Target: Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform (SINGLE PROTEIN), Homo sapiens
UniProt: P48736
Assay: Inhibition of PI3Kgamma (unknown origin) assessed as reduction of ATP level after 40 mins by luciferase based luminescence assay
Measurement: IC50 = 22 nM (pChEMBL 7.659999847412109)
Descriptors: MW 556.62, ALogP 3.2, HBA 9, HBD 3, PSA 142.85, QED 0.26
Compound (SMILES): Cc1cc(C#N)cc(-c2cc(-n3cccn3)ncn2)c1
InChIKey: DOTJFXPSPGGSPY-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Homo sapiens
UniProt: P41594
Assay: Negative allosteric modulation at human mGlu5 receptor expressed in HEK293 cells assessed as inhibition of L-quisqualic acid-induced inositol phosphate turnover preincubated for 45 mins before L-quisqualic acid challenge measured after 15 mins by IPone assay
Measurement: IC50 = 12.59 nM (pChEMBL 7.900000095367432)
Descriptors: MW 261.29, ALogP 2.51, HBA 5, HBD 0, PSA 67.39, QED 0.71
Compound (SMILES): N#Cc1cc(Cl)cc(-c2cc(-n3cccn3)ncn2)c1
InChIKey: RDPNIWXBEYDORQ-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Homo sapiens
UniProt: P41594
Assay: Displacement of [3H]-M-MPEP from human mGlu5 receptor expressed in HEK293 cells after 90 mins by scintillation spectroscopy analysis
Measurement: Ki = 3.981 nM (pChEMBL 8.399999618530273)
Descriptors: MW 281.71, ALogP 2.85, HBA 5, HBD 0, PSA 67.39, QED 0.72
Compound (SMILES): N#Cc1cc(Cl)c(F)c(-c2cc(-n3cccn3)ncn2)c1
InChIKey: UPDNOLJVPHHECL-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Homo sapiens
UniProt: P41594
Assay: Negative allosteric modulation at human mGlu5 receptor expressed in HEK293 cells assessed as inhibition of L-quisqualic acid-induced inositol phosphate turnover preincubated for 45 mins before L-quisqualic acid challenge measured after 15 mins by IPone assay
Measurement: IC50 = 2.512 nM (pChEMBL 8.600000381469727)
Descriptors: MW 299.7, ALogP 2.99, HBA 5, HBD 0, PSA 67.39, QED 0.73
Compound (SMILES): N#Cc1cc(Cl)cc(-c2cc(-n3cc(F)cn3)ncn2)c1
InChIKey: XCUHXIOQUHNXIQ-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Homo sapiens
UniProt: P41594
Assay: Inhibition of mGLU5 (unknown origin)
Measurement: IC50 = 19.95 nM (pChEMBL 7.699999809265137)
Descriptors: MW 299.7, ALogP 2.99, HBA 5, HBD 0, PSA 67.39, QED 0.73
Compound (SMILES): N#Cc1cc(Cl)cc(-c2cc(-c3ccccn3)ncn2)c1
InChIKey: VHAMFIBHKMACOJ-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Homo sapiens
UniProt: P41594
Assay: Inhibition of mGLU5 (unknown origin)
Measurement: IC50 = 3.162 nM (pChEMBL 8.5)
Descriptors: MW 292.73, ALogP 3.73, HBA 4, HBD 0, PSA 62.46, QED 0.72
Compound (SMILES): N#Cc1cc(C#N)cc(-c2cc(-c3ccc(F)cn3)ncn2)c1
InChIKey: ZSBXGUSZFWRANX-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Homo sapiens
UniProt: P41594
Assay: [3H]-M-MPEP Radioligand Binding Assay: After thawing, membrane homogenates were re-suspended in the binding buffer (50 mM HEPES pH 7.5, 150 mM NaCl) to a final assay concentration of 2.5 μg protein per well. Saturation isotherms were determined by the addition of various concentrations (0-50 nM) of [3H]-M-MPEP (Gasparini et al. Bioorg. Med. Chem Lett. 2002, 12, 407-409) in a total reaction volume of 250 μL for 90 min at rt. At the end of the incubation, membranes were filtered onto a 96-well GF/B filter pre-incubated with 0.1% polyethylenimine, with a Tomtec cell harvester and washed 5 times with 0.5 mL distilled water. Non-specific binding (NSB) was measured in the presence of 0.1 mM MPEP hydrochloride (Tocris bioscience, catalogue number 1212). Radioactivity on the filter was counted (1 min) on a microbeta counter after addition of 50 μL of scintillation fluid. For competition binding experiments, membranes were incubated with [3H]-M-MPEP at a concentration equal to the KD value of the radioligand and 10 concentrations of the inhibitory compound (typically between the ranges of 0.1 mM-3.16 pM). IC50 values were derived from the inhibition curve and the equilibrium dissociation constant (Ki) values were calculated using the Cheng-Prussoff equation. The pKi values (where pKi=−log10 Ki) of certain compounds of the invention are tabulated below.
