lovingscience/chembl-v37-raw-activities huggingface dataset:
Compound (SMILES): Cc1ccc(C(=O)Nc2ccc3c(c2)CCN(C(=N)N)C3)cc1
InChIKey: LFWBKTQJUAJTKE-UHFFFAOYSA-N
Target: Transmembrane protease serine 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O15393
Assay: Inhibition of TMPRSS2 (106 to 492 residues) (unknown origin) using Boc-QAR-AMC as substrate measured for 20 mins by spectrophotometer analysis
Measurement: IC50 = 4000 nM (pChEMBL 5.400000095367432)
Descriptors: MW 308.39, ALogP 2.5, HBA 2, HBD 3, PSA 82.21, QED 0.59
Compound (SMILES): CC[C@H](C)[C@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCCN)NC(=O)[C@@H]1CSSC[C@H](NC(=O)[C@@H](N)CC(N)=O)C(=O)N1)C(=O)N[C@H]1CSSC[C@@H](C(N)=O)NC1=O
InChIKey: JNNBBQCQDHPELP-DCBLBBIQSA-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 = 426 nM (pChEMBL 6.369999885559082)
Descriptors: MW 1065.34
Compound (SMILES): Cl.Cl.O=C(c1ccc(O[C@H]2CCNC2)c(C2CCCCC2)c1)N1CCC(Oc2cc(F)cc(N3CCNCC3=O)c2)CC1
InChIKey: CIDAXZZBCMGIGT-LPCSYZHESA-N
Target: beta-catenin-B-cell lymphoma 9 protein complex (PROTEIN COMPLEX), Homo sapiens
UniProt: O00512
Assay: Inhibition of full length beta-catenin (1 to 781 residues) (unknown origin) expressed in Escherichia coli BL21 (DE3)/N-terminal biotinylated human BCL9 HD2 (350 to 375 residues) protein-protein interaction incubated for 1 hr by Alphascreen assay
Measurement: IC50 > 100000 nM (pChEMBL 4)
Descriptors: MW 564.7, ALogP 4.23, HBA 6, HBD 2, PSA 83.14, QED 0.52
Compound (SMILES): CNc1cc(-c2ccnc(Nc3ccc(N4CCN(C)CC4)c(C(F)(F)F)c3)n2)ccn1
InChIKey: KHBUJYBNSDDNHK-UHFFFAOYSA-N
Target: Serine/threonine-protein kinase PknB (SINGLE PROTEIN), Mycobacterium tuberculosis
UniProt: P9WI81
Assay: Inhibition of Mycobacterium tuberculosis recombinant PknB (1 to 331 residues) expressed in Escherichia coli BL21-Rosetta cells using GarA and ATP as substrate preincubated with enzyme for 10 mins followed by substrate addition and measured after 1 hr by ATP-competitive biochemical assay
Measurement: Ki = 2700 nM (pChEMBL 5.570000171661377)
Descriptors: MW 443.48, ALogP 4.09, HBA 7, HBD 2, PSA 69.21, QED 0.62
Compound (SMILES): CCn1cc(NC(=O)c2ccc3cnc(NC4CCCCC4N)nn23)c(C(N)=O)n1.O=C(O)C(F)(F)F
InChIKey: AFYSLJXNTPJWKP-UHFFFAOYSA-N
Target: Interleukin-1 receptor-associated kinase 4 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NWZ3
Assay: Inhibition of human GST-tagged IRAK4 incubated for 30 mins in presence of ATP by fluorescent polarization assay
Measurement: IC50 = 1 nM (pChEMBL 9)
Descriptors: MW 411.47, ALogP 0.98, HBA 9, HBD 4, PSA 158.25, QED 0.47
Compound (SMILES): O=C([O-])CNC(=O)c1ccc(S(=O)(=O)N2CCC(c3ccc(Cl)cc3)CC2)cn1.[K+]
InChIKey: DJLPNUNUNPABGA-UHFFFAOYSA-M
Target: Ubiquitin carboxyl-terminal hydrolase 5 (SINGLE PROTEIN), Homo sapiens
UniProt: P45974
Assay: Binding affinity to biotinylated USP5 zinc finger ubiquitin binding domain (171 to 290 residues) (unknown origin) expressed in Escherichia coli by surface plasmon resonance assay
Measurement: Kd = 3100 nM (pChEMBL 5.510000228881836)
Descriptors: MW 437.91, ALogP 2.12, HBA 5, HBD 2, PSA 116.67, QED 0.71
Compound (SMILES): CC(C)(C)c1ccc(Cn2c(=O)c3ccnn3c3ccc(C(=O)NCc4cccnc4)cc32)cc1
InChIKey: FRWAWCPAOIANNX-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 > 20000 nM (pChEMBL 4.698999881744385)
Descriptors: MW 465.56, ALogP 4.32, HBA 6, HBD 1, PSA 81.29, QED 0.42
Compound (SMILES): CCCCOC1=C[C@@]2(C)C(=CC1=O)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
InChIKey: JLSJZZVQTXGVQG-BQBMVXNTSA-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 = 29580.12 nM (pChEMBL 4.53000020980835)
Descriptors: MW 356.51, ALogP 5.01, HBA 3, HBD 0, PSA 43.37, QED 0.67
Compound (SMILES): CC1(N2CCC(c3cc4cc(NC(=O)C5CC5c5ccccn5)ncc4cc3F)CC2)COCC1O
InChIKey: HZPYQFHCWJKUCE-UHFFFAOYSA-N
Target: Leucine-rich repeat serine/threonine-protein kinase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q5S007
Assay: Inhibition of GST20-tagged truncated human LRRK2 G2019S mutant using fluorescein labeled LRRKtide peptide as substrate by Lantha screen assay
Measurement: IC50 = 0.08128 nM (pChEMBL 10.09000015258789)
Descriptors: MW 490.58, ALogP 3.84, HBA 6, HBD 2, PSA 87.58, QED 0.57
Compound (SMILES): Cc1ccc(COCc2c(C=O)c(O)c(O)c(C)c2-c2ccccc2)cc1
InChIKey: PQHMNLMNXSUTCS-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 362.43, ALogP 4.91, HBA 4, HBD 2, PSA 66.76, QED 0.48
Compound (SMILES): CC[C@H](C)[C@@H]1NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@@H](N)CCC(=O)NC[C@@H](C(=O)N2CCC[C@H]2C(=O)N[C@@H](CC(C)C)C(=O)NCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC1=O
InChIKey: JMZZFTOXWLKHFU-GIISNQDKSA-N
Target: Oxytocin receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P30559
Assay: Activation of human 3X-HA N-tagged OTR expressed in CHO-K1 cells incubated for 10 mins by cell Western assay
Measurement: EC50 = 7000 nM (pChEMBL 5.159999847412109)
Descriptors: MW 1000.12
Compound (SMILES): CC(C)n1c(=O)ccc2c1ccn2-c1c(Cl)cc(-c2n[nH]c(=O)[nH]c2=O)cc1Cl
InChIKey: PKAWWNPXKMCVBC-UHFFFAOYSA-N
Target: Thyroid hormone receptor alpha (SINGLE PROTEIN), Homo sapiens
UniProt: P10827
