lovingscience/chembl-v37-raw-activities huggingface dataset:
Compound (SMILES): Cc1sc(/C=C2\CN(C)CC3C2=NN(c2ccccc2)C3c2cc(Br)c(C)s2)cc1Br
InChIKey: CFJQWYGTUKVKTB-CXUHLZMHSA-N
Target: Prostaglandin G/H synthase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P35354
Assay: Inhibition of COX-2 (unknown origin) using arachidonic acid as substrate incubated for 1 min by absorbance based analysis
Measurement: IC50 = 2 nM (pChEMBL 8.699999809265137)
Descriptors: MW 577.41, ALogP 7.51, HBA 5, HBD 0, PSA 18.84, QED 0.32
Compound (SMILES): COc1cc(-c2nnc3c(n2)c(-c2cc(O)c(O)c(O)c2)nn3-c2cc(OC)c(OC)c(OC)c2)cc(OC)c1OC
InChIKey: HOIXHVJOHDAHJI-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 = 4500 nM (pChEMBL 5.349999904632568)
Descriptors: MW 577.55, ALogP 3.71, HBA 14, HBD 3, PSA 172.56, QED 0.22
Compound (SMILES): CN(C(=O)Cn1c(C2CC2)cc2cc(C(N)=O)cnc21)C1CCNCC1
InChIKey: ZDJRUJWXDYQCOC-UHFFFAOYSA-N
Target: tRNA (guanine-N(1)-)-methyltransferase (SINGLE PROTEIN), Escherichia coli (strain K12)
UniProt: P0A873
Assay: Inhibition of Escherichia coli TrmD
Measurement: IC50 = 37 nM (pChEMBL 7.429999828338623)
Descriptors: MW 355.44, ALogP 1.22, HBA 5, HBD 2, PSA 93.25, QED 0.84
Compound (SMILES): O=C(O)CSc1ccncc1C(=O)N1CCOc2ccccc21
InChIKey: TYRUINDCANXBKR-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 = 10310 nM (pChEMBL 4.989999771118164)
Descriptors: MW 330.37, ALogP 2.3, HBA 5, HBD 1, PSA 79.73, QED 0.87
Compound (SMILES): Cc1cc(CC(=O)O)cc(CN2CCN(c3nc4ccc(C(F)(F)F)cc4s3)[C@@H](C(C)C)C2)c1
InChIKey: RVZUBLMVVIWYLZ-OAQYLSRUSA-N
Target: Peroxisome proliferator-activated receptor delta (SINGLE PROTEIN), Homo sapiens
UniProt: Q03181
Assay: Agonist activity at Gal4-fused human PPAR-delta ligand binding domain expressed in CHO-K1 cells assessed as receptor transactivation incubated for 24 to 48 hrs by luciferase reporter gene assay
Measurement: EC50 = 4.1 nM (pChEMBL 8.390000343322754)
Descriptors: MW 491.58, ALogP 5.6, HBA 5, HBD 1, PSA 56.67, QED 0.49
Compound (SMILES): Cc1csc([C@@]2(CN)[C@@H]3CN(c4cnc5c(-c6ccc7nn(C)cc7c6Cl)n[nH]c5n4)C[C@@H]32)n1
InChIKey: NTWGWRIHHGNWMJ-ANCIUUTRSA-N
Target: Tyrosine-protein phosphatase non-receptor type 11 (SINGLE PROTEIN), Homo sapiens
UniProt: Q06124
Assay: Allosteric inhibition of recombinant human SHP2 using IRS1 peptide and DiFMUP as substrate incubated for 30 mins followed by DiFMUP addition and measured after 30 mins by fluorescence based microplate reader analysis
Measurement: IC50 = 5 nM (pChEMBL 8.300000190734863)
Descriptors: MW 492.01, ALogP 3.29, HBA 9, HBD 2, PSA 114.43, QED 0.4
Compound (SMILES): CC(=O)CSc1n(C)c(-c2ccccc2)c(-c2ccccc2)[n+]1C
InChIKey: WZGYLAYXBGODOV-UHFFFAOYSA-N
Target: Coagulation factor XIII A chain (SINGLE PROTEIN), Homo sapiens
UniProt: P00488
Assay: Inhibition of human plasma coagulation factor XIIIa
Measurement: IC50 = 350 nM (pChEMBL 6.460000038146973)
Descriptors: MW 337.47, ALogP 3.86, HBA 3, HBD 0, PSA 25.88, QED 0.52
Compound (SMILES): O=C(O)c1ccc(N(Cc2ccccc2)S(=O)(=O)c2ccc(-c3ccccc3)cc2)cc1O
InChIKey: FUSYUJVUSOWKKS-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 = 1712 nM (pChEMBL 5.769999980926514)
Descriptors: MW 459.52, ALogP 5.15, HBA 4, HBD 2, PSA 94.91, QED 0.4
Compound (SMILES): O=C(c1ccc(F)cc1)C1CCN(CCn2cnc3c(c2=O)CCCC3)CC1
InChIKey: DNSYNNHTQNELRN-UHFFFAOYSA-N
Target: 5-hydroxytryptamine receptor 2A (SINGLE PROTEIN), Homo sapiens
UniProt: P28223
Assay: Inhibition of 5-HT2A (unknown origin) assessed as inhibition constant
Measurement: Ki = 7.586 nM (pChEMBL 8.119999885559082)
Descriptors: MW 383.47, ALogP 2.86, HBA 5, HBD 0, PSA 55.2, QED 0.75
Compound (SMILES): Cc1nc2cc(-c3cc(C(C)O)ccc3Oc3ccc(F)cc3F)ccc2[nH]c1=O
InChIKey: WWTGSPVFSLHXAX-UHFFFAOYSA-N
Target: Bromodomain-containing protein 4 (SINGLE PROTEIN), Homo sapiens
UniProt: O60885
Assay: Inhibition of BRD4 BD1 (unknown origin) by TR-FRET assay
Measurement: IC50 = 406 nM (pChEMBL 6.389999866485596)
Descriptors: MW 408.4, ALogP 5.02, HBA 4, HBD 2, PSA 75.21, QED 0.5
Compound (SMILES): CC(C)C[C@H](NC(=O)[C@@H](NC(=O)CCCCCCCCCCCCCCC(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](Cc1ccccc1)C(=O)O)[C@@H](C)O)C(=O)NCCc1ccccc1
InChIKey: WKFBLBOTMRRDDA-PZOHKCEOSA-N
Target: Human immunodeficiency virus type 1 protease (SINGLE PROTEIN), Human immunodeficiency virus 1
UniProt: Q72874