Measurement: Ki = 1.66 nM (pChEMBL 8.779999732971191)
Descriptors: MW 301.28, ALogP 3.09, HBA 5, HBD 0, PSA 86.25, QED 0.73
Compound (SMILES): N#Cc1cc(Cl)cc(-c2cc(-c3ccc(F)cn3)ncn2)c1
InChIKey: FQAXDSVNYVVQSE-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Homo sapiens
UniProt: P41594
Assay: Displacement of [3H]-M-MPEP from human mGlu5 receptor expressed in HEK293 cells after 90 mins by scintillation spectroscopy analysis
Measurement: Ki = 0.5012 nM (pChEMBL 9.300000190734863)
Descriptors: MW 310.72, ALogP 3.87, HBA 4, HBD 0, PSA 62.46, QED 0.72
Compound (SMILES): N#Cc1ccc(-c2cc(-c3cc(Cl)cc(C#N)c3)ncn2)nc1
InChIKey: VFZONVUYRRKUEK-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Homo sapiens
UniProt: P41594
Assay: Negative allosteric modulation at human mGlu5 receptor expressed in HEK293 cells assessed as inhibition of L-quisqualic acid-induced inositol phosphate turnover preincubated for 45 mins before L-quisqualic acid challenge measured after 15 mins by IPone assay
Measurement: IC50 = 0.631 nM (pChEMBL 9.199999809265137)
Descriptors: MW 317.74, ALogP 3.6, HBA 5, HBD 0, PSA 86.25, QED 0.72
Compound (SMILES): N#Cc1cc(Cl)cc(-c2cc(-c3ccc(Cl)cn3)ncn2)c1
InChIKey: YEVYAOASVVGEDS-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Homo sapiens
UniProt: P41594
Assay: [3H]-M-MPEP Radioligand Binding Assay: After thawing, membrane homogenates were re-suspended in the binding buffer (50 mM HEPES pH 7.5, 150 mM NaCl) to a final assay concentration of 2.5 μg protein per well. Saturation isotherms were determined by the addition of various concentrations (0-50 nM) of [3H]-M-MPEP (Gasparini et al. Bioorg. Med. Chem Lett. 2002, 12, 407-409) in a total reaction volume of 250 μL for 90 min at rt. At the end of the incubation, membranes were filtered onto a 96-well GF/B filter pre-incubated with 0.1% polyethylenimine, with a Tomtec cell harvester and washed 5 times with 0.5 mL distilled water. Non-specific binding (NSB) was measured in the presence of 0.1 mM MPEP hydrochloride (Tocris bioscience, catalogue number 1212). Radioactivity on the filter was counted (1 min) on a microbeta counter after addition of 50 μL of scintillation fluid. For competition binding experiments, membranes were incubated with [3H]-M-MPEP at a concentration equal to the KD value of the radioligand and 10 concentrations of the inhibitory compound (typically between the ranges of 0.1 mM-3.16 pM). IC50 values were derived from the inhibition curve and the equilibrium dissociation constant (Ki) values were calculated using the Cheng-Prussoff equation. The pKi values (where pKi=−log10 Ki) of certain compounds of the invention are tabulated below.
