lovingscience/chembl-v37-raw-activities huggingface dataset:
Compound (SMILES): Cc1[nH]c(C(=O)Nc2nc3c(N4CCOCC4)cc(C(=O)O)cc3s2)c(Cl)c1Cl
InChIKey: XMRMYIYEEWALOZ-UHFFFAOYSA-N
Target: DNA gyrase (PROTEIN COMPLEX), Escherichia coli
UniProt: P0AES4
Assay: Inhibition of Escherichia coli DNA gyrase supercoiling
Measurement: IC50 < 10 nM (pChEMBL 8)
Descriptors: MW 455.32, ALogP 4.03, HBA 6, HBD 3, PSA 107.55, QED 0.55
Compound (SMILES): Cl.Oc1c(Cl)cc(Cl)c2ccc(/C=C/C3=CCN(Cc4cccc(Br)c4)CC3)nc12
InChIKey: IRYIJDIJIZZEOV-FXRZFVDSSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Electrophorus electricus
UniProt: O42275
Assay: Inhibition of electric eel AChE using acetylthiocholine iodide as substrate preincubated for 15 mins followed by substrate addition by Ellman's method
Measurement: IC50 = 320 nM (pChEMBL 6.5)
Descriptors: MW 490.23, ALogP 6.86, HBA 3, HBD 1, PSA 36.36, QED 0.43
Compound (SMILES): CC1=NN(c2ccc(S(N)(=O)=O)cc2)C(=O)/C1=N/Nc1ccc(C(=O)O)cc1
InChIKey: QELSPHYYOJNMBS-HMMYKYKNSA-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 = 770 nM (pChEMBL 6.110000133514404)
Descriptors: MW 401.4, ALogP 1.22, HBA 7, HBD 3, PSA 154.52, QED 0.64
Compound (SMILES): COCCCN1CCC(O)(c2nnc(-c3nn(C(C)C)c4ccccc34)o2)CC1
InChIKey: ADMVLMIVJUPLDW-UHFFFAOYSA-N
Target: 5-hydroxytryptamine receptor 4 (SINGLE PROTEIN), Homo sapiens
UniProt: Q13639
Assay: Partial agonist activity at human 5HT4E receptor expressed in CHO cells assessed as cAMP accumulation incubated for 4 hrs by luciferase reporter gene luminescence assay
Measurement: EC50 = 675 nM (pChEMBL 6.170000076293945)
Descriptors: MW 399.5, ALogP 2.99, HBA 8, HBD 1, PSA 89.44, QED 0.61
Compound (SMILES): CN1CC2CCC(C1=O)N2c1ncc2[nH]nc(-c3cnn([C@H]4CC[C@H](O)CC4)c3)c2n1
InChIKey: GKEASMTXYHOIFG-NYKLAOPUSA-N
Target: Fibroblast growth factor receptor 3 (SINGLE PROTEIN), Homo sapiens
UniProt: P22607
Assay: Inhibition of recombinant N-terminal His-Avi-tag human FGFR3 (447 to 761 residues) expressed in Sf9 infected baculovirus expression system using biotin-EQEDEPEGDYFEWLE-amide as substrate preincubated for 5 to 10 mins followed by substrate addition and measured after 1 hr in presence of ATP by HTRF assay
Measurement: IC50 = 19 nM (pChEMBL 7.71999979019165)
Descriptors: MW 422.49, ALogP 1.5, HBA 8, HBD 2, PSA 116.06, QED 0.66
Compound (SMILES): CC[C@H]1[C@@H](O)[C@@H]2[C@H](CC[C@]3(C)[C@@H]([C@H](C)CCC(=O)NS(=O)(=O)c4ccc(C(F)(F)F)cc4)CC[C@@H]23)[C@@]2(C)CC[C@@H](O)[C@H](F)[C@@H]12
InChIKey: SOOILAWWCASPBQ-KEZBRMMJSA-N
Target: Bile acid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: Q96RI1
Assay: Agonist activity at human FXR incubated for 24 hrs by luciferase reporter assay
Measurement: EC50 = 15 nM (pChEMBL 7.820000171661377)
Descriptors: MW 645.8, ALogP 6.5, HBA 5, HBD 3, PSA 103.7, QED 0.29
Compound (SMILES): CNc1ccc(N2C(=O)c3ccc(C(=O)O)cc3C2=O)cc1-c1nc2cc(-c3ccc4c(c3)OCO4)ccc2o1
InChIKey: VHFHBWPQUVXBPG-UHFFFAOYSA-N
Target: Heparanase (SINGLE PROTEIN), Homo sapiens
UniProt: Q9Y251
Assay: Inhibition of human HPSE incubated for 2 hrs using TMB peroxidase as substrate by microplate reader analysis
Measurement: IC50 = 10000 nM (pChEMBL 5)
Descriptors: MW 533.5, ALogP 5.43, HBA 8, HBD 2, PSA 131.2, QED 0.28
Compound (SMILES): COCc1cc2cnc(Nc3ccc(N4CCN(C)CC4)cc3)nc2n1-c1cccc(N=S(C)(C)=O)n1
InChIKey: DJISOZBVZGJASE-UHFFFAOYSA-N
Target: Wee1-like protein kinase (SINGLE PROTEIN), Homo sapiens
UniProt: P30291
Assay: Inhibition of Wee1 (unknown origin) incubated for 60 mins by LanthaScreen Eu-Kinase binding assay
Measurement: IC50 = 2.03 nM (pChEMBL 8.6899995803833)
Descriptors: MW 520.66, ALogP 3.82, HBA 10, HBD 1, PSA 100.77, QED 0.39
Compound (SMILES): CCCc1ccc(-c2ccc(-c3cc(C(=O)O)c4cc([N+](=O)[O-])ccc4n3)o2)cc1
InChIKey: AYLJQQXWEMDPLJ-UHFFFAOYSA-N
Target: Eukaryotic initiation factor 4A-I (SINGLE PROTEIN), Homo sapiens
UniProt: P60842
Assay: Inhibition of human recombinant N-terminal His6-tagged eIF4A expressed in Escherichia coli BL21 CodonPlus cells using ATP and yeast RNA as substrate preincubated with enzyme for 20 mins followed by susbtrate addition and measured after 4 hrs by Malachite green ATPase assay
Measurement: IC50 = 40940 nM (pChEMBL 4.389999866485596)
Descriptors: MW 402.41, ALogP 5.72, HBA 5, HBD 1, PSA 106.47, QED 0.33
Compound (SMILES): Fc1ccc2nc(C3CC3)n(-c3nncc(Nc4ccc(C(F)(F)F)cc4)n3)c2c1
InChIKey: DCVFALDUQVDKRP-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 414.37, ALogP 4.99, HBA 6, HBD 1, PSA 68.52, QED 0.48
Compound (SMILES): C=CC(=O)Nc1ccc(C(=O)Nc2n[nH]c3ccc(-c4cncc(NC[C@@H](O)c5ccccc5)c4)cc23)cc1
InChIKey: VSTRBHWJZOVRDC-HHHXNRCGSA-N
Target: Cyclin-dependent kinase 7 (SINGLE PROTEIN), Homo sapiens
UniProt: P50613
Assay: Inhibition of CDK7 (unknown origin) assessed as phosphorylation of ULight 4EBP1 peptide substrate measured after 2 hrs by FRET-based LANCE Ultra KinSelect assay
Measurement: IC50 = 4 nM (pChEMBL 8.399999618530273)
Descriptors: MW 518.58, ALogP 5.15, HBA 6, HBD 5, PSA 132.03, QED 0.17
Compound (SMILES): COc1nc(N)nc(Nc2ccccc2)c1/N=C/c1ccc(C(F)(F)F)cc1
InChIKey: HBWGDYKGAUNROY-BHGWPJFGSA-N
Target: Dihydrofolate reductase (SINGLE PROTEIN), Homo sapiens
UniProt: P00374
Assay: Inhibition of human DHFR
Measurement: IC50 = 64540 nM (pChEMBL 4.190000057220459)
Descriptors: MW 387.37, ALogP 4.58, HBA 6, HBD 2, PSA 85.42, QED 0.63
Compound (SMILES): CN(C(=O)[C@H](CC1CCCCC1)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](CCCNC(=N)N)NC(=O)[C@@H](CCCNC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)c1ccccc1)[C@H]1CSSC[C@@H](C(N)=O)NC1=O