Assay: Inhibition of recombinant HIV1 Protease
Measurement: IC50 = 5800 nM (pChEMBL 5.239999771118164)
Descriptors: MW 865.13, ALogP 4.38, HBA 8, HBD 8, PSA 246.12, QED 0.05
Compound (SMILES): O=C(Nc1nc2cc(Cl)ccc2[nH]1)C1CC1c1ccccc1
InChIKey: YUYWNWMJKMVZLQ-UHFFFAOYSA-N
Target: Lysophosphatidic acid receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9HBW0
Assay: Inhibition of LPA2 receptor (unknown origin)
Measurement: IC50 = 10 nM (pChEMBL 8)
Descriptors: MW 311.77, ALogP 3.96, HBA 2, HBD 2, PSA 57.78, QED 0.77
Compound (SMILES): O=C(O)CCCCCc1cc1=O
InChIKey: PILZQFAVBOKECT-UHFFFAOYSA-N
Target: Coagulation factor XIII A chain (SINGLE PROTEIN), Homo sapiens
UniProt: P00488
Assay: Inhibition of human plasma coagulation factor XIIIa by fluorescence spectrophotometeric assay
Measurement: IC50 = 1900 nM (pChEMBL 5.71999979019165)
Descriptors: MW 168.19, ALogP 1.11, HBA 2, HBD 1, PSA 54.37, QED 0.65
Compound (SMILES): Cc1c(O)c(O)c(C=O)c(COCc2ccc(F)cc2)c1-c1cccc(F)c1
InChIKey: ZFZBDGJWAUEDQM-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 = 2090 nM (pChEMBL 5.679999828338623)
Descriptors: MW 384.38, ALogP 4.88, HBA 4, HBD 2, PSA 66.76, QED 0.47
Compound (SMILES): COc1ccc(OCC(=O)N2C[C@H]3[C@@H]([C@H]2C(=O)N[C@H](C=O)C[C@@H]2CCNC2=O)C3(C)C)cc1
InChIKey: TXRBKTXDEJWTOO-HHSPJAECSA-N
Target: Replicase polyprotein 1ab (SINGLE PROTEIN), Severe acute respiratory syndrome coronavirus 2
UniProt: P0DTD1
Assay: Inhibition of SARS-CoV-2 Main protease
Measurement: IC50 = 15.2 nM (pChEMBL 7.820000171661377)
Descriptors: MW 457.53, ALogP 0.77, HBA 6, HBD 2, PSA 114.04, QED 0.53
Compound (SMILES): CC(C)(O)[C@H]1CC[C@H](NC(=O)c2cnc3nc(NCC(F)F)ccc3c2)CC1
InChIKey: HXKGMUUDMQMZBZ-SHTZXODSSA-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 = 150 nM (pChEMBL 6.820000171661377)
Descriptors: MW 392.45, ALogP 3.37, HBA 5, HBD 3, PSA 87.14, QED 0.7
Compound (SMILES): CCS(=O)(=O)c1ccc(CNc2nc3c(C)nc(-c4c(C)ncnc4C4CC4)nc3n([C@@H](C)C3CC3)c2=O)nc1
InChIKey: TWBVQQBJKBKFMI-KRWDZBQOSA-N
Target: Nuclear receptor ROR-gamma (SINGLE PROTEIN), Homo sapiens
UniProt: P51449
Assay: Inhibition of human GAL4-fused RORgamma LBD transfected in HEK293T cell measured after 24 hrs by luciferase reporter assay
Measurement: IC50 = 60 nM (pChEMBL 7.21999979019165)
Descriptors: MW 560.68, ALogP 3.91, HBA 11, HBD 1, PSA 145.51, QED 0.32
Compound (SMILES): CNCCNCc1cccc(-c2nc(NC3CCOCC3)c(C)c(-c3cccc4ncccc34)n2)c1
InChIKey: RPROQCLBVUQELK-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 = 6.07 nM (pChEMBL 8.220000267028809)
Descriptors: MW 482.63, ALogP 4.57, HBA 7, HBD 3, PSA 83.99, QED 0.3
Compound (SMILES): O=C(O)CNC(=O)c1ccc(S(=O)(=O)N2CCC(Oc3ccccc3)CC2)cc1
InChIKey: OOPYOSYAXVBLDY-UHFFFAOYSA-N
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 = 61000 nM (pChEMBL 4.210000038146973)
Descriptors: MW 418.47, ALogP 1.73, HBA 5, HBD 2, PSA 113.01, QED 0.71
Compound (SMILES): O=C(Nc1cnccc1-c1ccc(F)cc1Cl)c1ccnc(NC(=O)C2CC2)c1
InChIKey: CCLYDGMRCYZTFK-UHFFFAOYSA-N
Target: Glycogen synthase kinase-3 beta (SINGLE PROTEIN), Homo sapiens
UniProt: P49841
Assay: Inhibition of GSK-3beta (unknown origin) assessed as decrease in tau phosphorylation by high content cell based assay
Measurement: IC50 = 29 nM (pChEMBL 7.539999961853027)
Descriptors: MW 410.84, ALogP 4.54, HBA 4, HBD 2, PSA 83.98, QED 0.65
Compound (SMILES): CCNCc1cc(C)c(-c2cc3c(-c4cnn(C)c4)n[nH]c3cn2)c(F)c1
InChIKey: RGHPABLOPKTYRU-UHFFFAOYSA-N
Target: Mitogen-activated protein kinase kinase kinase kinase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92918
Assay: HPK1 Kinase Binding Assay: A stock solution of 1 mM test compound was prepared in DMSO. The compound plate was prepared by 3-fold and 11-point serial dilutions. 0.1 μL of the compound in DMSO was transferred from the compound plate to the white 384 well polystyrene plates. The assay buffer contained 50 mM HEPES, pH 7.5, 0.01% Tween-20, 5 mM MgCl2, 0.01% BSA, and 5 mM DTT. 5 μl of 4 nM active HPK1 (SignalChem M23-11G) prepared in the buffer was added to the plate. The enzyme concentration given was based on the given stock concentration reported by the vender. 5 μl of 18 nM tracer 222 (ThermoFisher PV6121) and 4 nM LanthaScreen Eu-Anti GST antibody (ThermoFisher PV5595) were added. After one hour incubation at 25° C., the plates were read on a PHERAstar FS plate reader (BMG Labtech).