Measurement: Ki = 1.7 nM (pChEMBL 8.770000457763672)
Descriptors: MW 327.17, ALogP 4.38, HBA 4, HBD 0, PSA 62.46, QED 0.7
Compound (SMILES): N#Cc1cc(Cl)c(F)c(-c2cc(-c3ccc(F)cn3)ncn2)c1
InChIKey: VDNIKGLCZJGBLN-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Homo sapiens
UniProt: P41594
Assay: Negative allosteric modulation at human mGlu5 receptor expressed in HEK293 cells assessed as inhibition of L-quisqualic acid-induced inositol phosphate turnover preincubated for 45 mins before L-quisqualic acid challenge measured after 15 mins by IPone assay
Measurement: IC50 = 0.3981 nM (pChEMBL 9.399999618530273)
Descriptors: MW 328.71, ALogP 4.01, HBA 4, HBD 0, PSA 62.46, QED 0.71
Compound (SMILES): CN1CCC[C@H]1COc1cccc(O)c1
InChIKey: GMXMIEACANMTOP-JTQLQIEISA-N
Target: Neuronal acetylcholine receptor subunit alpha-7 (SINGLE PROTEIN), Rattus norvegicus
UniProt: Q05941
Assay: Displacement of [125I]]-alpha-bungarotoxin from alpha7 nAChR in rat hippocampus membranes by liquid scintillation counting method
Measurement: Ki = 119 nM (pChEMBL 6.920000076293945)
Descriptors: MW 207.27, ALogP 1.87, HBA 3, HBD 1, PSA 32.7, QED 0.82
Compound (SMILES): Oc1cccc(OC[C@@H]2CCCN2)c1
InChIKey: LHVWERCMMWQFDK-VIFPVBQESA-N
Target: Neuronal acetylcholine receptor; alpha3/beta4 (PROTEIN COMPLEX), Homo sapiens
UniProt: P32297
Assay: Displacement of [3H]epibatidine from human alpha3beta4 nAChR expressed in HEK293 cell membranes by liquid scintillation counting method
Measurement: Ki = 3800 nM (pChEMBL 5.420000076293945)
Descriptors: MW 193.25, ALogP 1.52, HBA 3, HBD 2, PSA 41.49, QED 0.76
Compound (SMILES): CN1CC[C@H]1COc1cccc(O)c1
InChIKey: WPIOOGNLSRYEIU-VIFPVBQESA-N
Target: Neuronal acetylcholine receptor subunit alpha-7 (SINGLE PROTEIN), Rattus norvegicus
UniProt: Q05941
Assay: Displacement of [125I]]-alpha-bungarotoxin from alpha7 nAChR in rat hippocampus membranes by liquid scintillation counting method
Measurement: Ki = 29 nM (pChEMBL 7.539999961853027)
Descriptors: MW 193.25, ALogP 1.48, HBA 3, HBD 1, PSA 32.7, QED 0.79
Compound (SMILES): Oc1cccc(OC[C@@H]2CCN2)c1
InChIKey: XUFHNWWGOZPOSG-QMMMGPOBSA-N
Target: Neuronal acetylcholine receptor; alpha3/beta4 (PROTEIN COMPLEX), Homo sapiens
UniProt: P32297
Assay: Displacement of [3H]epibatidine from human alpha3beta4 nAChR expressed in HEK293 cell membranes by liquid scintillation counting method
Measurement: Ki = 40 nM (pChEMBL 7.400000095367432)
Descriptors: MW 179.22, ALogP 1.13, HBA 3, HBD 2, PSA 41.49, QED 0.73
Compound (SMILES): CN1CCC[C@H]1COc1cncc(O)c1
InChIKey: VRDFPEYWEQFXGS-VIFPVBQESA-N
Target: Neuronal acetylcholine receptor; alpha3/beta4 (PROTEIN COMPLEX), Homo sapiens
UniProt: P32297
Assay: Displacement of [3H]epibatidine from human alpha3beta4 nAChR expressed in HEK293 cell membranes by liquid scintillation counting method