InChIKey: HVUKUDCSLSNBCU-ZHFLEWKPSA-N
Target: Kappa-type opioid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P41145
Assay: Displacement of [3H]U69593 from human kappa opioid receptor expressed in CHO-K1 cells incubated for 1 hr by 1450 microbeta scintillation counter analysis
Measurement: Ki = 15 nM (pChEMBL 7.820000171661377)
Descriptors: MW 1030.29
Compound (SMILES): C=CC(=O)N1CCC(Oc2cc3c(Nc4cccc(C#N)c4)ncnc3cc2O[C@H]2CCOC2)CC1
InChIKey: UHPIAMBUZNNACW-NRFANRHFSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Inhibition of EGFR D770-N771 ins NPG mutant (unknown origin)
Measurement: IC50 = 10.7 nM (pChEMBL 7.96999979019165)
Descriptors: MW 485.54, ALogP 3.97, HBA 8, HBD 1, PSA 109.6, QED 0.5
Compound (SMILES): O=C(c1ccc(CN(Cc2ccc(C(=O)C(F)(F)P(=O)(O)O)cc2)S(=O)(=O)c2cc(F)ccc2F)cc1)C(F)(F)P(=O)(O)O
InChIKey: XXSYEQCYSOWLNQ-UHFFFAOYSA-N
Target: Tyrosine-protein phosphatase non-receptor type 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P18031
Assay: Inhibition of PTP1B (unknown origin) using OMFP as substrate by fluorescence assay
Measurement: IC50 = 500 nM (pChEMBL 6.300000190734863)
Descriptors: MW 689.42, ALogP 4.26, HBA 6, HBD 4, PSA 186.58, QED 0.12
Compound (SMILES): COc1cccc(S(=O)(=O)n2ccc3cnc(Nc4ccc(CN5CCN(C)CC5)cc4)nc32)c1
InChIKey: FPVWUDXGLJDGKT-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 = 132 nM (pChEMBL 6.880000114440918)
Descriptors: MW 492.61, ALogP 3.17, HBA 9, HBD 1, PSA 92.59, QED 0.42
Compound (SMILES): NS(=O)(=O)c1ccc(-n2cc(-c3ccc(C(F)(F)F)cc3)nn2)cc1
InChIKey: HPCLZNLLDIYMGH-UHFFFAOYSA-N
Target: Prostaglandin G/H synthase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P35354
Assay: Inhibition of human COX-2 using arachidonic acid as substrate incubated for 30 secs by ELISA
Measurement: IC50 = 3324 nM (pChEMBL 5.480000019073486)
Descriptors: MW 368.34, ALogP 2.6, HBA 5, HBD 1, PSA 90.87, QED 0.77
Compound (SMILES): CN(c1ncccc1CNc1ccc(-c2nc3cc(Cl)ccc3[nH]2)nc1)S(C)(=O)=O
InChIKey: KJVGRFQTNFUYNQ-UHFFFAOYSA-N
Target: SRSF protein kinase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q96SB4
Assay: Inhibition of SRPK1 (unknown origin) using RS peptide as substrate incubated for 120 mins in the presence 33P-ATP
Measurement: IC50 < 50 nM (pChEMBL 7.301000118255615)
Descriptors: MW 442.93, ALogP 3.68, HBA 6, HBD 2, PSA 103.87, QED 0.47
Compound (SMILES): CN1CCN(c2ccc(Nc3ncc(Br)c(Nc4ccc5[nH]c(Cc6cccc(F)c6)cc5c4)n3)cc2)CC1
InChIKey: WGYUCQBGAJNBHJ-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 = 49 nM (pChEMBL 7.309999942779541)
Descriptors: MW 586.51, ALogP 6.69, HBA 6, HBD 3, PSA 72.11, QED 0.2
Compound (SMILES): CCCC1CCC(OC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C[C@@H]2CCNC2=O)C(O)S(=O)(=O)O)CC1
InChIKey: VCQYBHSDNWQLAS-RLGDLGOESA-N
Target: Replicase polyprotein 1ab (SINGLE PROTEIN), Severe acute respiratory syndrome coronavirus 2
UniProt: P0DTD1
Assay: Inhibition of SARS CoV-2 Main protease by FRET assay
Measurement: IC50 = 230 nM (pChEMBL 6.639999866485596)
Descriptors: MW 519.66, ALogP 1.7, HBA 7, HBD 5, PSA 171.13, QED 0.24
Compound (SMILES): N#Cc1cn(CCc2ccccc2)c2c(N3CCN(Cc4ccc5c(c4)OCO5)CC3)ncnc12
InChIKey: HBPHZYHJMBJMOL-UHFFFAOYSA-N
Target: Multidrug resistance-associated protein 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P33527
Assay: Inhibition of MRP1 in human NCI-H69AR cells incubated for 180 mins in presence of daunorubicin by flow cytometry analysis
Measurement: IC50 = 1800 nM (pChEMBL 5.75)
Descriptors: MW 466.55, ALogP 3.6, HBA 8, HBD 0, PSA 79.44, QED 0.43
Compound (SMILES): CCCOc1cc2nccc(Oc3ccc(NC(=O)C(F)(c4ccc(N)cc4)c4nnc(-c5ccccc5)o4)cc3F)c2cc1OC
InChIKey: GTZLBHRTBXNAGH-UHFFFAOYSA-N
Target: Tyrosine-protein kinase receptor UFO (SINGLE PROTEIN), Homo sapiens
UniProt: P30530
Assay: Inhibition of AXL (unknown origin)
Measurement: IC50 = 77 nM (pChEMBL 7.110000133514404)
Descriptors: MW 637.64, ALogP 7.45, HBA 9, HBD 2, PSA 134.62, QED 0.14
Compound (SMILES): CCS(=O)(=O)Nc1nc(CC(=O)Nc2cccc(Cl)c2)cs1
InChIKey: WBSFIDDOVRQATM-UHFFFAOYSA-N
Target: CTP synthase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P17812
Assay: Inhibition of C-terminal FLAG-His8-tagged full length human CTPS1 preincubated for 10 mins followed by substrate addition by ADP-Glo assay
Measurement: IC50 = 180 nM (pChEMBL 6.75)
Descriptors: MW 359.86, ALogP 2.74, HBA 5, HBD 2, PSA 88.16, QED 0.83
Compound (SMILES): COc1cccc(C2(O)CCN(C(=O)Cc3c[nH]c4ccccc34)CC2CN(C)C)c1
InChIKey: WARRABFLPBUADK-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 = 115.4 nM (pChEMBL 6.940000057220459)
Descriptors: MW 421.54, ALogP 3.02, HBA 4, HBD 2, PSA 68.8, QED 0.64
Compound (SMILES): CNC(=O)[C@@H](NC(=O)c1nn(-c2ccc(Cl)cc2Cl)c(-n2cccc2Cl)c1C)C(C)(C)C
InChIKey: DSZJWTDJLLFDMA-GOSISDBHSA-N
Target: Cannabinoid receptor 1 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P20272
Assay: Agonist activity at rat brain membrane CB1 receptor assessed as stimulation of [35S]GTPgammaS binding incubated for 60 mins
Measurement: EC50 = 237 nM (pChEMBL 6.619999885559082)
Descriptors: MW 496.83, ALogP 4.82, HBA 5, HBD 2, PSA 80.95, QED 0.53
Compound (SMILES): COc1cc(N2CCC(N(C)C)CC2)ccc1Nc1ncc(C(=O)OC(C)C)c(-c2cn(C(C)=O)c3ccccc23)n1
InChIKey: WARNUQMBQKGCIR-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Inhibition of wild type EGFR (unknown origin) using TK-substrate preincubated with enzyme for 30 mins followed by substrate and ATP addition for 25 mins by HTRF assay