Assay: Agonist activity at human THRalpha transfected in Huh7 cells co-transfected with luciferase reporter plasmid assessed as reduction in luciferase activity incubated for 16 hrs by Steady-Glo luciferase assay
Measurement: EC50 = 40 nM (pChEMBL 7.400000095367432)
Descriptors: MW 432.27, ALogP 3.12, HBA 6, HBD 2, PSA 105.54, QED 0.52
Compound (SMILES): N#Cc1ccccc1N1CCN(C[C@H](O)COC[C@H](Cc2ccccc2)NC(=O)c2ccncc2)CC1
InChIKey: JEJVZDGRLIYMOS-SVBPBHIXSA-N
Target: Procathepsin L (SINGLE PROTEIN), Homo sapiens
UniProt: P07711
Assay: Inhibition of human cathepsin L
Measurement: IC50 = 9370 nM (pChEMBL 5.03000020980835)
Descriptors: MW 499.62, ALogP 2.49, HBA 7, HBD 2, PSA 101.72, QED 0.42
Compound (SMILES): COc1ccc2c(c1)C(=O)C1=C(C2=O)[C@@H](C)O[C@@H](CC(=O)O)C1
InChIKey: KHLURFHLJXJMLO-PSASIEDQSA-N
Target: Indoleamine 2,3-dioxygenase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P28776
Assay: Inhibition of IDO1 in mouse LLTC cell line
Measurement: IC50 = 800 nM (pChEMBL 6.099999904632568)
Descriptors: MW 316.31, ALogP 2.02, HBA 5, HBD 1, PSA 89.9, QED 0.92
Compound (SMILES): CC(=O)NC1(C(=O)OCc2cc(C(F)(F)F)cc(C(F)(F)F)c2)CCc2[nH]c3ccccc3c2C1
InChIKey: NUBBYHCWXIRZMV-UHFFFAOYSA-N
Target: Substance-P receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P25103
Assay: Inhibition of [3H]SP binding to human neurokinin receptor 1 expressed in CHO cells
Measurement: Ki = 765 nM (pChEMBL 6.119999885559082)
Descriptors: MW 498.42, ALogP 5.31, HBA 3, HBD 2, PSA 71.19, QED 0.38
Compound (SMILES): Cc1ccc(Nc2nc(N)nc(COc3cc(Cl)cc(N4CCCC4=O)c3)n2)cc1Cl
InChIKey: DKZJOSFTXBKVCJ-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 = 160 nM (pChEMBL 6.800000190734863)
Descriptors: MW 459.34, ALogP 4.52, HBA 7, HBD 2, PSA 106.26, QED 0.56
Compound (SMILES): CCC[C@@H](CO)Nc1nc(N)nc(C)c1Cc1ccc(CC(=O)OC)cc1F
InChIKey: OKMWFKVOJISTAK-HNNXBMFYSA-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 = 501.19 nM (pChEMBL 6.300000190734863)
Descriptors: MW 390.46, ALogP 2.39, HBA 7, HBD 3, PSA 110.36, QED 0.56
Compound (SMILES): COc1cc2c(cc1C1=CCN(C)CCC1)N=C(N)C21CCC1
InChIKey: VMVRYCYPSDCNEH-UHFFFAOYSA-N
Target: Histone-lysine N-methyltransferase EHMT2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q96KQ7
Assay: Inhibition of G9a (unknown origin)
Measurement: IC50 = 12.6 nM (pChEMBL 7.900000095367432)
Descriptors: MW 311.43, ALogP 3.23, HBA 4, HBD 1, PSA 50.85, QED 0.91
Compound (SMILES): Cc1n[nH]c2cc(NC(=O)NCCCn3cncc3C)ccc12
InChIKey: AZVSNNZOFHEDDQ-UHFFFAOYSA-N
Target: Glutaminyl-peptide cyclotransferase (SINGLE PROTEIN), Homo sapiens
UniProt: Q16769
Assay: Inhibition of human glutaminyl cyclase using L-glutamine-7-amido-4-methylcoumarin as substrate incubated for 10 mins in presence of pyroglutamyl peptidase by fluorometry analysis
Measurement: IC50 = 141 nM (pChEMBL 6.849999904632568)
Descriptors: MW 312.38, ALogP 2.59, HBA 4, HBD 3, PSA 87.63, QED 0.63
Compound (SMILES): C=CC(=O)Nc1cc(Nc2nccc(-c3c4n(c5ccccc35)CCOC4)n2)c(OC)cc1N(C)CCN(C)C
InChIKey: GDFLCARWFPGROU-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Inhibition of EGR-induced EGFR phosphorylation in human A549 cells pretreated for 2 hrs followed by EGF stimulation by immune assay
Measurement: IC50 = 288 nM (pChEMBL 6.539999961853027)
Descriptors: MW 541.66, ALogP 4.5, HBA 9, HBD 2, PSA 96.78, QED 0.28
Compound (SMILES): Cc1c(NC2CCOCC2)nc(-c2cccc(CNC(=O)[C@H](C)N)c2)nc1-c1ccncc1
InChIKey: MMCQIMFFGTZBHJ-KRWDZBQOSA-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 446.56, ALogP 3.07, HBA 7, HBD 3, PSA 115.05, QED 0.51
Compound (SMILES): COc1ccc(C2CNC(c3ccccc3F)OC23CCCCC3)cc1
InChIKey: GZRCFNZPKFHMAW-UHFFFAOYSA-N
Target: Heparanase (SINGLE PROTEIN), Homo sapiens
UniProt: Q9Y251
Assay: Inhibition of human HPSE using fluorescein isothiocyanate-HS as substrate incubated for 3 hrs by HPLC analysis
Measurement: IC50 = 4470 nM (pChEMBL 5.349999904632568)
Descriptors: MW 355.45, ALogP 4.94, HBA 3, HBD 1, PSA 30.49, QED 0.85
Compound (SMILES): CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCCCCCCCCCCCC
InChIKey: KBUXWNKBBLBNJM-FZYVVHAHSA-N
Target: Fatty acid synthase (SINGLE PROTEIN), Gallus gallus
UniProt: P12276
Assay: Inhibition of Fatty acid synthase in chicken liver using [3H]-acetyl CoA as substrate preincubated for 30 mins followed by substrate addition and measured after 10 mins in presence of NADPH by scintillation counting analysis
Measurement: IC50 = 15600 nM (pChEMBL 4.809999942779541)
Descriptors: MW 943.27, ALogP 6.93, HBA 15, HBD 7, PSA 231.13, QED 0.02
Compound (SMILES): Oc1ccc(-n2nc(-c3cc(O)c(O)c(O)c3)c3nc(-c4ccc(Cl)cc4)nnc32)cc1
InChIKey: NWOZLWOIUCHZHQ-UHFFFAOYSA-N
Target: Cyclin-dependent kinase 2/cyclin E1 (PROTEIN COMPLEX), Homo sapiens
UniProt: P24864
Assay: Inhibition of CDK2/cyclin E1 (unknown origin) expressed in Sf9 cells
Measurement: IC50 > 20000 nM (pChEMBL 4.698999881744385)
Descriptors: MW 447.84, ALogP 4.02, HBA 9, HBD 4, PSA 137.41, QED 0.3
Compound (SMILES): COc1ccc(NC(=O)CCCCCCNC(=O)C(O)(O)C(F)(F)F)cc1
InChIKey: QYAUSNMYLJZYSM-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 = 51000 nM (pChEMBL 4.289999961853027)
Descriptors: MW 392.37, ALogP 1.94, HBA 5, HBD 4, PSA 107.89, QED 0.36
Compound (SMILES): COc1ccc2nc(-c3ccc(N4CCOCC4)cc3)sc2c1
InChIKey: NUQXTPXMUAUUKZ-UHFFFAOYSA-N
Target: Amyloid-beta precursor protein (SINGLE PROTEIN), Homo sapiens
