lovingscience/chembl-v37-raw-activities huggingface dataset:
Compound (SMILES): C#CCOC(=O)[C@]1(C)CC[C@]2(C)CC[C@]3(C)C4=CC=C5C(=CC(=O)C(OC(=O)N6CCN(c7cccc(OC)c7)CC6)=C5C)[C@]4(C)CC[C@@]3(C)[C@@H]2C1
InChIKey: UVXRSWKLJSRGSY-DBNCYVEASA-N
Target: Caspase-3 (SINGLE PROTEIN), Homo sapiens
UniProt: P42574
Assay: Activation of caspase 3 in human MDA-MB-231 cells measured after 48 hrs by Plate reader method
Measurement: EC50 = 19600 nM (pChEMBL 4.710000038146973)
Descriptors: MW 706.92, ALogP 8.2, HBA 7, HBD 0, PSA 85.38, QED 0.23
Compound (SMILES): N=C1/C(=N\Nc2ccc(S(N)(=O)=O)cc2)C(N)=NN1c1ccc(S(N)(=O)=O)cc1
InChIKey: SJGLATBDKKFBJO-YTJNXYAPSA-N
Target: Prostaglandin G/H synthase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P35354
Assay: Inhibition of COX-2 (unknown origin) using arachidonic acid as substrate preincubated for 5 mins followed by substrate addition by colorimetric assay
Measurement: IC50 = 920 nM (pChEMBL 6.039999961853027)
Descriptors: MW 436.48, ALogP -0.48, HBA 9, HBD 5, PSA 210.18, QED 0.39
Compound (SMILES): COc1ccc2c(c1)CN(c1ncc(C)c(Nc3ccc4[nH]ncc4c3)n1)C2
InChIKey: SEXIHZWZLSQPGH-UHFFFAOYSA-N
Target: Rho-associated protein kinase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O75116
Assay: Inhibition of ROCK2 (unknown origin) using KKRPQRRYSNVF as substrate preincubated for 1 hrs followed by substrate addition and measured after 1 hrs in presence of ATP by Z'-LYTE fluorescence plate reader assay
Measurement: IC50 = 50 nM (pChEMBL 7.300000190734863)
Descriptors: MW 372.43, ALogP 3.93, HBA 6, HBD 2, PSA 78.96, QED 0.56
Compound (SMILES): COc1ccc(C2=NN(c3ccc(S(N)(=O)=O)cc3)C(c3cc(OC)c(OC)c(OC)c3)C2)cc1
InChIKey: XJQNAWWGBBKBHT-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human CA1
Measurement: Ki = 26.5 nM (pChEMBL 7.579999923706055)
Descriptors: MW 497.57, ALogP 3.72, HBA 8, HBD 1, PSA 112.68, QED 0.5
Compound (SMILES): O=C(c1nc2cccc(Cl)c2nc1O)N1CCCC1Cc1cc(Cl)cc(Cl)c1
InChIKey: JWFBAMFIGZEDER-UHFFFAOYSA-N
Target: Fatty acid-binding protein, adipocyte (SINGLE PROTEIN), Homo sapiens
UniProt: P15090
Assay: Binding affinity to FABP4 (unknown origin) assessed as inhibition constant
Measurement: Ki = 0.1 nM (pChEMBL 10)
Descriptors: MW 436.73, ALogP 5.14, HBA 4, HBD 1, PSA 66.32, QED 0.62
Compound (SMILES): COc1ccc2ccccc2c1/C=N/NC(=O)c1cc2cc(Nc3cc(C)nc4c(OC)cccc34)ccc2[nH]1
InChIKey: XAVFQTKGEMPOFJ-DPNNOFEESA-N
Target: Nuclear receptor subfamily 4immunitygroup A member 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P22736
Assay: Binding affinity to Nur77-LBD (unknown origin)
Measurement: Kd = 2250 nM (pChEMBL 5.650000095367432)
Descriptors: MW 529.6, ALogP 6.7, HBA 6, HBD 3, PSA 100.63, QED 0.16
Compound (SMILES): CCC1(COc2cc(F)c(C(=O)NS(=O)(=O)C3CC3)cc2C2CC2)CCC(F)(F)CC1
InChIKey: QOEKQWCMPILXAL-UHFFFAOYSA-N
Target: Sodium channel protein type 9 subunit alpha (SINGLE PROTEIN), Homo sapiens
UniProt: Q15858
Assay: Displacement of [3H]GX-545 from human Nav1.7 alpha subunit expressed in HEK293 cells co-expressing beta1 subunit by liquid scintillation counting analysis
Measurement: IC50 = 17 nM (pChEMBL 7.769999980926514)
Descriptors: MW 459.53, ALogP 4.91, HBA 4, HBD 1, PSA 72.47, QED 0.6
Compound (SMILES): CCn1c(=O)c2cnc(C)n2c2ccc(C(=O)NCc3cccnc3)cc21
InChIKey: NNBQUCVHXJRKQN-UHFFFAOYSA-N
Target: Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform (SINGLE PROTEIN), Homo sapiens
UniProt: P42336
Assay: Inhibition of PI3Kalpha (unknown origin) using PIP2:PS as substrate preincubated for 1 hr followed by ATP and substate addition and measured after 1 hr by ADP-glo reagent based assay
Measurement: IC50 = 3630 nM (pChEMBL 5.440000057220459)
Descriptors: MW 361.41, ALogP 2.3, HBA 6, HBD 1, PSA 81.29, QED 0.6
Compound (SMILES): Cc1ccc(-c2c(C)c(O)c(O)c(C=O)c2COCc2ccccc2)cc1
InChIKey: SMJYWWLAJCDUML-UHFFFAOYSA-N
Target: Androgen receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P10275
Assay: Inhibition of androgen receptor in human LNCaP cells assessed as inhibition of AR transcription activity by dual-luciferase reporter assays
Measurement: IC50 = 3270 nM (pChEMBL 5.489999771118164)
Descriptors: MW 362.43, ALogP 4.91, HBA 4, HBD 2, PSA 66.76, QED 0.48
Compound (SMILES): COc1ccc(CN2CCC(COc3cccc(-c4nc(-c5ccc(C)nc5)no4)c3)CC2)cc1
InChIKey: GPEQQKCVTCOVJC-UHFFFAOYSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Electrophorus electricus
UniProt: O42275
Assay: Inhibition of electric eel AChE using ATC and BTC iodide as substrate preincubated for 5 mins followed by substrate addition and measured after 2 mins by DTNB reagent based assay
Measurement: IC50 > 100000 nM (pChEMBL 4)
Descriptors: MW 470.57, ALogP 5.41, HBA 7, HBD 0, PSA 73.51, QED 0.34
Compound (SMILES): N#C/N=C(\N)NCc1cc(-c2ccc(Cl)cc2)n(-c2ccc(Cl)cc2)n1
InChIKey: HCZJURPEIYCXDX-UHFFFAOYSA-N
Target: Mucosa-associated lymphoid tissue lymphoma translocation protein 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UDY8
Assay: Inhibition of MALT1 (unknown origin)
Measurement: IC50 = 1586 nM (pChEMBL 5.800000190734863)
Descriptors: MW 385.26, ALogP 3.73, HBA 4, HBD 2, PSA 92.02, QED 0.41
Compound (SMILES): C[n+]1nn(-c2ccc(-c3nc(CCc4ccc(-c5ccccc5)cc4)cs3)c(OCCN3CCNC3=O)c2)cc1CCCN.O=C(O)C(F)(F)F.O=S(=O)([O-])C(F)(F)F
InChIKey: LAKHBJXBNBZYHO-UHFFFAOYSA-N
Target: Trypanothione reductase (SINGLE PROTEIN), Leishmania infantum
UniProt: A4HSF7
Assay: Inhibition of HIS-tagged recombinant Leishmania infantum TryR oxidoreductase activity expressed in Escherichia coli in the presence of NADPH by spectrophotometry based DTNB-coupled assay
Measurement: IC50 = 7000 nM (pChEMBL 5.159999847412109)
Descriptors: MW 608.79, ALogP 4.57, HBA 7, HBD 2, PSA 102.18, QED 0.19
Compound (SMILES): C[C@H]1CN(S(=O)(=O)CC23CCC(CC2O)C3(C)C)CCN1C1NCC(C(F)(F)F)CC1F
InChIKey: YSNOWXRIRPEFEC-PIVRLWAJSA-N
Target: C-X-C chemokine receptor type 3 (SINGLE PROTEIN), Homo sapiens
UniProt: P49682
Assay: Antagonist activity at CXCR3 (unknown origin) assessed as reduction in CXCL10 induced calcium flux by FLIPR method