Measurement: IC50 = 0.86 nM (pChEMBL 9.069999694824219)
Descriptors: MW 570.69, ALogP 5.61, HBA 10, HBD 1, PSA 101.82, QED 0.27
Compound (SMILES): COc1ccc(OC)c(-n2nnc(C(=O)Nc3cc(C(C)(C)C)ccc3OCCC(C)C)c2C)c1
InChIKey: SCIFKNPYAZAVFV-UHFFFAOYSA-N
Target: Nuclear receptor subfamily 1 group I member 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O75469
Assay: Inhibition of BODIPY FL vindoline binding to recombinant human GST-tagged PXR LBD (111 to 434 residues) expressed in baculovirus infected insect cells incubated for 1 mins under shaking condition followed by 60 mins under dark condition by TR-FRET assay
Measurement: IC50 = 12 nM (pChEMBL 7.920000076293945)
Descriptors: MW 480.61, ALogP 5.57, HBA 7, HBD 1, PSA 87.5, QED 0.43
Compound (SMILES): CC(C)n1cnc2c(NCc3cc(F)ccc3O)nc(NC3CCC(N)CC3)nc21
InChIKey: FIEZHJILRSLNJR-UHFFFAOYSA-N
Target: Cyclin-dependent kinase 2/cyclin E (PROTEIN COMPLEX), Homo sapiens
UniProt: O96020
Assay: Inhibition of CDK2/Cyclin E (unknown origin) using histone as substrate incubated for 30 mins in presence of gamma[33P]ATP by digital imaging analysis
Measurement: IC50 = 20 nM (pChEMBL 7.699999809265137)
Descriptors: MW 413.5, ALogP 3.55, HBA 8, HBD 4, PSA 113.91, QED 0.49
Compound (SMILES): CC1(C)O[C@H]2O[C@H](CNCCCCCCCCCCCNc3c4c(nc5ccccc35)CCCC4)[C@H](O)[C@H]2O1
InChIKey: OYIWCOZWLUTAQH-GEIIOTBESA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Mus musculus
UniProt: P21836
Assay: Inhibition of mouse brain AChE
Measurement: IC50 = 2.2 nM (pChEMBL 8.65999984741211)
Descriptors: MW 539.76, ALogP 5.86, HBA 7, HBD 3, PSA 84.87, QED 0.24
Compound (SMILES): Cc1ccc2nc(-c3ccc(NS(=O)(=O)Cc4ccc(C(F)(F)F)cc4)cc3)sc2c1
InChIKey: KZCQBFRWPMBHEY-UHFFFAOYSA-N
Target: Nuclear receptor ROR-gamma (SINGLE PROTEIN), Homo sapiens
UniProt: P51449
Assay: Inverse agonist activity at human GAL4-fused RORgamma LBD (262 to 507 residues) transfected in HEK293T cell measured after 24 hrs by dual luciferase assay
Measurement: IC50 > 20000 nM (pChEMBL 4.698999881744385)
Descriptors: MW 462.52, ALogP 6.23, HBA 4, HBD 1, PSA 59.06, QED 0.38
Compound (SMILES): Fc1ccc([C@H]2c3ccccc3CCN2C2=NC[C@H](C3CNC3)O2)cc1
InChIKey: GRNAPJNONDNEMN-UXHICEINSA-N
Target: Voltage-gated inwardly rectifying potassium channel KCNH2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q12809
Assay: Inhibition of human ERG
Measurement: IC50 = 2200 nM (pChEMBL 5.659999847412109)
Descriptors: MW 351.43, ALogP 2.75, HBA 4, HBD 1, PSA 36.86, QED 0.9
Compound (SMILES): C[C@]12CC[C@H]3[C@@H](CC=C4CCCC[C@@]43C=O)[C@@H]1CCC2=O
InChIKey: DVDSCBZPGQBFFD-BGJMDTOESA-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 = 8994.98 nM (pChEMBL 5.050000190734863)
Descriptors: MW 286.42, ALogP 4.09, HBA 2, HBD 0, PSA 34.14, QED 0.54
Compound (SMILES): N#Cc1ccc(-c2cnc3sc(-c4ccc(C(=O)N5CCCC5)cc4)nn23)cc1
InChIKey: CHQYMHAUSYCZKU-UHFFFAOYSA-N
Target: MAP kinase-interacting serine/threonine-protein kinase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9BUB5
Assay: Inhibition of MNK1 (unknown origin) incubated for 60 mins using CREB as substrate in presence of ATP by LANCE Ultra kinase assay
Measurement: IC50 = 27.8 nM (pChEMBL 7.559999942779541)
Descriptors: MW 399.48, ALogP 4.23, HBA 6, HBD 0, PSA 74.29, QED 0.52
Compound (SMILES): COc1cc(F)c(CNC(=O)c2sc3nnc(C)c(C)c3c2N)c(F)c1
InChIKey: ZTSYSZUBBMDQLM-UHFFFAOYSA-N
Target: Muscarinic acetylcholine receptor M4 (SINGLE PROTEIN), Homo sapiens
UniProt: P08173
Assay: Positive allosteric modulator activity at human M4 receptor expressed in CHO cells co-expressing Gqi5 in presence of EC20 concentration of acetylcholine by calcium mobilization assay
Measurement: EC50 = 100 nM (pChEMBL 7)
Descriptors: MW 378.4, ALogP 3.11, HBA 6, HBD 2, PSA 90.13, QED 0.73
Compound (SMILES): Cc1cc(NC(=O)CN2CCC3(CCCN3Cc3ccc(F)c(F)c3)C2)ccc1F
InChIKey: GTHHJVJOWMXRBS-UHFFFAOYSA-N
Target: Sigma non-opioid intracellular receptor 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99720
Assay: Displacement of [3H] Pentazocine from sigma 1 receptor in HEK293 cell membrane
Measurement: Ki = 16 nM (pChEMBL 7.800000190734863)
Descriptors: MW 417.48, ALogP 4.09, HBA 3, HBD 1, PSA 35.58, QED 0.8
Compound (SMILES): O=c1c2cnc(Nc3ccc(N4CCC(O)CC4)cc3)cc2ncn1-c1c(Cl)cccc1Cl
InChIKey: GBJSIPWUWVQWEY-UHFFFAOYSA-N
Target: Wee1-like protein kinase (SINGLE PROTEIN), Homo sapiens
UniProt: P30291
Assay: Inhibition of recombinant human Wee1 (214 to end residues) incubated for 1 hr in presence of tracer 178 by fluorescence based assay
Measurement: IC50 = 96 nM (pChEMBL 7.019999980926514)
Descriptors: MW 482.37, ALogP 4.79, HBA 7, HBD 2, PSA 83.28, QED 0.44
Compound (SMILES): COc1ccc(-n2nc(C(=O)N3CCN(C)CC(F)C3)c3c2CCOC3)cc1
InChIKey: HJFSSFNNPMWUIG-UHFFFAOYSA-N
Target: Ceramide glucosyltransferase (SINGLE PROTEIN), Homo sapiens
UniProt: Q16739
Assay: Inhibition of Glucosylceramide synthase (unknown origin) using C6-ceramide and UDP-glucose as substrate preincubated for 30 mins followed by substrate addition and measured after 2 hrs by UDP-Glo luminometer analysis
Measurement: IC50 = 12500 nM (pChEMBL 4.900000095367432)
Descriptors: MW 388.44, ALogP 1.68, HBA 6, HBD 0, PSA 59.83, QED 0.8
Compound (SMILES): O=C(c1cccc(-c2ccccc2)c1)N1CCC(O)(Cn2cnn3cccc3c2=O)CC1
InChIKey: DWMLWFRMKNFAPB-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 428.49, ALogP 2.83, HBA 6, HBD 1, PSA 79.84, QED 0.54
Compound (SMILES): O=C(O)c1ccnc(C(=O)NS(=O)(=O)c2ccccc2C(F)(F)F)c1