UniProt: P05067
Assay: Binding affinity to amyloid beta (1 to 40) (unknown origin) aggregates assessed as dissociation constant
Measurement: Kd = 220 nM (pChEMBL 6.659999847412109)
Descriptors: MW 326.42, ALogP 3.81, HBA 5, HBD 0, PSA 34.59, QED 0.73
Compound (SMILES): CCCCC(NC(=O)c1[nH]c2c(c1C)C(=O)CC(C)(C)C2)C(=O)Nc1cccc(Cl)c1
InChIKey: PEYMTKNGWGUUTC-UHFFFAOYSA-N
Target: Histone-lysine N-methyltransferase EHMT2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q96KQ7
Assay: Inhibition of N-terminal GST-tagged human recombinant G9a (785 to 1210 residues) expressed in baculovirus infected Sf9 cells incubated for 1 hr by AlphaLISA analysis
Measurement: IC50 = 1540 nM (pChEMBL 5.809999942779541)
Descriptors: MW 443.98, ALogP 5.06, HBA 3, HBD 3, PSA 91.06, QED 0.56
Compound (SMILES): CC(CO)NC(=O)c1cc(-c2ccc(Cl)cc2)nn(-c2cccc(F)c2)c1=O
InChIKey: RFGRNBWAUZSMBN-UHFFFAOYSA-N
Target: Aryl hydrocarbon receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P35869
Assay: Antagonist activity at AhR (unknown origin) expressed in human U87 cells assessed as inhibition of kynurenic acid-induced transactivation by Renilla/Firefly based dual-glo luciferase assay
Measurement: IC50 = 39.9 nM (pChEMBL 7.400000095367432)
Descriptors: MW 401.83, ALogP 2.8, HBA 5, HBD 2, PSA 84.22, QED 0.69
Compound (SMILES): COc1ccc(-c2nnc(/N=C3\NC(=O)CS3)s2)cc1OC
InChIKey: WNVVNZURYVQTTP-UHFFFAOYSA-N
Target: Prostaglandin G/H synthase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P35354
Assay: Inhibition of human recombinant COX-2
Measurement: IC50 = 190 nM (pChEMBL 6.71999979019165)
Descriptors: MW 336.4, ALogP 2.07, HBA 8, HBD 1, PSA 85.7, QED 0.92
Compound (SMILES): CCCCc1nc2c(N)nc3ccccc3c2n1CCCN(Cc1cccc(C(=O)OC)c1)C(=O)CN1CCC(C(=O)N(C)C)CC1
InChIKey: CFNSDIZGZSYDIN-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 = 630.96 nM (pChEMBL 6.199999809265137)
Descriptors: MW 641.82, ALogP 4.52, HBA 9, HBD 1, PSA 126.89, QED 0.21
Compound (SMILES): O=C1Nc2ccc([N+](=O)[O-])cc2/C1=C\c1cccnc1
InChIKey: QZSZORMRVQNRQZ-WUXMJOGZSA-N
Target: Glycogen synthase kinase-3 beta (SINGLE PROTEIN), Homo sapiens
UniProt: P49841
Assay: Inhibition of recombinant human GSK3beta (636 to 661 residues) assessed as reduction in human muscle glycogen synthase type 1 fragment phosphorylation using YRRAAVPPSPSLSRHSSPHQ(pS)EDE as substrate in presence of ATP incubated for 60 mins by ADP-Glo kinase assay
Measurement: IC50 = 20010 nM (pChEMBL 4.699999809265137)
Descriptors: MW 267.24, ALogP 2.48, HBA 4, HBD 1, PSA 85.13, QED 0.51
Compound (SMILES): COc1ccc2nc(-c3cn(Cc4ccc(C(F)(F)F)cc4)nn3)sc2c1
InChIKey: UKNRGTCXDSWBJH-UHFFFAOYSA-N
Target: Microtubule-associated protein tau (SINGLE PROTEIN), Homo sapiens
UniProt: P10636
Assay: Displacement of [11C]PBB3 in human brain tau incubated for 30 mins by radioligand binding assay
Measurement: Ki = 84.8 nM (pChEMBL 7.070000171661377)
Descriptors: MW 390.39, ALogP 4.63, HBA 6, HBD 0, PSA 52.83, QED 0.51
Compound (SMILES): C=CC(=O)N1CCCCCCCn2cc(c3ccccc32)-c2ccnc(n2)Nc2cc1c(OCCCF)cc2F
InChIKey: MASVXNVQOMUHQU-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Inhibition of EGFR d746-750/T790M/C797S triple mutant (unknown origin)
Measurement: IC50 > 100 nM (pChEMBL 7)
Descriptors: MW 545.63, ALogP 7.2, HBA 6, HBD 1, PSA 72.28, QED 0.21
Compound (SMILES): O=C(CNC(=O)[C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O)NNC(=O)c1cn(C2CC2)c2cc(N3CCNCC3)c(F)cc2c1=O
InChIKey: DWZJVAAVMNSDMQ-BEFAXECRSA-N
Target: Metallo-beta-lactamase type 2 (SINGLE PROTEIN), Bacillus cereus
UniProt: P14488
Assay: Inhibition of Bacillus cereus beta-lactamase II
Measurement: IC50 = 226.46 nM (pChEMBL 6.639999866485596)
Descriptors: MW 650.65, ALogP -1.23, HBA 11, HBD 5, PSA 211.72, QED 0.17
Compound (SMILES): C/C=C(/C=O)[C@@H](COC)CC(=O)OCCc1ccc(O)cc1
InChIKey: ADXUXBCEFRDYGI-QRKTZRNBSA-N
Target: Hepatocyte growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P08581
Assay: Inhibition of c-Met (unknown origin) phosphorylation using Tyr2 peptide as substrate in presence of ATP incubated for 1 hrs by Z-LYTE assay
Measurement: IC50 = 4800 nM (pChEMBL 5.320000171661377)
Descriptors: MW 306.36, ALogP 2.28, HBA 5, HBD 1, PSA 72.83, QED 0.43
Compound (SMILES): CCCC[C@H]1C[C@@H]2[C@H](CC[C@]3(C)C(=O)CC[C@@H]23)[C@@]2(C)C=CC(=O)C=C12
InChIKey: TYNLGMGANHYOFS-XIBJKWCDSA-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 = 199.99 nM (pChEMBL 6.699999809265137)
Descriptors: MW 340.51, ALogP 5.28, HBA 2, HBD 0, PSA 34.14, QED 0.7
Compound (SMILES): O=C(CCc1ccccc1)NCc1nc(-c2ccc(C(F)(F)F)cc2)no1
InChIKey: ZKBLISMXIIEYJW-UHFFFAOYSA-N
Target: Replicase polyprotein 1ab (SINGLE PROTEIN), Severe acute respiratory syndrome coronavirus 2
UniProt: P0DTD1
Assay: Inhibition of SARS-CoV-2 main protease expressed in Escherichia coli BL21 (DE3) using MDA-AVLQSGFR-Lys(Dnp)-Lys-NH2 as substrate incubated for 10 mins by FRET analysis
Measurement: IC50 = 90480 nM (pChEMBL 4.039999961853027)
Descriptors: MW 375.35, ALogP 4, HBA 4, HBD 1, PSA 68.02, QED 0.71
Compound (SMILES): CCC[C@H]1C[C@@H]2[C@H](CC[C@]3(C)C(=O)CC[C@@H]23)[C@@]2(C)C=CC(=O)C=C12
InChIKey: STCMXLSWPAFYPU-GCSHOIHQSA-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 = 269.77 nM (pChEMBL 6.570000171661377)