Measurement: IC50 = 79.43 nM (pChEMBL 7.099999904632568)
Descriptors: MW 485.59, ALogP 2.35, HBA 5, HBD 2, PSA 72.88, QED 0.6
Compound (SMILES): CCn1cc(C(=O)N[C@H](CCCNC(=N)N)C(=O)N[C@@H](CC2CCCCC2)C(=O)N[C@H](CCCNC(=N)N)C(=O)N[C@@H](CC2CCCCC2)C(=O)N[C@H](CCCNC(=N)N)C(=O)N[C@@H](CC2CCCCC2)C(N)=O)c(=O)c2ccc(C)nc21
InChIKey: CLVNUIPXKDADCS-VXXFTVCRSA-N
Target: DNA gyrase (PROTEIN COMPLEX), Staphylococcus aureus
UniProt: P0A0K8
Assay: Inhibition of Staphylococcus aureus DNA gyrase
Measurement: IC50 = 25000 nM (pChEMBL 4.599999904632568)
Descriptors: MW 1159.5
Compound (SMILES): O=C(CCCCCCNC(=O)C(O)(O)C(F)(F)F)Nc1ncc(-c2ccccc2)s1
InChIKey: HMBQXLWLFWBPTA-UHFFFAOYSA-N
Target: Histone deacetylase 8 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9BY41
Assay: Inhibition of recombinant HDAC8 (unknown origin) incubated for 3 hrs by chemiluminescent assay
Measurement: IC50 = 21000 nM (pChEMBL 4.679999828338623)
Descriptors: MW 445.46, ALogP 3.06, HBA 6, HBD 4, PSA 111.55, QED 0.33
Compound (SMILES): O=C(O)c1ccc2c(c1)/C(=N\O)C(C1C(=O)Nc3c(Br)cccc31)N2
InChIKey: QSRIODVKWHUUNA-KGENOOAVSA-N
Target: Dual specificity tyrosine-phosphorylation-regulated kinase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92630
Assay: Inhibition of human GST-tagged DYRK2 expressed in Escherichia coli BL21 (DE3) using woodtide as substrate in presence of [gamma33-P]ATP incubated for 30 mins by Scintillation counter analysis
Measurement: IC50 = 130 nM (pChEMBL 6.889999866485596)
Descriptors: MW 402.2, ALogP 2.86, HBA 5, HBD 4, PSA 111.02, QED 0.46
Compound (SMILES): OCc1[nH]c2ccccc2c1CN1CCN(c2ccccc2)CC1
InChIKey: RTNHENHQSIAEAI-UHFFFAOYSA-N
Target: D(2) dopamine receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P14416
Assay: Binding affinity to human D2R assessed as inhibition constant
Measurement: Ki = 2100 nM (pChEMBL 5.679999828338623)
Descriptors: MW 321.42, ALogP 2.98, HBA 3, HBD 2, PSA 42.5, QED 0.78
Compound (SMILES): CCCCc1nc2c(N)nc3ccccc3c2s1
InChIKey: XQXNQKAEROQGAD-UHFFFAOYSA-N
Target: Toll-like receptor 8 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NR97
Assay: Agonist activity at human TLR8 stably expressed in human HEK-Blue hTLR8 cells assessed as activation of NFkappaB by SAP reporter gene based spectrophotometric assay
Measurement: EC50 = 410 nM (pChEMBL 6.389999866485596)
Descriptors: MW 257.36, ALogP 3.77, HBA 4, HBD 1, PSA 51.8, QED 0.78
Compound (SMILES): CCc1nc2ccccc2n1-c1nc(N2CCOCC2)c2nc(CN3CCN(C(=O)C4CCC4)CC3=O)n(C)c2n1
InChIKey: ZGZMQKJLWFWWDG-UHFFFAOYSA-N
Target: Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform (SINGLE PROTEIN), Homo sapiens
UniProt: P42336
Assay: Inhibition of human PI3Kalpha in presence of [p32-gamma]-ATP measured after 2 hrs by hotspot assay
Measurement: IC50 = 260 nM (pChEMBL 6.579999923706055)
Descriptors: MW 557.66, ALogP 2.07, HBA 10, HBD 0, PSA 114.51, QED 0.35
Compound (SMILES): Cc1ccc(-c2noc(-c3cccc(OCC4CCCN(C(=O)c5ccc(F)cc5)C4)c3)n2)cn1
InChIKey: PUYUYZSBFPDXTD-UHFFFAOYSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Electrophorus electricus
UniProt: O42275
Assay: Inhibition of electric eel AChE using ATC and BTC iodide as substrate preincubated for 5 mins followed by substrate addition and measured after 2 mins by DTNB reagent based assay
Measurement: IC50 = 4370 nM (pChEMBL 5.360000133514404)
Descriptors: MW 472.52, ALogP 5.18, HBA 6, HBD 0, PSA 81.35, QED 0.38
Compound (SMILES): CCn1/c(=N/S(=O)(=O)c2ccccc2)n(Cc2ccc(C(F)(F)F)c(F)c2)c2cc(C(F)(F)F)ccc21
InChIKey: MYTBRGWEJDYYBX-JDCMOKTRSA-N
Target: Transient receptor potential cation channel subfamily M member 8 (SINGLE PROTEIN), Homo sapiens
UniProt: Q7Z2W7
Assay: Antagonist activity at human TRMP8 incubated for 24 hrs
Measurement: IC50 = 5 nM (pChEMBL 8.300000190734863)
Descriptors: MW 545.48, ALogP 5.98, HBA 4, HBD 0, PSA 56.36, QED 0.29
Compound (SMILES): Nc1nc(-c2cccc(OS(=O)(=O)c3cccs3)c2)nc2c1c(=O)oc1ccccc12
InChIKey: FFWMEQBIYVETAG-UHFFFAOYSA-N
Target: Telomerase reverse transcriptase (SINGLE PROTEIN), Homo sapiens
UniProt: O14746
Assay: Inhibition of telomerase activity in human CNE-2 cells
Measurement: IC50 = 7350 nM (pChEMBL 5.130000114440918)
Descriptors: MW 451.49, ALogP 3.81, HBA 9, HBD 1, PSA 125.38, QED 0.25
Compound (SMILES): CN(C)CC1CN(C(=O)Cc2cccc(OC(F)(F)F)c2)CCC1(O)c1cccc(O)c1
InChIKey: RAHBZLWFKOWESB-UHFFFAOYSA-N
Target: Mu-type opioid receptor (SINGLE PROTEIN), Mus musculus
UniProt: P42866
Assay: Displacement of [3H] DAMGO from mouse MOR expressed in CHO cell membrane incubated for 90 mins by scintillation method
Measurement: Ki = 2.8 nM (pChEMBL 8.550000190734863)
Descriptors: MW 452.47, ALogP 3.13, HBA 5, HBD 2, PSA 73.24, QED 0.7
Compound (SMILES): Cc1ccc(-c2cc(C(F)(F)F)nn2-c2ccc(S(=O)(=O)[N-]C(=O)c3ccccc3)cc2)cc1.[Na+]
InChIKey: VQVAOQIYIYYOJN-UHFFFAOYSA-M
Target: Prostaglandin G/H synthase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P23219
Assay: Inhibition of COX1 (unknown origin)
Measurement: IC50 = 76 nM (pChEMBL 7.119999885559082)
Descriptors: MW 485.49, ALogP 4.99, HBA 5, HBD 1, PSA 81.06, QED 0.43
Compound (SMILES): CC(C)Nc1cc(-n2ccc3cc(C#N)cnc32)ccc1C(=O)N[C@H]1CC[C@H](C(=O)NCCOCCNC(=O)COc2cccc3c2C(=O)N(C2CCC(=O)NC2=O)C3=O)CC1
InChIKey: UXAPQGBETYKLBT-BKPPXGSPSA-N
Target: Protein cereblon (SINGLE PROTEIN), Homo sapiens
UniProt: Q96SW2
Assay: Binding affinity to CRBN (unknown origin) by Tr-FRET assay
Measurement: Kd = 490 nM (pChEMBL 6.309999942779541)
Descriptors: MW 845.91, ALogP 2.74, HBA 13, HBD 5, PSA 242.95, QED 0.08
Compound (SMILES): O=C(O)c1ccc2c(c1)nc(NCCc1cccc(Cl)c1)c1ncncc12
InChIKey: FVGUTYNCPRRPKF-UHFFFAOYSA-N
Target: Casein kinase II subunit alpha (SINGLE PROTEIN), Homo sapiens
UniProt: P68400
Assay: Inhibition of C-terminal Nano-Luc fused human CK2alpha expressed in HEK293 cells using NanoBRET NanoGlo substrate in presence of tracer K10 by NanoBRET assay
Measurement: IC50 = 830 nM (pChEMBL 6.079999923706055)
Descriptors: MW 378.82, ALogP 4.18, HBA 5, HBD 2, PSA 88, QED 0.51
