lovingscience/chembl-v37-raw-activities huggingface dataset:
Compound (SMILES): C=C(C)[C@@H]1CCC(C)=C[C@H]1c1c(OCCCC)cc(CCCCC)cc1OCCCC
InChIKey: RKNRVTNOWLDJLY-IZZNHLLZSA-N
Target: Angiotensin-converting enzyme 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9BYF1
Assay: Inhibition of human ACE2 using Mca-APK(Dnp) as substrate incubated for 30 mins by fluorometer analysis
Measurement: IC50 = 170 nM (pChEMBL 6.769999980926514)
Descriptors: MW 426.69, ALogP 8.79, HBA 2, HBD 0, PSA 18.46, QED 0.22
Compound (SMILES): COc1ccccc1Oc1c(NS(=O)(=O)c2ccc(C)cc2)nc(-c2ncccn2)nc1OCC1CCCCN1C
InChIKey: PAHFHYIBQZICQD-UHFFFAOYSA-N
Target: Endothelin-1 receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P25101
Assay: Antagonist activity against human ET-1 by ELISA analysis
Measurement: IC50 = 1.14 nM (pChEMBL 8.9399995803833)
Descriptors: MW 576.68, ALogP 4.71, HBA 10, HBD 1, PSA 128.66, QED 0.28
Compound (SMILES): CCC(Sc1cccc(Cl)c1Cl)c1nc(N)nc(N2CCNCC2)n1
InChIKey: CHDMODINJRXNKV-UHFFFAOYSA-N
Target: 5-hydroxytryptamine receptor 6 (SINGLE PROTEIN), Homo sapiens
UniProt: P50406
Assay: Binding affinity to human 5HT6 receptor expressed in HEK293 cells assessed as inhibition constant incubated for 1 hr radioligand binding assay
Measurement: Ki = 187 nM (pChEMBL 6.730000019073486)
Descriptors: MW 399.35, ALogP 3.41, HBA 7, HBD 2, PSA 79.96, QED 0.75
Compound (SMILES): Fc1cc(Cn2cnc3c(Cl)ncnc32)ccc1-c1noc(C(F)(F)F)n1
InChIKey: TVZVILQDBQLWHS-UHFFFAOYSA-N
Target: Protein deacetylase HDAC6 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UBN7
Assay: Inhibition of recombinant HDAC6 (unknown origin) using RHKK-Ac-AMC as substrate
Measurement: IC50 = 330 nM (pChEMBL 6.480000019073486)
Descriptors: MW 398.71, ALogP 3.74, HBA 7, HBD 0, PSA 82.52, QED 0.39
Compound (SMILES): Cc1nc(-c2ccc(N(CC(C)C)S(=O)(=O)c3c(Cl)cccc3Cl)cc2)sc1C(=O)O
InChIKey: RTWZAADXEGFJGI-UHFFFAOYSA-N
Target: Bile acid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: Q96RI1
Assay: Agonist activity at FXR LBD (unknown origin) using fluorescein-SRC2-2 as substrate incubated for 3 hrs by TR-FRET assay
Measurement: EC50 = 7200 nM (pChEMBL 5.139999866485596)
Descriptors: MW 499.44, ALogP 5.97, HBA 5, HBD 1, PSA 87.57, QED 0.43
Compound (SMILES): OC[C@@]12C[C@@H]1[C@@H](n1cnc3c(NC(C4CCC4)C4CCC4)nc(I)nc31)[C@H](O)[C@@H]2O
InChIKey: CJCIRTWDYKBVBE-MXKWNSRKSA-N
Target: Adenosine receptor A1 (SINGLE PROTEIN), Homo sapiens
UniProt: P30542
Assay: Displacement of [3H]-mesulergine from human A1AR expressed in Flp-In-T-REx-293 cells assessed as inhibition constant
Measurement: Ki = 204 nM (pChEMBL 6.690000057220459)
Descriptors: MW 525.39, ALogP 2.09, HBA 8, HBD 4, PSA 116.32, QED 0.34
Compound (SMILES): Cc1cc(C#N)cc(C)c1Oc1ccc(C#N)c(Nc2ccc(C#N)cc2)n1
InChIKey: YRQCRISLPXAMKA-UHFFFAOYSA-N
Target: Human immunodeficiency virus type 1 reverse transcriptase (SINGLE PROTEIN), Human immunodeficiency virus 1
UniProt: Q72547
Assay: Inhibition of wild type HIV-1 reverse transcriptase assessed as inhibition of biotin-dUTP incorporation using ABTS as substrate incubated for 1 hrs by ELISA analysis
Measurement: IC50 = 94 nM (pChEMBL 7.03000020980835)
Descriptors: MW 365.4, ALogP 4.85, HBA 6, HBD 1, PSA 105.52, QED 0.71
Compound (SMILES): Cc1cc(C#N)cc(C)c1Oc1nc(NC2CCN(Cc3ccc(S(N)(=O)=O)cc3)CC2)c(C#N)cc1F
InChIKey: RTIWRSGXLDSXDA-UHFFFAOYSA-N
Target: Human immunodeficiency virus type 1 reverse transcriptase (SINGLE PROTEIN), Human immunodeficiency virus 1
UniProt: Q72547
Assay: Inhibition of wild type HIV-1 reverse transcriptase assessed as inhibition of biotin-dUTP incorporation using ABTS as substrate incubated for 1 hrs by ELISA analysis
Measurement: IC50 = 292 nM (pChEMBL 6.539999961853027)
Descriptors: MW 534.62, ALogP 4.1, HBA 8, HBD 2, PSA 145.13, QED 0.46
Compound (SMILES): O=C(c1ccc(O)c(C(=O)N2Cc3cccc(F)c3C2)c1)N1Cc2ccccc2C1
InChIKey: VGMMMXKCMZPQHY-UHFFFAOYSA-N
Target: Heat shock protein 75 kDa, mitochondrial (SINGLE PROTEIN), Homo sapiens
UniProt: Q12931
Assay: Binding affinity to TRAP1 (unknown origin) assessed as dissociation constant incubated for 24 hrs by fluorescence polarization assay
Measurement: Kd = 960 nM (pChEMBL 6.019999980926514)
Descriptors: MW 402.43, ALogP 3.84, HBA 3, HBD 1, PSA 60.85, QED 0.71
Compound (SMILES): Cc1nc(-c2ccc(Cl)cc2)ccc1NC(=O)Nc1cccc(S(N)(=O)=O)c1
InChIKey: JDILJTVEHROERM-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Binding affinity to human CA1 assessed as inhibition constant incubated for 6 hrs by phenol red dye based stopped flow CO2 hydration assay
Measurement: Ki > 10000 nM (pChEMBL 5)
Descriptors: MW 416.89, ALogP 4, HBA 4, HBD 3, PSA 114.18, QED 0.6
Compound (SMILES): O=C(CNS(=O)(=O)c1ccc2ccccc2c1)c1cccc(Cl)c1
InChIKey: KWSDAGGNWNIATM-UHFFFAOYSA-N
Target: Histone acetyltransferase KAT6A (SINGLE PROTEIN), Homo sapiens
UniProt: Q92794
Assay: Inhibition of recombinant human KAT6A catalytic domain using [3H]-acetyl-coA as substrate pretreated with compound for 20 mins followed by substrate addition and measured after 4 hrs by liquid scintillation counter analysis
Measurement: IC50 = 960 nM (pChEMBL 6.019999980926514)
Descriptors: MW 359.83, ALogP 3.65, HBA 3, HBD 1, PSA 63.24, QED 0.71
Compound (SMILES): COc1cccc(-c2nnc3n2C(C)CN(C(=O)c2cc(Cc4n[nH]c(=O)c5ccccc45)ccc2F)C3)n1
InChIKey: KFMRDHKVQWDRIC-UHFFFAOYSA-N
Target: Poly [ADP-ribose] polymerase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P09874
Assay: Inhibition of PARP1 (unknown origin) incubated for 1 hr by ELISA analysis
Measurement: IC50 = 0.6 nM (pChEMBL 9.220000267028809)
Descriptors: MW 525.54, ALogP 3.53, HBA 8, HBD 1, PSA 118.89, QED 0.37
Compound (SMILES): CCOc1nc2c(cc1C(=O)Nc1cccc(OC)n1)CC(C)(C)O2
InChIKey: MKKKFWSWDFUKDF-UHFFFAOYSA-N
Target: Interleukin-1 receptor-associated kinase 4 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NWZ3
Assay: Inhibition of IRAK4 (unknown origin) using FAM-labeled peptide as substrate incubated for 10 mins in presence of ATP by mobility shift assay