Measurement: Ki = 235 nM (pChEMBL 6.630000114440918)
Descriptors: MW 208.26, ALogP 1.26, HBA 4, HBD 1, PSA 45.59, QED 0.81
Compound (SMILES): Oc1cncc(OC[C@@H]2CCCN2)c1
InChIKey: XKTDZPFHTDLVPX-QMMMGPOBSA-N
Target: Neuronal acetylcholine receptor; alpha3/beta4 (PROTEIN COMPLEX), Homo sapiens
UniProt: P32297
Assay: Displacement of [3H]epibatidine from human alpha3beta4 nAChR expressed in HEK293 cell membranes by liquid scintillation counting method
Measurement: Ki = 100 nM (pChEMBL 7)
Descriptors: MW 194.23, ALogP 0.92, HBA 4, HBD 2, PSA 54.38, QED 0.75
Compound (SMILES): C[C@@H](Oc1ccccc1)[C@@H]1CCCN1C
InChIKey: UOPNAMLYCDNDDL-YPMHNXCESA-N
Target: Neuronal acetylcholine receptor; alpha3/beta4 (PROTEIN COMPLEX), Homo sapiens
UniProt: P32297
Assay: Displacement of [3H]epibatidine from human alpha3beta4 nAChR expressed in HEK293 cell membranes by liquid scintillation counting method
Measurement: Ki = 1300 nM (pChEMBL 5.889999866485596)
Descriptors: MW 205.3, ALogP 2.55, HBA 2, HBD 0, PSA 12.47, QED 0.75
Compound (SMILES): CC(Oc1ccccc1)C1CCCN1C
InChIKey: UOPNAMLYCDNDDL-UHFFFAOYSA-N
Target: Neuronal acetylcholine receptor; alpha3/beta4 (PROTEIN COMPLEX), Homo sapiens
UniProt: P32297
Assay: Displacement of [3H]epibatidine from human alpha3beta4 nAChR expressed in HEK293 cell membranes by liquid scintillation counting method
Measurement: Ki = 1400 nM (pChEMBL 5.849999904632568)
Descriptors: MW 205.3, ALogP 2.55, HBA 2, HBD 0, PSA 12.47, QED 0.75
Compound (SMILES): COc1ccc(O)cc1OC[C@@H]1CCCN1C
InChIKey: LUMHKBSLNLNGBS-JTQLQIEISA-N
Target: Neuronal acetylcholine receptor; alpha3/beta4 (PROTEIN COMPLEX), Homo sapiens
UniProt: P32297
Assay: Displacement of [3H]epibatidine from human alpha3beta4 nAChR expressed in HEK293 cell membranes by liquid scintillation counting method
Measurement: Ki = 271 nM (pChEMBL 6.570000171661377)
Descriptors: MW 237.3, ALogP 1.87, HBA 4, HBD 1, PSA 41.93, QED 0.87
Compound (SMILES): C[C@@H](Oc1cccc(O)c1)[C@@H]1CCCN1C
InChIKey: YLGJLNIJMRIYHN-MFKMUULPSA-N
Target: Neuronal acetylcholine receptor; alpha3/beta4 (PROTEIN COMPLEX), Homo sapiens
UniProt: P32297
Assay: Displacement of [3H]epibatidine from human alpha3beta4 nAChR expressed in HEK293 cell membranes by liquid scintillation counting method
Measurement: Ki = 257 nM (pChEMBL 6.590000152587891)
Descriptors: MW 221.3, ALogP 2.25, HBA 3, HBD 1, PSA 32.7, QED 0.85
Compound (SMILES): C[C@H](Oc1cccc(O)c1)[C@@H]1CCCN1C
InChIKey: YLGJLNIJMRIYHN-GWCFXTLKSA-N
Target: Neuronal acetylcholine receptor; alpha3/beta4 (PROTEIN COMPLEX), Homo sapiens
UniProt: P32297
Assay: Displacement of [3H]epibatidine from human alpha3beta4 nAChR expressed in HEK293 cell membranes by liquid scintillation counting method
Measurement: Ki = 752 nM (pChEMBL 6.119999885559082)