Compound (SMILES): COc1ccc(S(=O)(=O)N(C)c2c(C)cc(Cc3ccc(CN(C)C)cc3)cc2C(=O)NO)cc1
InChIKey: AYTZJEWKGLEPFF-UHFFFAOYSA-N
Target: Matrix metalloproteinase-9 (SINGLE PROTEIN), Homo sapiens
UniProt: P14780
Assay: Inhibition of MMP-9 (unknown origin)
Measurement: IC50 = 3 nM (pChEMBL 8.520000457763672)
Descriptors: MW 497.62, ALogP 3.6, HBA 6, HBD 2, PSA 99.18, QED 0.35
Compound (SMILES): COc1ccc2c(c1)c(=O)c1ccccc1n2CCCCCCn1cc(CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)nn1
InChIKey: DJNZZNYZBBSJAV-KRZJEZTLSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Electrophorus electricus
UniProt: O42275
Assay: Inhibition of electrical eel AChE by ellman's method
Measurement: IC50 = 56120 nM (pChEMBL 4.25)
Descriptors: MW 568.63, ALogP 1.33, HBA 12, HBD 4, PSA 161.32, QED 0.14
Compound (SMILES): Cc1ccccc1[C@H](C/C(=N/O)c1ccc(=O)n(C)n1)c1ccc(Br)cc1
InChIKey: PVKZNQOQXXZLDR-FCZGTTMTSA-N
Target: G-protein coupled bile acid receptor 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q8TDU6
Assay: Agonist activity at human TGR5 transfected in CHO cells assessed as increase in cAMP production
Measurement: EC50 = 6 nM (pChEMBL 8.220000267028809)
Descriptors: MW 426.31, ALogP 4.25, HBA 5, HBD 1, PSA 67.48, QED 0.38
Compound (SMILES): O=C(O)CSc1nnc(-c2ccc(Cl)cc2)[nH]1
InChIKey: CNJTUQCKXPMLJE-UHFFFAOYSA-N
Target: Thymidine phosphorylase (SINGLE PROTEIN), Homo sapiens
UniProt: P19971
Assay: Inhibition of Thymidine phosphorylase (unknown origin) incubated for 14 days by CAM assay
Measurement: IC50 = 43860 nM (pChEMBL 4.360000133514404)
Descriptors: MW 269.71, ALogP 2.3, HBA 4, HBD 2, PSA 78.87, QED 0.83
Compound (SMILES): COC(=O)c1ccc(NC(=O)c2ccc(NC(=O)c3ccc(NC(=O)c4ccc(NC(=O)c5ccc(NC(C)=O)c(OCC(=O)O)n5)c(OCC(=O)O)n4)c(OCC(=O)O)n3)c(OCC(=O)O)n2)c(OCC(=O)O)n1
InChIKey: IESDFIHYWFFUJT-UHFFFAOYSA-N
Target: Islet amyloid polypeptide (SINGLE PROTEIN), Homo sapiens
UniProt: P10997
Assay: Inhibition of islet amyloid polypeptide (unknown origin) aggregation
Measurement: IC50 = 8000 nM (pChEMBL 5.099999904632568)
Descriptors: MW 1044.81
Compound (SMILES): O=c1c2scc(-c3cccnc3)c2ncn1Cc1ccccc1
InChIKey: VBJTXVUDOGHDNW-UHFFFAOYSA-N
Target: Deoxyhypusine synthase (SINGLE PROTEIN), Homo sapiens
UniProt: P49366
Assay: Displacement of [3H]spermidine trihydrochloride from N-terminal 6his tagged TEV fused human DHPS expressed in Escherichia coli BL21 (DE3) incubated for 120 mins in the presence of 14 uM NAD+ by radiometric assay
Measurement: IC50 = 66000 nM (pChEMBL 4.179999828338623)
Descriptors: MW 319.39, ALogP 3.57, HBA 5, HBD 0, PSA 47.78, QED 0.58
Compound (SMILES): Cc1cc(OCCO)ccc1NC(=O)c1cc(C(=O)NCc2ccc(F)c(F)c2)c(F)cc1Cl
InChIKey: HUNUCPCKHPNBNK-UHFFFAOYSA-N
Target: Peroxisome proliferator-activated receptor gamma (SINGLE PROTEIN), Homo sapiens
UniProt: P37231
Assay: Inverse agonist activity at GST tagged human PPARgamma LBD (231 to 505 residues) expressed in Escherichia coli BL21(DE3) assessed as recruitment of fluorescein labeled corepressor NCOR2 Smrt-ID2 peptide to PPARgamma LBD incubated for 24 hrs by LanthaScreen TR-FRET assay
Measurement: EC50 = 85 nM (pChEMBL 7.070000171661377)
Descriptors: MW 492.88, ALogP 4.62, HBA 4, HBD 3, PSA 87.66, QED 0.43
Compound (SMILES): COc1cc2ncnc(Nc3ccc(O[C@H]4CO[C@H]5[C@@H]4OC[C@@H]5O)c(Cl)c3)c2cc1OC
InChIKey: LMWDCCYLPLDXQG-JWOSDPRPSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Luminescent ATP/ADP Detection Assay: Briefly, the assay method measures ADP formed from EGFR kinase activity using luminescence derived from ATP-Luciferase detection system. Purified EGFR kinase was incubated with different concentrations of test compound in the kinase reaction buffer for 10 min. The reaction was stopped by depleting the unused ATP in the kinase reaction buffer using the depletion buffer for 40 min. The levels of ADP generated during the kinase reaction was detected by measuring the luminescence using the Luciferase system.
Measurement: IC50 > 100 nM (pChEMBL 7)
Descriptors: MW 459.89, ALogP 2.95, HBA 9, HBD 2, PSA 104.19, QED 0.58
Compound (SMILES): O[C@H]1CC[C@@H](Oc2cccc3nc(Nc4ccc5nc[nH]c5c4)ncc23)CC1
InChIKey: VNGMSKQUOOSCJA-GASCZTMLSA-N
Target: Receptor-type tyrosine-protein kinase FLT3 (SINGLE PROTEIN), Homo sapiens
UniProt: P36888
Assay: Inhibition of FLT3 (unknown origin)
Measurement: IC50 = 21 nM (pChEMBL 7.679999828338623)
Descriptors: MW 375.43, ALogP 3.93, HBA 6, HBD 3, PSA 95.95, QED 0.5
Compound (SMILES): O=C(c1ccco1)N1CCCc2cc(N(S(=O)(=O)c3ccc4c(c3)CCCC4)S(=O)(=O)c3ccc4c(c3)CCCC4)ccc21
InChIKey: KIGOVSDRKYMNKC-UHFFFAOYSA-N
Target: Glucocorticoid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P04150
Assay: Binding affinity to glucocorticoid receptor (unknown origin) by Lanthascreen TR-FRET competition binding assay
Measurement: IC50 > 50000 nM (pChEMBL 4.301000118255615)
Descriptors: MW 630.79, ALogP 6.21, HBA 6, HBD 0, PSA 104.97, QED 0.25
Compound (SMILES): CN1CCN(c2ccc(Nc3ncc(Br)c(Nc4ccc5nccnc5c4)n3)cc2)CC1
InChIKey: UIEREVFTNLDBIE-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Inhibition of EGFR L858R/T790M mutant (unknown origin) expressed in baculovirus expression system by ELISA
Measurement: IC50 = 236 nM (pChEMBL 6.630000114440918)
Descriptors: MW 491.4, ALogP 4.42, HBA 8, HBD 2, PSA 82.1, QED 0.42
Compound (SMILES): CC(=O)N1CCN(c2cc(C)nc(N3CCCC3)n2)CC1
InChIKey: NKOKEIILOJADQD-UHFFFAOYSA-N
Target: Lysosomal acid glucosylceramidase (SINGLE PROTEIN), Homo sapiens
UniProt: P04062
Assay: Chaperone activity at GCase N370S GBA mutant in patient derived fibroblast cell using 4-methylumbelliferyl-beta-D-glucopyranoside as substrate assessed as substrate cleavage by measuring concentration required for maximal response incubated for 5 days by fluorescence based assay
Measurement: EC50 = 7100 nM (pChEMBL 5.150000095367432)
Descriptors: MW 289.38, ALogP 1.05, HBA 5, HBD 0, PSA 52.57, QED 0.81
Compound (SMILES): C#CCOC(=O)[C@]1(C)CC[C@]2(C)CC[C@]3(C)C4=CC=C5C(=CC(=O)C(OC(=O)N(C)CCCC)=C5C)[C@]4(C)CC[C@@]3(C)[C@@H]2C1