InChIKey: HOTVJDXEJLACLN-UHFFFAOYSA-N
Target: Alpha-ketoglutarate-dependent dioxygenase FTO (SINGLE PROTEIN), Homo sapiens
UniProt: Q9C0B1
Assay: Inhibition of full length human FTO (1 to 505 residues) expressed in Escherichia coli BL21 (DE3) Rosetta cells
Measurement: IC50 = 36700 nM (pChEMBL 4.429999828338623)
Descriptors: MW 374.3, ALogP 1.92, HBA 5, HBD 2, PSA 113.43, QED 0.85
Compound (SMILES): Cc1c(-c2ccccc2)cccc1-c1nc2c(s1)CN(C)CC2
InChIKey: YQUYIVCPTVRWDQ-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 <= 100 nM (pChEMBL 7)
Descriptors: MW 320.46, ALogP 4.77, HBA 3, HBD 0, PSA 16.13, QED 0.68
Compound (SMILES): CN1CCC(Nc2ccc(C(=O)Nc3cc(-c4ccc5ncn(C6CCCC6)c5c4)[nH]n3)cc2)CC1
InChIKey: DYQDNIBGGHMSAD-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 = 1.14 nM (pChEMBL 8.9399995803833)
Descriptors: MW 483.62, ALogP 5.3, HBA 6, HBD 3, PSA 90.87, QED 0.35
Compound (SMILES): CC(=O)Nc1ccc(-n2c(=O)cnc3cnc(Nc4ccc(N5CCN(C)CC5)cc4)cc32)cc1
InChIKey: DPKKDKAWIWPGOV-UHFFFAOYSA-N
Target: Receptor-type tyrosine-protein kinase FLT3 (SINGLE PROTEIN), Homo sapiens
UniProt: P36888
Assay: Inhibition of human wild type FLT3 using TK peptide as substrate incubated for 1 hr in presence of ATP by HTRF assay
Measurement: IC50 = 2722 nM (pChEMBL 5.570000171661377)
Descriptors: MW 469.55, ALogP 3.23, HBA 8, HBD 2, PSA 95.39, QED 0.46
Compound (SMILES): C/C(=N\OCc1cccc(C(=O)O)c1)c1ccc(OCc2c(-c3c(Cl)cccc3Cl)noc2C2CC2)c(Cl)c1
InChIKey: SLJIJSVLMVMVSK-MHDJOFBISA-N
Target: Bile acid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: Q96RI1
Assay: Agonist activity at human FXR expressed in human Huh-7 cells co-transfected with FXRE-Luc reporter plasmid assessed as receptor transactivation incubated for 16 hrs by luciferase reporter gene assay
Measurement: EC50 = 259.1 nM (pChEMBL 6.590000152587891)
Descriptors: MW 585.87, ALogP 8.4, HBA 6, HBD 1, PSA 94.15, QED 0.15
Compound (SMILES): O=c1c2ccccc2nc(-c2ccc(OS(=O)(=O)[O-])cc2)n1CCCCCn1c(-c2ccc(OS(=O)(=O)[O-])cc2)nc2ccccc2c1=O.[Na+].[Na+]
InChIKey: ZWFXHZUEEZEESC-UHFFFAOYSA-L
Target: Coagulation factor XI (SINGLE PROTEIN), Homo sapiens
UniProt: P03951
Assay: Inhibition of human FXIa using S-2366 as chromogenic substrate preincubated with enzyme for 10 mins followed by substrate addition by spectrophotometric analysis
Measurement: IC50 = 49000 nM (pChEMBL 4.309999942779541)
Descriptors: MW 704.74, ALogP 4.67, HBA 12, HBD 2, PSA 196.98, QED 0.13
Compound (SMILES): Cc1c(C)c(COCc2ccccc2)c(C=O)c(O)c1O
InChIKey: SRACAZXGDAMOIY-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 286.33, ALogP 3.24, HBA 4, HBD 2, PSA 66.76, QED 0.65
Compound (SMILES): CC(C)c1cnc(-c2cc(Cl)ccc2F)cc1Nc1ccncc1C(=O)N[C@@H](C)CO
InChIKey: POMBIFQUJUHXAV-AWEZNQCLSA-N
Target: TGF-beta receptor type-1 (SINGLE PROTEIN), Homo sapiens
UniProt: P36897
Assay: Inhibition of human ALK5 autophosphorylation
Measurement: IC50 = 20 nM (pChEMBL 7.699999809265137)
Descriptors: MW 442.92, ALogP 4.91, HBA 5, HBD 3, PSA 87.14, QED 0.48
Compound (SMILES): O=C(O)c1ccc2c(c1)nc(Nc1ccc3ccccc3c1)c1ncncc12
InChIKey: QVDFUUYVVOAFGS-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 = 21 nM (pChEMBL 7.679999828338623)
Descriptors: MW 366.38, ALogP 4.77, HBA 5, HBD 2, PSA 88, QED 0.45
Compound (SMILES): CCc1cc(C#N)cc2c(NCc3ccc(OC)c(Cl)c3)c(COCCF)cnc12
InChIKey: DCVUFHLTJMRFBO-UHFFFAOYSA-N
Target: cGMP-specific 3',5'-cyclic phosphodiesterase (SINGLE PROTEIN), Homo sapiens
UniProt: O76074
Assay: Inhibition of PDE5 (unknown origin)
Measurement: IC50 = 1.86 nM (pChEMBL 8.729999542236328)
Descriptors: MW 427.91, ALogP 5.43, HBA 5, HBD 1, PSA 67.17, QED 0.46
Compound (SMILES): COC(CNc1nc(N)nc(COc2cc(C)cc(N3CCCC3=O)c2)n1)c1cccc(Cl)c1
InChIKey: IJJKCIKIKDSAAT-UHFFFAOYSA-N
Target: Free fatty acid receptor 1 (SINGLE PROTEIN), Homo sapiens
UniProt: O14842
Assay: Agonist activity at N-terminal FLAG tagged human FFAR1 transfected in African green monkey COS-7 cells assessed as accumulation of inositol phosphate incubated for 90 mins by TopCount NXT counter based analysis
Measurement: EC50 = 15000 nM (pChEMBL 4.820000171661377)
Descriptors: MW 482.97, ALogP 3.92, HBA 8, HBD 2, PSA 115.49, QED 0.47
Compound (SMILES): COc1ccc(Nc2ncnc3c2ccn3-c2ccc(C)c(C)c2)cc1Cl
InChIKey: DZIHITUUUPJMOQ-UHFFFAOYSA-N
Target: Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform (SINGLE PROTEIN), Homo sapiens
UniProt: P48736
Assay: Inhibition of recombinant PI5P4Kgamma (unknown origin) expressed in Escherichia coli BL21(DE3) by ADP-Glo reagent based assay
Measurement: IC50 > 50118.72 nM (pChEMBL 4.300000190734863)
Descriptors: MW 378.86, ALogP 5.44, HBA 5, HBD 1, PSA 51.97, QED 0.51
Compound (SMILES): O=C(O)c1ccc(-c2nc(N3[C@@H]4CC[C@H]3C[C@@H](OCc3c(-c5c(Cl)cccc5Cl)noc3C3CC3)C4)no2)cc1C(F)(F)F
InChIKey: DCNPUIIQBVPPQX-PIIMJCKOSA-N
Target: Bile acid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: Q96RI1
Assay: Agonist activity at FXR (unknown origin)
Measurement: EC50 < 50 nM (pChEMBL 7.301000118255615)
Descriptors: MW 649.45, ALogP 8.01, HBA 8, HBD 1, PSA 114.72, QED 0.2
Compound (SMILES): O=C(/C=C/c1cccc2c1OCO2)c1cccc(Cl)c1
InChIKey: YMEANYUHWRSKDX-BQYQJAHWSA-N
Target: Amine oxidase [flavin-containing] B (SINGLE PROTEIN), Homo sapiens
UniProt: P27338
Assay: Inhibition of human MAO-B
Measurement: IC50 < 100 nM (pChEMBL 7)
Descriptors: MW 286.71, ALogP 3.96, HBA 3, HBD 0, PSA 35.53, QED 0.63
Compound (SMILES): CC(C)C[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H](C)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H](N)CS)C(=O)N[C@@H](C)C(=O)NCC(=O)N[C@@H](CS)C(=O)O