Measurement: IC50 = 87 nM (pChEMBL 7.059999942779541)
Descriptors: MW 343.38, ALogP 2.85, HBA 6, HBD 1, PSA 82.57, QED 0.9
Compound (SMILES): CN(CC(=O)N[C@H](Cc1ccccc1)C(=O)C(=O)NCc1ccccn1)C(=O)C1CCC(F)(F)CC1
InChIKey: YGLKZTTZISKGND-OAQYLSRUSA-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 = 30.6 nM (pChEMBL 7.510000228881836)
Descriptors: MW 500.55, ALogP 2.28, HBA 5, HBD 2, PSA 108.47, QED 0.49
Compound (SMILES): Cn1cc(-c2cccc(NC(=O)c3cc4c(nc3O[C@@H]3CCOC3)OC(C)(C)C4)n2)cn1
InChIKey: FODUMLNHEWJUTB-MRXNPFEDSA-N
Target: Interleukin-1 receptor-associated kinase 4 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NWZ3
Assay: Inhibition of IRAK4 (unknown origin) using FAM-labeled peptide as substrate incubated for 10 mins in presence of ATP by mobility shift assay
Measurement: IC50 = 8.9 nM (pChEMBL 8.050000190734863)
Descriptors: MW 435.48, ALogP 3.01, HBA 8, HBD 1, PSA 100.39, QED 0.66
Compound (SMILES): C=C(C(=O)N(c1ccc(-c2ccccc2)cc1)C(C(=O)N[C@@H](C)c1ccccc1)c1cccnc1)c1ccccc1
InChIKey: NZERSUKSGZMUDX-DVRVPOOOSA-N
Target: Replicase polyprotein 1ab (SINGLE PROTEIN), Severe acute respiratory syndrome coronavirus 2
UniProt: P0DTD1
Assay: Inhibition of MPro of SARS CoV-2 BetaCoV/Wuhan/WIV04/2019 preincubated for 30 mins followed by substrate addition measured for 1 hr by FRET assay
Measurement: IC50 > 20000 nM (pChEMBL 4.698999881744385)
Descriptors: MW 537.66, ALogP 7.41, HBA 3, HBD 1, PSA 62.3, QED 0.2
Compound (SMILES): CS(=O)(=O)c1ccc(-n2nc(-c3ccc(C(F)(F)F)cc3O)nc2-c2ccccc2O)cc1
InChIKey: INBHKSUIEFMDRU-UHFFFAOYSA-N
Target: Prostaglandin G/H synthase 1 (SINGLE PROTEIN), Ovis aries
UniProt: P05979
Assay: Inhibition of ovine COX-1 using arachidonic acid as substrate preincubated with compound for 5 mins followed by substrate addition and measured after 2 mins by enzyme immunoassay
Measurement: IC50 = 82110 nM (pChEMBL 4.090000152587891)
Descriptors: MW 475.45, ALogP 4.43, HBA 7, HBD 2, PSA 105.31, QED 0.45
Compound (SMILES): CCOC(=O)CCCCCCn1cc(-c2ccc(Cn3cnc4c(N)ncnc43)cc2)nn1
InChIKey: VAGLORMFAPUGBI-UHFFFAOYSA-N
Target: Histone acetyltransferase p300 (SINGLE PROTEIN), Homo sapiens
UniProt: Q09472
Assay: Inhibition of p300 (unknown origin)
Measurement: IC50 = 9900 nM (pChEMBL 5)
Descriptors: MW 448.53, ALogP 3.23, HBA 10, HBD 1, PSA 126.63, QED 0.27
Compound (SMILES): COc1cc(-c2nc(Nc3ccc(C)cc3)c3c4c(sc3n2)CCCC4)cc(OC)c1OC
InChIKey: ORHVQFNMLMNOFO-UHFFFAOYSA-N
Target: Prostaglandin G/H synthase 1 (SINGLE PROTEIN), Ovis aries
UniProt: P05979
Assay: Inhibition of ovine COX-1 using arachidonic acid as substrate preincubated for 10 mins followed by substrate addition and measured after 2 mins by ELISA
Measurement: IC50 = 8500 nM (pChEMBL 5.070000171661377)
Descriptors: MW 461.59, ALogP 6.31, HBA 7, HBD 1, PSA 65.5, QED 0.36
Compound (SMILES): Nc1ccccc1NC(=O)CCCCCOc1no[n+]([O-])c1S(=O)(=O)c1ccccc1
InChIKey: OAEKUDSJACGENX-UHFFFAOYSA-N
Target: Histone deacetylase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q13547
Assay: Inhibition of HDAC1 in human HeLa nuclear extract using Boc-Lys(Ac)-AMC or Boc-Lys(Tfa)-AMC as substrate preincubated for 5 mins followed by substrate addition and measured after 30 mins by fluorescence assay
Measurement: IC50 = 470 nM (pChEMBL 6.329999923706055)
Descriptors: MW 446.49, ALogP 2.3, HBA 8, HBD 2, PSA 151.46, QED 0.27
Compound (SMILES): CCOC(=O)CCCn1cc(-c2ccc(Cn3ccc(N)nc3=O)cc2)nn1
InChIKey: QBONAGLUGPNTRL-UHFFFAOYSA-N
Target: Histone acetyltransferase p300 (SINGLE PROTEIN), Homo sapiens
UniProt: Q09472
Assay: Inhibition of p300 (unknown origin)
Measurement: IC50 = 360 nM (pChEMBL 6.440000057220459)
Descriptors: MW 382.42, ALogP 1.48, HBA 9, HBD 1, PSA 117.92, QED 0.59
Compound (SMILES): O=C(CCCCCCC(=O)Nc1cc(-c2ccc3ncn(Cc4cccc(F)c4Cl)c3c2)[nH]n1)NO
InChIKey: RVIWUTJJROOEMJ-UHFFFAOYSA-N
Target: Receptor-type tyrosine-protein kinase FLT3 (SINGLE PROTEIN), Homo sapiens
UniProt: P36888
Assay: Inhibition of human FLT3 ITD mutant using EAIYAAPFAKKK as substrate preincubated for 20 mins followed by 33P-ATP addition and measured after 120 mins by filter-binding method relative to control
Measurement: IC50 = 10.9 nM (pChEMBL 7.960000038146973)
Descriptors: MW 512.97, ALogP 5.05, HBA 6, HBD 4, PSA 124.93, QED 0.13
Compound (SMILES): FC(F)(F)c1ncccc1Sc1cnc2[nH]c(N3CCC4(CNC4)C3)nc2n1
InChIKey: ZIQFFZZACQBACM-UHFFFAOYSA-N
Target: Tyrosine-protein phosphatase non-receptor type 11 (SINGLE PROTEIN), Homo sapiens
UniProt: Q06124
Assay: Allosteric inhibition of wild type SHP2 (unknown origin) assessed as dephosphorylation of DIFMUP by fluorescence based envision microplate reader analysis
Measurement: IC50 = 1605 nM (pChEMBL 5.789999961853027)
Descriptors: MW 407.43, ALogP 2.72, HBA 7, HBD 2, PSA 82.62, QED 0.69
Compound (SMILES): COc1ccccc1Oc1c(NS(C)(=O)=O)nc(-c2ncccn2)nc1OCC1CC1
InChIKey: QDJKTKIJTXSOQY-UHFFFAOYSA-N
Target: Endothelin-1 receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P25101
Assay: Antagonist activity against human ET-1 by ELISA analysis
Measurement: IC50 = 2.38 nM (pChEMBL 8.619999885559082)
Descriptors: MW 443.49, ALogP 2.89, HBA 9, HBD 1, PSA 125.42, QED 0.53
Compound (SMILES): Cc1ccc(C2SCC(=O)N2c2ccc(OCC(=O)Nc3ccc(F)cc3)cc2)cc1
InChIKey: MIDICSJSUUSAKB-UHFFFAOYSA-N
Target: Prostaglandin G/H synthase 2 (SINGLE PROTEIN), Ovis aries
UniProt: P79208
Assay: Inhibition of ovine COX-2
Measurement: IC50 = 2390 nM (pChEMBL 5.619999885559082)
Descriptors: MW 436.51, ALogP 4.93, HBA 4, HBD 1, PSA 58.64, QED 0.6
Compound (SMILES): CCOc1nc2c(cc1C(=O)Nc1cccc(-c3cnn(C)c3)n1)CC(C)(C)O2
InChIKey: GDFHPOIAMQMJFY-UHFFFAOYSA-N
Target: Interleukin-1 receptor-associated kinase 4 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NWZ3
Assay: Inhibition of IRAK4 (unknown origin) using FAM-labeled peptide as substrate incubated for 10 mins in presence of ATP by mobility shift assay
Measurement: IC50 = 9.1 nM (pChEMBL 8.039999961853027)
Descriptors: MW 393.45, ALogP 3.24, HBA 7, HBD 1, PSA 91.16, QED 0.72
Compound (SMILES): Cc1csc(-c2cc3c(Nc4ccc5scnc5c4)ncnc3cc2Cl)n1