Descriptors: MW 326.48, ALogP 4.89, HBA 2, HBD 0, PSA 34.14, QED 0.72
Compound (SMILES): C[C@]1(O)C[C@@H](NC(=O)c2cnc3nc(N4CCC4)ccc3c2)C1
InChIKey: ZUCNXVBPTHTHRM-XFHMXUHZSA-N
Target: Hematopoietic prostaglandin D synthase (SINGLE PROTEIN), Homo sapiens
UniProt: O60760
Assay: Inhibition of human H-PGDS expressed in Escherichia coli BL21 DE3 cells assessed as reduction in PGD2 production using PGH2 as substrate by RapidFire High Throughput Mass spectrometry
Measurement: IC50 = 140 nM (pChEMBL 6.849999904632568)
Descriptors: MW 312.37, ALogP 1.48, HBA 5, HBD 2, PSA 78.35, QED 0.9
Compound (SMILES): O=C(O)c1ccc(-c2csc(N3CCC(OCc4c(-c5c(Cl)cccc5Cl)noc4C4CC4)CC3)n2)cc1
InChIKey: UJDGPGUUZCEAQL-UHFFFAOYSA-N
Target: Bile acid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: Q96RI1
Assay: Agonist activity at FXR in HEK293 cells
Measurement: EC50 = 12 nM (pChEMBL 7.920000076293945)
Descriptors: MW 570.5, ALogP 7.53, HBA 7, HBD 1, PSA 88.69, QED 0.23
Compound (SMILES): COc1ccccc1CNc1cc(Oc2cccc(NC(=O)CCl)c2)ncn1
InChIKey: DLTPETSUUSGXOZ-UHFFFAOYSA-N
Target: Dual specificity mitogen-activated protein kinase kinase 7 (SINGLE PROTEIN), Homo sapiens
UniProt: O14733
Assay: Inhibition of human recombinant full-length MEK7 using JNK1 as substrate incubated for 30 mins followed by ATP addition measured after 1 hr by ADP Glo luminescent assay
Measurement: IC50 = 800 nM (pChEMBL 6.099999904632568)
Descriptors: MW 398.85, ALogP 4.07, HBA 6, HBD 2, PSA 85.37, QED 0.56
Compound (SMILES): COC1O[C@H](Cn2ccc(=O)[nH]c2=O)[C@@H](OCc2ccccc2)[C@H](OCc2ccccc2)[C@H]1OCc1ccccc1
InChIKey: HRJXVTSYMYMQPA-AIIQAFEASA-N
Target: Cholinesterase (SINGLE PROTEIN), Homo sapiens
UniProt: P06276
Assay: Binding affinity to BuChE (unknown origin) assessed as inhibition constant
Measurement: Ki < 100000 nM (pChEMBL 4)
Descriptors: MW 558.63, ALogP 3.66, HBA 8, HBD 1, PSA 101.01, QED 0.28
Compound (SMILES): CN(c1ncnc2[nH]ccc12)C1CCCCN(C(=O)CNc2cc(Cl)cc(Cl)c2)C1
InChIKey: OGVYBLOWEVEGIK-UHFFFAOYSA-N
Target: Tyrosine-protein kinase BTK (SINGLE PROTEIN), Homo sapiens
UniProt: Q06187
Assay: Inhibition of unphosphorylated BTK (unknown origin) in the presence of ATP by FRET assay
Measurement: IC50 = 9 nM (pChEMBL 8.050000190734863)
Descriptors: MW 447.37, ALogP 4.19, HBA 5, HBD 2, PSA 77.15, QED 0.61
Compound (SMILES): CC(C)CCCC(=O)N[C@H]1CCOC1=O
InChIKey: SEMRHGBMGNFGPQ-VIFPVBQESA-N
Target: HTH-type quorum-sensing regulator RhlR (SINGLE PROTEIN), Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228)
UniProt: P54292
Assay: Agonist activity against RhlR in Pseudomonas aeruginosa PAO-JP2 expressing prhlI-LVAgfp using CPRG as substrate by spectrophotometric assay
Measurement: EC50 = 1020 nM (pChEMBL 5.989999771118164)
Descriptors: MW 213.28, ALogP 1.24, HBA 3, HBD 1, PSA 55.4, QED 0.7
Compound (SMILES): CCCCC1C[C@H]2[C@@H]3CC[C@H](O)[C@@]3(C)CC[C@@H]2[C@@]2(C)CCC(=O)C=C12
InChIKey: SIIFJETWKNANBI-DTYXXFCWSA-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 = 47.97 nM (pChEMBL 7.320000171661377)
Descriptors: MW 344.54, ALogP 5.3, HBA 2, HBD 1, PSA 37.3, QED 0.75
Compound (SMILES): CCOc1ccccc1N/N=C1/C(=O)N(C2=NC(c3ccccc3)CS2)N=C1C
InChIKey: AEJUFZZDEUKSGS-LYBHJNIJSA-N
Target: Apoptosis regulator BAX (SINGLE PROTEIN), Homo sapiens
UniProt: Q07812
Assay: Binding affinity to recombinant human full length GST-tagged BAX expressed in Escherichia coli BL21 (DE3) measured after 20 mins by fluorescence polarization assay
Measurement: IC50 = 3300 nM (pChEMBL 5.480000019073486)
Descriptors: MW 407.5, ALogP 3.92, HBA 7, HBD 1, PSA 78.65, QED 0.76
Compound (SMILES): COCC(NC(=O)C(C)C)C(=O)Nc1nnc(Cc2ccc([N+](=O)[O-])cc2)s1
InChIKey: IJTNSOILMGGGCG-UHFFFAOYSA-N
Target: Ubiquitin carboxyl-terminal hydrolase 21 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UK80
Assay: Inhibition of human full length USP21 using Btn-Ahx-PNIRFLD-K(Ubi)-LPQQT-GD-amide as substrate preincubated for 15 to 20 mins followed by substrate addition and measured after 25 mins by HTRF assay
Measurement: IC50 > 25000 nM (pChEMBL 4.6020002365112305)
Descriptors: MW 407.45, ALogP 1.76, HBA 8, HBD 2, PSA 136.35, QED 0.48
Compound (SMILES): O=C1Nc2ccc(NC(=O)c3ccccc3)cc2/C1=C\c1ccc(O)cc1
InChIKey: FGLCCFCTLCHUMF-XDHOZWIPSA-N
Target: Glycogen synthase kinase-3 beta (SINGLE PROTEIN), Homo sapiens
UniProt: P49841
Assay: Inhibition of recombinant human GSK3beta (636 to 661 residues) assessed as reduction in human muscle glycogen synthase type 1 fragment phosphorylation using YRRAAVPPSPSLSRHSSPHQ(pS)EDE as substrate in presence of ATP incubated for 60 mins by ADP-Glo kinase assay
Measurement: IC50 = 4343 nM (pChEMBL 5.360000133514404)
Descriptors: MW 356.38, ALogP 4.14, HBA 3, HBD 3, PSA 78.43, QED 0.62
Compound (SMILES): CS(=O)(=O)NC(=O)c1ccc(N2CCC3(CC2)CC(OCc2c(-c4ccccc4OC(F)(F)F)noc2C2CC2)CO3)nc1
InChIKey: NPLLTNUZKCYQRF-UHFFFAOYSA-N
Target: Bile acid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: Q96RI1
Assay: Agonist activity at FXR (unknown origin) incubated for 180 mins by TR-FRET assay
Measurement: EC50 = 26.9 nM (pChEMBL 7.570000171661377)
Descriptors: MW 636.65, ALogP 4.55, HBA 10, HBD 1, PSA 133.09, QED 0.36
Compound (SMILES): CC(C)=CCc1c(O)c2c(c3c1OC(C)(C)C=C3)CC=C(c1ccc3c(c1)OCCO3)C2=O