InChIKey: BVQRFQYOZQQBQL-WIKDVRPQSA-N
Target: A disintegrin and metalloproteinase with thrombospondin motifs 4 (SINGLE PROTEIN), Homo sapiens
UniProt: O75173
Assay: Inhibition of full length recombinant human ADAMTS-4
Measurement: IC50 = 34000 nM (pChEMBL 4.46999979019165)
Descriptors: MW 969.06, ALogP -6.95, HBA 17, HBD 17, PSA 440.28, QED 0.03
Compound (SMILES): O=C(Cc1csc(NS(=O)(=O)C2CC2)n1)Nc1ccc(-c2ccccc2)cc1
InChIKey: JYIZPRDTGFFJDQ-UHFFFAOYSA-N
Target: CTP synthase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P17812
Assay: Inhibition of C-terminal FLAG-His8-tagged full length human CTPS1 preincubated for 10 mins followed by substrate addition by ADP-Glo assay
Measurement: IC50 = 440 nM (pChEMBL 6.360000133514404)
Descriptors: MW 413.52, ALogP 3.9, HBA 5, HBD 2, PSA 88.16, QED 0.61
Compound (SMILES): NC[C@H]1O[C@@H](O[C@@H](c2cn(Cc3ccc(Cc4ccc(C(=O)c5ccccc5)cc4)cc3)nn2)[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H]1O
InChIKey: AREWAYQZKDDFIR-BDRYGRRRSA-N
Target: Phospho-N-acetylmuramoyl-pentapeptide-transferase (SINGLE PROTEIN), Bacillus subtilis (strain 168)
UniProt: Q03521
Assay: Inhibition of Bacillus subtilis MraY
Measurement: IC50 = 50000 nM (pChEMBL 4.300000190734863)
Descriptors: MW 726.74, ALogP -0.22, HBA 15, HBD 6, PSA 237.27, QED 0.09
Compound (SMILES): COc1cccc(C2(O)CCN(C(=O)C3(c4ccccc4)CCC3)CC2CN(C)C)c1
InChIKey: CNNKSWQUFACVPO-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 = 225.2 nM (pChEMBL 6.650000095367432)
Descriptors: MW 422.57, ALogP 3.41, HBA 4, HBD 1, PSA 53.01, QED 0.78
Compound (SMILES): Cc1cc(Oc2ccc(S(=O)(=O)N3CCCc4cc(C(=O)O)ccc43)cc2)cc(C)c1Cl
InChIKey: KQLSOYSLAVZLOS-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 = 332 nM (pChEMBL 6.480000019073486)
Descriptors: MW 471.96, ALogP 5.59, HBA 4, HBD 1, PSA 83.91, QED 0.52
Compound (SMILES): C/C=C1\CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)C4=NN(c5ccccc5)[C@H](c5ccc(OC)cc5)[C@H]4C[C@@H]32)C1
InChIKey: FNACEJMPNAXBAK-NFKXLIKISA-N
Target: Aromatase (SINGLE PROTEIN), Homo sapiens
UniProt: P11511
Assay: Inhibition of aromatase (unknown origin)
Measurement: IC50 = 3228.49 nM (pChEMBL 5.489999771118164)
Descriptors: MW 508.75, ALogP 8.83, HBA 3, HBD 0, PSA 24.83, QED 0.39
Compound (SMILES): CCN1C[C@@H](c2ccc(OC)cc2)[C@H](NC(=O)Nc2ccc(F)cc2)C1=O
InChIKey: BKPFGVITNMTKPC-ROUUACIJSA-N
Target: N-formyl peptide receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P25090
Assay: Agonist activity at human FPR2 expressed in HEK293 cells assessed as increase in calcium flux incubated for 45 mins by Fluo-4 AM dye based fluorescence assay
Measurement: EC50 = 0.13 nM (pChEMBL 9.890000343322754)
Descriptors: MW 371.41, ALogP 2.97, HBA 3, HBD 2, PSA 70.67, QED 0.85
Compound (SMILES): O=C(Nc1cnccc1-c1ccccc1F)c1ccnc(NC(=O)C2CC2)c1
InChIKey: NCJPNQVCPACJMH-UHFFFAOYSA-N
Target: Glycogen synthase kinase-3 beta (SINGLE PROTEIN), Homo sapiens
UniProt: P49841
Assay: Inhibition of GSK-3beta (unknown origin) assessed as decrease in tau phosphorylation by high content cell based assay
Measurement: IC50 = 290 nM (pChEMBL 6.539999961853027)
Descriptors: MW 376.39, ALogP 3.88, HBA 4, HBD 2, PSA 83.98, QED 0.71
Compound (SMILES): Cn1c(=O)c2ccnn2c2ccc(C(=O)NCCN3CCOCC3)cc21
InChIKey: PCBAZZHMDKHJNO-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 = 12250 nM (pChEMBL 4.909999847412109)
Descriptors: MW 355.4, ALogP 0.25, HBA 7, HBD 1, PSA 80.87, QED 0.73
Compound (SMILES): Cc1c(Cl)cccc1NC(=O)CN1CCC2(CCCN2Cc2ccc(F)c(F)c2)C1
InChIKey: QXQOZVSPURYOAI-UHFFFAOYSA-N
Target: Sigma non-opioid intracellular receptor 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99720
Assay: Displacement of [3H] Pentazocine from sigma 1 receptor in HEK293 cell membrane
Measurement: Ki = 14 nM (pChEMBL 7.849999904632568)
Descriptors: MW 433.93, ALogP 4.61, HBA 3, HBD 1, PSA 35.58, QED 0.75
Compound (SMILES): Cc1c(-c2ccccc2)cccc1-c1nc2c(CC#N)cc(CNCCO)cn2n1
InChIKey: MYBGEYXERIIYQQ-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 <= 100 nM (pChEMBL 7)
Descriptors: MW 397.48, ALogP 3.52, HBA 6, HBD 2, PSA 86.24, QED 0.47
Compound (SMILES): CN1CCc2cc(Nc3ncc(C4CC4)c(NCCCNC(=O)C4CC4)n3)ccc2C1
InChIKey: MGCUCAILCSYREM-UHFFFAOYSA-N
Target: Serine/threonine-protein kinase ULK1 (SINGLE PROTEIN), Homo sapiens
UniProt: O75385
Assay: Inhibition of ULK1 (unknown origin)
Measurement: IC50 = 45 nM (pChEMBL 7.349999904632568)
Descriptors: MW 420.56, ALogP 3.41, HBA 6, HBD 3, PSA 82.18, QED 0.54
Compound (SMILES): COc1ccc(/C=C/C(=O)c2ccccc2NC(=O)c2cnc3ccccc3c2)cc1OC
InChIKey: HBGPQWXCRVPJIS-ACCUITESSA-N
Target: ATP-dependent translocase ABCB1 (SINGLE PROTEIN), Homo sapiens
UniProt: P08183
Assay: Inhibition of P-gp (unknown origin)
Measurement: IC50 = 494 nM (pChEMBL 6.309999942779541)
Descriptors: MW 438.48, ALogP 5.4, HBA 5, HBD 1, PSA 77.52, QED 0.31
Compound (SMILES): Cc1nc2cnc(Nc3ccnc(-c4cnn(CC5CC5)c4)n3)cc2n1C(C)C
InChIKey: OFJHXXDFKSEHFN-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Inhibition of human EGFR T790M/L858R double mutant assessed as apparent inhibition constant using Fl-EEPLYWSFPAKKK-CONH2 as peptide substrate preincubated for 30 mins followed by addition of substrate and measured after 30 mins by Morrison plot analysis
Measurement: Ki = 34 nM (pChEMBL 7.46999979019165)
Descriptors: MW 388.48, ALogP 4.13, HBA 8, HBD 1, PSA 86.34, QED 0.53
Compound (SMILES): Cc1ccc(CCCC(C)(O)c2cc(C(=O)N3Cc4ccccc4C3)ccc2O)cc1