InChIKey: ZYPNBYCWPIGXON-DKAJQEPCSA-N
Target: Caspase-3 (SINGLE PROTEIN), Homo sapiens
UniProt: P42574
Assay: Activation of caspase 3 in human MDA-MB-231 cells measured after 48 hrs by Plate reader method
Measurement: EC50 = 20300 nM (pChEMBL 4.690000057220459)
Descriptors: MW 601.83, ALogP 8.1, HBA 5, HBD 0, PSA 72.91, QED 0.23
Compound (SMILES): Cc1ccc(Nc2ncnc3c2cnn3C)cc1F
InChIKey: GUBGHTPXVIMYJS-UHFFFAOYSA-N
Target: Phosphatidylinositol 5-phosphate 4-kinase type-2 alpha (SINGLE PROTEIN), Homo sapiens
UniProt: P48426
Assay: Inhibition of recombinant PI5P4Kalpha (unknown origin) expressed in Escherichia coli BL21(DE3) by ADP-Glo reagent based assay
Measurement: IC50 = 6309.57 nM (pChEMBL 5.199999809265137)
Descriptors: MW 257.27, ALogP 2.55, HBA 5, HBD 1, PSA 55.63, QED 0.77
Compound (SMILES): CC(=O)c1cc2cc(-c3cccc(Cl)c3)oc2cc1O
InChIKey: KFKQYYRKLORISV-UHFFFAOYSA-N
Target: Tyrosine-protein phosphatase non-receptor type 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P18031
Assay: Inhibition of human recombinant GST-tagged PTP1B (1 to 321 residues) expressed in Escherichia coli using pNPP as substrate preincubated for 10 mins followed by substrate addition and measured after 30 mins by microplate reader assay
Measurement: IC50 = 17750 nM (pChEMBL 4.75)
Descriptors: MW 286.71, ALogP 4.66, HBA 3, HBD 1, PSA 50.44, QED 0.7
Compound (SMILES): FC(F)(F)c1ccc2nc(N3CCCCC3)c(-c3nnn[nH]3)c(-c3ccccc3)c2c1
InChIKey: SUXQAVNHOCPUSH-UHFFFAOYSA-N
Target: Fatty acid-binding protein, adipocyte (SINGLE PROTEIN), Homo sapiens
UniProt: P15090
Assay: Inhibition of FABP4 (unknown origin)
Measurement: IC50 = 33 nM (pChEMBL 7.480000019073486)
Descriptors: MW 424.43, ALogP 5.09, HBA 5, HBD 1, PSA 70.59, QED 0.5
Compound (SMILES): CC(=O)N[C@@H](CC(=O)O)C(=O)N1CSC[C@H]1C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@H](C(=O)NCC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1CCCCC1)C(=O)O)[C@@H](C)O
InChIKey: QWKRZSUAWHYNAE-DMTHXQJOSA-N
Target: Kelch-like ECH-associated protein 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q14145
Assay: Inhibition of human KEAP1 by fluorescence polarization assay
Measurement: IC50 = 31 nM (pChEMBL 7.510000228881836)
Descriptors: MW 859.91, ALogP -2.91, HBA 13, HBD 11, PSA 364.34, QED 0.05
Compound (SMILES): O=C(Nc1ccccc1CCCCCc1ccccc1C(=O)O)c1ccccc1Cl
InChIKey: BSQSHPKLJKAVCA-UHFFFAOYSA-N
Target: Monocarboxylate transporter 4 (SINGLE PROTEIN), Homo sapiens
UniProt: O15427
Assay: Inhibition of human MCT4 in human MDA-MB-231 cells assessed as inhibition of lactate efflux preincubated for 30 mins followed by D(+)glucose and measured after 4 hrs by dialysis based UHPLC-ESI-Q-Orbitrap-MS analysis
Measurement: IC50 = 15000 nM (pChEMBL 4.820000171661377)
Descriptors: MW 421.92, ALogP 6.25, HBA 2, HBD 2, PSA 66.4, QED 0.4
Compound (SMILES): COc1ccc(C(=O)/C=C/c2ccc(O/N=C(\C)c3ccc(OC)cc3)cc2)cc1
InChIKey: VXEVWQSCKLKMBW-YJHAWMBWSA-N
Target: Amine oxidase [flavin-containing] B (SINGLE PROTEIN), Homo sapiens
UniProt: P27338
Assay: Inhibition of human MAO-B using benzylamine as substrate
Measurement: IC50 > 200 nM (pChEMBL 6.698999881744385)
Descriptors: MW 401.46, ALogP 5.4, HBA 5, HBD 0, PSA 57.12, QED 0.22
Compound (SMILES): COc1ccc([C@@H]2N[C@@H](C(=O)O)Cc3c2n(C)c2ccccc32)cc1OC
InChIKey: OZJRXWDHWHJZMC-BEFAXECRSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Homo sapiens
UniProt: P22303
Assay: Inhibition of AChE (unknown origin)
Measurement: IC50 = 2500 nM (pChEMBL 5.599999904632568)
Descriptors: MW 366.42, ALogP 2.88, HBA 5, HBD 2, PSA 72.72, QED 0.74
Compound (SMILES): CC(C)CN(CC(C)C)c1ccc(-c2ccccc2C(=O)O)cc1NC(=O)Nc1ccccc1F
InChIKey: IKFPLKUIOWUYKE-UHFFFAOYSA-N
Target: Indoleamine 2,3-dioxygenase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P14902
Assay: Inhibition of IDO1 (unknown origin) expressed in human HeLa cells
Measurement: IC50 = 13 nM (pChEMBL 7.889999866485596)
Descriptors: MW 477.58, ALogP 6.95, HBA 3, HBD 3, PSA 81.67, QED 0.31
Compound (SMILES): O=C(NNC(=S)Nc1ccc(Br)cc1)c1cc2c([nH]c3ccccc32)c(-c2cccc(O)c2)n1
InChIKey: GSSSWFXURDKPDS-UHFFFAOYSA-N
Target: Kinesin-like protein KIF11 (SINGLE PROTEIN), Homo sapiens
UniProt: P52732
Assay: Inhibition of KSP (unknown origin)
Measurement: IC50 = 13370 nM (pChEMBL 4.869999885559082)
Descriptors: MW 532.42, ALogP 5.48, HBA 4, HBD 5, PSA 102.07, QED 0.16
Compound (SMILES): CC(C)CN(c1ccc(C(=O)O)c(O)c1)S(=O)(=O)c1ccc(Oc2ccc(Cl)cc2Cl)cc1
InChIKey: KYOPZXYIZAARHX-UHFFFAOYSA-N
Target: Induced myeloid leukemia cell differentiation protein Mcl-1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q07820
Assay: fluorescence polarization competition assay (FPCA): Molecular modeling and SILCS functional group affinity mapping (FragMaps) of the Mcl-1 binding site indicated that the carboxylic acid of designed molecule 3a (FIG. 1C) would occupy an energetically favorable region, associated with a salt bridge interaction with R263 of the Mcl-1 binding site, while the ring of the naphthyl core would bind in the p3 pocket demarcated by a favorable non-polar FragMap. The aniline was directed into the hydrophobic p2 pocket, which is also demarcated by a nonpolar FragMap. With the molecular modeling data in hand, compound 3a was then synthesized according to Scheme 1-2.Briefly, commercially available 1-hydroxy-2-naphthoic acid (4) was regioselectively 4-chlorosulfonylated to yield 5, which was isolated by pouring over ice and used without further purification. Sulfonyl chloride 5 was next reacted with 4-bromoaniline to furnish the target molecule 3a in excellent overall yield (83%). Evaluation of 3a in a fluorescence polarization competition assay (FPCA) indicated that it disrupted the Mcl-1-Bak-BH3 PPI with an IC50 of 10.9 μM, corresponding to a Ki of 2.76 μM. Given the ability of 3a to inhibit Mcl-1, a structure-activity relationship (SAR) study was developed, the results of which are presented in the tables below.