InChIKey: KKKQSULPEWNOGH-UHFFFAOYSA-N
Target: Receptor-interacting serine/threonine-protein kinase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q13546
Assay: Inhibition of N-terminal polyHis-tagged human RIPK1 (1 to 321 residues) expressed in Sf9 cells using MBP as substrate preincubated for 15 mins followed by ATP addition measured after 90 mins by ADP-Glo assay
Measurement: IC50 > 50000 nM (pChEMBL 4.301000118255615)
Descriptors: MW 409.93, ALogP 6.07, HBA 7, HBD 1, PSA 63.59, QED 0.39
Compound (SMILES): c1ccc(Cn2cc(CNC3CCCCCC3)nn2)cc1
InChIKey: ONMCHNHOMQZLSO-UHFFFAOYSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Electrophorus electricus
UniProt: O42275
Assay: Inhibition of electric eel AChE using acetylthiocholine iodide as substrate preincubated with enzyme for 10 mins followed by substrate addition and measured every 1 min for 20 mins by spectrophotometric analysis
Measurement: IC50 = 1415 nM (pChEMBL 5.849999904632568)
Descriptors: MW 284.41, ALogP 3.14, HBA 4, HBD 1, PSA 42.74, QED 0.86
Compound (SMILES): COc1cc2c(cn1)N(C)C(=O)[C@H](C(=O)Nc1ncc(Cc3ccccc3)s1)CC2
InChIKey: CWVBFSQTTNHODF-KRWDZBQOSA-N
Target: Receptor-interacting serine/threonine-protein kinase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q13546
Assay: Inhibition of human RIPK1 assessed as inhibition constant by ADP-Glo Kinase assay
Measurement: Ki = 1445.44 nM (pChEMBL 5.840000152587891)
Descriptors: MW 422.51, ALogP 3.3, HBA 6, HBD 1, PSA 84.42, QED 0.64
Compound (SMILES): O=C(NO)c1ccc(Cn2cnc3c(Cl)ncnc32)c(F)c1
InChIKey: WFAHJHVLPOCASI-UHFFFAOYSA-N
Target: Protein deacetylase HDAC6 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UBN7
Assay: Inhibition of recombinant HDAC6 (unknown origin) using RHKK-Ac-AMC as substrate
Measurement: IC50 = 7 nM (pChEMBL 8.149999618530273)
Descriptors: MW 321.7, ALogP 1.79, HBA 6, HBD 2, PSA 92.93, QED 0.44
Compound (SMILES): O=C(c1ccc(O)c(C(=O)N2Cc3ccccc3C2)c1)N1Cc2ccccc2C1
InChIKey: GWLCJSWPFDHKGL-UHFFFAOYSA-N
Target: Heat shock protein 75 kDa, mitochondrial (SINGLE PROTEIN), Homo sapiens
UniProt: Q12931
Assay: Binding affinity to TRAP1 (unknown origin) assessed as dissociation constant incubated for 24 hrs by fluorescence polarization assay
Measurement: Kd = 2630 nM (pChEMBL 5.579999923706055)
Descriptors: MW 384.44, ALogP 3.7, HBA 3, HBD 1, PSA 60.85, QED 0.73
Compound (SMILES): CCOc1nc2c(cc1C(=O)Nc1cccc(C)n1)CC(C)(C)O2
InChIKey: TVTHOLXZKQBGHA-UHFFFAOYSA-N
Target: Interleukin-1 receptor-associated kinase 4 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NWZ3
Assay: Inhibition of IRAK4 (unknown origin) using FAM-labeled peptide as substrate incubated for 10 mins in presence of ATP by mobility shift assay
Measurement: IC50 = 112 nM (pChEMBL 6.949999809265137)
Descriptors: MW 327.38, ALogP 3.15, HBA 5, HBD 1, PSA 73.34, QED 0.93
Compound (SMILES): CC1CCN(C)c2ccnc3cc(F)c(nc23)-n2c(=O)[nH]c3nccc(c32)O1
InChIKey: JYQVFPCZFZOPCW-UHFFFAOYSA-N
Target: Protein kinase C theta type (SINGLE PROTEIN), Homo sapiens
UniProt: Q04759
Assay: Inhibition of PKC theta (unknown origin) in presence of ATP at Km
Measurement: IC50 < 0.5 nM (pChEMBL 9.300999641418457)
Descriptors: MW 380.38, ALogP 2.4, HBA 7, HBD 1, PSA 88.93, QED 0.5
Compound (SMILES): CC(C(=O)Nc1ccc(S(N)(=O)=O)cc1)N1CCCC(C(=O)N/N=C2\C(=O)Nc3ccccc32)C1
InChIKey: PYPPGSJCMJUDQQ-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human carbonic anhydrase 1 assessed as inhibition constant preincubated for 15 mins by phenol red dye based stopped flow CO2 hydration assay
Measurement: Ki = 75.3 nM (pChEMBL 7.119999885559082)
Descriptors: MW 498.57, ALogP 0.85, HBA 7, HBD 4, PSA 163.06, QED 0.43
Compound (SMILES): Cc1nc(-c2cccs2)ccc1NC(=O)Nc1ccccc1S(N)(=O)=O
InChIKey: UHXREVPNEMVHMB-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Binding affinity to human CA1 assessed as inhibition constant incubated for 6 hrs by phenol red dye based stopped flow CO2 hydration assay
Measurement: Ki > 10000 nM (pChEMBL 5)
Descriptors: MW 388.47, ALogP 3.41, HBA 5, HBD 3, PSA 114.18, QED 0.64
Compound (SMILES): CN(C)c1cnn2ccc(N3CCCC3)nc12
InChIKey: UUGAVCBBYRTUCI-UHFFFAOYSA-N
Target: Sphingomyelin phosphodiesterase 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NY59
Assay: Inhibition of recombinant human nSMase2 using SM as substrate incubated for 1 hr by fluorescence assay
Measurement: IC50 = 70 nM (pChEMBL 7.159999847412109)
Descriptors: MW 231.3, ALogP 1.4, HBA 5, HBD 0, PSA 36.67, QED 0.78
Compound (SMILES): COc1ccc(NC(=O)COc2ccc(N3C(=O)CSC3c3ccccc3)cc2)cc1OC
InChIKey: WHOLUNVWNYAUEQ-UHFFFAOYSA-N
Target: Prostaglandin G/H synthase 2 (SINGLE PROTEIN), Ovis aries
UniProt: P79208
Assay: Inhibition of ovine COX-2
Measurement: IC50 = 3210 nM (pChEMBL 5.489999771118164)
Descriptors: MW 464.54, ALogP 4.5, HBA 6, HBD 1, PSA 77.1, QED 0.53
Compound (SMILES): O=C(c1cc(C(=O)N2Cc3ccccc3C2)c(O)cc1O)N1Cc2ccccc2C1
InChIKey: ZSIJGECRTRIUKW-UHFFFAOYSA-N
Target: Heat shock protein 75 kDa, mitochondrial (SINGLE PROTEIN), Homo sapiens
UniProt: Q12931
Assay: Binding affinity to TRAP1 (unknown origin) assessed as dissociation constant incubated for 24 hrs by fluorescence polarization assay
Measurement: Kd = 420 nM (pChEMBL 6.380000114440918)
Descriptors: MW 400.43, ALogP 3.41, HBA 4, HBD 2, PSA 81.08, QED 0.69
Compound (SMILES): COc1nc(-c2cccc(Cl)c2)nc2ccccc12
InChIKey: WBUKTDQJZDAWAW-UHFFFAOYSA-N
Target: Nuclear receptor subfamily 1 group I member 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q14994
Assay: Partial agonist activity at human CAR LBD (151 to 349 residues) expressed in HepG2 cells coexpressed with pGL5-luc luciferase measured after 1 to 4 hrs by LanthaScreen TR-FRET assay
Measurement: EC50 = 6964 nM (pChEMBL 5.159999847412109)
Descriptors: MW 270.72, ALogP 3.96, HBA 3, HBD 0, PSA 35.01, QED 0.71
Compound (SMILES): COc1ccc2c(c1)C(C)N(C(=O)c1cc(Cc3n[nH]c(=O)c4ccccc34)ccc1F)CC2
InChIKey: SEWCHFJAEPWDBM-UHFFFAOYSA-N
Target: Poly [ADP-ribose] polymerase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P09874