Measurement: Ki < 100 nM (pChEMBL 7)
Descriptors: MW 364.43, ALogP 3.58, HBA 5, HBD 2, PSA 71.42, QED 0.57
Compound (SMILES): CCOc1c(SSc2cnn(-c3cccc(C(=N)N)c3)c(=O)c2OCC)cnn(-c2cccc(C(=N)N)c2)c1=O
InChIKey: GPZCKDUAGIMWAT-UHFFFAOYSA-N
Target: Sortase A (SINGLE PROTEIN), Staphylococcus aureus
UniProt: Q9S446
Assay: Inhibition of Staphylococcus aureus SrtA catalytic domain (60 to 206 residues) using Abz-LPETGDap(Dnp)-NH2 as substrate preincubated for 1 hr followed by substrate addition and measured immediately by FRET assay
Measurement: IC50 = 540 nM (pChEMBL 6.269999980926514)
Descriptors: MW 578.68, ALogP 2.94, HBA 12, HBD 4, PSA 187.98, QED 0.12
Compound (SMILES): CCCCc1nc2c(N)nc3ccccc3c2n1CCCN(Cc1cccc(OCC(=O)OC(C)C)c1)C(=O)CN(CC)CC
InChIKey: ZHKGGXGMHXTESX-UHFFFAOYSA-N
Target: Toll-like receptor 7 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NYK1
Assay: Agonist activity at human TLR7 transfected in HEK293 cells assessed as induction of SEAP production incubated overnight by SEAP reporter gene based assay
Measurement: EC50 = 100.3 nM (pChEMBL 7)
Descriptors: MW 616.81, ALogP 5.6, HBA 9, HBD 1, PSA 115.81, QED 0.15
Compound (SMILES): COc1ccc(NC(=O)c2c(Nc3ccccc3)sc(C#N)c2NC(=O)CNc2ccc(Cl)cc2)cc1
InChIKey: CLCNGILNZYAEHU-UHFFFAOYSA-N
Target: Vascular endothelial growth factor receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P35968
Assay: Inhibition of human VEGFR2 using TMB as substrate by ELISA
Measurement: IC50 = 590 nM (pChEMBL 6.230000019073486)
Descriptors: MW 532.03, ALogP 6.33, HBA 7, HBD 4, PSA 115.28, QED 0.2
Compound (SMILES): C#CCOC(=O)[C@]1(C)CC[C@]2(C)CC[C@]3(C)C4=CC=C5C(=CC(=O)C(OC(=O)N6c7ccccc7Sc7ccccc76)=C5C)[C@]4(C)CC[C@@]3(C)[C@@H]2C1
InChIKey: BVLOTAPZUOMULW-YIKDIYPBSA-N
Target: Caspase-3 (SINGLE PROTEIN), Homo sapiens
UniProt: P42574
Assay: Activation of caspase 3 in human MDA-MB-231 cells measured after 48 hrs by Plate reader method
Measurement: EC50 = 18500 nM (pChEMBL 4.730000019073486)
Descriptors: MW 713.94, ALogP 10.67, HBA 6, HBD 0, PSA 72.91, QED 0.23
Compound (SMILES): N/C(=N\S(=O)(=O)c1cccc(F)c1)NCc1cc(-c2ccc(Cl)cc2)n(-c2ccc(Cl)cc2)n1
InChIKey: NMJIJVZLFKNEGW-UHFFFAOYSA-N
Target: Mucosa-associated lymphoid tissue lymphoma translocation protein 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UDY8
Assay: Inhibition of MALT1 (unknown origin)
Measurement: IC50 = 56 nM (pChEMBL 7.25)
Descriptors: MW 518.4, ALogP 4.78, HBA 4, HBD 2, PSA 102.37, QED 0.28
Compound (SMILES): C=CC(=O)N1CC2(CC(n3nc(-c4cccnc4)c(-c4c(Cl)ccc5[nH]ncc45)c3C)C2)C1
InChIKey: GPSWEICMVSMBQY-UHFFFAOYSA-N
Target: GTPase KRas (SINGLE PROTEIN), Homo sapiens
UniProt: P01116
Assay: Inhibition of KRAS G12C mutant in human NCI-H358 cells assessed as reduction in ERK phosphorylation incubated for 6 hrs by MSD assay
Measurement: IC50 = 500 nM (pChEMBL 6.300000190734863)
Descriptors: MW 458.95, ALogP 4.8, HBA 5, HBD 1, PSA 79.7, QED 0.45
Compound (SMILES): CCC(=O)O[C@@H](C/C=C(\C)C(=O)OC)[C@H](C(=O)OC)[C@@H](OC(C)=O)[C@@H](C[C@H](C)[C@H](OC(=O)CC(C)C)[C@@H]1C[C@H](C)C[C@]2(C[C@H](C)C[C@](CC(C)=O)(OC(C)=O)O2)O1)OC(=O)CC(C)C
InChIKey: ROTWVSLXKXHQQL-SMIWBYGFSA-N
Target: Dual specificity tyrosine-phosphorylation-regulated kinase 1A (SINGLE PROTEIN), Homo sapiens
UniProt: Q13627
Assay: Inhibition of DYRK1A (unknown origin)
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 911.09, ALogP 6.68, HBA 17, HBD 0, PSA 219.63, QED 0.06
Compound (SMILES): NC(CCC1CC1)(c1ccc(F)c(NC(=O)[C@H]2CC(F)(F)CN2C(=O)Nc2ccc(Cl)cn2)c1)c1ccccn1
InChIKey: NFXIQJYENLBIHW-WZOMIXFGSA-N
Target: Plasma kallikrein (SINGLE PROTEIN), Homo sapiens
UniProt: P03952
Assay: Inhibition of human plasma kallikrein using H-D-Pro-Phe-Arg-p-nitroaniline as substrate assessed as inhibition constant
Measurement: IC50 < 50 nM (pChEMBL 7.301000118255615)
Descriptors: MW 573.02, ALogP 5.54, HBA 5, HBD 3, PSA 113.24, QED 0.33
Compound (SMILES): CCCCO[C@H]1C[C@@H]2[C@H](CC[C@]3(C)C(=O)CC[C@@H]23)[C@@]2(C)CCC(=O)C=C12
InChIKey: HWFVQCGWTKCFKC-ZXZAQHALSA-N
Target: Aromatase (SINGLE PROTEIN), Homo sapiens
UniProt: P11511
Assay: Inhibition of aromatase (unknown origin)
Measurement: IC50 = 779.83 nM (pChEMBL 6.110000133514404)
Descriptors: MW 358.52, ALogP 4.88, HBA 3, HBD 0, PSA 43.37, QED 0.67
Compound (SMILES): CC(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@]1(C)CCCCCC/C=C/CCC[C@@](C)(C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(N)=O)NC(=O)[C@H](CC2CCC2)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@H](CCC(=O)O)NC1=O)[C@@H](C)O
InChIKey: UEOCESQEOWHKDQ-HMWZRHKHSA-N
Target: Protein Mdm4 (SINGLE PROTEIN), Homo sapiens
UniProt: O15151
Assay: Binding affinity to human MDM4 assessed as inhibition constant
Measurement: Ki = 6.8 nM (pChEMBL 8.170000076293945)
Descriptors: MW 1745.06
Compound (SMILES): O=C(Nc1cncc(N2CCCCC2)c1)c1ccnc(NC(=O)C2CC2)c1
InChIKey: JDGWZZQUKQRJLH-UHFFFAOYSA-N
Target: Glycogen synthase kinase-3 beta (SINGLE PROTEIN), Homo sapiens
UniProt: P49841
Assay: Inhibition of GSK-3beta (unknown origin) incubated for 1 hr by HTRF assay
Measurement: IC50 = 130 nM (pChEMBL 6.889999866485596)
Descriptors: MW 365.44, ALogP 3.07, HBA 5, HBD 2, PSA 87.22, QED 0.85
Compound (SMILES): CCc1cc(COCc2ccccc2)c(C=O)c(O)c1O
InChIKey: QECBPXNVJRKYJF-UHFFFAOYSA-N