InChIKey: RANITBPSGWTQEB-UHFFFAOYSA-N
Target: cGMP-specific 3',5'-cyclic phosphodiesterase (SINGLE PROTEIN), Homo sapiens
UniProt: O76074
Assay: Inhibition of PDE-5A (unknown origin)
Measurement: IC50 = 2670 nM (pChEMBL 5.570000171661377)
Descriptors: MW 444.53, ALogP 5.68, HBA 5, HBD 1, PSA 64.99, QED 0.62
Compound (SMILES): CC(C)(C)[C@H](NS(=O)(=O)C1CC1)C(=O)N1C[C@H]2[C@@H]([C@H]1C(=O)N[C@H](C#N)C[C@@H]1CCNC1=O)C2(C)C
InChIKey: ZSHZGOTWHMPWJK-SMVSCOHQSA-N
Target: Replicase polyprotein 1ab (SINGLE PROTEIN), Severe acute respiratory syndrome coronavirus 2
UniProt: P0DTD1
Assay: Inhibition of full length SARS-CoV-2 3CL protease expressed in Escherichia coli BL21 (DE3) using Dacyl-KTSAVLQSGFRKME-Edans fluorogenic peptide as substrate pre-incubated for 10 mins followed by substrate addition by FRET assay
Measurement: IC50 = 22.83 nM (pChEMBL 7.639999866485596)
Descriptors: MW 507.66, ALogP 0.5, HBA 6, HBD 3, PSA 148.47, QED 0.44
Compound (SMILES): COC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)c1ccc(Sc2c(C)ccc3nc(N)[nH]c(=O)c23)cc1
InChIKey: SNVPWSDKUBDALN-QFIPXVFZSA-N
Target: Thymidylate synthase (SINGLE PROTEIN), Homo sapiens
UniProt: P04818
Assay: Inhibition of human TS
Measurement: IC50 = 3 nM (pChEMBL 8.520000457763672)
Descriptors: MW 527.61, ALogP 3.96, HBA 7, HBD 4, PSA 142.96, QED 0.23
Compound (SMILES): O=C(c1cccc(-c2ccc3c(c2)OCO3)c1)N1CCC(O)(Cn2cnn3cccc3c2=O)CC1
InChIKey: SMPIODZKQTUUOY-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 472.5, ALogP 2.56, HBA 8, HBD 1, PSA 98.3, QED 0.49
Compound (SMILES): CCS(=O)(=O)c1ccc(CC(=O)Nc2ccc(-c3nc4ccc(C)cc4n3C(C)c3ccc(C)cc3)cc2)cc1
InChIKey: IGPRUALXJOEVNF-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 = 13 nM (pChEMBL 7.889999866485596)
Descriptors: MW 551.71, ALogP 6.9, HBA 5, HBD 1, PSA 81.06, QED 0.23
Compound (SMILES): O=C(N[C@H]1CC[C@H](N2CC(F)(F)C2)CC1)c1cnc2nc(C3CC3)ccc2c1
InChIKey: GTZAXLIPIYHBDR-QAQDUYKDSA-N
Target: Hematopoietic prostaglandin D synthase (SINGLE PROTEIN), Homo sapiens
UniProt: O60760
Assay: Inhibition of human H-PGDS expressed in Escherichia coli BL21 DE3 cells assessed as reduction in PGD2 production using PGH2 as substrate by RapidFire High Throughput Mass spectrometry
Measurement: IC50 = 14 nM (pChEMBL 7.849999904632568)
Descriptors: MW 386.45, ALogP 3.5, HBA 4, HBD 1, PSA 58.12, QED 0.87
Compound (SMILES): O=C(c1ccncc1)N1N=C(c2ccccc2)CC1(O)C(F)(F)F
InChIKey: VZYZZSKFUMNZLJ-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 = 350 nM (pChEMBL 6.460000038146973)
Descriptors: MW 335.29, ALogP 2.58, HBA 4, HBD 1, PSA 65.79, QED 0.92
Compound (SMILES): COc1ccc2c(c1)n(CCN)c(=O)n2C(=O)[C@@H]1C[C@H](C)CC[C@H]1C(C)C
InChIKey: ZGTYTFYRCIRWBL-HYVNUMGLSA-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 < 5000 nM (pChEMBL 5.301000118255615)
Descriptors: MW 373.5, ALogP 3.12, HBA 6, HBD 1, PSA 79.25, QED 0.87
Compound (SMILES): CCCCOc1cc(NC(=O)c2nnn(-c3cc(OC)ccc3OC)c2C)cc(C(C)(C)C)c1
InChIKey: LPESWHGIWUIELX-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 = 630 nM (pChEMBL 6.199999809265137)
Descriptors: MW 466.58, ALogP 5.32, HBA 7, HBD 1, PSA 87.5, QED 0.43
Compound (SMILES): C[C@]12C=CC(=O)C=C1[C@@H](OCc1ccccc1)C[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
InChIKey: IQCHKGDJZDQALH-JYAKILMVSA-N
Target: Aromatase (SINGLE PROTEIN), Homo sapiens
UniProt: P11511
Assay: Inhibition of aromatase (unknown origin)
Measurement: IC50 = 1901.08 nM (pChEMBL 5.71999979019165)
Descriptors: MW 390.52, ALogP 5.06, HBA 3, HBD 0, PSA 43.37, QED 0.72
Compound (SMILES): CC(=O)N1CCC(c2cc3c(N[C@H](C)c4cc(N)cc(C(F)(F)F)c4)ncnc3n(C)c2=O)CC1
InChIKey: RQNSJSWVQMZCPM-CYBMUJFWSA-N
Target: Son of sevenless homolog 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q07889
Assay: Inhibition of 6His-tagged SOS1 (unknown origin) mediated GST-tagged KRAS G12D activation preincubated for 15 mins followed by KRAS G12D addition and measured after 30 mins by HTRF assay
Measurement: IC50 = 87.8 nM (pChEMBL 7.059999942779541)
Descriptors: MW 488.51, ALogP 3.83, HBA 7, HBD 2, PSA 106.14, QED 0.54
Compound (SMILES): O=C1NCCCNCc2cccc(n2)Nc2cc([nH]n2)[C@H]2CC[C@H](C2)O1
InChIKey: QHDHNVYJGXJIAV-GXTWGEPZSA-N
Target: Cyclin-dependent kinase 2/cyclin E1 (PROTEIN COMPLEX), Homo sapiens
UniProt: P24864
Assay: Inhibition of CDK2/Cyclin E1 (unknown origin) assessed as inhibition of substrate peptide phosphorylation using eIF4E-binding protein 1 as peptide substrate incubated for 4 hrs in presence of ATP by Lance Ultra HTRF assay
Measurement: IC50 = 260 nM (pChEMBL 6.579999923706055)
Descriptors: MW 356.43, ALogP 2.4, HBA 6, HBD 4, PSA 103.96, QED 0.58
Compound (SMILES): CO[C@@H]1CCCN1C(=O)CC(C)(C)[C@H](N)C(=O)N1CCC[C@H]1C#N.O=C(O)C(F)(F)F
InChIKey: JYAFNTLJDGYONR-SQFLUBDYSA-N
Target: Dipeptidyl peptidase 4 (SINGLE PROTEIN), Homo sapiens
UniProt: P27487
Assay: Inhibition of DPP-4 (unknown origin)
Measurement: IC50 = 14 nM (pChEMBL 7.849999904632568)
Descriptors: MW 336.44, ALogP 0.84, HBA 5, HBD 1, PSA 99.66, QED 0.8
Compound (SMILES): CC1(C)CN(C(N)=O)c2ccccc2N1Cc1ccccc1Cl
InChIKey: FXQXGPXZBKMDDS-UHFFFAOYSA-N
Target: AMP deaminase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q01433