Assay: Inhibition of PARP1 (unknown origin) incubated for 1 hr by ELISA analysis
Measurement: IC50 = 108 nM (pChEMBL 6.96999979019165)
Descriptors: MW 457.51, ALogP 4.42, HBA 4, HBD 1, PSA 75.29, QED 0.49
Compound (SMILES): COCCOc1cc2ncnc(Nc3ccc(C)c(C=O)c3)c2cc1OCCOC
InChIKey: VKRGQCXTMSMEDA-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Inhibition of N-terminal GST-tagged recombinant human EGFR (668 to end residues) expressed in baculovirus infected Sf9 cells incubated for 1 hrs in presence of ATP by ADP-Glo reagent based assay
Measurement: IC50 = 121.9 nM (pChEMBL 6.909999847412109)
Descriptors: MW 411.46, ALogP 3.54, HBA 8, HBD 1, PSA 91.8, QED 0.38
Compound (SMILES): Cn1nccc1-c1ccc2c(c1)N(C(=O)C1CCc3ccccc3CC1)Cc1cccnc1N2
InChIKey: UGPNXLIHHNDMRR-UHFFFAOYSA-N
Target: Isocitrate dehydrogenase [NADP] cytoplasmic (SINGLE PROTEIN), Homo sapiens
UniProt: O75874
Assay: R132H IDH1 Enzymatic Assay: Each test compound (10 mM stock in DMSO) is diluted in DMSO to make a 10-point, 3-fold dilution series. 125 nL of each dilution or DMSO alone is dispensed to a 384-well Greiner Lumitrac 200 assay plate using an Echo® Liquid Handler. To each well of the plate is added 20 uL of enzyme in assay buffer or assay buffer alone. Assay buffer consists of 50 mM sodium phosphate, pH 7.0, 50 mM magnesium chloride, 50 mM sodium chloride, and 0.01% (w/v) bovine serum albumin. When present, the R132H mutant IDH1 enzyme is at a working concentration of 1.875 nM (final concentration in assay of 1.5 nM). The assay plate is allowed to incubate for 30 minutes at room temperature and 5 uL of 5× substrate mixture (2.5 uM nicotinamide adenine dinucleotide phosphate, 100 uM adenosine diphosphate, 7.5 mM glyceraldehyde-3-phosphate, 7.5 ug/mL of spinach glyceraldehyde-3-phosphate dehydrogenase, 25 nM phosphoglycerate kinase, and 5 mM alpha-ketoglutarate in assay buffer) is added to all wells. The reaction plate is incubated for 60 minutes followed by addition of 25 uL of Promega Kinase-GLO reagent to all wells and 10-minute incubation.Luminescence is measured using a PerkinElmer Envision plate reader. The percent activity of each dilution is determined as the ratio of background corrected signal to the background corrected signal of wells receiving only DMSO. IC50 values are determined by fitting percent activity data to a four-parameter logistic dose response equation. The IC50 values of the exemplified compounds are included in the tables above in Examples section.Using the above biological assay, all compounds in the examples have IC50 of about 1 nM to about 40,000 nM, or more specifically, about 1 nM to about 20,000 nM, or even more specifically, about 5 nM to about 15,000 nM, or even more specifically, about 5 nM to about 10,000 nM, or even more specifically, about 5 nM to about 5,000 nM, or still more specifically, about 5 nM to about 1,000 nM. Such a result is indicative of the intrinsic activity of the compounds in use as an inhibitor of a mutant IDH1 enzyme. Specific IC50 activity data for the exemplified compounds disclosed herein is provided in the following table.
Measurement: IC50 = 5 nM (pChEMBL 8.300000190734863)
Descriptors: MW 449.56, ALogP 5.27, HBA 5, HBD 1, PSA 63.05, QED 0.42
Compound (SMILES): O=C(NCCCN1CCOCC1)c1ccccc1Nc1ccnc2ccc(Cl)cc12
InChIKey: FFUDGSBQSVLZNC-UHFFFAOYSA-N
Target: Polymerase acidic protein (SINGLE PROTEIN), Influenza A virus (A/Puerto Rico/8/1934(H1N1))
UniProt: P03433
Assay: Binding affinity to C-terminal Influenza A virus Polymerase acidic protein assessed as dissociation constant by MST assay
Measurement: Kd = 28760 nM (pChEMBL 4.539999961853027)
Descriptors: MW 424.93, ALogP 4.08, HBA 5, HBD 2, PSA 66.49, QED 0.56
Compound (SMILES): CNCCOc1nc2c(cc1C(=O)Nc1cccc(-c3cnn(C)c3)n1)CC(C)(C)O2
InChIKey: SYDOZBWLPZGIBW-UHFFFAOYSA-N
Target: Interleukin-1 receptor-associated kinase 4 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NWZ3
Assay: Inhibition of IRAK4 (unknown origin) using FAM-labeled peptide as substrate incubated for 10 mins in presence of ATP by mobility shift assay
Measurement: IC50 = 111 nM (pChEMBL 6.960000038146973)
Descriptors: MW 422.49, ALogP 2.44, HBA 8, HBD 2, PSA 103.19, QED 0.56
Compound (SMILES): Nc1nc(Cl)c2ccn(Cc3ccc(-c4noc(C(F)(F)F)n4)cc3)c2n1
InChIKey: FUMWDXBPMNCENJ-UHFFFAOYSA-N
Target: Histone deacetylase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q13547
Assay: Inhibition of recombinant HDAC1 (unknown origin) using RHKK-Ac-AMC as substrate
Measurement: IC50 > 100000 nM (pChEMBL 4)
Descriptors: MW 394.74, ALogP 3.78, HBA 7, HBD 1, PSA 95.65, QED 0.53
Compound (SMILES): Cc1nc(-c2ccc(F)cc2)ccc1NC(=O)Nc1cccc(S(N)(=O)=O)c1
InChIKey: VGQPGCGYMMUTSA-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Binding affinity to human CA1 assessed as inhibition constant incubated for 6 hrs by phenol red dye based stopped flow CO2 hydration assay
Measurement: Ki > 10000 nM (pChEMBL 5)
Descriptors: MW 400.44, ALogP 3.49, HBA 4, HBD 3, PSA 114.18, QED 0.62
Compound (SMILES): CC(C)Oc1nc2c(cc1C(=O)Nc1cccc(-c3cnn(C)c3)n1)CC(C)(C)O2
InChIKey: FXGDLCYXJVPIPP-UHFFFAOYSA-N
Target: Interleukin-1 receptor-associated kinase 4 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NWZ3
Assay: Inhibition of IRAK4 (unknown origin) using FAM-labeled peptide as substrate incubated for 10 mins in presence of ATP by mobility shift assay
Measurement: IC50 = 5.8 nM (pChEMBL 8.239999771118164)
Descriptors: MW 407.47, ALogP 3.63, HBA 7, HBD 1, PSA 91.16, QED 0.69
Compound (SMILES): COc1ccc2c3c([nH]c2c1)[C@H](CC(C)C)N1C(=O)[C@H](CCC(=O)NC(C)C)NC(=O)[C@@H]1C3
InChIKey: KFPXRARJFOXSMA-JBACZVJFSA-N
Target: Broad substrate specificity ATP-binding cassette transporter ABCG2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UNQ0
Assay: Inhibition of ABCG2 in human A549 cells assessed as increase in PPIX level preincubated for ALA for 4 hrs followed by compound addition and measured after 2 hrs by UPLC-QTOFMS analysis