Target: Androgen receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P10275
Assay: Inhibition of androgen receptor in human LNCaP cells assessed as inhibition of AR transcription activity by dual-luciferase reporter assays
Measurement: IC50 > 5000 nM (pChEMBL 5.301000118255615)
Descriptors: MW 286.33, ALogP 3.19, HBA 4, HBD 2, PSA 66.76, QED 0.63
Compound (SMILES): CC(C)C[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)[C@H](CC(=O)O)NC(=O)[C@@H](N)CS)[C@@H](C)O)C(=O)NCC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(N)=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)O
InChIKey: ONWIAGIIGFLYSH-UCQODNJNSA-N
Target: Receptor tyrosine-protein kinase erbB-2 (SINGLE PROTEIN), Homo sapiens
UniProt: P04626
Assay: Binding affinity to HER2 (unknown origin) assessed as dissociation constant
Measurement: Kd = 18.6 nM (pChEMBL 7.730000019073486)
Descriptors: MW 2224.44
Compound (SMILES): CC(C)(C)N1C=CN(C(=O)CCCN2CCN(c3cccc(Cl)c3Cl)CC2)CC1=O
InChIKey: VXJVZBXRTNKKRU-UHFFFAOYSA-N
Target: D(2) dopamine receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P14416
Assay: Partial agonist activity at human D2 receptor expressed in HEK293T cells assessed as inhibition of forskolin-induced cAMP production incubated for 1 hr by HTRF analysis
Measurement: IC50 = 1737.8 nM (pChEMBL 5.760000228881836)
Descriptors: MW 453.41, ALogP 3.84, HBA 4, HBD 0, PSA 47.1, QED 0.68
Compound (SMILES): O=c1c2cc(O)c(O)cc2oc2cc(OCc3cccc(Cl)c3F)cc(O)c12
InChIKey: PUXHDNGXKKPWCM-UHFFFAOYSA-N
Target: Tyrosine-protein phosphatase non-receptor type 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P18031
Assay: Inhibition of PTP1B (unknown origin) using DiFMUP as substrate incubated for 30 min by fluorescence based microplate reader assay
Measurement: IC50 = 600 nM (pChEMBL 6.21999979019165)
Descriptors: MW 402.76, ALogP 4.43, HBA 6, HBD 3, PSA 100.13, QED 0.35
Compound (SMILES): CCCCCNc1nc(N)nc(C)c1Cc1ccc(CC(=O)OCCCN2CCN(C)CC2)cc1
InChIKey: GISXEBIPMHPZOX-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 = 251.19 nM (pChEMBL 6.599999904632568)
Descriptors: MW 482.67, ALogP 3.28, HBA 8, HBD 2, PSA 96.61, QED 0.33
Compound (SMILES): Cc1ncc(-c2nc3c(OC4(C)CC4)nc(Nc4cnn([C@@H]5C[C@@H]6C[C@H]5CN6C)c4)nc3cc2F)cn1
InChIKey: REFNAHFTYXTJKI-UQASEVPWSA-N
Target: Interleukin-1 receptor-associated kinase 4 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NWZ3
Assay: Inhibition of IRAK4 (unknown origin) in presence of ATP by enzymatic assay
Measurement: IC50 = 4 nM (pChEMBL 8.399999618530273)
Descriptors: MW 501.57, ALogP 4.07, HBA 10, HBD 1, PSA 106.77, QED 0.42
Compound (SMILES): COc1cc2c(Nc3ccc(Oc4ccccc4F)cc3)ncnc2cc1OCC1CCN(C)CC1
InChIKey: HNPPBWBBPPKCHV-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Inhibition of EGFR L858R/T790M/C797S triple mutant (unknown origin) expressed in Bac-to-Bac baculovirus expression system measured after 2 hrs by ELISA method
Measurement: IC50 = 20 nM (pChEMBL 7.699999809265137)
Descriptors: MW 488.56, ALogP 6.03, HBA 7, HBD 1, PSA 68.74, QED 0.32
Compound (SMILES): O=C(c1cnccc1SC1(C(=O)O)CCC1)N1CCc2ccccc2C1
InChIKey: LUIHOSSBIVHWNQ-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 = 12070 nM (pChEMBL 4.920000076293945)
Descriptors: MW 368.46, ALogP 3.38, HBA 4, HBD 1, PSA 70.5, QED 0.9
Compound (SMILES): COCCc1nc2c(N)nc3ccccc3c2n1CCCCN(CCN(C)C)Cc1cccc(OC(C)(C)C(=O)OC)c1
InChIKey: JBLOCXKBHPSOCB-UHFFFAOYSA-N
Target: Toll-like receptor 7 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NYK1
Assay: Agonist activity at human TLR7 transfected in HEK293 cells assessed as induction of SEAP production incubated overnight by SEAP reporter gene based assay
Measurement: EC50 = 16.6 nM (pChEMBL 7.78000020980835)
Descriptors: MW 590.77, ALogP 4.53, HBA 10, HBD 1, PSA 107.97, QED 0.15
Compound (SMILES): Cc1cc(Cn2c(=O)c3c(C)ncn3c3ccccc32)no1
InChIKey: IQDOFMVAWPILPW-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 = 30 nM (pChEMBL 7.519999980926514)
Descriptors: MW 294.31, ALogP 2.3, HBA 6, HBD 0, PSA 65.33, QED 0.57
Compound (SMILES): C[C@]12C=CC(=O)C=C1[C@@H](CCc1ccccc1)C[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
InChIKey: JHFBVLJSTCEBFF-YNDVRPKCSA-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 = 319.89 nM (pChEMBL 6.5)
Descriptors: MW 388.55, ALogP 5.72, HBA 2, HBD 0, PSA 34.14, QED 0.66
Compound (SMILES): CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)Nc2ccc(O)cc2)C(C)(C)CCC1=O
InChIKey: NZVOGZATHCUFRC-KFJFTADJSA-N
Target: Sphingolipid delta(4)-desaturase DES1 (SINGLE PROTEIN), Rattus norvegicus
UniProt: Q5XIF5
Assay: Inhibition of rat liver microsome DES1 incubated for 20 min in presence of NADH by liquid scintillation counter method
Measurement: IC50 = 1680 nM (pChEMBL 5.78000020980835)
Descriptors: MW 405.54, ALogP 6.04, HBA 3, HBD 2, PSA 66.4, QED 0.34
Compound (SMILES): CN(C)CCNC1CS(=O)(=O)c2cc(NC(=O)c3cc([N+](=O)[O-])c(Sc4c(Cl)cncc4Cl)s3)ccc21
InChIKey: HLQSPKDFXYZKHQ-UHFFFAOYSA-N
Target: Ubiquitin carboxyl-terminal hydrolase 7 (SINGLE PROTEIN), Homo sapiens
UniProt: Q93009
Assay: Inhibition of human USP7 using Ub-EKL as substrate by SDS-PAGE assay
Measurement: EC50 = 220 nM (pChEMBL 6.659999847412109)
Descriptors: MW 602.55, ALogP 4.74, HBA 10, HBD 2, PSA 134.54, QED 0.26