Assay: Inhibition of recombinant human AMPD2 using AMP as substrate incubated for 30 mins by spectrophotometric analysis
Measurement: IC50 = 21000 nM (pChEMBL 4.679999828338623)
Descriptors: MW 329.83, ALogP 4.02, HBA 2, HBD 1, PSA 49.57, QED 0.9
Compound (SMILES): COc1cc(/C=C2/CN(C(C)=O)C(Cc3ccccc3)CN2C(=O)c2ccccc2)cc2c1OCO2
InChIKey: NOOJBZHDPURBGQ-QFEZKATASA-N
Target: Sterol O-acyltransferase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P35610
Assay: Inhibition of SOAT1 (unknown origin)
Measurement: IC50 = 22000 nM (pChEMBL 4.659999847412109)
Descriptors: MW 484.55, ALogP 4.38, HBA 5, HBD 0, PSA 68.31, QED 0.54
Compound (SMILES): C=C1c2nc3ccccc3n2CC(c2ccc(S(C)(=O)=O)cc2)N1c1cc(OC)c(OC)c(OC)c1
InChIKey: HXBWFUDRJCBDCD-UHFFFAOYSA-N
Target: Prostaglandin G/H synthase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P35354
Assay: Inhibition of COX-2 (unknown origin)
Measurement: IC50 = 110 nM (pChEMBL 6.960000038146973)
Descriptors: MW 505.6, ALogP 4.7, HBA 8, HBD 0, PSA 82.89, QED 0.38
Compound (SMILES): CC(C)CN(c1ccc(O)c(C(=O)O)c1)S(=O)(=O)c1ccc(-c2ccccc2)cc1
InChIKey: XXRLVLIOGDKSJS-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 = 8704 nM (pChEMBL 5.059999942779541)
Descriptors: MW 425.51, ALogP 4.61, HBA 4, HBD 2, PSA 94.91, QED 0.58
Compound (SMILES): COc1ccc([C@@H]2[C@H]3C[C@H]4[C@@H]5CC[C@H]6CC(=O)CC[C@]6(C)[C@H]5CC[C@]4(C)C3=NN2c2ccccc2)cc1
InChIKey: BVAFKEYBCKSUCA-AXKKTUBASA-N
Target: Aromatase (SINGLE PROTEIN), Homo sapiens
UniProt: P11511
Assay: Inhibition of aromatase (unknown origin)
Measurement: IC50 = 4159.11 nM (pChEMBL 5.380000114440918)
Descriptors: MW 496.7, ALogP 7.45, HBA 4, HBD 0, PSA 41.9, QED 0.44
Compound (SMILES): O=C(CNc1cccc(Cl)c1)N1CCC[C@@H](Nc2ncnc3[nH]ccc23)C1
InChIKey: XNAHBUYMPZIZPL-OAHLLOKOSA-N
Target: Tyrosine-protein kinase BTK (SINGLE PROTEIN), Homo sapiens
UniProt: Q06187
Assay: Inhibition of unphosphorylated BTK (unknown origin) in the presence of ATP by FRET assay
Measurement: IC50 = 1100 nM (pChEMBL 5.960000038146973)
Descriptors: MW 384.87, ALogP 3.13, HBA 5, HBD 3, PSA 85.94, QED 0.63
Compound (SMILES): CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@H]1CO[C@H]2OCC[C@H]21)S(=O)(=O)c1ccc2c(c1)C(=O)O[B-]2(O)O
InChIKey: YAKWEBDNMFOPCT-AYENOPNPSA-N
Target: Human immunodeficiency virus type 1 protease (SINGLE PROTEIN), Human immunodeficiency virus 1
UniProt: Q72874
Assay: Inhibition of HIV-1 protease
Measurement: Ki = 0.01 nM (pChEMBL 11)
Descriptors: MW 619.48
Compound (SMILES): CCN(Cc1cc(C)n(C[C@@H]2C[C@H]2C#N)c(=O)c1)c1ccc(F)cc1
InChIKey: DGIGAYPQXQSHGW-IRXDYDNUSA-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 = 150 nM (pChEMBL 6.820000171661377)
Descriptors: MW 339.41, ALogP 3.48, HBA 4, HBD 0, PSA 49.03, QED 0.81
Compound (SMILES): O=C1/C(=C/c2ccc(OCCN3CCCCC3)cc2)Oc2ccccc21
InChIKey: VGAYEOMAXFNLKY-PGMHBOJBSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Homo sapiens
UniProt: P22303
Assay: Inhibition of AChE (unknown origin)
Measurement: IC50 = 348 nM (pChEMBL 6.460000038146973)
Descriptors: MW 349.43, ALogP 4.17, HBA 4, HBD 0, PSA 38.77, QED 0.76
Compound (SMILES): COc1cc(-c2nnc(/N=C3\NC(=O)CS3)s2)cc(OC)c1OC
InChIKey: GFTBZCVTMAPTNR-UHFFFAOYSA-N
Target: Prostaglandin G/H synthase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P35354
Assay: Inhibition of human recombinant COX-2
Measurement: IC50 = 190 nM (pChEMBL 6.71999979019165)
Descriptors: MW 366.42, ALogP 2.08, HBA 9, HBD 1, PSA 94.93, QED 0.87
Compound (SMILES): O=C1NCCc2c1nnn2-c1ccnc(Cc2cc(F)cc(C(F)(F)F)c2)c1
InChIKey: XXNUPWXWWIYRTR-UHFFFAOYSA-N
Target: G-protein coupled receptor 52 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9Y2T5
Assay: Agonist activity at human GPR52 expressed in HEK293F assessed as cAMP accumulation preincubated for 30 mins followed by cAMP detection reagent and measured after 1 hr by HTRF analysis
Measurement: EC50 = 630.96 nM (pChEMBL 6.199999809265137)
Descriptors: MW 391.33, ALogP 2.7, HBA 5, HBD 1, PSA 72.7, QED 0.7
Compound (SMILES): Cc1noc2c1-c1ccccc1C(c1ccc(Cl)cc1)=N[C@H]2CC(N)C(F)(F)F
InChIKey: XTJSOCDEDXUJKG-BHWOMJMDSA-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 > 4000 nM (pChEMBL 5.3979997634887695)
Descriptors: MW 419.83, ALogP 5.48, HBA 4, HBD 1, PSA 64.41, QED 0.61
Compound (SMILES): O=C(Cc1csc(NS(=O)(=O)c2c(Cl)cc(Cl)cc2Cl)n1)N1CCOCC1
InChIKey: KXYUTYUIHLDQAN-UHFFFAOYSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P28845
Assay: Inhibition of human 11beta-HSD1 using steroid as substrate incubated for 20 to 30 mins by microplate fluorimeter analysis
Measurement: IC50 = 335 nM (pChEMBL 6.46999979019165)
Descriptors: MW 470.79, ALogP 3.31, HBA 6, HBD 1, PSA 88.6, QED 0.72
Compound (SMILES): Clc1cc(Nc2cc[nH]n2)nc(OCc2ccncc2)n1
InChIKey: QYBDDQNVTLQBEG-UHFFFAOYSA-N
Target: Phosphatidylinositol 3-kinase catalytic subunit type 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q8NEB9
Assay: Inhibition of VPS34 (unknown origin)
Measurement: IC50 = 110 nM (pChEMBL 6.960000038146973)
Descriptors: MW 302.73, ALogP 2.57, HBA 6, HBD 2, PSA 88.61, QED 0.7
Compound (SMILES): NS(=O)(=O)c1ccc(N2CCN(/C(=N/O)c3ccc(F)cc3)CC2)cc1
InChIKey: ZLWIKBNNYLCANS-LVZFUZTISA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human recombinant carbonic anhydrase 1 assessed as inhibition constant preincubated for 15 mins by phenol red dye based stopped flow CO2 hydration assay