Descriptors: MW 221.3, ALogP 2.25, HBA 3, HBD 1, PSA 32.7, QED 0.85
Compound (SMILES): COc1ccncc1OC[C@@H]1CCCN1C
InChIKey: IDCKFOFDGKCPQY-JTQLQIEISA-N
Target: Neuronal acetylcholine receptor; alpha3/beta4 (PROTEIN COMPLEX), Homo sapiens
UniProt: P32297
Assay: Displacement of [3H]epibatidine from human alpha3beta4 nAChR expressed in HEK293 cell membranes by liquid scintillation counting method
Measurement: Ki = 2100 nM (pChEMBL 5.679999828338623)
Descriptors: MW 222.29, ALogP 1.56, HBA 4, HBD 0, PSA 34.59, QED 0.77
Compound (SMILES): COc1ccncc1OC[C@@H]1CCCN1
InChIKey: LNSWECRSSXELIU-VIFPVBQESA-N
Target: Neuronal acetylcholine receptor; alpha3/beta4 (PROTEIN COMPLEX), Homo sapiens
UniProt: P32297
Assay: Displacement of [3H]epibatidine from human alpha3beta4 nAChR expressed in HEK293 cell membranes by liquid scintillation counting method
Measurement: Ki = 2900 nM (pChEMBL 5.539999961853027)
Descriptors: MW 208.26, ALogP 1.22, HBA 4, HBD 1, PSA 43.38, QED 0.81
Compound (SMILES): C[C@@H](Oc1cccnc1)[C@@H]1CCCN1C
InChIKey: IPXAAUDJZYMFFH-PWSUYJOCSA-N
Target: Neuronal acetylcholine receptor; alpha3/beta4 (PROTEIN COMPLEX), Homo sapiens
UniProt: P32297
Assay: Displacement of [3H]epibatidine from human alpha3beta4 nAChR expressed in HEK293 cell membranes by liquid scintillation counting method
Measurement: Ki = 5000 nM (pChEMBL 5.300000190734863)
Descriptors: MW 206.29, ALogP 1.94, HBA 3, HBD 0, PSA 25.36, QED 0.76
Compound (SMILES): C[C@H](Oc1cccnc1)[C@@H]1CCCN1C
InChIKey: IPXAAUDJZYMFFH-JQWIXIFHSA-N
Target: Neuronal acetylcholine receptor; alpha3/beta4 (PROTEIN COMPLEX), Homo sapiens
UniProt: P32297
Assay: Displacement of [3H]epibatidine from human alpha3beta4 nAChR expressed in HEK293 cell membranes by liquid scintillation counting method
Measurement: Ki = 5600 nM (pChEMBL 5.25)
Descriptors: MW 206.29, ALogP 1.94, HBA 3, HBD 0, PSA 25.36, QED 0.76
Compound (SMILES): O=C(Nc1ccc(Cl)cc1Cl)c1cn[nH]n1
InChIKey: GAGGCNZJYKWGJL-UHFFFAOYSA-N
Target: Arachidonate 12-lipoxygenase (SINGLE PROTEIN), Rattus norvegicus
UniProt: Q02759
Assay: Inhibition of rat 15-LOX-1 expressed in Sf9 cells assessed as reduction in conversion of arachidonic acid to 15-HETE pre-incubated 5 min before arachidonic acid substrate addition by HPLC-UV spectroscopy
Measurement: IC50 = 24000 nM (pChEMBL 4.619999885559082)
Descriptors: MW 257.08, ALogP 2.36, HBA 3, HBD 2, PSA 70.67, QED 0.87
Compound (SMILES): COc1ccccc1C(=O)N/N=C/c1cc(Cc2ccccc2Cl)ccc1O
InChIKey: ALEUULBCAKDXEM-ZVHZXABRSA-N
Target: Prostaglandin E synthase (SINGLE PROTEIN), Homo sapiens
UniProt: O14684
Assay: Inhibition of mPGES-1 in IL-1beta-stimulated human A549 cell microsomal membranes assessed as reduction in PGE2 formation incubated for 15 mins using PGH2 substrate by RP-HPLC method