Measurement: Ki = 2738 nM (pChEMBL 5.559999942779541)
Descriptors: MW 510.4, ALogP 6.04, HBA 5, HBD 2, PSA 104.14, QED 0.38
Compound (SMILES): Cc1ccc(C(=O)NCc2cn(Cc3ccc4oc(-c5ccc(Cl)cc5)cc(=O)c4c3)nn2)cc1
InChIKey: BWNZGCPZVFEYFT-UHFFFAOYSA-N
Target: Amine oxidase [flavin-containing] B (SINGLE PROTEIN), Homo sapiens
UniProt: P27338
Assay: Inhibition of human MAO-B by fluorescence spectrophotometry assay
Measurement: IC50 = 32910 nM (pChEMBL 4.480000019073486)
Descriptors: MW 484.94, ALogP 4.99, HBA 6, HBD 1, PSA 90.02, QED 0.37
Compound (SMILES): COc1ccc(-c2oc3cc(Br)c(I)cc3c(=O)c2O)cc1
InChIKey: AYKASAIWJOBKAM-UHFFFAOYSA-N
Target: Beta-secretase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P56817
Assay: Inhibition of recombinant human BACE-1 expressed in baculovirus using Rh-EVNLDAEFK-Quencher as substrate incubated for 60 mins by FRET assay
Measurement: IC50 = 16000 nM (pChEMBL 4.800000190734863)
Descriptors: MW 473.06, ALogP 4.54, HBA 4, HBD 1, PSA 59.67, QED 0.56
Compound (SMILES): CCCCc1nc2c(N)nc3ccccc3c2n1CCCN(Cc1cccc(OCC(=O)OC(C)C)c1F)C(=O)CN(C)C
InChIKey: ZELFDJCJPVBCQM-UHFFFAOYSA-N
Target: Toll-like receptor 7 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NYK1
Assay: Agonist activity at human TLR7 transfected in HEK293 cells assessed as induction of SEAP production incubated overnight by SEAP reporter gene based assay
Measurement: EC50 = 296.6 nM (pChEMBL 6.53000020980835)
Descriptors: MW 606.74, ALogP 4.96, HBA 9, HBD 1, PSA 115.81, QED 0.19
Compound (SMILES): Cc1nc2ccccc2n1-c1nncc(Nc2ccc(OC(F)F)cc2)n1
InChIKey: SKKWOYNVIRULBN-UHFFFAOYSA-N
Target: Polycomb complex protein BMI-1 (SINGLE PROTEIN), Homo sapiens
UniProt: P35226
Assay: Inhibition of BMI1 (unknown origin) by ELISA assay
Measurement: IC50 = 1 nM (pChEMBL 9)
Descriptors: MW 368.35, ALogP 3.86, HBA 7, HBD 1, PSA 77.75, QED 0.58
Compound (SMILES): Cn1c2ccc(F)cc2c2c(C(=O)N3CCCC3)cn(-c3ccccc3)c(=O)c21
InChIKey: QQWHWWDIFGNCLV-UHFFFAOYSA-N
Target: Gamma-aminobutyric acid receptor subunit alpha-1 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P62813
Assay: Displacement of [3H]-flumazenil from rat recombinant alpha1 GABAA receptor assessed as inhibition constant in presence of zolpidem
Measurement: Ki = 7 nM (pChEMBL 8.149999618530273)
Descriptors: MW 389.43, ALogP 3.86, HBA 4, HBD 0, PSA 47.24, QED 0.52
Compound (SMILES): O=C(NS(=O)(=O)C1CC1)c1cc(Cl)c(OCCC2CCC3(CCN(Cc4ccccc4)CC3)C2)cc1F
InChIKey: JQZLSWRMJAINEG-UHFFFAOYSA-N
Target: Sodium channel protein type 9 subunit alpha (SINGLE PROTEIN), Homo sapiens
UniProt: Q15858
Assay: Inhibition of Nav1.7 (unknown origin) by whole-cell patch clamp assay
Measurement: IC50 = 460 nM (pChEMBL 6.340000152587891)
Descriptors: MW 549.11, ALogP 5.55, HBA 5, HBD 1, PSA 75.71, QED 0.44
Compound (SMILES): COc1cccc(S(=O)(=O)n2ccc3cnc(Nc4ccc(N(C)CCN(C)C)cc4)nc32)c1
InChIKey: TUKXBBKKZHJLNB-UHFFFAOYSA-N
Target: Fibroblast growth factor receptor 4 (SINGLE PROTEIN), Homo sapiens
UniProt: P22455
Assay: Inhibition of FGFR4 (unknown origin) using TK as substrate incubated for 1 hr in presence of biotin/ATP by HTRF assay
Measurement: IC50 = 17.1 nM (pChEMBL 7.769999980926514)
Descriptors: MW 480.59, ALogP 3.42, HBA 9, HBD 1, PSA 92.59, QED 0.39
Compound (SMILES): CN(C)CC1CN(C(=O)Cc2ccc(Cl)cc2)CCC1(O)c1cccc(O)c1
InChIKey: WAPQGYPGSJNYQW-UHFFFAOYSA-N
Target: Mu-type opioid receptor (SINGLE PROTEIN), Mus musculus
UniProt: P42866
Assay: Displacement of [3H] DAMGO from mouse MOR expressed in CHO cell membrane incubated for 90 mins by scintillation method
Measurement: Ki = 1.5 nM (pChEMBL 8.819999694824219)
Descriptors: MW 402.92, ALogP 2.89, HBA 4, HBD 2, PSA 64.01, QED 0.81
Compound (SMILES): CCc1ccc(N(CC(C)C)S(=O)(=O)c2ccc3nc(C4CCOCC4)cc(O)c3c2)cc1
InChIKey: VZPRRIBQMFOPFT-UHFFFAOYSA-N
Target: Nuclear receptor ROR-gamma (SINGLE PROTEIN), Homo sapiens
UniProt: P51449
Assay: Displacement of BODIPY from APC-labelled human RORgammat LBD incubated for 15 mins by by LANCE detection analysis
Measurement: IC50 = 638 nM (pChEMBL 6.199999809265137)
Descriptors: MW 468.62, ALogP 5.25, HBA 5, HBD 1, PSA 79.73, QED 0.51
Compound (SMILES): CCc1nc2ccccc2n1-c1cnnc(Nc2ccc(OC)cc2)n1
InChIKey: MJHGGVKEBHRYSZ-UHFFFAOYSA-N
Target: Polycomb complex protein BMI-1 (SINGLE PROTEIN), Homo sapiens
UniProt: P35226
Assay: Inhibition of BMI1 (unknown origin) by ELISA assay
Measurement: IC50 = 1 nM (pChEMBL 9)
Descriptors: MW 346.39, ALogP 3.53, HBA 7, HBD 1, PSA 77.75, QED 0.6
Compound (SMILES): CCNC1=NC(=O)/C(=C2\CCNC(=O)c3[nH]c(Br)c(Br)c32)N1
InChIKey: HPLUVJXDBWSYGQ-YVMONPNESA-N
Target: Cyclin-dependent kinase 5/CDK5 activator 1 (PROTEIN COMPLEX), Homo sapiens
UniProt: Q15078
Assay: Inhibition of CDK5/p25 (unknown origin)
Measurement: IC50 = 9120 nM (pChEMBL 5.039999961853027)
Descriptors: MW 431.09, ALogP 1.48, HBA 4, HBD 4, PSA 98.38, QED 0.51
Compound (SMILES): C[C@]12CC[C@H](O)CC1CCC1C3=CC[C@H](c4ccc(=O)oc4)[C@@]3(C)CCC12
InChIKey: LPARRDGBTTTYTR-SJVSZTHWSA-N
Target: Androgen receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P10275
Assay: Binding affinity to AR (unknown origin) incubated for 4 hrs by fluorescence polarization assay
Measurement: IC50 > 50000 nM (pChEMBL 4.301000118255615)
Descriptors: MW 368.52, ALogP 5.05, HBA 3, HBD 1, PSA 50.44, QED 0.71
Compound (SMILES): CC(C)C[C@@H](C(=O)O)N1Cc2ccccc2C[C@H](NC(=O)[C@@H](S)Cc2ccccc2)C1=O
InChIKey: MVSZLSBZJCTXKA-FKBYEOEOSA-N
Target: Neprilysin (SINGLE PROTEIN), Homo sapiens
UniProt: P08473
Assay: Binding affinity to neutral endopeptidase (unknown origin) assessed as inhibition constant
Measurement: Ki = 0.4 nM (pChEMBL 9.399999618530273)
Descriptors: MW 454.59, ALogP 3.1, HBA 4, HBD 3, PSA 86.71, QED 0.54
Compound (SMILES): CCCCNc1nc(N)nnc1OCCCN(C)C