Measurement: Ki = 80.7 nM (pChEMBL 7.090000152587891)
Descriptors: MW 378.43, ALogP 1.43, HBA 5, HBD 2, PSA 99.23, QED 0.36
Compound (SMILES): CCc1sc(-c2csc(Nc3cc(Cl)cc(Cl)c3)n2)nc1-c1ccccc1
InChIKey: AFWXBGVTEYITGX-UHFFFAOYSA-N
Target: Cytochrome P450 1B1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16678
Assay: Inhibition of recombinant human CYP1B1 using 7-ethyl-0-resorufin as substrate incubated for 30 mins in presence of NADPH by EROD assay
Measurement: IC50 = 29.51 nM (pChEMBL 7.53000020980835)
Descriptors: MW 432.4, ALogP 7.55, HBA 5, HBD 1, PSA 37.81, QED 0.35
Compound (SMILES): O=C(CSc1nc2sccc2c(=O)n1-c1ccc(C2CC2)c2ccccc12)NS(=O)(=O)c1ccccc1
InChIKey: NXHPZZCOKZDOHT-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 = 11380 nM (pChEMBL 4.940000057220459)
Descriptors: MW 547.68, ALogP 5.08, HBA 8, HBD 1, PSA 98.13, QED 0.23
Compound (SMILES): CCCCc1nc2c(N)nc3ccccc3c2n1CCCN(Cc1cccc(C(=O)OC)c1)C(=O)CN1CCN(CCOC)CC1
InChIKey: CFXSIWJTOFOUSC-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 = 50.12 nM (pChEMBL 7.300000190734863)
Descriptors: MW 629.81, ALogP 3.98, HBA 10, HBD 1, PSA 119.05, QED 0.19
Compound (SMILES): c1ccc2c(NCCCCCCCN3CCc4c([nH]c5ccccc45)C3)c3c(nc2c1)CCCC3
InChIKey: NATVOODFYCPCNM-UHFFFAOYSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Electrophorus electricus
UniProt: O42275
Assay: Inhibition of electric eel AChE using acetylthiocholine iodide as substrate measured after 20 mins by by Ellmans method
Measurement: IC50 = 17.37 nM (pChEMBL 7.760000228881836)
Descriptors: MW 466.67, ALogP 7.02, HBA 3, HBD 2, PSA 43.95, QED 0.26
Compound (SMILES): COc1cc(O)c(-c2c(O)cc(OC)c3c2C=C[C@](C)(CCC2=C(C)CCCC2(C)C)O3)c2c1O[C@](C)(CCC1=C(C)CCCC1(C)C)C=C2
InChIKey: KQFHENATOANHFY-PIYFIQLCSA-N
Target: Programmed cell death protein 1/Programmed cell death 1 ligand 1 (PROTEIN COMPLEX), Homo sapiens
UniProt: Q9NZQ7
Assay: Inhibition of C-terminal his tagged human PD-1/human Fc tagged PDL-1 interaction expressed in HEK293 cells incubated for 2 hrs AlphaScreen assay
Measurement: IC50 = 6000 nM (pChEMBL 5.21999979019165)
Descriptors: MW 682.94, ALogP 11.72, HBA 6, HBD 2, PSA 77.38, QED 0.26
Compound (SMILES): CC1=C(NC(=O)OC(C)c2ccccc2Cl)C(c2ccc(CSCCC(=O)O)cc2)ON1
InChIKey: CTJAHKXIOWCYMK-UHFFFAOYSA-N
Target: Lysophosphatidic acid receptor 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92633
Assay: Antagonist activity at LPA1 receptor (unknown origin) assessed as inhibition constant
Measurement: Ki = 6425 nM (pChEMBL 5.190000057220459)
Descriptors: MW 476.98, ALogP 5.34, HBA 6, HBD 3, PSA 96.89, QED 0.42
Compound (SMILES): Cl.Oc1cccc2ccc(/C=C/C3=CCN(Cc4cccc(C(F)(F)F)c4)CC3)nc12
InChIKey: QONTYVLPUASHSW-BXTVWIJMSA-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 = 550 nM (pChEMBL 6.260000228881836)
Descriptors: MW 410.44, ALogP 5.8, HBA 3, HBD 1, PSA 36.36, QED 0.59
Compound (SMILES): Cl.Oc1cccc2ccc(/C=C/C3=CCN(Cc4ccc(C(F)(F)F)cc4)CC3)nc12
InChIKey: OGOZFYHXKOOBOR-AAGWESIMSA-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 410.44, ALogP 5.8, HBA 3, HBD 1, PSA 36.36, QED 0.59
Compound (SMILES): Cc1ccc(-c2ncccn2)c(C(=O)N2C[C@@H]3C[C@@H]3C[C@H]2CNc2nnc(C(F)(F)F)s2)n1
InChIKey: FODYTDYTISQCDH-RDBSUJKOSA-N
Target: Orexin/Hypocretin receptor type 1 (SINGLE PROTEIN), Homo sapiens
UniProt: O43613
Assay: Inhibition of human orexin 1
Measurement: Ki = 79.43 nM (pChEMBL 7.099999904632568)
Descriptors: MW 475.5, ALogP 3.68, HBA 8, HBD 1, PSA 96.79, QED 0.6
Compound (SMILES): CCS(=O)(=O)c1ccc(CC(=O)Nc2ccc(-c3nc4ccc(C)cc4n3Cc3ccc(C(=O)OC)cc3)cc2)cc1
InChIKey: ZAOWVQAEWXXGEN-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 = 210 nM (pChEMBL 6.679999828338623)
Descriptors: MW 581.69, ALogP 5.82, HBA 7, HBD 1, PSA 107.36, QED 0.22
Compound (SMILES): NC1CCN(c2c(-c3cc(F)cc(F)c3)cnc3ccc(-c4ccc(O)cc4)cc23)CC1
InChIKey: RCYSTJOLZKZVOO-UHFFFAOYSA-N
Target: Somatostatin receptor type 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P30874
Assay: Agonist activity at human SST2 receptor expressed in CHO-K1 cells assessed as inhibition of NKH477-induced intracellular cAMP accumulation incubated for 20 mins by HTRF assay
Measurement: EC50 = 31 nM (pChEMBL 7.510000228881836)
Descriptors: MW 431.49, ALogP 5.48, HBA 4, HBD 2, PSA 62.38, QED 0.45
Compound (SMILES): CC(=O)N1c2ncc(NC(=O)CCc3cccc(Cl)c3)cc2C2(CCCCC2)C1(C)C
InChIKey: PKSIZFDDWHDTHP-UHFFFAOYSA-N
Target: Thyrotropin receptor (SINGLE PROTEIN), Rattus norvegicus
UniProt: P21463
Assay: Antagonist activity at TSHR in rat FRTL-5 cells assessed as reduction in cAMP production incubated for 2 hrs by Eu-cAMP tracer based TR-FRET assay
Measurement: IC50 = 83 nM (pChEMBL 7.079999923706055)
Descriptors: MW 439.99, ALogP 5.65, HBA 3, HBD 1, PSA 62.3, QED 0.67
Compound (SMILES): CCCCOc1ccc(C(C)(C)C)cc1NC(=O)c1nnn(-c2cc(OC(F)(F)F)ccc2OC)c1C
InChIKey: ZSZJABABZZLXKC-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 = 70 nM (pChEMBL 7.159999847412109)
Descriptors: MW 520.55, ALogP 6.21, HBA 7, HBD 1, PSA 87.5, QED 0.34
Compound (SMILES): COc1cccc(/C=N/c2ccc(O)c(-c3nc4cc(C)ccc4o3)c2)c1O
InChIKey: QXKBGCOAKLEIOU-FSJBWODESA-N