Measurement: IC50 = 4500 nM (pChEMBL 5.349999904632568)
Descriptors: MW 394.86, ALogP 4.41, HBA 4, HBD 2, PSA 70.92, QED 0.48
Compound (SMILES): CCOc1cc(/C=C2\SC(=S)N(NC(=O)c3ccccc3Cl)C2=O)ccc1O
InChIKey: ACSHDWDJCNTEJX-YBEGLDIGSA-N
Target: Prostaglandin E synthase (SINGLE PROTEIN), Homo sapiens
UniProt: O14684
Assay: Inhibition of mPGES-1 in IL-1beta-stimulated human A549 cell microsomal membranes assessed as reduction in PGE2 formation incubated for 15 mins using PGH2 substrate by RP-HPLC method
Measurement: IC50 = 3800 nM (pChEMBL 5.420000076293945)
Descriptors: MW 434.93, ALogP 3.99, HBA 6, HBD 2, PSA 78.87, QED 0.55
Compound (SMILES): CN(C)c1ccc(C(=O)NCCNc2c3c(nc4ccccc24)CCCC3)cc1.Cl
InChIKey: PFASXTGIKQFHMF-UHFFFAOYSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Homo sapiens
UniProt: P22303
Assay: Inhibition of acetylcholinesterase in human erythrocytes using acetylthiocholine iodide substrate by spectrophotometric Ellman's method
Measurement: IC50 = 142 nM (pChEMBL 6.849999904632568)
Descriptors: MW 388.52, ALogP 4.02, HBA 4, HBD 2, PSA 57.26, QED 0.63
Compound (SMILES): CN(C)c1ccc(C(=O)NCCCNc2c3c(nc4ccccc24)CCCC3)cc1.Cl
InChIKey: YKUSXCRXKNMUMG-UHFFFAOYSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Homo sapiens
UniProt: P22303
Assay: Inhibition of acetylcholinesterase in human erythrocytes using acetylthiocholine iodide substrate by spectrophotometric Ellman's method
Measurement: IC50 = 19 nM (pChEMBL 7.71999979019165)
Descriptors: MW 402.54, ALogP 4.41, HBA 4, HBD 2, PSA 57.26, QED 0.57
Compound (SMILES): CN(C)c1ccc(C(=O)NCCCCNc2c3c(nc4ccccc24)CCCC3)cc1.Cl
InChIKey: SAXGCXXSOSTHKB-UHFFFAOYSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Homo sapiens
UniProt: P22303
Assay: Inhibition of acetylcholinesterase in human erythrocytes using acetylthiocholine iodide substrate by spectrophotometric Ellman's method
Measurement: IC50 = 295 nM (pChEMBL 6.53000020980835)
Descriptors: MW 416.57, ALogP 4.8, HBA 4, HBD 2, PSA 57.26, QED 0.52
Compound (SMILES): CN(C)c1ccc(C(=O)NCCCCCNc2c3c(nc4ccccc24)CCCC3)cc1.Cl
InChIKey: LTFRKEIBRWQYPM-UHFFFAOYSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Homo sapiens
UniProt: P22303
Assay: Inhibition of acetylcholinesterase in human erythrocytes using acetylthiocholine iodide substrate by spectrophotometric Ellman's method
Measurement: IC50 = 357 nM (pChEMBL 6.449999809265137)
Descriptors: MW 430.6, ALogP 5.19, HBA 4, HBD 2, PSA 57.26, QED 0.46
Compound (SMILES): CN(C)c1ccc(C(=O)NCCCCCCNc2c3c(nc4ccccc24)CCCC3)cc1.Cl
InChIKey: FSIJFGRZTJROBL-UHFFFAOYSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Homo sapiens
UniProt: P22303
Assay: Inhibition of acetylcholinesterase in human erythrocytes using acetylthiocholine iodide substrate by spectrophotometric Ellman's method
Measurement: IC50 = 64 nM (pChEMBL 7.190000057220459)