InChIKey: HLNLAUBGEWOHTF-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 = 278 nM (pChEMBL 6.559999942779541)
Descriptors: MW 415.53, ALogP 5.09, HBA 3, HBD 2, PSA 60.77, QED 0.59
Compound (SMILES): CP(C)(=O)c1ccccc1-c1ccc(N2CC3(CC3)[C@@H](NC(=O)Nc3ccc(Cl)cc3F)C2=O)c(F)c1F
InChIKey: DPHVSMCTVGYRRO-DEOSSOPVSA-N
Target: N-formyl peptide receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P25090
Assay: FPR2 and FPR1 Cyclic Adenosine Monophosphate (cAMP) Assays: A mixture of forskolin (5 μM final for FPR2 or 10 μM final for FPR1) and IBMX (200 μM final) were added to 384-well Proxiplates (Perkin-Elmer) pre-dotted with test compounds in DMSO (1% final) at final concentrations in the range of 0.020 nM to 100 μM. Chinese Hamster Ovary cells (CHO) overexpressing human FPR1 or human FPR2 receptors were cultured in F-12 (Ham's) medium supplemented with 10% qualified FBS, 250 μg/ml zeocin and 300 μg/ml hygromycin (Life Technologies). Reactions were initiated by adding 2,000 human FPR2 cells per well or 4,000 human FPR1 cells per well in Dulbecco's PBS (with calcium and magnesium) (Life Technologies) supplemented with 0.1% BSA (Perkin-Elmer). The reaction mixtures were incubated for 30 min at room temperature. The level of intracellular cAMP was determined using the HTRF HiRange cAMP assay reagent kit (Cisbio) according to manufacturer's instruction. Solutions of cryptate conjugated anti-cAMP and d2 fluorophore-labelled cAMP were made in a supplied lysis buffer separately. Upon completion of the reaction, the cells were lysed with equal volume of the d2-cAMP solution and anti-cAMP solution. After a 1-h room temperature incubation, time-resolved fluorescence intensity was measured using the Envision (Perkin-Elmer) at 400 nm excitation and dual emission at 590 nm and 665 nm. A calibration curve was constructed with an external cAMP standard at concentrations ranging from 1 μM to 0.1 pM by plotting the fluorescent intensity ratio from 665 nm emission to the intensity from the 590 nm emission against cAMP concentrations. The potency and activity of a compound to inhibit cAMP production was then determined by fitting to a 4-parametric logistic equation from a plot of cAMP level versus compound concentrations.
Measurement: EC50 = 0.48 nM (pChEMBL 9.319999694824219)
Descriptors: MW 561.93, ALogP 5.99, HBA 3, HBD 2, PSA 78.51, QED 0.38
Compound (SMILES): COc1ccc2c(c1)OC1(CCN(c3ccc(S(N)(=O)=O)cc3[N+](=O)[O-])CC1)CC2=O
InChIKey: JHNNUPWYLCFGLP-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Binding affinity to human CA1 assessed as inhibition constant
Measurement: Ki = 6392.6 nM (pChEMBL 5.190000057220459)
Descriptors: MW 447.47, ALogP 2.26, HBA 8, HBD 1, PSA 142.07, QED 0.56
Compound (SMILES): CN1CCN(C(=O)C(C)(C)c2ccc(C(=O)Cc3cn4cc(-c5ccncc5)ccc4n3)cc2)CC1
InChIKey: AOLMNCAPVYTEHC-UHFFFAOYSA-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 481.6, ALogP 3.87, HBA 6, HBD 0, PSA 70.81, QED 0.39
Compound (SMILES): CCCOc1ccc(NC(=O)C(C)(C)c2csc(NS(=O)(=O)C3CC3)n2)cc1
InChIKey: BOEWQRNBSGZWMC-UHFFFAOYSA-N
Target: CTP synthase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NRF8
Assay: Inhibition of human CTPS2 preincubated for 10 mins followed by substrate addition and measured after 30 to 60 mins by RFMS assay
Measurement: IC50 = 710 nM (pChEMBL 6.150000095367432)
Descriptors: MW 423.56, ALogP 3.75, HBA 6, HBD 2, PSA 97.39, QED 0.64
Compound (SMILES): CCN(CC)CC(=O)N(CCCn1c(CCOC)nc2c(N)nc3ccccc3c21)Cc1cccc(OCC(=O)OCCOC)c1
InChIKey: PUAXFVIWQNEOKZ-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 = 174.3 nM (pChEMBL 6.760000228881836)
Descriptors: MW 634.78, ALogP 3.68, HBA 11, HBD 1, PSA 134.27, QED 0.12
Compound (SMILES): CCCCc1cc([N+](=O)[O-])c(Sc2ccc(Cl)cc2Cl)s1
InChIKey: NVWPLWVMYRGYCP-UHFFFAOYSA-N
Target: Ubiquitin carboxyl-terminal hydrolase 7 (SINGLE PROTEIN), Homo sapiens
UniProt: Q93009
Assay: Inhibition of USP7 (unknown origin) by Ub-PLA2 assay
Measurement: IC50 = 13900 nM (pChEMBL 4.860000133514404)
Descriptors: MW 362.3, ALogP 6.46, HBA 4, HBD 0, PSA 43.14, QED 0.44
Compound (SMILES): CCOc1ccccc1-c1ccc(-c2nc3cnccc3c(C[C@H](C)C(=O)O)c2C#N)cc1
InChIKey: ZOCYJBFYLLNYQK-KRWDZBQOSA-N
Target: Phosphatidylinositol 5-phosphate 4-kinase type-2 alpha (SINGLE PROTEIN), Homo sapiens
UniProt: P48426
Assay: Inhibition of recombinant full length His-tagged PIP4K2A (unknown origin) expressed in sf21 cells assessed as reduction in ADP production preincubated for 20 mins followed by substrate addition and measured after 60 mins using Dic8-PI5P as substrate in presence of 10 uM ATP by ADP-Glo luminescent assay
Measurement: IC50 = 200 nM (pChEMBL 6.699999809265137)
Descriptors: MW 437.5, ALogP 5.5, HBA 5, HBD 1, PSA 96.1, QED 0.41
Compound (SMILES): O=C(CCCCCCCC(=O)Nc1ccc2[nH]c3ccccc3c(=O)c2c1)Nc1ccc2[nH]c3ccccc3c(=O)c2c1
InChIKey: LINAZFCDSOAAHB-UHFFFAOYSA-N
Target: P2Y purinoceptor 12 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9H244
Assay: Antagonist activity at P2Y12 receptor in human blood platelets assessed as inhibition of ADP-induced platelet aggregation compound preincubated with blood for 5 mins prior to ADP addition by electrode aggregometry assay
Measurement: IC50 = 35000 nM (pChEMBL 4.460000038146973)
Descriptors: MW 572.67, ALogP 6.98, HBA 4, HBD 4, PSA 123.92, QED 0.1
Compound (SMILES): COc1ccc2c3c([nH]c2c1N)C(C)NCC3
InChIKey: WXIJGUPZJIXTMQ-UHFFFAOYSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Homo sapiens
UniProt: P22303