Measurement: IC50 = 370 nM (pChEMBL 6.429999828338623)
Descriptors: MW 454.57, ALogP 2.82, HBA 4, HBD 3, PSA 103.53, QED 0.6
Compound (SMILES): O=C(c1ccc(O)c(C(=O)N2Cc3ccc(OCCC[P+](c4ccccc4)(c4ccccc4)c4ccccc4)cc3C2)c1)N1Cc2cccc(F)c2C1
InChIKey: JYEUEQMJHPMJBB-UHFFFAOYSA-O
Target: Heat shock protein 75 kDa, mitochondrial (SINGLE PROTEIN), Homo sapiens
UniProt: Q12931
Assay: Binding affinity to TRAP1 (unknown origin) assessed as dissociation constant incubated for 24 hrs by fluorescence polarization assay
Measurement: Kd = 160 nM (pChEMBL 6.800000190734863)
Descriptors: MW 721.79, ALogP 7.61, HBA 4, HBD 1, PSA 70.08, QED 0.12
Compound (SMILES): COc1ccccc1C(=O)NC[C@]1(c2cccs2)CC[C@H](O)CC1
InChIKey: ALAMDQDAMVBXMK-QUWSVYMGSA-N
Target: Potassium voltage-gated channel subfamily A member 3 (SINGLE PROTEIN), Homo sapiens
UniProt: P22001
Assay: Inhibition of human Kv1.3 expressed in mouse LTK- cells by manual patch clamp electrophysiological recording
Measurement: IC50 = 250 nM (pChEMBL 6.599999904632568)
Descriptors: MW 345.46, ALogP 3.36, HBA 4, HBD 2, PSA 58.56, QED 0.87
Compound (SMILES): NC(=O)c1ccc2nc1OCCCCOc1ccnc3[nH]c(=O)n-2c13
InChIKey: BDVLYXUHXUPRHC-UHFFFAOYSA-N
Target: Protein kinase C theta type (SINGLE PROTEIN), Homo sapiens
UniProt: Q04759
Assay: Inhibition of PKC theta (unknown origin) in presence of ATP at Km
Measurement: IC50 < 0.5 nM (pChEMBL 9.300999641418457)
Descriptors: MW 341.33, ALogP 0.76, HBA 7, HBD 2, PSA 125.12, QED 0.67
Compound (SMILES): CSc1nnc2n(Cc3ccccc3)c(=O)c3c4c(sc3n12)CCCC4
InChIKey: OYGDULOVAFRCNV-UHFFFAOYSA-N
Target: Prostaglandin G/H synthase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P35354
Assay: Inhibition of human COX-2
Measurement: IC50 = 520 nM (pChEMBL 6.28000020980835)
Descriptors: MW 382.51, ALogP 3.75, HBA 7, HBD 0, PSA 52.19, QED 0.51
Compound (SMILES): Nc1nc(Cl)c2ncn(Cc3ccc(-c4noc(C(F)(F)F)n4)c(F)c3)c2n1
InChIKey: XBSSMKUEULIYMO-UHFFFAOYSA-N
Target: Histone deacetylase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q13547
Assay: Inhibition of recombinant HDAC1 (unknown origin) using RHKK-Ac-AMC as substrate
Measurement: IC50 = 29300 nM (pChEMBL 4.53000020980835)
Descriptors: MW 413.72, ALogP 3.32, HBA 8, HBD 1, PSA 108.54, QED 0.41
Compound (SMILES): O=C(CCCCCC(=O)Nc1cc(-c2ccc3ncn(Cc4cc(F)ccc4Cl)c3c2)[nH]n1)NO
InChIKey: SQNVVKCDXGWLBH-UHFFFAOYSA-N
Target: Receptor-type tyrosine-protein kinase FLT3 (SINGLE PROTEIN), Homo sapiens
UniProt: P36888
Assay: Inhibition of human FLT3 ITD mutant using EAIYAAPFAKKK as substrate preincubated for 20 mins followed by 33P-ATP addition and measured after 120 mins by filter-binding method relative to control
Measurement: IC50 = 10.6 nM (pChEMBL 7.96999979019165)
Descriptors: MW 498.95, ALogP 4.66, HBA 6, HBD 4, PSA 124.93, QED 0.14
Compound (SMILES): COc1ccc(CN(C(=O)Cc2ccc(C(=O)Nc3ccccc3N)cc2)c2cc(OC)c(OC)c(OC)c2)cc1O
InChIKey: CDARIYXAKAEWOZ-UHFFFAOYSA-N
Target: Histone deacetylase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q13547
Assay: Inhibition of HDAC1 (unknown origin)
Measurement: IC50 = 525 nM (pChEMBL 6.28000020980835)
Descriptors: MW 571.63, ALogP 5.04, HBA 8, HBD 3, PSA 132.58, QED 0.21
Compound (SMILES): NS(=O)(=O)c1ccc(NC(=O)NCC2(Nc3ccccc3)CCN(CCc3ccccc3)CC2)cc1
InChIKey: XAVCKRGERLVEQY-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of recombinant human CA-I incubated for 15 mins by stop-flow method
Measurement: Ki = 452.2 nM (pChEMBL 6.340000152587891)
Descriptors: MW 507.66, ALogP 3.64, HBA 5, HBD 4, PSA 116.56, QED 0.35
Compound (SMILES): CS(=O)(=O)c1ccc(C2CN(c3ccc(C(F)(F)F)cc3)N=N2)cc1
InChIKey: VHWDMSOTJRYWCJ-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 = 226 nM (pChEMBL 6.650000095367432)
Descriptors: MW 369.37, ALogP 4.04, HBA 5, HBD 0, PSA 62.1, QED 0.82
Compound (SMILES): CC1CCCOc2nc(ccc2C(N)=O)-n2c(=O)[nH]c3nccc(c32)O1
InChIKey: RTRUTBCNJSOKHT-UHFFFAOYSA-N
Target: Protein kinase C theta type (SINGLE PROTEIN), Homo sapiens
UniProt: Q04759
Assay: Inhibition of PKC theta (unknown origin) in presence of ATP at Km
Measurement: IC50 = 0.9 nM (pChEMBL 9.050000190734863)
Descriptors: MW 355.35, ALogP 1.15, HBA 7, HBD 2, PSA 125.12, QED 0.67
Compound (SMILES): CC#CC(CC(=O)O)c1ccc(OCc2ccc(N(CC(C)C)S(=O)(=O)c3c(Cl)cccc3Cl)cc2)cc1
InChIKey: QZPVNPQMAISWPC-UHFFFAOYSA-N
Target: Bile acid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: Q96RI1
Assay: Agonist activity at FXR LBD (unknown origin) using fluorescein-SRC2-2 as substrate incubated for 3 hrs by TR-FRET assay
Measurement: EC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 574.53, ALogP 7.01, HBA 4, HBD 1, PSA 83.91, QED 0.25
Compound (SMILES): CCC(=O)N(c1ccc2ccccc2c1)C1CCN(CCc2ccc(S(N)(=O)=O)cc2)CC1
InChIKey: NRQJYHJWUHJYHG-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of recombinant human CA-I incubated for 15 mins by stop-flow method
Measurement: Ki = 96.9 nM (pChEMBL 7.010000228881836)
Descriptors: MW 465.62, ALogP 3.94, HBA 4, HBD 1, PSA 83.71, QED 0.57
Compound (SMILES): CCCNC(=O)Nc1ccc(Nc2ncnc3cc(OC)c(OC)cc23)cc1Cl
InChIKey: TVJQMNOHJPUFKJ-UHFFFAOYSA-N
Target: Vascular endothelial growth factor receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P35968
Assay: Inhibition of VEGFR-2 (unknown origin)
Measurement: IC50 = 160 nM (pChEMBL 6.800000190734863)
Descriptors: MW 415.88, ALogP 4.58, HBA 6, HBD 3, PSA 97.4, QED 0.52
Compound (SMILES): C[C@H](NC(=O)[C@H](c1cccnc1)N(C(=O)C#CCCl)c1ccc(-c2ccccc2)cc1)c1ccccc1
InChIKey: GJXIMBCSVYGDQH-JHOBJCJYSA-N
Target: Replicase polyprotein 1ab (SINGLE PROTEIN), Severe acute respiratory syndrome coronavirus 2
UniProt: P0DTD1
Assay: Inhibition of MPro of SARS CoV-2 BetaCoV/Wuhan/WIV04/2019 preincubated for 30 mins followed by substrate addition measured for 1 hr by FRET assay
Measurement: IC50 = 1110 nM (pChEMBL 5.960000038146973)
Descriptors: MW 508.02, ALogP 5.94, HBA 3, HBD 1, PSA 62.3, QED 0.25
Compound (SMILES): C[C@H](NC(=O)C1CCC(F)(F)CC1)C(=O)N[C@H](Cc1ccccc1)C(=O)C(=O)NCc1ccccn1