Descriptors: MW 444.62, ALogP 5.58, HBA 4, HBD 2, PSA 57.26, QED 0.4
Compound (SMILES): CN(C)c1ccc(C(=O)NCCCCCCCNc2c3c(nc4ccccc24)CCCC3)cc1.Cl
InChIKey: KLLAKZDRPWAZFJ-UHFFFAOYSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Homo sapiens
UniProt: P22303
Assay: Inhibition of acetylcholinesterase in human erythrocytes using acetylthiocholine iodide substrate by spectrophotometric Ellman's method
Measurement: IC50 = 75 nM (pChEMBL 7.119999885559082)
Descriptors: MW 458.65, ALogP 5.97, HBA 4, HBD 2, PSA 57.26, QED 0.35
Compound (SMILES): CN(C)c1ccc(C(=O)NCCCCCCCCNc2c3c(nc4ccccc24)CCCC3)cc1.Cl
InChIKey: JQMMSKMSQKBRKA-UHFFFAOYSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Homo sapiens
UniProt: P22303
Assay: Inhibition of acetylcholinesterase in human erythrocytes using acetylthiocholine iodide substrate by spectrophotometric Ellman's method
Measurement: IC50 = 77 nM (pChEMBL 7.110000133514404)
Descriptors: MW 472.68, ALogP 6.36, HBA 4, HBD 2, PSA 57.26, QED 0.3
Compound (SMILES): CN(C)c1ccc(C(=O)NCCCCCCCCCNc2c3c(nc4ccccc24)CCCC3)cc1.Cl
InChIKey: KGNOCGDSAXDLPI-UHFFFAOYSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Homo sapiens
UniProt: P22303
Assay: Inhibition of acetylcholinesterase in human erythrocytes using acetylthiocholine iodide substrate by spectrophotometric Ellman's method
Measurement: IC50 = 125 nM (pChEMBL 6.900000095367432)
Descriptors: MW 486.7, ALogP 6.75, HBA 4, HBD 2, PSA 57.26, QED 0.26
Compound (SMILES): COc1ccc2c(c1)CCCN2c1ncnc2ccccc12
InChIKey: MHEDOFSFNFEZFX-UHFFFAOYSA-N
Target: Platelet-derived growth factor receptor beta (SINGLE PROTEIN), Homo sapiens
UniProt: P09619
Assay: Inhibition of PDGFRbeta in human SH-SY5Y cells preincubated for 60 mins followed by PDGF stimulation and measured after 10 mins by ELISA
Measurement: IC50 = 54 nM (pChEMBL 7.269999980926514)
Descriptors: MW 291.35, ALogP 3.72, HBA 4, HBD 0, PSA 38.25, QED 0.72
Compound (SMILES): C=CCN1CC2CC(C1)N2C(c1ccc(C(=O)N(CC)CC)cc1)c1cccc(OC)c1
InChIKey: FADXIKFNLNFDLC-UHFFFAOYSA-N
Target: Delta-type opioid receptor (SINGLE PROTEIN), Mus musculus
UniProt: P32300
Assay: Displacement of [3H]DPDPE from delta opioid receptor in mouse brain membranes by liquid scintillation counting method
Measurement: Ki = 1.76 nM (pChEMBL 8.75)
Descriptors: MW 433.6, ALogP 4.21, HBA 4, HBD 0, PSA 36.02, QED 0.56
Compound (SMILES): C=CCN1CC2CCC(C1)N2C(c1ccc(C(=O)N(CC)CC)cc1)c1cccc(OC)c1
InChIKey: JEULLQVXTDRYFU-UHFFFAOYSA-N
Target: Delta-type opioid receptor (SINGLE PROTEIN), Mus musculus
UniProt: P32300
Assay: Displacement of [3H]DPDPE from delta opioid receptor in mouse brain membranes by liquid scintillation counting method
Measurement: Ki = 0.34 nM (pChEMBL 9.470000267028809)
Descriptors: MW 447.62, ALogP 4.6, HBA 4, HBD 0, PSA 36.02, QED 0.53