InChIKey: HSUKFCRBRJMOJN-UHFFFAOYSA-N
Target: Toll-like receptor 8 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NR97
Assay: Agonist activity at TLR8 (unknown origin)
Measurement: EC50 = 100 nM (pChEMBL 7)
Descriptors: MW 268.36, ALogP 1, HBA 7, HBD 2, PSA 89.19, QED 0.65
Compound (SMILES): CCc1ccc(N(CC(C)C)S(=O)(=O)c2ccc3c(c2)C(O)CC(C2CCOCC2)O3)cc1
InChIKey: KTUUNRBNZNVZPP-UHFFFAOYSA-N
Target: Nuclear receptor ROR-gamma (SINGLE PROTEIN), Homo sapiens
UniProt: P51449
Assay: Displacement of BODIPY from APC-labelled human RORgammat LBD incubated for 15 mins by by LANCE detection analysis
Measurement: IC50 = 8 nM (pChEMBL 8.100000381469727)
Descriptors: MW 473.64, ALogP 4.71, HBA 5, HBD 1, PSA 76.07, QED 0.63
Compound (SMILES): Nc1ncnc2c1ncn2[C@@H]1O[C@H](CN(CC[C@H](N)C(=O)O)Cc2ccc(Cl)cc2)[C@@H](O)[C@H]1O
InChIKey: WZIBHVZJOMIGLN-SWQDORGXSA-N
Target: tRNA (cytosine(38)-C(5))-methyltransferase (SINGLE PROTEIN), Homo sapiens
UniProt: O14717
Assay: Inhibition of full-length human DNMT2 expressed in bacteria using tRNA-Asp as substrate and 3H-SAM as cosubstrate by tritium incorporation assay
Measurement: IC50 = 62800 nM (pChEMBL 4.199999809265137)
Descriptors: MW 491.94, ALogP -0.01, HBA 11, HBD 5, PSA 185.87, QED 0.27
Compound (SMILES): COC(=O)c1cc(C)ccc1-c1ccncc1
InChIKey: GJXTWMADTUIRAH-UHFFFAOYSA-N
Target: Cholesterol 24-hydroxylase (SINGLE PROTEIN), Homo sapiens
UniProt: Q9Y6A2
Assay: Inhibition of full length N-terminal his6-tagged human CH24H (28 to 494 residues) expressed in Escherichia coli DH5alpha using [14C] cholesterol as substrate preincubated for 15 mins followed by substrate addition and measured after 5 min in presence of beta-NADPH
Measurement: IC50 = 1900 nM (pChEMBL 5.71999979019165)
Descriptors: MW 227.26, ALogP 2.84, HBA 3, HBD 0, PSA 39.19, QED 0.74
Compound (SMILES): N#Cc1ccc(/C=C/c2ccc([N+](=O)[O-])cc2S(=O)(=O)[O-])c(S(=O)(=O)[O-])c1.[Na+].[Na+]
InChIKey: CTQPQDZZHANYGD-CZEFNJPISA-L
Target: DNA repair protein RAD51 homolog 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q06609
Assay: Inhibition of RAD51 (unknown origin) using labeled 100-ss DNA as substrate assessed as reduction in DNA D-loop formation by [gamma-32P]ATP based scintillation counter method
Measurement: IC50 = 20000 nM (pChEMBL 4.699999809265137)
Descriptors: MW 410.39, ALogP 2.13, HBA 7, HBD 2, PSA 175.67, QED 0.32
Compound (SMILES): CC[C@H](C)[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(N)=O)NC(=O)C(C)(C)NC(=O)[C@@H](N)Cc1c[nH]cn1)[C@@H](C)O)[C@@H](C)O)C(C)C)[C@@H](C)O)C(=O)N[C@@H](C)C(N)=O
InChIKey: HCIFOHLDEXHTDZ-MLZZYOPDSA-N
Target: Glucagon receptor (SINGLE PROTEIN), Mus musculus
UniProt: Q61606
Assay: Agonist activity at mouse GCGR expressed in CHO cells assessed as increase in cAMP accumulation
Measurement: EC50 = 9.03 nM (pChEMBL 8.039999961853027)
Descriptors: MW 4517.08
Compound (SMILES): Cc1cc(-c2cc(Cl)ccc2O)cc2nnc(Nc3ccc(S(=O)(=O)N(CCN4CCCC4)C(C)C)cc3)nc12
InChIKey: KKAIVULOSFXKNT-UHFFFAOYSA-N
Target: Tyrosine-protein kinase ABL1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00519
Assay: Binding affinity to Abl (unknown origin) assessed as inhibition constant
Measurement: Ki = 2.9 nM (pChEMBL 8.539999961853027)
Descriptors: MW 581.14, ALogP 5.6, HBA 8, HBD 2, PSA 111.55, QED 0.26
Compound (SMILES): CCN(Cc1cc(C)n(C[C@H]2C[C@@H]2C#N)c(=O)c1)c1ccc(F)cc1
InChIKey: DGIGAYPQXQSHGW-IAGOWNOFSA-N
Target: Glutamate receptor ionotropic, NMDA 2A (SINGLE PROTEIN), Homo sapiens
UniProt: Q12879
Assay: Positive allosteric modulator activity at GluN2A NMDA receptor (unknown origin) expressed in CHO cells co-expressing GluN1a in the presence of L-glutamate and glycine by Ca2+ influx assay
Measurement: EC50 = 110 nM (pChEMBL 6.960000038146973)
Descriptors: MW 339.41, ALogP 3.48, HBA 4, HBD 0, PSA 49.03, QED 0.81
Compound (SMILES): CCCCCCCC(=O)O[C@H]1C[C@@H]2[C@H](CC[C@]3(C)C(=O)CC[C@@H]23)[C@@]2(C)CCC(=O)C=C12
InChIKey: NPIQRCKJNJZQHQ-DKAWINOHSA-N
Target: Aromatase (SINGLE PROTEIN), Homo sapiens
UniProt: P11511
Assay: Inhibition of aromatase (unknown origin)
Measurement: IC50 = 149.97 nM (pChEMBL 6.820000171661377)
Descriptors: MW 428.61, ALogP 5.97, HBA 4, HBD 0, PSA 60.44, QED 0.37
Compound (SMILES): CNCc1cn(-c2cccc(NC(=O)c3cc(F)cc(F)c3)c2)nn1
InChIKey: AJVVGPNRRCEWFD-UHFFFAOYSA-N
Target: ALK tyrosine kinase receptor (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UM73
Assay: Inhibition of wild type ALK (unknown origin)
Measurement: IC50 = 270 nM (pChEMBL 6.570000171661377)
Descriptors: MW 343.34, ALogP 2.52, HBA 5, HBD 2, PSA 71.84, QED 0.75
Compound (SMILES): CCN1CCN(C(=O)c2ccc(Nc3ncc(F)c(-c4ccc5scnc5c4)n3)cn2)CC1
InChIKey: HMGYLOLYDLXPBJ-UHFFFAOYSA-N
Target: Dual specificity tyrosine-phosphorylation-regulated kinase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92630
Assay: Inhibition of hexa His-tagged DYRK2 (72 to 479 residues) (unknown origin) expressed in Escherichia coli BL21 (DE3) assessed as substrate phosphorylation using 4E-BP1 as substrate in presence of [gamma33-P]ATP incubated for 2 hrs by scintillation counter analysis
Measurement: IC50 = 15 nM (pChEMBL 7.820000171661377)
Descriptors: MW 463.54, ALogP 3.81, HBA 8, HBD 1, PSA 87.14, QED 0.48
Compound (SMILES): O=C(NNCC1CCCC1)c1ccc(Br)cc1
InChIKey: BXLUNIKKCWQZBO-UHFFFAOYSA-N
Target: Histone deacetylase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q13547
Assay: HDAC Inhibition: These SAR data indicate that a tripartite structure of this scaffold with a central C(O)NHNH unit flanked by a phenyl group and a short aliphatic chain increases HDAC inhibition. As for the phenyl group, the presence of a relatively bulky substituent at the para position relative to the carbonyl group also affords potent HDAC inhibitors.