InChIKey: CRBDQYOAPUVIFG-LAUBAEHRSA-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 = 66.2 nM (pChEMBL 7.179999828338623)
Descriptors: MW 500.55, ALogP 2.32, HBA 5, HBD 3, PSA 117.26, QED 0.43
Compound (SMILES): COc1ccc(O)c(-c2nc(-c3ccccc3O)n(-c3ccc(S(N)(=O)=O)cc3)n2)c1
InChIKey: GVXGCJQZYGIUKH-UHFFFAOYSA-N
Target: Prostaglandin G/H synthase 1 (SINGLE PROTEIN), Ovis aries
UniProt: P05979
Assay: Inhibition of ovine COX-1 using arachidonic acid as substrate preincubated with compound for 5 mins followed by substrate addition and measured after 2 mins by enzyme immunoassay
Measurement: IC50 = 12780 nM (pChEMBL 4.889999866485596)
Descriptors: MW 438.47, ALogP 2.67, HBA 8, HBD 3, PSA 140.56, QED 0.43
Compound (SMILES): C[C@H](NC(=O)[C@H](c1cccnc1)N(C(=O)C#CCC#N)c1ccc(-c2ccccc2)cc1)c1ccccc1
InChIKey: RZJYQJCFENQUAI-DLLPINGYSA-N
Target: Replicase polyprotein 1ab (SINGLE PROTEIN), Severe acute respiratory syndrome coronavirus 2
UniProt: P0DTD1
Assay: Inhibition of MPro of SARS CoV-2 BetaCoV/Wuhan/WIV04/2019 preincubated for 30 mins followed by substrate addition measured for 1 hr by FRET assay
Measurement: IC50 > 20000 nM (pChEMBL 4.698999881744385)
Descriptors: MW 498.59, ALogP 5.62, HBA 4, HBD 1, PSA 86.09, QED 0.34
Compound (SMILES): CC1CN(C(=O)c2cc(Cc3n[nH]c(=O)c4ccccc34)ccc2F)Cc2nnc(C(F)(F)C(F)(F)F)n21
InChIKey: WLGWBSRQTVWQOE-UHFFFAOYSA-N
Target: Poly [ADP-ribose] polymerase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P09874
Assay: Inhibition of PARP1 (unknown origin) incubated for 1 hr by ELISA analysis
Measurement: IC50 = 4.1 nM (pChEMBL 8.390000343322754)
Descriptors: MW 536.44, ALogP 4.12, HBA 6, HBD 1, PSA 96.77, QED 0.4
Compound (SMILES): OCc1ccc(-c2cc3ncnc(Nc4ccc5scnc5c4)c3cc2-c2cccs2)o1
InChIKey: OUMWMQOMQTXCGS-UHFFFAOYSA-N
Target: Receptor-interacting serine/threonine-protein kinase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O43353
Assay: Inhibition of N-terminal polyHis-tagged human RIPK2 (8 to 310 residues) expressed in Sf9 cells using MBP as substrate preincubated for 15 mins followed by ATP addition measured after 90 mins by ADP-Glo assay
Measurement: IC50 = 3 nM (pChEMBL 8.520000457763672)
Descriptors: MW 456.55, ALogP 6.46, HBA 8, HBD 2, PSA 84.07, QED 0.31
Compound (SMILES): COc1ccc2c(c1)NC(=O)/C2=N\NC(=O)C1CCCN(CC(=O)Nc2ccc(S(N)(=O)=O)cc2)C1
InChIKey: MSYKWZXDAOHEFN-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human carbonic anhydrase 1 assessed as inhibition constant preincubated for 15 mins by phenol red dye based stopped flow CO2 hydration assay
Measurement: Ki = 64.2 nM (pChEMBL 7.190000057220459)
Descriptors: MW 514.56, ALogP 0.47, HBA 8, HBD 4, PSA 172.29, QED 0.39
Compound (SMILES): CC1CN(C(=O)c2cc(Cc3n[nH]c(=O)c4ccccc34)ccc2F)Cc2nnc(-c3c[nH]cn3)n21
InChIKey: WCCZKRJEHHEQLR-UHFFFAOYSA-N
Target: Poly [ADP-ribose] polymerase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P09874
Assay: Inhibition of PARP1 (unknown origin) incubated for 1 hr by ELISA analysis
Measurement: IC50 = 13.1 nM (pChEMBL 7.880000114440918)
Descriptors: MW 484.5, ALogP 2.85, HBA 7, HBD 2, PSA 125.45, QED 0.4
Compound (SMILES): C[C@H](NC(=O)C(c1cccnc1)N(C(=O)/C(C#N)=C/C1CC1)c1ccc(-c2ccccc2)cc1)c1ccccc1
InChIKey: CSBYWJOVHQWVLE-ICACIDBQSA-N
Target: Replicase polyprotein 1ab (SINGLE PROTEIN), Severe acute respiratory syndrome coronavirus 2
UniProt: P0DTD1
Assay: Inhibition of MPro of SARS CoV-2 BetaCoV/Wuhan/WIV04/2019 preincubated for 30 mins followed by substrate addition measured for 1 hr by FRET assay
Measurement: IC50 > 20000 nM (pChEMBL 4.698999881744385)
Descriptors: MW 526.64, ALogP 6.56, HBA 4, HBD 1, PSA 86.09, QED 0.2
Compound (SMILES): CC1CC(n2c(Nc3ccc(C(C)C)cc3)nc3cc(CCC(=O)O)ccc32)CC(C)(C)C1
InChIKey: UAYCJDYGIDLXRD-UHFFFAOYSA-N
Target: Isocitrate dehydrogenase [NADP] cytoplasmic (SINGLE PROTEIN), Homo sapiens
UniProt: O75874
Assay: Inhibition of human IDH1 R132H mutant heterodimer in presence of alpha-ketoglutarate and NADPH by fluorescence based biochemical assay
Measurement: IC50 = 20000 nM (pChEMBL 4.699999809265137)
Descriptors: MW 447.62, ALogP 7.31, HBA 4, HBD 2, PSA 67.15, QED 0.4
Compound (SMILES): COc1cc2c(cc1OC)CN(CCc1ccc(-n3nnnc3/C=C/c3cc(OC)c(OC)c(OC)c3)cc1)CC2
InChIKey: QNIXYTRLWVQHPD-DHZHZOJOSA-N
Target: ATP-dependent translocase ABCB1 (SINGLE PROTEIN), Homo sapiens
UniProt: P08183
Assay: Inhibition of MDR1 (unknown origin) overexpressed in MDCK cells using Calcein-AM as substrate preincubated for 30 mins followed by substrate addition measured after 30 mins by fluorescence based assay
Measurement: EC50 = 5270 nM (pChEMBL 5.28000020980835)
Descriptors: MW 557.65, ALogP 4.48, HBA 10, HBD 0, PSA 92.99, QED 0.26
Compound (SMILES): CC(C)C[C@@H]([C@@H](O)C[C@H](O)CC[C@@H](C)C[C@H](C)C[C@@H](C)CO)[C@@H](O)c1cc(O)cc(O)c1
InChIKey: RBCIJAISGBUDBU-FZSQAPILSA-N
Target: L-2,3-diaminopropanoate--citrate ligase (SINGLE PROTEIN), Staphylococcus aureus (strain NCTC 8325 / PS 47)
UniProt: Q2G1M9
Assay: Inhibition of Staphylococcus aureus SbnE incubated for 1 hr by malachite green staining based microplate reader analysis
Measurement: IC50 = 28520 nM (pChEMBL 4.539999961853027)
Descriptors: MW 454.65, ALogP 4.37, HBA 6, HBD 6, PSA 121.38, QED 0.23
Compound (SMILES): O=C(CCCCCC(=O)Nc1cc(-c2ccc3ncn(Cc4cccc(F)c4Cl)c3c2)[nH]n1)NO
InChIKey: DLFSPMHGSMXBGE-UHFFFAOYSA-N
Target: Receptor-type tyrosine-protein kinase FLT3 (SINGLE PROTEIN), Homo sapiens
UniProt: P36888
Assay: Inhibition of human FLT3 ITD mutant using EAIYAAPFAKKK as substrate preincubated for 20 mins followed by 33P-ATP addition and measured after 120 mins by filter-binding method relative to control
Measurement: IC50 = 6.86 nM (pChEMBL 8.15999984741211)
Descriptors: MW 498.95, ALogP 4.66, HBA 6, HBD 4, PSA 124.93, QED 0.14
Compound (SMILES): NS(=O)(=O)c1ccc(NC(=O)CN2CCCC(C(=O)N/N=C3\C(=O)Nc4cc(Br)ccc43)C2)cc1
InChIKey: CSDXSGHCXMSCFY-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human carbonic anhydrase 1 assessed as inhibition constant preincubated for 15 mins by phenol red dye based stopped flow CO2 hydration assay