Assay: Inhibition of AChE (unknown origin)
Measurement: IC50 = 2000 nM (pChEMBL 5.699999809265137)
Descriptors: MW 231.3, ALogP 1.97, HBA 3, HBD 3, PSA 63.07, QED 0.66
Compound (SMILES): CNC(=O)NC(=N)NCC(=O)Nc1cccc(C(=O)O)c1.O=C(O)C(F)(F)F
InChIKey: RWGBJIFEYPWQFY-UHFFFAOYSA-N
Target: Chitotriosidase-1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q13231
Assay: Inhibition of human Chitotriosidase using MU-(GlcNAc)2 as substrate incubated for 30 mins by microplate reader analysis
Measurement: IC50 = 6870 nM (pChEMBL 5.159999847412109)
Descriptors: MW 293.28, ALogP -0.22, HBA 4, HBD 6, PSA 143.41, QED 0.34
Compound (SMILES): COc1cccc(CCNc2nc(N)nc(COc3cc(C)cc(N4CCCC4=O)c3)n2)c1
InChIKey: FUCOSSVBWWHVEU-UHFFFAOYSA-N
Target: Free fatty acid receptor 1 (SINGLE PROTEIN), Homo sapiens
UniProt: O14842
Assay: Agonist activity at N-terminal FLAG tagged human FFAR1 transfected in African green monkey COS-7 cells assessed as accumulation of inositol phosphate incubated for 90 mins by TopCount NXT counter based analysis
Measurement: EC50 = 12000 nM (pChEMBL 4.920000076293945)
Descriptors: MW 448.53, ALogP 3.13, HBA 8, HBD 2, PSA 115.49, QED 0.51
Compound (SMILES): NCCC(NC(=O)c1ccc(Cl)c(NC(=O)c2cc3cnc(CC(N)=O)nc3[nH]c2=O)c1)c1ccccc1
InChIKey: OCBURQCCRHSROQ-UHFFFAOYSA-N
Target: Dual specificity tyrosine-phosphorylation-regulated kinase 1A (SINGLE PROTEIN), Homo sapiens
UniProt: Q13627
Assay: Inhibition of DYRK1A (unknown origin)
Measurement: IC50 = 50 nM (pChEMBL 7.300000190734863)
Descriptors: MW 533.98, ALogP 2.07, HBA 7, HBD 5, PSA 185.95, QED 0.22
Compound (SMILES): CC1(C)[C@@H]2[C@@H](C(=O)N[C@H](C=O)C[C@@H]3CCNC3=O)N(C(=O)COc3ccc(Cl)cc3Cl)C[C@@H]21
InChIKey: BDFIPRXCQILSGM-ZUHDPNGNSA-N
Target: Replicase polyprotein 1ab (SINGLE PROTEIN), Severe acute respiratory syndrome coronavirus 2
UniProt: P0DTD1
Assay: Inhibition of SARS CoV-2 Main protease incubated for 10 min by FRET assay
Measurement: IC50 = 13 nM (pChEMBL 7.889999866485596)
Descriptors: MW 496.39, ALogP 2.07, HBA 5, HBD 2, PSA 104.81, QED 0.54
Compound (SMILES): C[C@]12CC[C@H]3[C@@H](C(=O)C=C4CCCC[C@@]43CO)[C@@H]1CCC2O
InChIKey: VCNZMBLUQMGTAY-TZFHMXFSSA-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 = 42953.64 nM (pChEMBL 4.369999885559082)
Descriptors: MW 304.43, ALogP 2.85, HBA 3, HBD 2, PSA 57.53, QED 0.78
Compound (SMILES): Nc1ncc(Cl)c(Sc2nnc(C(=O)Nc3ccc4c(c3)S(=O)(=O)C=C4)s2)c1Cl
InChIKey: DDBBEMUIDSVNFH-UHFFFAOYSA-N
Target: Ubiquitin carboxyl-terminal hydrolase 7 (SINGLE PROTEIN), Homo sapiens
UniProt: Q93009
Assay: Inhibition of human USP7 using Ub-EKL as substrate
Measurement: EC50 = 2000 nM (pChEMBL 5.699999809265137)
Descriptors: MW 486.39, ALogP 3.98, HBA 9, HBD 2, PSA 127.93, QED 0.57
Compound (SMILES): COc1cccc(F)c1-c1nccc(C(=O)Nc2cc(F)c3c(cnn3C)c2N2CCNCC2)n1
InChIKey: LPIUMEILXDNKSE-UHFFFAOYSA-N
Target: Mitogen-activated protein kinase kinase kinase kinase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92918
Assay: Inhibition of HPK1 in human Jurkat cells assessed as inhibition constant incubated for 1 hr by HTRF assay
Measurement: Ki < 1 nM (pChEMBL 9)
Descriptors: MW 479.49, ALogP 2.98, HBA 8, HBD 2, PSA 97.2, QED 0.45
Compound (SMILES): NS(=O)(=O)c1ccc(-n2cc(COC(=O)c3ccc4c(c3)C(=O)N(c3ccc(Cl)cc3)C4=O)nn2)cc1
InChIKey: CLELLOLWPKLTHX-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human cytosolic carbonic anhydrase 1 using 4-nitrophenyl acetate as substrate assessed as inhibition constant by spectrophotometric analysis
Measurement: Ki = 48.97 nM (pChEMBL 7.309999942779541)
Descriptors: MW 537.94, ALogP 2.73, HBA 9, HBD 1, PSA 154.55, QED 0.29
Compound (SMILES): CCN1C(=O)[C@@H]2Cc3c([nH]c4ccccc34)[C@@H](c3ccc(Br)cc3)N2C1=O
InChIKey: WUKSXSXJBUJERZ-PKOBYXMFSA-N
Target: cGMP-specific 3',5'-cyclic phosphodiesterase (SINGLE PROTEIN), Homo sapiens
UniProt: O76074
Assay: Inhibition of PDE5 (unknown origin)
Measurement: IC50 = 40 nM (pChEMBL 7.400000095367432)
Descriptors: MW 424.3, ALogP 4.23, HBA 2, HBD 1, PSA 56.41, QED 0.63
Compound (SMILES): CCCCCCCCCOC(=O)O[C@H](COC(=O)CCCCCCCCC)COP(=O)(O)O[C@@H]1[C@H](O)[C@H](OP(=O)(O)O)[C@@H](O)[C@H](O)[C@H]1O
InChIKey: OQIPOMNZALBBAF-NTRVQNCRSA-N
Target: RAC-alpha serine/threonine-protein kinase (SINGLE PROTEIN), Homo sapiens
UniProt: P31749
Assay: Inhibition of AKT1 (unknown origin) in presence of ATP by ELISA
Measurement: IC50 > 100000 nM (pChEMBL 4)
Descriptors: MW 738.7, ALogP 3.38, HBA 14, HBD 7, PSA 265.27, QED 0.04
Compound (SMILES): CC1=C(C(=O)Nc2ccc3[nH]nc(-c4nc5ccccc5[nH]4)c3c2)Cn2nnnc2N1C
InChIKey: XULTUONTNLFTDL-UHFFFAOYSA-N
Target: Leucine-rich repeat serine/threonine-protein kinase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q5S007
Assay: Inhibition of N-terminal GST-fused human wild type LRRK2 using fluorescein-labeled LRRKtide as substrate preincubated for 15 mins followed by substrate addition and measured after 1 hr by TR-FRET assay
Measurement: IC50 = 0.53 nM (pChEMBL 9.279999732971191)
Descriptors: MW 426.44, ALogP 2.46, HBA 8, HBD 3, PSA 133.3, QED 0.4
Compound (SMILES): Cc1ccc2c(c1)nc(CCc1coc3ccc(I)cc3c1=O)n2-c1ccccc1
InChIKey: XUIAPFXAPUUWII-UHFFFAOYSA-N
Target: cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A (SINGLE PROTEIN), Homo sapiens
UniProt: Q9Y233
Assay: Inhibition of PDE10A (unknown origin)
Measurement: IC50 = 17 nM (pChEMBL 7.769999980926514)
Descriptors: MW 506.34, ALogP 5.83, HBA 4, HBD 0, PSA 48.03, QED 0.29
Compound (SMILES): CC(=O)N1[C@H]2[C@@H]3[C@H](CC[C@]4(C)C(=O)CC[C@@H]34)[C@@]3(C)CCC(=O)C=C3[C@H]21