Compound (SMILES): CCN(CC)CC(=O)N(CCn1c(CCOC)nc2c(N)nc3ccccc3c21)Cc1cccc(OCC(=O)OC)c1
InChIKey: LOLZSWKZVZMJKZ-UHFFFAOYSA-N
Target: Toll-like receptor 7 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NYK1
Assay: Agonist activity at human TLR7 transfected in HEK293 cells assessed as induction of SEAP production incubated overnight by SEAP reporter gene based assay
Measurement: EC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 576.7, ALogP 3.28, HBA 10, HBD 1, PSA 125.04, QED 0.21
Compound (SMILES): CN(C)c1nc2ccccc2nc1/C=C/c1nc(NC2CCOCC2)cc(N2CCCC2)n1
InChIKey: AOEPJVGHAPXOCL-MDZDMXLPSA-N
Target: cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A (SINGLE PROTEIN), Homo sapiens
UniProt: Q9Y233
Assay: Inhibition of PDE10A (unknown origin)
Measurement: IC50 = 0.22 nM (pChEMBL 9.65999984741211)
Descriptors: MW 445.57, ALogP 3.85, HBA 8, HBD 1, PSA 79.3, QED 0.61
Compound (SMILES): CC(=O)Oc1cc2oc(-c3cccc(Cl)c3)cc2cc1-c1c[se]nn1
InChIKey: WAOACSPAMCMDKW-UHFFFAOYSA-N
Target: Prostaglandin G/H synthase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P35354
Assay: Inhibition of human recombinant COX-2 using arachidonic acid as substrate preincubated for 5 mins followed by substrate addition and measured after 2 mins by enzyme immunoassay
Measurement: IC50 = 50 nM (pChEMBL 7.300000190734863)
Descriptors: MW 417.71
Compound (SMILES): C=CCNC(=S)N1N=C(c2ccc(Cl)cc2)CC1c1ccc(F)cc1
InChIKey: CQMYLPVTAOTEIG-UHFFFAOYSA-N
Target: Amine oxidase [flavin-containing] A (SINGLE PROTEIN), Homo sapiens
UniProt: P21397
Assay: Inhibition of human MAO-A by spectrofluorimetric analysis
Measurement: Ki = 0.1 nM (pChEMBL 10)
Descriptors: MW 373.88, ALogP 4.69, HBA 2, HBD 1, PSA 27.63, QED 0.62
Compound (SMILES): COc1cccc(/C=C/C(=O)NC[C@H](Cc2ccccc2)NS(=O)(=O)c2ccc(C(F)(F)F)cc2)c1
InChIKey: YQXARSVRDPJIEQ-NCSHYYEOSA-N
Target: Procathepsin L (SINGLE PROTEIN), Homo sapiens
UniProt: P07711
Assay: Inhibition of human cathepsin L
Measurement: IC50 > 100000 nM (pChEMBL 4)
Descriptors: MW 518.56, ALogP 4.43, HBA 4, HBD 2, PSA 84.5, QED 0.39
Compound (SMILES): N[C@H](COc1cncc(-c2ccc3[nH]nc(NC(=O)c4ccccc4)c3c2)c1)Cc1ccccc1
InChIKey: FJEXBYVIDPXIBM-QHCPKHFHSA-N
Target: Cyclin-dependent kinase 7 (SINGLE PROTEIN), Homo sapiens
UniProt: P50613
Assay: Inhibition of CDK7 (unknown origin) assessed as phosphorylation of ULight 4EBP1 peptide substrate measured after 2 hrs by FRET-based LANCE Ultra KinSelect assay
Measurement: IC50 = 335 nM (pChEMBL 6.46999979019165)
Descriptors: MW 463.54, ALogP 4.83, HBA 5, HBD 3, PSA 105.92, QED 0.31
Compound (SMILES): c1csc(-c2csc(Nc3ccc(Cn4cncn4)cc3)n2)n1
InChIKey: DWOIASDYIGUZCD-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 = 9.093 nM (pChEMBL 8.039999961853027)
Descriptors: MW 340.44, ALogP 3.65, HBA 8, HBD 1, PSA 68.52, QED 0.6
Compound (SMILES): CCCCc1nc2c(N)nc3ccccc3c2n1CCCN(Cc1ccc(CC(=O)OC)cc1)C(=O)CN1CCN(CCOC)CC1
InChIKey: RDGRORCYIFMENB-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 = 158.49 nM (pChEMBL 6.800000190734863)
Descriptors: MW 643.83, ALogP 3.91, HBA 10, HBD 1, PSA 119.05, QED 0.18
Compound (SMILES): CO[C@@H]1CC(=O)[C@]2(C)C1[C@H](OC(C)=O)CC1[C@@]3(C)CC[C@H](O)C(C)(C)C3CC[C@]12C
InChIKey: CTERVLHXMOVKJM-GPZAUBFCSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P28845
Assay: Inhibition of human 11beta-HSD1
Measurement: IC50 = 15 nM (pChEMBL 7.820000171661377)
Descriptors: MW 420.59, ALogP 4.15, HBA 5, HBD 1, PSA 72.83, QED 0.68
Compound (SMILES): CCCCCCCCCCNC(=O)[C@@H]1CN(C(=O)c2ccc(C(=O)N3C[C@@H](C(=O)NCCCCCCCCCC)[C@H](C(=O)N[C@@H]4C[C@H]4c4ccccc4)C3)cc2)C[C@H]1C(=O)N[C@@H]1C[C@H]1c1ccccc1
InChIKey: ZOAWJLDRZUQRSB-VCISUSDZSA-N
Target: Toll-like receptor 1/2 (PROTEIN COMPLEX), Homo sapiens
UniProt: Q15399
Assay: Agonist activity at TLR2/TLR1 in human THP-1 cells
Measurement: EC50 = 35 nM (pChEMBL 7.460000038146973)
Descriptors: MW 957.31, ALogP 8.92, HBA 6, HBD 4, PSA 157.02, QED 0.05
Compound (SMILES): NC[C@]1(c2ccccc2)[C@@H]2CCN(c3cnc(Sc4cccnc4C(F)(F)F)c(N)n3)C[C@@H]21
InChIKey: DOJYBVBLGGSLJG-VVBPWWLESA-N
Target: Tyrosine-protein phosphatase non-receptor type 11 (SINGLE PROTEIN), Homo sapiens
UniProt: Q06124
Assay: Allosteric inhibition of recombinant human SHP2 using IRS1 peptide and DiFMUP as substrate incubated for 30 mins followed by DiFMUP addition and measured after 30 mins by fluorescence based microplate reader analysis
Measurement: IC50 = 360 nM (pChEMBL 6.440000057220459)
Descriptors: MW 472.54, ALogP 3.98, HBA 7, HBD 2, PSA 93.95, QED 0.58
Compound (SMILES): CCCCC(NC(=O)c1[nH]c2c(c1C)CCC(C)(C)C2)C(=O)Nc1ccccc1
InChIKey: GGXBPSUNRRDQFU-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 > 50000 nM (pChEMBL 4.301000118255615)
Descriptors: MW 395.55, ALogP 4.77, HBA 2, HBD 3, PSA 73.99, QED 0.63
Compound (SMILES): CCn1nc(C)cc1C(=O)/C=C1\Nc2cc(C(N)=O)cc(CCCN3CCOCC3)c2N1C/C=C/CN1/C(=C/C(=O)c2cc(C)nn2CC)Nc2cc(C(N)=O)cc(OC)c21
InChIKey: ZZHLDEAPTQVDFC-NTEPOFGFSA-N
Target: Stimulator of interferon genes protein (SINGLE PROTEIN), Homo sapiens
UniProt: Q86WV6
Assay: Agonist activity at STING in human THP1-Dual cells assessed as increase in IFN-beta secretion incubated for 24 hrs
Measurement: EC50 = 130 nM (pChEMBL 6.889999866485596)