Measurement: IC50 = 8810 nM (pChEMBL 5.050000190734863)
Descriptors: MW 297.2, ALogP 2.87, HBA 2, HBD 2, PSA 41.13, QED 0.84
Compound (SMILES): NCCCOc1nc(C(=O)O)ccc1NC(=O)c1ccc(NC(=O)c2ccc([N+](=O)[O-])c(OCc3ccccc3)n2)c(OCCCN)n1
InChIKey: DFUPWAPRHGFOGV-UHFFFAOYSA-N
Target: Amyloid-beta precursor protein (SINGLE PROTEIN), Homo sapiens
UniProt: P05067
Assay: Binding affinity to amyloid beta 40 (unknown origin) by ITC method
Measurement: Kd = 700 nM (pChEMBL 6.159999847412109)
Descriptors: MW 660.64, ALogP 3.02, HBA 13, HBD 5, PSA 257.04, QED 0.06
Compound (SMILES): Cc1c(O)c(O)c(C=O)c(COCc2ccccc2)c1-c1ccccc1C#N
InChIKey: HOUATDTZMPKAEG-UHFFFAOYSA-N
Target: Androgen receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P10275
Assay: Inhibition of androgen receptor in human LNCaP cells assessed as inhibition of AR transcription activity by dual-luciferase reporter assays
Measurement: IC50 > 5000 nM (pChEMBL 5.301000118255615)
Descriptors: MW 373.41, ALogP 4.47, HBA 5, HBD 2, PSA 90.55, QED 0.49
Compound (SMILES): Cn1ccc2ccc(-c3cc(Nc4cnccc4S(C)(=O)=O)cc4nccnc34)cc21
InChIKey: HOUUDGXVQXSLHK-UHFFFAOYSA-N
Target: 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16875
Assay: Inhibition of PFKFB3 in human HCT-116 cells assessed as inhibition of glucose induced lactate production by absorbance based analysis
Measurement: IC50 = 2900 nM (pChEMBL 5.539999961853027)
Descriptors: MW 429.51, ALogP 4.33, HBA 7, HBD 1, PSA 89.77, QED 0.46
Compound (SMILES): CN1Cc2c(ncnc2-c2cccc(NS(N)(=O)=O)c2)NC1=O.Cl
InChIKey: XMMODXQXRMIGQB-UHFFFAOYSA-N
Target: Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P22413
Assay: Inhibition of ENPP1 (unknown origin)
Measurement: IC50 = 360 nM (pChEMBL 6.440000057220459)
Descriptors: MW 334.36, ALogP 0.74, HBA 5, HBD 3, PSA 130.31, QED 0.76
Compound (SMILES): COc1ccc(C(=O)N2CCCc3cc(NS(=O)(=O)c4cc(Cl)c(C)cc4OC)ccc32)cc1OC
InChIKey: DOCJXKIESOEZAQ-UHFFFAOYSA-N
Target: Glucocorticoid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P04150
Assay: Binding affinity to glucocorticoid receptor (unknown origin) by Lanthascreen TR-FRET competition binding assay
Measurement: IC50 = 3430 nM (pChEMBL 5.460000038146973)
Descriptors: MW 531.03, ALogP 5.07, HBA 6, HBD 1, PSA 94.17, QED 0.46
Compound (SMILES): Cc1ccc(C2=C(COc3ccc(CCCC(=O)O)cc3)CCCC2)cc1
InChIKey: DQIJRPXJARBILB-UHFFFAOYSA-N
Target: Free fatty acid receptor 4 (SINGLE PROTEIN), Homo sapiens
UniProt: Q5NUL3
Assay: Agonist activity at human GPR120 expressed in CHO-K1 cells by BRET assay
Measurement: EC50 = 50 nM (pChEMBL 7.300000190734863)
Descriptors: MW 364.49, ALogP 5.81, HBA 2, HBD 1, PSA 46.53, QED 0.64
Compound (SMILES): CCOC(=O)N1CCc2c(sc3nc(SCC(=O)c4ccccc4)n(N)c(=O)c23)C1
InChIKey: WQJXNFAPFAONON-UHFFFAOYSA-N
Target: Wee1-like protein kinase (SINGLE PROTEIN), Homo sapiens
UniProt: P30291
Assay: Inhibition of human full length N-terminal GST tagged Wee1 expressed in E coli
Measurement: IC50 = 22320 nM (pChEMBL 4.650000095367432)
Descriptors: MW 444.54, ALogP 2.66, HBA 9, HBD 1, PSA 107.52, QED 0.28
Compound (SMILES): C=CCc1cc(OC)c(OC(C)C(O[C@@H]2C[C@H](C)CC[C@H]2C(C)C)c2ccc(OC)c(OC)c2)c(OC)c1
InChIKey: AZGNFLYEOFRBPU-UBTCPHPGSA-N
Target: Transient receptor potential cation channel subfamily M member 8 (SINGLE PROTEIN), Homo sapiens
UniProt: Q7Z2W7
Assay: Agonist activity at TRPM8 (unknown origin) by fluorometric imaging plate reader analysis
Measurement: EC50 = 10000 nM (pChEMBL 5)
Descriptors: MW 526.71, ALogP 7.44, HBA 6, HBD 0, PSA 55.38, QED 0.25
Compound (SMILES): CN1CCC(Nc2ccc(C(=O)Nc3cc(-c4ccc5ncn(Cc6ccccc6F)c5c4)[nH]n3)cc2)CC1
InChIKey: VUSPSNLJXPDUJG-UHFFFAOYSA-N
Target: Receptor-type tyrosine-protein kinase FLT3 (SINGLE PROTEIN), Homo sapiens
UniProt: P36888
Assay: Inhibition of human FLT3-ITD mutant preincubated with enzyme for 20 mins followed by [gamma-33P]ATP addition and measured after 120 mins by filter binding method
Measurement: IC50 = 8.34 nM (pChEMBL 8.079999923706055)
Descriptors: MW 523.62, ALogP 5.37, HBA 6, HBD 3, PSA 90.87, QED 0.27
Compound (SMILES): N#Cc1c(Nc2nccc3cc(CNCCO)cnc23)cccc1-c1ccc2c(c1)OCCO2
InChIKey: SJXBKOKFZXMFNY-UHFFFAOYSA-N
Target: Programmed cell death protein 1/Programmed cell death 1 ligand 1 (PROTEIN COMPLEX), Homo sapiens
UniProt: Q9NZQ7
Assay: Inhibition of human PD-1/PDL1 protein-protein interaction by HTRF assay
Measurement: IC50 <= 10 nM (pChEMBL 8)
Descriptors: MW 453.5, ALogP 3.77, HBA 8, HBD 3, PSA 112.32, QED 0.36
Compound (SMILES): O=C(c1ccco1)N1CCCc2cc(NS(=O)(=O)c3ccc(Cl)c(C(F)(F)F)c3)ccc21
InChIKey: FBVKVIIMWGUOBR-UHFFFAOYSA-N
Target: Glucocorticoid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P04150
Assay: Binding affinity to glucocorticoid receptor (unknown origin) by Lanthascreen TR-FRET competition binding assay
Measurement: IC50 = 19740 nM (pChEMBL 4.710000038146973)
Descriptors: MW 484.88, ALogP 5.35, HBA 4, HBD 1, PSA 79.62, QED 0.54
Compound (SMILES): CC(C)(Sc1ccncc1C(=O)N1CCOc2ccccc21)C(=O)O
InChIKey: GTZMLBLGNPOJGM-UHFFFAOYSA-N
Target: Solute carrier family 22 member 12 (SINGLE PROTEIN), Homo sapiens
UniProt: Q96S37
Assay: Inhibition of human URAT1 mediated 14C-uric acid uptake expressed in HEK293 cells using 14C-uric acid as substrate incubated for 30 mins by liquid scintillation counting analysis
Measurement: IC50 = 15350 nM (pChEMBL 4.809999942779541)
Descriptors: MW 358.42, ALogP 3.08, HBA 5, HBD 1, PSA 79.73, QED 0.85
Compound (SMILES): C=CCn1c(=O)c2cnc(Nc3ccc(N4CCN(C)CC4)c4ccn(C)c34)nc2n1-c1cccc(C(C)(C)O)n1
InChIKey: ITVQDQHPDYLMCH-UHFFFAOYSA-N
Target: Serine/threonine-protein kinase PLK1 (SINGLE PROTEIN), Homo sapiens
UniProt: P53350
Assay: Inhibition of human N-terminal His6-tagged recombinant full-length PLK1 expressed in baculovirus infected Sf9 cells incubated for 15 mins followed by ATP addition by ADP Glo luminescent assay
Measurement: IC50 = 16 nM (pChEMBL 7.800000190734863)
Descriptors: MW 553.67, ALogP 3.38, HBA 11, HBD 2, PSA 109.27, QED 0.3
Compound (SMILES): CCCC[C@@H]1C[C@@]2(C)C(=CC1=O)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
InChIKey: OVBWRWFBEFSKEU-VPFNILEFSA-N
Target: Aromatase (SINGLE PROTEIN), Homo sapiens
UniProt: P11511
Assay: Inhibition of aromatase in human placental microsomes using [1beta-3H]AD as substrate incubated for 20 mins in presence of NADPH
Measurement: IC50 = 1931.97 nM (pChEMBL 5.710000038146973)
Descriptors: MW 342.52, ALogP 5.5, HBA 2, HBD 0, PSA 34.14, QED 0.68
Compound (SMILES): C=C(C)C(=O)Nc1ccccc1-c1ccc(C(=O)N2CCC(O)(Cn3cnn4cccc4c3=O)CC2)cc1
InChIKey: YOVMZXFBXWIFTF-UHFFFAOYSA-N