Measurement: Ki = 136.9 nM (pChEMBL 6.860000133514404)
Descriptors: MW 563.43, ALogP 1.22, HBA 7, HBD 4, PSA 163.06, QED 0.39
Compound (SMILES): Cc1nc(-c2ccc(Cl)cc2)ccc1NC(=O)NCCc1ccc(S(N)(=O)=O)cc1
InChIKey: OYRJRRNDMHRCTI-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Binding affinity to human CA1 assessed as inhibition constant incubated for 6 hrs by phenol red dye based stopped flow CO2 hydration assay
Measurement: Ki > 10000 nM (pChEMBL 5)
Descriptors: MW 444.94, ALogP 3.72, HBA 4, HBD 3, PSA 114.18, QED 0.54
Compound (SMILES): CC/C=C/CCOc1nc(-c2ncccn2)nc(NS(C)(=O)=O)c1Oc1ccccc1OC
InChIKey: BXHYHRDLJMOJCV-AATRIKPKSA-N
Target: Endothelin-1 receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P25101
Assay: Antagonist activity against human ET-1 by ELISA analysis
Measurement: IC50 = 0.26 nM (pChEMBL 9.59000015258789)
Descriptors: MW 471.54, ALogP 3.84, HBA 9, HBD 1, PSA 125.42, QED 0.33
Compound (SMILES): Cn1cccc1-c1cc2c(Nc3ccc4scnc4c3)ncnc2cc1Cl
InChIKey: FDIGKSBMSUJDKK-UHFFFAOYSA-N
Target: Receptor-interacting serine/threonine-protein kinase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O43353
Assay: Inhibition of N-terminal polyHis-tagged human RIPK2 (8 to 310 residues) expressed in Sf9 cells using MBP as substrate preincubated for 15 mins followed by ATP addition measured after 90 mins by ADP-Glo assay
Measurement: IC50 = 8 nM (pChEMBL 8.100000381469727)
Descriptors: MW 391.89, ALogP 5.64, HBA 6, HBD 1, PSA 55.63, QED 0.43
Compound (SMILES): C=CS(=O)(=O)Oc1cccc(Nc2ncnc3cc(OCCOC)c(OCCOC)cc23)c1
InChIKey: OJTHZXQYOZHIGN-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Inhibition of N-terminal GST-tagged recombinant human EGFR (668 to end residues) expressed in baculovirus infected Sf9 cells incubated for 1 hrs in presence of ATP by ADP-Glo reagent based assay
Measurement: IC50 = 594 nM (pChEMBL 6.230000019073486)
Descriptors: MW 475.52, ALogP 3.28, HBA 10, HBD 1, PSA 118.1, QED 0.29
Compound (SMILES): CC(Sc1ccc(Cl)c(Cl)c1)c1nc(N)nc(N2CCN(C)CC2)n1
InChIKey: KKOHBMTWLWZNIQ-UHFFFAOYSA-N
Target: 5-hydroxytryptamine receptor 6 (SINGLE PROTEIN), Homo sapiens
UniProt: P50406
Assay: Binding affinity to human 5HT6 receptor expressed in HEK293 cells assessed as inhibition constant incubated for 1 hr radioligand binding assay
Measurement: Ki = 152 nM (pChEMBL 6.820000171661377)
Descriptors: MW 399.35, ALogP 3.37, HBA 7, HBD 1, PSA 71.17, QED 0.79
Compound (SMILES): C[C@H](NC(=O)C(c1cccnc1)N(C(=O)C(C#N)=C1CCCCC1)c1ccc(-c2ccccc2)cc1)c1ccccc1
InChIKey: ZGGLGLWGBXHRNF-KAWNSFPOSA-N
Target: Replicase polyprotein 1ab (SINGLE PROTEIN), Severe acute respiratory syndrome coronavirus 2
UniProt: P0DTD1
Assay: Inhibition of MPro of SARS CoV-2 BetaCoV/Wuhan/WIV04/2019 preincubated for 30 mins followed by substrate addition measured for 1 hr by FRET assay
Measurement: IC50 > 20000 nM (pChEMBL 4.698999881744385)
Descriptors: MW 554.69, ALogP 7.48, HBA 4, HBD 1, PSA 86.09, QED 0.18
Compound (SMILES): CNCCCNC(=O)c1ccc2c(Nc3ccc(CN)cc3)ncnc2c1
InChIKey: GAIFHNXNWIXSQR-UHFFFAOYSA-N
Target: Protein arginine N-methyltransferase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99873
Assay: Displacement of 3H-SAM from PRMT1 (unknown origin) using biotinylated-histone H4 peptide as substrate incubated for 45 mins by SPA assay
Measurement: IC50 = 14600 nM (pChEMBL 4.840000152587891)
Descriptors: MW 364.45, ALogP 2.17, HBA 6, HBD 4, PSA 104.96, QED 0.46
Compound (SMILES): CC(C)n1nc(C2=C(c3cn(CCCn4ccnc4)c4cc(Cl)ccc34)C(=O)NC2=O)c2cccnc21
InChIKey: NGLSHFNCQJDSOP-UHFFFAOYSA-N
Target: Isocitrate dehydrogenase [NADP] cytoplasmic (SINGLE PROTEIN), Homo sapiens
UniProt: O75874
Assay: Inhibition of IDH1 R132C mutant (unknown origin) expressed in Escherichia coli BL21 (DE3) cells
Measurement: IC50 = 380 nM (pChEMBL 6.420000076293945)
Descriptors: MW 513.99, ALogP 4.47, HBA 8, HBD 1, PSA 99.63, QED 0.32
Compound (SMILES): Cc1coc2c3ccc4c(c3c3ocnc3c12)CCCC4(C)C
InChIKey: QYZIXWFKDNGVEI-UHFFFAOYSA-N
Target: NACHT, LRR and PYD domains-containing protein 3 (SINGLE PROTEIN), Mus musculus
UniProt: Q8R4B8
Assay: Inhibition of NLRP3 inflammasome in mouse J774.A1 cells assessed as inhibition of IL-1 beta secretion
Measurement: IC50 > 40000 nM (pChEMBL 4.3979997634887695)
Descriptors: MW 305.38, ALogP 5.65, HBA 3, HBD 0, PSA 39.17, QED 0.42
Compound (SMILES): N#Cc1ccc([C@@H]2[C@@H]3CC[C@@H](C[C@@H]3O)N2S(=O)(=O)c2ccc(Cl)cc2)cn1
InChIKey: JOUNPJHTVUXIRY-WZGPROSRSA-N
Target: Cytochrome P450 2D6 (SINGLE PROTEIN), Homo sapiens
UniProt: P10635
Assay: Inhibition of human CYP2D6 using dextrometorphan as substrate by fluorescence based assay
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 403.89, ALogP 2.88, HBA 5, HBD 1, PSA 94.29, QED 0.85
Compound (SMILES): COCCOc1cc2ncnc(Nc3cc(Cl)cc(C=O)c3)c2cc1OCCOC
InChIKey: WIBMCGCBZUXMNV-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Inhibition of N-terminal GST-tagged recombinant human EGFR (668 to end residues) expressed in baculovirus infected Sf9 cells incubated for 1 hrs in presence of ATP by ADP-Glo reagent based assay
Measurement: IC50 = 186.2 nM (pChEMBL 6.730000019073486)
Descriptors: MW 431.88, ALogP 3.89, HBA 8, HBD 1, PSA 91.8, QED 0.36
Compound (SMILES): CC1CCC(C)n2ccc(=O)c3cc(F)c(nc32)-n2c(=O)[nH]c3nccc(c32)O1
InChIKey: XQBPWCQPNPQVID-UHFFFAOYSA-N
Target: Protein kinase C theta type (SINGLE PROTEIN), Homo sapiens
UniProt: Q04759
Assay: Inhibition of PKC theta (unknown origin) in presence of ATP at Km
Measurement: IC50 < 0.5 nM (pChEMBL 9.300999641418457)
Descriptors: MW 395.39, ALogP 2.68, HBA 7, HBD 1, PSA 94.8, QED 0.49
Compound (SMILES): O=C(CNS(=O)(=O)c1ccc2ccccc2c1)c1cccc(Cl)c1F
InChIKey: OWPPLLFHMBCVQP-UHFFFAOYSA-N
Target: Histone acetyltransferase KAT6A (SINGLE PROTEIN), Homo sapiens
UniProt: Q92794
Assay: Inhibition of recombinant human KAT6A catalytic domain using [3H]-acetyl-coA as substrate pretreated with compound for 20 mins followed by substrate addition and measured after 4 hrs by liquid scintillation counter analysis