Descriptors: MW 831.98, ALogP 4.38, HBA 15, HBD 4, PSA 208.2, QED 0.07
Compound (SMILES): CCNc1nc(NCc2ccc3c(c2)OCO3)nc(N2CCN(c3nc(N)nc(Nc4ccc(Oc5ccccc5)cc4)n3)CC2Cc2ccccc2)n1
InChIKey: SALGEFUBFPAQMT-UHFFFAOYSA-N
Target: Alpha-synuclein (SINGLE PROTEIN), Homo sapiens
UniProt: P37840
Assay: Inhibition of alpha-Synuclein (unknown origin)
Measurement: Kd = 68 nM (pChEMBL 7.170000076293945)
Descriptors: MW 724.83, ALogP 5.89, HBA 15, HBD 4, PSA 173.62, QED 0.11
Compound (SMILES): C[C@@H](c1cccc(Cl)c1)n1cnc(-c2ccccc2)c1-c1c(C(=O)NCCN2CCN(C3CCCCC3)CC2)[nH]c2cc(Cl)ccc12
InChIKey: UYMQKAVXRHKUHA-SANMLTNESA-N
Target: Protein Mdm4 (SINGLE PROTEIN), Homo sapiens
UniProt: O15151
Assay: Inhibition of human MDM4 by TR-FRET assay
Measurement: IC50 = 145 nM (pChEMBL 6.840000152587891)
Descriptors: MW 669.7, ALogP 8.29, HBA 5, HBD 2, PSA 69.19, QED 0.17
Compound (SMILES): COC/C=C/C(=O)N1CC[C@H](n2nnc3c(O[C@@H](C)[C@@H]4CCCN4C)nc4c(F)c(-c5ccc(F)cc5)c(C)cc4c32)C[C@H]1CC#N
InChIKey: XGRLMSXYUVRMAB-TVLFMIPYSA-N
Target: GTPase KRas (SINGLE PROTEIN), Homo sapiens
UniProt: P01116
Assay: Inhibition of KRAS G12C mutant (unknown origin) assessed as inhibition of SOS1 mediated nucleotide exchange incubated for 2 hrs in presence of GppNHp by fluorescence based analysis
Measurement: IC50 <= 50 nM (pChEMBL 7.301000118255615)
Descriptors: MW 643.74, ALogP 5.74, HBA 9, HBD 0, PSA 109.4, QED 0.21
Compound (SMILES): CN(C)CCCNc1nc(NC2CCN(Cc3ccccc3)CC2)c2ccccc2n1
InChIKey: OVNOBEWSTIRPLG-UHFFFAOYSA-N
Target: Lysine-specific histone demethylase 1A (SINGLE PROTEIN), Homo sapiens
UniProt: O60341
Assay: Inhibition of human LSD1 (unknown orgin)
Measurement: IC50 = 41300 nM (pChEMBL 4.380000114440918)
Descriptors: MW 418.59, ALogP 4.07, HBA 6, HBD 2, PSA 56.32, QED 0.51
Compound (SMILES): Cc1c(-c2cc(S(=O)(=O)c3ccccc3)n[nH]2)c(=O)n(C)n1C
InChIKey: VHUUUGPKHREJFJ-UHFFFAOYSA-N
Target: Dipeptidyl peptidase 4 (SINGLE PROTEIN), Homo sapiens
UniProt: P27487
Assay: Inhibition of DPP-4 (unknown origin)
Measurement: IC50 < 15 nM (pChEMBL 7.823999881744385)
Descriptors: MW 332.39, ALogP 1.26, HBA 6, HBD 1, PSA 89.75, QED 0.78
Compound (SMILES): CN1CCN(c2ccc(Nc3ncc4ccn(S(=O)(=O)c5c(Cl)cccc5Cl)c4n3)cc2)CC1
InChIKey: PPTSWDHGAYGTGU-UHFFFAOYSA-N
Target: Fibroblast growth factor receptor 4 (SINGLE PROTEIN), Homo sapiens
UniProt: P22455
Assay: Inhibition of FGFR4 (unknown origin) using TK as substrate incubated for 1 hr in presence of biotin/ATP by HTRF assay
Measurement: IC50 = 55 nM (pChEMBL 7.260000228881836)
Descriptors: MW 517.44, ALogP 4.47, HBA 8, HBD 1, PSA 83.36, QED 0.42
Compound (SMILES): Cc1c(NC(=O)c2nc3c(s2)CN(CCO)CC3)cccc1-c1ccccc1
InChIKey: XYEZMEOCOBKRJZ-UHFFFAOYSA-N
Target: Programmed cell death protein 1/Programmed cell death 1 ligand 1 (PROTEIN COMPLEX), Homo sapiens
UniProt: Q9NZQ7
Assay: Inhibition of human PD-1/PDL1 protein-protein interaction by HTRF assay
Measurement: IC50 <= 100 nM (pChEMBL 7)
Descriptors: MW 393.51, ALogP 3.72, HBA 5, HBD 2, PSA 65.46, QED 0.69
Compound (SMILES): COc1cccc(F)c1-c1ncc2[nH]nc(-c3cnn(C)c3)c2n1
InChIKey: CGNKHHSWDZOKRN-UHFFFAOYSA-N
Target: Mitogen-activated protein kinase kinase kinase kinase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92918
Assay: Binding affinity to recombinant human HPK1 (1 to 346 residues) expressed sf9 cells incubated for 1 hr by LanthaScreen assay
Measurement: Ki = 12 nM (pChEMBL 7.920000076293945)
Descriptors: MW 324.32, ALogP 2.57, HBA 6, HBD 1, PSA 81.51, QED 0.63
Compound (SMILES): CN(C)[C@H](C(=O)NCc1cc(-c2ccc(Cl)cc2)n(-c2ccc(Cl)cc2)n1)c1ccccc1
InChIKey: XGKIPXUIXSVLEU-VWLOTQADSA-N
Target: Mucosa-associated lymphoid tissue lymphoma translocation protein 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UDY8
Assay: Inhibition of MALT1 (unknown origin)
Measurement: IC50 = 53 nM (pChEMBL 7.28000020980835)
Descriptors: MW 479.41, ALogP 5.77, HBA 4, HBD 1, PSA 50.16, QED 0.37
Compound (SMILES): C=C(CC)C(=O)c1ccc(OCC(=O)NC(=O)OC(C)(C)C)c(Cl)c1Cl
InChIKey: FZROVKDRBUVJGC-UHFFFAOYSA-N
Target: Replicase polyprotein 1ab (SINGLE PROTEIN), Severe acute respiratory syndrome coronavirus 2
UniProt: P0DTD1
Assay: Inhibition of SARS-CoV-2 3CL protease assessed as inhibition constant
Measurement: Ki = 3200 nM (pChEMBL 5.5)
Descriptors: MW 402.27, ALogP 4.57, HBA 5, HBD 1, PSA 81.7, QED 0.56
Compound (SMILES): Fc1ccc(-c2ccc(Nc3nc(Cl)nc(Cl)n3)cc2)cc1
InChIKey: DUROVTLUQOYUPH-UHFFFAOYSA-N
Target: Thioredoxin (SINGLE PROTEIN), Homo sapiens
UniProt: P10599
Assay: Inhibition of human TXN incubated for 30 mins by fluorescence based plate reader analysis
Measurement: IC50 = 10000 nM (pChEMBL 5)
Descriptors: MW 335.17, ALogP 4.73, HBA 4, HBD 1, PSA 50.7, QED 0.75
Compound (SMILES): Cc1cccc(CCCC(C)(O)c2cc(C(=O)N3Cc4ccccc4C3)ccc2O)c1
InChIKey: UDGCJFIFISSKBF-UHFFFAOYSA-N
Target: Heat shock protein HSP 90-alpha (SINGLE PROTEIN), Homo sapiens
UniProt: P07900
Assay: Binding affinity to N-terminal 6His tagged human HSP90alpha (1 to 223 residues) expressed in Escherichia coli BL21 (DE3) cells incubated for 24 hrs by fluorescence polarization assay
Measurement: IC50 = 243 nM (pChEMBL 6.610000133514404)
Descriptors: MW 415.53, ALogP 5.09, HBA 3, HBD 2, PSA 60.77, QED 0.59
Compound (SMILES): C[C@H]1CCN(c2ccc(CNC(=O)c3cnnc(N4CC[C@]5(C4)OC(=O)Nc4ccc(Cl)c(F)c45)c3)cn2)C1