Target: Protein arginine N-methyltransferase 5 (SINGLE PROTEIN), Homo sapiens
UniProt: O14744
Assay: Inhibition of PRMT5 (unknown origin) by AlphaLISA assay
Measurement: IC50 = 8100 nM (pChEMBL 5.090000152587891)
Descriptors: MW 374.4, ALogP 4.97, HBA 6, HBD 2, PSA 88.08, QED 0.49
Compound (SMILES): CC(=O)N1c2cnc(NC(=O)OCC3(C(F)(F)F)CC3)nc2C2(CCC(F)(F)CC2)C1(C)C
InChIKey: XEGSXAZIAWXAJO-UHFFFAOYSA-N
Target: Thyrotropin receptor (SINGLE PROTEIN), Rattus norvegicus
UniProt: P21463
Assay: Antagonist activity at TSHR in rat FRTL-5 cells assessed as reduction in cAMP production incubated for 2 hrs by Eu-cAMP tracer based TR-FRET assay
Measurement: IC50 = 48 nM (pChEMBL 7.320000171661377)
Descriptors: MW 476.45, ALogP 4.96, HBA 5, HBD 1, PSA 84.42, QED 0.62
Compound (SMILES): Cc1c(Cl)ccc2c(/C=C3\NC(=O)N(Cc4ccc(F)c(F)c4)C3=O)c[nH]c12
InChIKey: OEXMEVPQEPHTAQ-IDUWFGFVSA-N
Target: Protein Mdm4 (SINGLE PROTEIN), Homo sapiens
UniProt: O15151
Assay: Inhibition of human MDM4
Measurement: IC50 = 41 nM (pChEMBL 7.389999866485596)
Descriptors: MW 401.8, ALogP 4.5, HBA 2, HBD 2, PSA 65.2, QED 0.5
Compound (SMILES): CNCCNCc1cccc(-c2nc(Nc3ccccc3)c(C)c(NC3CCOCC3)n2)c1
InChIKey: BUSOEMGNVHHJPI-UHFFFAOYSA-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 = 187.06 nM (pChEMBL 6.730000019073486)
Descriptors: MW 446.6, ALogP 4.1, HBA 7, HBD 4, PSA 83.13, QED 0.35
Compound (SMILES): COc1ccc(-n2ncc3c(Nc4ccc(OC)c(Cl)c4)ncnc32)cc1
InChIKey: JUHSCKFRDYSOPZ-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 = 12589.25 nM (pChEMBL 4.900000095367432)
Descriptors: MW 381.82, ALogP 4.23, HBA 7, HBD 1, PSA 74.09, QED 0.56
Compound (SMILES): Cc1cc(OCc2c(-c3c(Cl)cccc3Cl)noc2C2CC2)ccc1C1=NOC(c2cc(C(=O)O)ccn2)C1
InChIKey: VSRLEVVHROGUMA-UHFFFAOYSA-N
Target: Voltage-gated inwardly rectifying potassium channel KCNH2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q12809
Assay: Inhibition of hERG
Measurement: IC50 > 30000 nM (pChEMBL 4.5229997634887695)
Descriptors: MW 564.43, ALogP 7.37, HBA 7, HBD 1, PSA 107.04, QED 0.24
Compound (SMILES): O=C1N[C@H]2C[C@@H](C2)OCc2cccc(n2)Nc2cc([nH]n2)[C@H]2CC[C@H](C2)O1
InChIKey: LAQCQSKKZIRXFW-MHEUCROKSA-N
Target: Cyclin-dependent kinase 2/cyclin E1 (PROTEIN COMPLEX), Homo sapiens
UniProt: P24864
Assay: Inhibition of CDK2/Cyclin E1 (unknown origin) assessed as inhibition of substrate peptide phosphorylation using eIF4E-binding protein 1 as peptide substrate incubated for 4 hrs in presence of ATP by Lance Ultra HTRF assay
Measurement: IC50 = 370 nM (pChEMBL 6.429999828338623)
Descriptors: MW 369.43, ALogP 2.97, HBA 6, HBD 3, PSA 101.16, QED 0.66
Compound (SMILES): COc1cc(Cl)c2c(c1)n(Cc1cnccc1C)c(=O)c1cncn12
InChIKey: JAFQLIBAKORRJE-UHFFFAOYSA-N
Target: Gamma-aminobutyric acid receptor subunit alpha-5 (SINGLE PROTEIN), Homo sapiens
UniProt: P31644
Assay: Displacement of flumazenil from alpha5 GABAA receptor (unknown origin)
Measurement: Ki = 687 nM (pChEMBL 6.159999847412109)
Descriptors: MW 354.8, ALogP 3.06, HBA 6, HBD 0, PSA 61.42, QED 0.57
Compound (SMILES): O=c1[nH]c(/C=C/c2cccc(F)c2)nc2ccccc12
InChIKey: ZFGIVIZXCYOWBK-CMDGGOBGSA-N
Target: Poly [ADP-ribose] polymerase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P09874
Assay: Inhibition of PARP1 (unknown origin) using [3H]NAD+ as substrate incubated for 15 mins by scintillation counting analysis
Measurement: IC50 = 480 nM (pChEMBL 6.320000171661377)
Descriptors: MW 266.27, ALogP 3.23, HBA 2, HBD 1, PSA 45.75, QED 0.77
Compound (SMILES): COc1cc(N2CC[C@@H](Oc3ccc(N4CC[C@@H](C)[C@@H]4CC(=O)O)cc3)[C@H](C)C2)c(Cl)cn1
InChIKey: VNPAAQMJTUDGSS-ITZJAJSESA-N
Target: Peroxisome proliferator-activated receptor gamma (SINGLE PROTEIN), Homo sapiens
UniProt: P37231
Assay: Transactivation of PPARgamma (unknown origin)
Measurement: EC50 > 48000 nM (pChEMBL 4.318999767303467)
Descriptors: MW 474, ALogP 4.73, HBA 6, HBD 1, PSA 75.13, QED 0.62
Compound (SMILES): CCc1nnsc1C(=O)Nc1nnc(SCC2CCCCC2)s1
InChIKey: POZOPHGWMLOFHU-UHFFFAOYSA-N
Target: Sulfonylurea receptor 1, Kir6.2 (PROTEIN COMPLEX), Homo sapiens
UniProt: Q09428
Assay: Activation of Kir6.2/SUR1 (unknown origin) channel opening expressed in human T-REx-293 cells by thallium flux assay
Measurement: EC50 = 310 nM (pChEMBL 6.510000228881836)
Descriptors: MW 369.54, ALogP 3.88, HBA 8, HBD 1, PSA 80.66, QED 0.61
Compound (SMILES): CC#CC(=O)N1CCCC(n2nc3c(=O)[nH]nc(N)c3c2-c2oc3ccc(C)cc3c2C)C1
InChIKey: FPBDIAAQCJCKMP-UHFFFAOYSA-N
Target: Fibroblast growth factor receptor 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P11362
Assay: Inhibition of FGFR1 (unknown origin) using Poly (Glu,Tyr) 4:1 as substrate incubated for 60 mins in presence of ATP by ELISA analysis
Measurement: IC50 = 27.3 nM (pChEMBL 7.559999942779541)
Descriptors: MW 444.5, ALogP 2.92, HBA 7, HBD 2, PSA 123.04, QED 0.46
Compound (SMILES): Cn1cnc2c(c(-c3ccc(O)c(C#N)c3)cn2CC(=O)Nc2ccncc2Cl)c1=O
InChIKey: OMQBAUBAIKPPEO-UHFFFAOYSA-N
Target: B-cell lymphoma 6 protein (SINGLE PROTEIN), Homo sapiens
UniProt: P41182
Assay: Displacement of labelled SMRT peptide from BCL6 BTB domain (unknown origin) by fluorescence polarization assay
Measurement: IC50 = 1100 nM (pChEMBL 5.960000038146973)
Descriptors: MW 434.84, ALogP 2.67, HBA 8, HBD 2, PSA 125.83, QED 0.51