Measurement: IC50 = 5630 nM (pChEMBL 5.25)
Descriptors: MW 377.82, ALogP 3.79, HBA 3, HBD 1, PSA 63.24, QED 0.69
Compound (SMILES): Nc1nc(Cl)c2ccn(Cc3ccc(C(=O)NO)cn3)c2n1
InChIKey: GQJUWWJBNKEMBH-UHFFFAOYSA-N
Target: Histone deacetylase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q13547
Assay: Inhibition of recombinant HDAC1 (unknown origin) using RHKK-Ac-AMC as substrate
Measurement: IC50 = 990 nM (pChEMBL 6)
Descriptors: MW 318.72, ALogP 1.23, HBA 7, HBD 3, PSA 118.95, QED 0.38
Compound (SMILES): CCCCCCNC(=O)[C@H](CCC(=O)O)NC(=O)Cc1ccc(-c2ccccc2)cc1
InChIKey: YBGMFCYIAADEQK-QFIPXVFZSA-N
Target: Histone deacetylase 8 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9BY41
Assay: Inhibition of HDAC8 (unknown origin) by fluorescence based assay
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 424.54, ALogP 3.94, HBA 3, HBD 3, PSA 95.5, QED 0.42
Compound (SMILES): O=C(COc1ccc(N2C(=O)CSC2c2ccccc2)cc1)Nc1ccccc1
InChIKey: ITJMAFHPLDFWBC-UHFFFAOYSA-N
Target: Prostaglandin G/H synthase 2 (SINGLE PROTEIN), Ovis aries
UniProt: P79208
Assay: Inhibition of ovine COX-2
Measurement: IC50 = 7250 nM (pChEMBL 5.139999866485596)
Descriptors: MW 404.49, ALogP 4.48, HBA 4, HBD 1, PSA 58.64, QED 0.66
Compound (SMILES): O=C(CNC(=O)c1ccc(Cl)c(Cl)c1)N[C@H](Cc1ccccc1)C(=O)C(=O)NCc1ccccn1
InChIKey: VWUQBNXKBUKZRM-OAQYLSRUSA-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 = 20.4 nM (pChEMBL 7.690000057220459)
Descriptors: MW 513.38, ALogP 2.73, HBA 5, HBD 3, PSA 117.26, QED 0.36
Compound (SMILES): COc1cc(-c2n[nH]c3ncc(-c4cccc5[nH]ncc45)cc23)cc(OC)c1OC
InChIKey: ATSVDPHUMGCRAH-UHFFFAOYSA-N
Target: Tyrosine-protein kinase ABL1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00519
Assay: Inhibition of human ABL1 in presence of ATP by microplate reader analysis
Measurement: IC50 = 122.1 nM (pChEMBL 6.909999847412109)
Descriptors: MW 401.43, ALogP 4.19, HBA 6, HBD 2, PSA 97.94, QED 0.46
Compound (SMILES): C/C=C(\C)C(=O)N(c1ccc(-c2ccccc2)cc1)C(C(=O)N[C@@H](C)c1ccccc1)c1cccnc1
InChIKey: GXDVIJKRPLVRQV-AORCTJBFSA-N
Target: Replicase polyprotein 1ab (SINGLE PROTEIN), Severe acute respiratory syndrome coronavirus 2
UniProt: P0DTD1
Assay: Inhibition of MPro of SARS CoV-2 BetaCoV/Wuhan/WIV04/2019 preincubated for 30 mins followed by substrate addition measured for 1 hr by FRET assay
Measurement: IC50 > 20000 nM (pChEMBL 4.698999881744385)
Descriptors: MW 489.62, ALogP 6.67, HBA 3, HBD 1, PSA 62.3, QED 0.28
Compound (SMILES): FC(F)(F)c1ncccc1Sc1cnc2[nH]c(N3CC4CCNCC4C3)nc2n1
InChIKey: ICZZUHCBJJZPDA-UHFFFAOYSA-N
Target: Tyrosine-protein phosphatase non-receptor type 11 (SINGLE PROTEIN), Homo sapiens
UniProt: Q06124
Assay: Allosteric inhibition of wild type SHP2 (unknown origin) assessed as dephosphorylation of DIFMUP by fluorescence based envision microplate reader analysis
Measurement: IC50 = 1398 nM (pChEMBL 5.849999904632568)
Descriptors: MW 421.45, ALogP 2.96, HBA 7, HBD 2, PSA 82.62, QED 0.67
Compound (SMILES): Fc1ccc(Nc2nc(-c3ccc(Cl)cc3)nc3sc4c(c23)CCCC4)cc1
InChIKey: GDQINPUKIUZAHG-UHFFFAOYSA-N
Target: Prostaglandin G/H synthase 1 (SINGLE PROTEIN), Ovis aries
UniProt: P05979
Assay: Inhibition of ovine COX-1 using arachidonic acid as substrate preincubated for 10 mins followed by substrate addition and measured after 2 mins by ELISA
Measurement: IC50 = 5820 nM (pChEMBL 5.239999771118164)
Descriptors: MW 409.92, ALogP 6.77, HBA 4, HBD 1, PSA 37.81, QED 0.41
Compound (SMILES): NS(=O)(=O)c1ccc(NC(=O)CN2CCCC(C(=O)N/N=C3\C(=O)Nc4ccccc43)C2)cc1
InChIKey: SGECAWMHWZMTOK-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of human carbonic anhydrase 1 assessed as inhibition constant preincubated for 15 mins by phenol red dye based stopped flow CO2 hydration assay
Measurement: Ki = 82.1 nM (pChEMBL 7.090000152587891)
Descriptors: MW 484.54, ALogP 0.46, HBA 7, HBD 4, PSA 163.06, QED 0.44
Compound (SMILES): O=C(Nc1ccccc1)c1nn(Cc2ccc(F)cc2)c2c1CN(C(=O)c1ccc[nH]1)CC2
InChIKey: VLFOQYBZYKMRNJ-UHFFFAOYSA-N
Target: Isocitrate dehydrogenase [NADP] cytoplasmic (SINGLE PROTEIN), Homo sapiens
UniProt: O75874
Assay: Inhibition of human recombinant IDH1 R132H mutant expressed in Escherichia coli BL21 (DE3) cells in presence of alpha-ketoglutarate and NADPH by fluorescence based biochemical assay
Measurement: IC50 = 590 nM (pChEMBL 6.230000019073486)
Descriptors: MW 443.48, ALogP 3.85, HBA 4, HBD 2, PSA 83.02, QED 0.49
Compound (SMILES): O=C(O)COc1ccc(-c2ccc(N(Cc3ccccc3)S(=O)(=O)c3c(Cl)cccc3Cl)cc2)cc1F
InChIKey: TUDCRIGKYGIAKZ-UHFFFAOYSA-N
Target: Bile acid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: Q96RI1
Assay: Agonist activity at FXR LBD (unknown origin) using fluorescein-SRC2-2 as substrate incubated for 3 hrs by TR-FRET assay
Measurement: EC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 560.43, ALogP 6.66, HBA 4, HBD 1, PSA 83.91, QED 0.25
Compound (SMILES): COC(=O)c1ccc(CCCCn2cc(-c3ccc(Cn4cnc(N)nc4=O)cc3)nn2)cc1
InChIKey: PFXYLXMCWNEYOX-UHFFFAOYSA-N
Target: Histone acetyltransferase p300 (SINGLE PROTEIN), Homo sapiens
UniProt: Q09472
Assay: Inhibition of p300 (unknown origin)
Measurement: IC50 = 360 nM (pChEMBL 6.440000057220459)
Descriptors: MW 459.51, ALogP 2.34, HBA 10, HBD 1, PSA 130.81, QED 0.3
Compound (SMILES): NS(=O)(=O)c1ccc(SCc2ccc(C(=O)N(c3ccccc3)C3CCN(CCc4ccccc4)CC3)cc2)cc1
InChIKey: OLOUTWCMJATIRY-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Inhibition of recombinant human CA-I incubated for 15 mins by stop-flow method
Measurement: Ki = 648.3 nM (pChEMBL 6.190000057220459)
Descriptors: MW 585.8, ALogP 5.98, HBA 5, HBD 1, PSA 83.71, QED 0.23
Compound (SMILES): COC(=O)c1ccc(CCCCn2cc(Cn3cc(F)c(N)nc3=O)nn2)cc1
InChIKey: WTDMZSOSBSTHBY-UHFFFAOYSA-N
Target: Histone acetyltransferase p300 (SINGLE PROTEIN), Homo sapiens
UniProt: Q09472
Assay: Inhibition of p300 (unknown origin)
Measurement: IC50 = 5870 nM (pChEMBL 5.230000019073486)
Descriptors: MW 400.41, ALogP 1.41, HBA 9, HBD 1, PSA 117.92, QED 0.45