InChIKey: GNTRWDCZPQTGAV-RKOGDMNLSA-N
Target: Plasma kallikrein (SINGLE PROTEIN), Homo sapiens
UniProt: P03952
Assay: Inhibition of human plasma kallikrein using Acetyl-K- P-R-AFC as substrate by fluorescence based analysis
Measurement: IC50 = 1.2 nM (pChEMBL 8.920000076293945)
Descriptors: MW 552.01, ALogP 4.11, HBA 8, HBD 2, PSA 112.58, QED 0.49
Compound (SMILES): Cc1nc2c(c(-c3cc(C(N)=O)c(O)c(F)c3F)cn2CC(=O)Nc2cc(N3CCN(C)C[C@@H]3C)ncc2Cl)c(=O)n1C
InChIKey: JJACRWNCVAHDPS-ZDUSSCGKSA-N
Target: B-cell lymphoma 6 protein (SINGLE PROTEIN), Homo sapiens
UniProt: P41182
Assay: Binding affinity to BCL6 BTB domain (unknown origin) assessed as dissociation constant by surface plasmon resonance assay
Measurement: Kd = 44 nM (pChEMBL 7.360000133514404)
Descriptors: MW 615.04, ALogP 2.62, HBA 10, HBD 3, PSA 151.61, QED 0.3
Compound (SMILES): NC1CCCN(c2ccccc2NC(=O)c2cccc(-c3ccccc3F)c2)C1
InChIKey: GPVBEALKJDXVHE-UHFFFAOYSA-N
Target: Mitogen-activated protein kinase kinase kinase kinase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92918
Assay: Inhibition of HPK1 in human Jurkat cells assessed as inhibition constant incubated for 1 hr by HTRF assay
Measurement: Ki = 22 nM (pChEMBL 7.659999847412109)
Descriptors: MW 389.47, ALogP 4.67, HBA 3, HBD 2, PSA 58.36, QED 0.68
Compound (SMILES): C/C=C1\CN2CC[C@@]34c5ccccc5N(CCc5ccccc5)[C@]35OC[C@@]4(C(=O)OC)[C@H]1C[C@H]25
InChIKey: MDHIFDZZMWLNKL-WZOWOQAZSA-N
Target: Mu-type opioid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P35372
Assay: Displacement of [3H]DAMGO from mu opioid receptor (unknown origin) assessed as inhibition constant incubated for 180 mins by competitive radioligand binding assay
Measurement: Ki = 12 nM (pChEMBL 7.920000076293945)
Descriptors: MW 456.59, ALogP 3.93, HBA 5, HBD 0, PSA 42.01, QED 0.52
Compound (SMILES): COc1cccc(CNC(=O)c2c[nH]c3ccc(-c4cn[nH]c4)cc23)c1
InChIKey: PXASEBKCVVWWAC-UHFFFAOYSA-N
Target: Rho-associated protein kinase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O75116
Assay: Inhibition of ROCK2 (unknown origin) using STK2 as substrate incubated for 4 hrs by HTRF assay
Measurement: IC50 = 67 nM (pChEMBL 7.170000076293945)
Descriptors: MW 346.39, ALogP 3.5, HBA 3, HBD 3, PSA 82.8, QED 0.52
Compound (SMILES): Cc1noc(-c2ccccc2)c1C#CCCCCCNC(=O)C(C)(C)S
InChIKey: AUWLDIJACPXDCN-UHFFFAOYSA-N
Target: Histone deacetylase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q13547
Assay: Inhibition of human full length recombinant HDAC1 expressed in baculovirus infected Sf9 cells using RHKKAc as substrate preincubated for 5 to 10 mins followed by substrate addition and measured after 2 hrs by fluorescence based analysis
Measurement: IC50 > 30000 nM (pChEMBL 4.5229997634887695)
Descriptors: MW 370.52, ALogP 4.39, HBA 4, HBD 2, PSA 55.13, QED 0.43
Compound (SMILES): CCCc1cc2cnc(Nc3ccc(N4CCN(C)CC4)cc3)nc2n1-c1cccc(N=S(C)(C)=O)n1
InChIKey: SERMVNHOXJETSC-UHFFFAOYSA-N
Target: Wee1-like protein kinase (SINGLE PROTEIN), Homo sapiens
UniProt: P30291
Assay: Inhibition of Wee1 (unknown origin) incubated for 60 mins by LanthaScreen Eu-Kinase binding assay
Measurement: IC50 = 0.76 nM (pChEMBL 9.119999885559082)
Descriptors: MW 518.69, ALogP 4.62, HBA 9, HBD 1, PSA 91.54, QED 0.38
Compound (SMILES): CCCN(CCC)C(=O)/C1=C/c2ccc(-c3ccc(C(=O)N4CCCC4)cc3)cc2/N=C(/N)CC1
InChIKey: NOARUCVICONZSI-NCELDCMTSA-N
Target: Toll-like receptor 8 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NR97
Assay: Agonist activity at human TLR8 receptor
Measurement: EC50 = 100 nM (pChEMBL 7)
Descriptors: MW 472.63, ALogP 5.4, HBA 4, HBD 1, PSA 79, QED 0.59
Compound (SMILES): CCCCCC(=O)O[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: YDEPLDCHUBHZJP-VSTXHWDQSA-N
Target: Aromatase (SINGLE PROTEIN), Homo sapiens
UniProt: P11511
Assay: Inhibition of aromatase (unknown origin)
Measurement: IC50 = 1798.87 nM (pChEMBL 5.75)
Descriptors: MW 398.54, ALogP 4.97, HBA 4, HBD 0, PSA 60.44, QED 0.48
Compound (SMILES): N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O
InChIKey: RNQBMSFANYUQDF-MKKRQWMVSA-N
Target: Kelch-like ECH-associated protein 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q14145
Assay: Binding affinity to human KEAP1 Kelch domain (residues Ala321-Thr609) expressed in Escherichia coli BL21(DE3) cells assessed as dissociation constant by SPR direct binding assay
Measurement: Kd = 77000 nM (pChEMBL 4.110000133514404)
Descriptors: MW 705.77, ALogP 2.89, HBA 6, HBD 9, PSA 235.29, QED 0.07
Compound (SMILES): C[N+]1=C(/C=C/C=C/C=C2\N(CCCCCC(=O)NCCCCCCn3cc(CCCCN4CCC5(CC4)OCc4ccccc45)c4ccccc43)c3ccccc3C2(C)C)C(C)(C)c2ccccc21.[I-]
InChIKey: PYGSKQVDDNNOJX-UHFFFAOYSA-N
Target: Sigma non-opioid intracellular receptor 1 (SINGLE PROTEIN), Cavia porcellus
UniProt: Q60492
Assay: Displacement of [3H](+)-pentazocine from sigma 1 receptor in guinea pig brain membrane assessed as inhibition constant incubated for 120 mins
Measurement: Ki = 51.3 nM (pChEMBL 7.289999961853027)
Descriptors: MW 925.34, ALogP 13.22, HBA 5, HBD 1, PSA 52.75, QED 0.05
Compound (SMILES): O=c1c(OS(=O)(=O)[O-])c(-c2ccc(OS(=O)(=O)[O-])c(OS(=O)(=O)[O-])c2)oc2cc(OS(=O)(=O)[O-])cc(OCc3cn(CCCCCCCCCCn4c(-c5ccc(OS(=O)(=O)[O-])cc5)nc5ccccc5c4=O)nn3)c12.[Na+].[Na+].[Na+].[Na+].[Na+]