InChIKey: VGFBCSTYVNOCRU-OSDYXQBHSA-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 = 64565.42 nM (pChEMBL 4.190000057220459)
Descriptors: MW 341.45, ALogP 2.91, HBA 3, HBD 0, PSA 54.22, QED 0.64
Compound (SMILES): Cc1noc(C)c1-c1nc(-c2cccc(CNC(=O)[C@@H](N)CO)c2)nc(NC2CCOCC2)c1C
InChIKey: ZQFYQJZMEQRLJG-FQEVSTJZSA-N
Target: Histone-arginine methyltransferase CARM1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q86X55
Assay: Inhibition of human CARM1 (140 to 480 residues) incubated for 15 mins measured after 60 min by AlphaLISA assay
Measurement: IC50 > 1000 nM (pChEMBL 6)
Descriptors: MW 480.57, ALogP 2.25, HBA 9, HBD 4, PSA 148.42, QED 0.38
Compound (SMILES): COC(=O)C1=CNC(C)=C(C(=O)OC)C1c1cccc(Nc2nnc(CN3CCC(c4cccc(OC)c4)CC3)o2)c1
InChIKey: VJONTMHVHWZZQR-UHFFFAOYSA-N
Target: Neuropeptide Y receptor type 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P25929
Assay: Displacement of 125I-PYY from human neuropeptide Y Y1 receptor expressed in human SK-N-MC cell membrane assessed as inhibition constant incubated for 1 hrs by competitive binding assay
Measurement: Ki = 99 nM (pChEMBL 7)
Descriptors: MW 573.65, ALogP 4.39, HBA 11, HBD 2, PSA 128.05, QED 0.35
Compound (SMILES): CC(C)n1nc(-c2nnc(C3CCN(CC4(O)CCCC4)CC3)o2)c2ccccc21.O=C(O)C(=O)O
InChIKey: IWULMJQXAMPTDP-UHFFFAOYSA-N
Target: 5-hydroxytryptamine receptor 4 (SINGLE PROTEIN), Homo sapiens
UniProt: Q13639
Assay: Partial agonist activity at human 5HT4E receptor expressed in CHO cells assessed as cAMP accumulation incubated for 4 hrs by luciferase reporter gene luminescence assay
Measurement: EC50 = 22 nM (pChEMBL 7.659999847412109)
Descriptors: MW 409.53, ALogP 4.15, HBA 7, HBD 1, PSA 80.21, QED 0.68
Compound (SMILES): COc1ccc(C(=O)NC2(C(=O)O)CCCCCC2)cc1OCCc1cc(Cl)ccc1F
InChIKey: JAFHEMMGQAFASO-UHFFFAOYSA-N
Target: Lysophosphatidic acid receptor 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92633
Assay: Antagonist activity at human LPA1 receptor
Measurement: IC50 = 100 nM (pChEMBL 7)
Descriptors: MW 463.93, ALogP 5.02, HBA 4, HBD 2, PSA 84.86, QED 0.54
Compound (SMILES): CCS(=O)(=O)c1ccc(CC(=O)Nc2ccc(-c3nc4ccc(C)cc4n3[C@@H](C)c3ccc(C)cc3)cc2)cc1
InChIKey: IGPRUALXJOEVNF-DEOSSOPVSA-N
Target: Bile acid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: Q96RI1
Assay: Inverse agonist activity at human GAL4-fused FXR LBD transfected in 293T cell measured after 24 hrs by dual luciferase assay
Measurement: IC50 > 20000 nM (pChEMBL 4.698999881744385)
Descriptors: MW 551.71, ALogP 6.9, HBA 5, HBD 1, PSA 81.06, QED 0.23
Compound (SMILES): CNC(=O)NC(=N)NCC(=O)Nc1ccccc1C(F)(F)F.O=C(O)C(F)(F)F
InChIKey: ADALICFHUBRUES-UHFFFAOYSA-N
Target: Chitotriosidase-1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q13231
Assay: Inhibition of human Chitotriosidase using MU-(GlcNAc)2 as substrate incubated for 30 mins by microplate reader analysis
Measurement: IC50 = 4460 nM (pChEMBL 5.349999904632568)
Descriptors: MW 317.27, ALogP 1.1, HBA 3, HBD 5, PSA 106.11, QED 0.43
Compound (SMILES): C[C@H](NC(=O)OCc1ccccc1)C(=O)NCC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](C)C(=O)N[C@@H](CC1CCCC1)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](CCC(=O)O)C(=O)O
InChIKey: HVYUOZHKFMGOAS-WBVMMGACSA-N
Target: Adenomatous polyposis coli protein (SINGLE PROTEIN), Homo sapiens
UniProt: P25054
Assay: Inhibition of APC (303 to 739 residues) (unknown origin) preincubated for 60 mins followed by substrate addition and measured after 60 mins using Ac-GGGGEQLAINELISDGK-FITC as substrate by fluorescence polarization assay
Measurement: IC50 = 570 nM (pChEMBL 6.239999771118164)
Descriptors: MW 911.96, ALogP 0.2, HBA 12, HBD 11, PSA 345.06, QED 0.06
Compound (SMILES): CC1CCN(c2ccc(C(N)=O)cc2[N+](=O)[O-])CC1
InChIKey: JYTMTVBQIJBDGR-UHFFFAOYSA-N
Target: CTP synthase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P17812
Assay: Inhibition of C-terminal FLAG-His8-tagged full length human CTPS1 preincubated for 10 mins followed by substrate addition by ADP-Glo assay
Measurement: IC50 = 7820 nM (pChEMBL 5.110000133514404)
Descriptors: MW 263.3, ALogP 1.93, HBA 4, HBD 1, PSA 89.47, QED 0.67
Compound (SMILES): COCCNC(=O)C[C@@H]1N=C(c2ccc(Cl)cc2)c2ccccc2-c2c(C)noc21
InChIKey: WRUDZUIYYFJOOR-IBGZPJMESA-N
Target: Bromodomain-containing protein 4 (SINGLE PROTEIN), Homo sapiens
UniProt: O60885
Assay: Inhibition of BRD4 BD1 in human MV4-11 cells assessed as reduction of MYC RNA expression after 4 hrs by PCR analysis
Measurement: EC50 = 270 nM (pChEMBL 6.570000171661377)
Descriptors: MW 423.9, ALogP 4.35, HBA 5, HBD 1, PSA 76.72, QED 0.6
Compound (SMILES): Cc1nn(-c2nc3cc(F)ccc3[nH]2)c(O)c1-c1ccccc1
InChIKey: YZHVUVKWYVDDEM-UHFFFAOYSA-N
Target: Alpha-ketoglutarate-dependent dioxygenase alkB homolog 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q96Q83
Assay: Inhibition of ALKBH3 (unknown origin) using 3-methyl cytosine oligo DNA as substrate incubated for 1 hr by SYBR green dye based RT-PCR analysis
Measurement: IC50 = 2900 nM (pChEMBL 5.539999961853027)
Descriptors: MW 308.32, ALogP 3.57, HBA 4, HBD 2, PSA 66.73, QED 0.59
Compound (SMILES): Cc1ccc(-c2cc(-c3ccc(S(=O)(=O)N[C@H](C(=O)O)C(C)C)cc3)no2)s1
InChIKey: NNCVCMDUQDAWGY-SFHVURJKSA-N
Target: 72 kDa type IV collagenase (SINGLE PROTEIN), Homo sapiens
UniProt: P08253
Assay: Inhibition of MMP2 (unknown origin)
Measurement: IC50 = 0.0449 nM (pChEMBL 10.350000381469727)
Descriptors: MW 420.51, ALogP 3.77, HBA 6, HBD 2, PSA 109.5, QED 0.6