Target: Ubiquitin carboxyl-terminal hydrolase 7 (SINGLE PROTEIN), Homo sapiens
UniProt: Q93009
Assay: Inhibition of human USP7 using ubiquitin-Rh110 as substrate incubated for 23 to 45 mins by fluorescence based assay
Measurement: IC50 = 1000 nM (pChEMBL 6)
Descriptors: MW 511.58, ALogP 3.34, HBA 7, HBD 2, PSA 108.94, QED 0.39
Compound (SMILES): Cc1cc(C(=O)NC2Nc3cccc(C)c3N2[C@H]2CCCCN(C(=O)/C=C/CN(C)C)C2)ccn1
InChIKey: WFAOJPLNRNZXIN-LXARNSNTSA-N
Target: Cyclin-dependent kinase 5/CDK5 activator 1 (PROTEIN COMPLEX), Homo sapiens
UniProt: Q15078
Assay: Inhibition of recombinant human CDK5/p25 expressed in Sf9 insect cells incubated for 60 mins in presence of ATP and [gamma33-P] ATP by radiometric scintillation counter analysis
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 476.63, ALogP 3.14, HBA 6, HBD 2, PSA 80.81, QED 0.62
Compound (SMILES): CCCCCC(C)(O)c1cc(C(=O)N2Cc3ccccc3C2)ccc1O
InChIKey: PZCDBAHOCXZPLA-UHFFFAOYSA-N
Target: Heat shock protein HSP 90-alpha (SINGLE PROTEIN), Homo sapiens
UniProt: P07900
Assay: Binding affinity to N-terminal 6His tagged human HSP90alpha (1 to 223 residues) expressed in Escherichia coli BL21 (DE3) cells incubated for 24 hrs by fluorescence polarization assay
Measurement: IC50 = 229 nM (pChEMBL 6.639999866485596)
Descriptors: MW 353.46, ALogP 4.34, HBA 3, HBD 2, PSA 60.77, QED 0.76
Compound (SMILES): CCCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CC(=O)OC)cc1F
InChIKey: ZEZZVRSKTPRDHO-KRWDZBQOSA-N
Target: Toll-like receptor 7 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NYK1
Assay: Agonist activity at human TLR7 by reporter cell based assay
Measurement: EC50 = 50.12 nM (pChEMBL 7.300000190734863)
Descriptors: MW 418.51, ALogP 3.17, HBA 7, HBD 3, PSA 110.36, QED 0.48
Compound (SMILES): CCOc1ccc(C(=O)/C=C/c2ccc(O)cc2)cc1
InChIKey: CDHWNXIYADIGFA-LFYBBSHMSA-N
Target: Amine oxidase [flavin-containing] B (SINGLE PROTEIN), Homo sapiens
UniProt: P27338
Assay: Inhibition of human MAO-B using benzylamine as substrate
Measurement: IC50 = 210 nM (pChEMBL 6.679999828338623)
Descriptors: MW 268.31, ALogP 3.69, HBA 3, HBD 1, PSA 46.53, QED 0.66
Compound (SMILES): COCCc1nc2c(N)nc3ccccc3c2n1CCCN(Cc1cccc(OCC(=O)OC)c1)C(=O)CN1CCCCC1
InChIKey: LUEKAZMVPWTVDO-UHFFFAOYSA-N
Target: Toll-like receptor 7 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NYK1
Assay: Agonist activity at human TLR7 transfected in HEK293 cells assessed as induction of SEAP production incubated overnight by SEAP reporter gene based assay
Measurement: EC50 = 178.4 nM (pChEMBL 6.75)
Descriptors: MW 602.74, ALogP 3.81, HBA 10, HBD 1, PSA 125.04, QED 0.21
Compound (SMILES): C=CC(=O)Nc1cc(Nc2ncc(C(=O)OCC(C)C)c(-c3cn(C)c4ccccc34)n2)c(OC)cc1N(C)CCN(C)C
InChIKey: PDHCFKKUVBCBBI-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: ASV & NPG EGFR Exon 20 Insertion Mutations: A compound's ability in selectively inhibiting EGFR exon 20 insertion mutations can be assessed using Ba/F3 cells, a murine pro-B cell line, which have been transduced with EGFR exon 20 insertions. An expression vector, pLVX-IRES puro (Clontech) coding for human EGFR exon 20 insertions NPG (H773_V774insNPG) or ASV (V769_D770insASV), was transfected into HEK293 cells by the Trans-Lentiviral ORF Packaging System (Thermo Scientific), to produce virus encoding EGFR exon 20 insertions. Ba/F3 (DSMZ) cells maintained in RPMI 1640 medium supplemented with 10% fetal bovine serum, 200 μM L-glutamine/200 μg/mL penicillin/200 μg/mL streptomycin (Life Technology) and 10 ng/mL IL-3 (R&D system), were infected by EGFR Exon20 virus and subsequently selected by puromycin (Life Technology) selection and IL-3 depletion. Ba/F3 cells expressing EGFR exon 20 insertions (named Ba/F3-EGFR-Exon20-NPG or Ba/F3-EGFR-Exon20-ASV) can proliferate in the absence of IL-3. The anti-proliferative activity of compounds were determined as follows: BaF3-EGFR-Exon20 cells (NPG or ASV) seeded in 96 well plates (2500 cells/well) were treated with test compound (dissolved in DMSO) at a series of concentrations (4-fold dilution, top concentration: 10,000 nM). The plates were incubated for 72 h in a 37° C. incubator with 5% CO2, and the number of viable cells in each well were measured indirectly by CellTiter 96® Aqueous One Solution Cell Proliferation Assay (Promega) This assay is a colorimetric method for determining the number of viable cells through measurement of their metabolic activity by detection of enzymatic conversion of tetrazolium salts into blue formazan derivatives. Reagent (20 μL) was added into each well, and the plates were returned to the incubator for 2 h. The absorbance in each well was then measured at 490 nm using an Envision plate reader (Perkin Elmer). IC50 values were calculated by determining the concentration of compound required to decrease the MTS signal by 50% comparing to the DMSO control in best-fit curves using Microsoft XLfit software or Accelrys Pipeline Pilot.
Measurement: IC50 < 100 nM (pChEMBL 7)
Descriptors: MW 599.74, ALogP 5.32, HBA 10, HBD 2, PSA 113.85, QED 0.16
Compound (SMILES): CN1CCC(c2ccc(Nc3ncc4c(=O)n(C5CCCC5)n(-c5cccc(C(C)(C)O)n5)c4n3)cc2)CC1
InChIKey: DGXWMXHFEWCJTP-UHFFFAOYSA-N
Target: Serine/threonine-protein kinase PLK1 (SINGLE PROTEIN), Homo sapiens
UniProt: P53350
Assay: Inhibition of human N-terminal His6-tagged recombinant full-length PLK1 expressed in baculovirus infected Sf9 cells incubated for 15 mins followed by ATP addition by ADP Glo luminescent assay
Measurement: IC50 = 3641 nM (pChEMBL 5.440000057220459)
Descriptors: MW 527.67, ALogP 4.87, HBA 9, HBD 2, PSA 101.1, QED 0.37
Compound (SMILES): Cc1nc(N[C@H](C)c2cc(N)cc(C(F)(F)F)c2)c2cc3c(cc2n1)OC[C@H]1CN(C2COC2)CCN31
InChIKey: OMXFEVUTEXZWFG-AUUYWEPGSA-N
Target: SOS1-KRAS (PROTEIN COMPLEX), Homo sapiens
UniProt: P01116
Assay: Inhibition of human recombinant SOS1 (residue 564-1049)/KRAS G12C mutant protein-protein interaction at incubated for 25 degC for 60 mins by homogeneous time-resolved fluorescence (HTRF) method
Measurement: IC50 = 15.6 nM (pChEMBL 7.809999942779541)
Descriptors: MW 514.55, ALogP 3.99, HBA 8, HBD 2, PSA 88.77, QED 0.51
Compound (SMILES): CCCCc1nc2c(N)nc3ccccc3c2n1CCCN(Cc1cccc(C(=O)OC)c1)C(=O)CN(C)C
InChIKey: VNGSKBPMJPNNHX-UHFFFAOYSA-N
Target: Toll-like receptor 7 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NYK1
Assay: Agonist activity at human TLR7 by reporter cell based assay
Measurement: EC50 = 39.81 nM (pChEMBL 7.400000095367432)
Descriptors: MW 530.67, ALogP 4.28, HBA 8, HBD 1, PSA 106.58, QED 0.27