InChIKey: AYGZDFBLEOZTTL-UHFFFAOYSA-I
Target: Coagulation factor XI (SINGLE PROTEIN), Homo sapiens
UniProt: P03951
Assay: Inhibition of human FXIa using S-2366 as chromogenic substrate preincubated with enzyme for 10 mins followed by substrate addition by spectrophotometric analysis
Measurement: IC50 = 51000 nM (pChEMBL 4.289999961853027)
Descriptors: MW 1160.14
Compound (SMILES): O=C[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@@H]1[C@H]2CCC[C@H]2CN1C(=O)c1cc2ccccn2n1
InChIKey: CFLPDEMDXINBKA-OHTAKOAQSA-N
Target: Replicase polyprotein 1ab (SINGLE PROTEIN), Severe acute respiratory syndrome coronavirus 2
UniProt: P0DTD1
Assay: Inhibition of SARS CoV-2 Main protease incubated for 10 min by FRET assay
Measurement: IC50 = 298.8 nM (pChEMBL 6.53000020980835)
Descriptors: MW 437.5, ALogP 0.78, HBA 6, HBD 2, PSA 112.88, QED 0.65
Compound (SMILES): Cl.O=[N+]([O-])c1cccc(C2OC[C@@H](O)[C@@H]([C@H](O)C[S@+]3C[C@@H](O)[C@H](O)[C@H]3CO)O2)c1
InChIKey: DQSJXNADOYKHDV-UWLLEWQTSA-N
Target: Sucrase-isomaltase, intestinal (SINGLE PROTEIN), Rattus norvegicus
UniProt: P23739
Assay: Inhibition of sucrase in rat small intestinal brush border membrane vesicles using sucrose as substrate incubated for 30 mins by glucose-oxidase method
Measurement: IC50 = 3400 nM (pChEMBL 5.46999979019165)
Descriptors: MW 418.44, ALogP -1.55, HBA 9, HBD 5, PSA 162.75, QED 0.21
Compound (SMILES): Oc1cc(Cl)c(C2CC2)c(-c2ncc3c(N4CCCC5(CCO5)C4)nc(OC[C@@]45CCCN4C[C@H](F)C5)nc3c2F)c1
InChIKey: UOFIDBDQKPLOIA-NMBBPYNWSA-N
Target: GTPase KRas (SINGLE PROTEIN), Homo sapiens
UniProt: P01116
Assay: Inhibition of His-tagged KRAS G12D mutant (unknown origin) using biotinylated KRPep-2d as substrate preincubated for 30 mins followed by substrate addition and measured after 2 hrs by LANCE TR-FRET assay
Measurement: IC50 = 1 nM (pChEMBL 9)
Descriptors: MW 598.09, ALogP 5.78, HBA 8, HBD 1, PSA 83.84, QED 0.38
Compound (SMILES): C=CC(=O)NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](C(=O)N1CCN(C(=O)c2cccc3ccccc23)CC1)C(C)C
InChIKey: WJEZCODLODFRQJ-CQTOTRCISA-N
Target: Protein-glutamine gamma-glutamyltransferase (SINGLE PROTEIN), Homo sapiens
UniProt: P21980
Assay: Irreversible inhibition of recombinant human TG2 expressed in Escherichia coli BL21 assessed as inhibition constant using AL5 as substrate by continuous chromogenic assay
Measurement: Ki = 3400 nM (pChEMBL 5.46999979019165)
Descriptors: MW 655.8, ALogP 4.03, HBA 6, HBD 3, PSA 137.15, QED 0.18
Compound (SMILES): C[C@@]12CCC[C@H]1[C@@H]1CC[C@@H]3C[C@H](NC(=O)CC(=O)O)CC[C@]3(C)[C@H]1CC2
InChIKey: LNUCVTUWNZTMLA-DMNIQJBYSA-N
Target: Glutamate NMDA receptor; GRIN1/GRIN2B (PROTEIN COMPLEX), Homo sapiens
UniProt: Q05586
Assay: Inhibition of GluN1/GluN2B NMDA receptor (unknown origin) expressed in HEK293 cells
Measurement: IC50 = 15400 nM (pChEMBL 4.809999942779541)
Descriptors: MW 361.53, ALogP 4.38, HBA 2, HBD 2, PSA 66.4, QED 0.73
Compound (SMILES): Cc1c(C(=O)N[C@H](C(=O)O)C(C)C)nn(-c2ccccc2)c1-n1cccc1
InChIKey: UASNJXJOHPMESY-INIZCTEOSA-N
Target: Cannabinoid receptor 1 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P20272
Assay: Agonist activity at rat brain membrane CB1 receptor assessed as stimulation of [35S]GTPgammaS binding incubated for 60 mins
Measurement: EC50 = 2549 nM (pChEMBL 5.590000152587891)
Descriptors: MW 366.42, ALogP 2.81, HBA 5, HBD 2, PSA 89.15, QED 0.7
Compound (SMILES): O=C(CCc1ccc(-c2ccccc2)s1)N1CCN(c2ccc(O)cn2)CC1
InChIKey: NMCOMGYGVBTNMG-UHFFFAOYSA-N
Target: NADP-dependent malic enzyme, mitochondrial (SINGLE PROTEIN), Homo sapiens
UniProt: Q16798
Assay: Inhibition of His-tagged human recombinant ME3 (26 to 604 residues) using L-malate and beta-NADP+ as substrate preincubated with enzyme for 5 mins followed by beta-NADP+ challenge and incubated under shaking for 5 mins followed by incubation for 3 hrs without shaking by resorufin dye based fluorescence analysis
Measurement: IC50 = 250 nM (pChEMBL 6.599999904632568)
Descriptors: MW 393.51, ALogP 3.8, HBA 5, HBD 1, PSA 56.67, QED 0.72
Compound (SMILES): CCOC(=O)c1ncc2[nH]c3ccc(O)cc3c2c1COC
InChIKey: VJVAWKPXJCDEQG-UHFFFAOYSA-N
Target: Gamma-aminobutyric acid receptor subunit alpha-1 (SINGLE PROTEIN), Homo sapiens
UniProt: P14867
Assay: Binding affinity to human recombinant GABAA alpha1 receptor assessed as inhibition constant incubated for 1 hrs by liquid scintillation counting analysis
Measurement: Ki = 2 nM (pChEMBL 8.699999809265137)
Descriptors: MW 300.31, ALogP 2.74, HBA 5, HBD 2, PSA 84.44, QED 0.72
Compound (SMILES): CCCCCCCCCCCC(=O)OC[C@H](CSC[C@@H](N)C(=O)NCCc1cccc(O)c1)OC(=O)CCCCCCCCCCC
InChIKey: FMNJLMXGCOELHZ-VSJLXWSYSA-N
Target: Toll-like receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O60603
Assay: Agonist activity at human TLR2 transfected in HEK293 cells
Measurement: EC50 > 21000 nM (pChEMBL 4.677999973297119)
Descriptors: MW 679.02, ALogP 8.41, HBA 8, HBD 3, PSA 127.95, QED 0.05
Compound (SMILES): COc1cccc(C2CCN(S(=O)(=O)c3ccc(C(=O)NCC(=O)O)cc3)CC2)c1
InChIKey: QTJRETVBHLQAQN-UHFFFAOYSA-N
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 = 39000 nM (pChEMBL 4.409999847412109)
Descriptors: MW 432.5, ALogP 2.08, HBA 5, HBD 2, PSA 113.01, QED 0.69
Compound (SMILES): Cc1n[nH]c2ccc(-c3nc4cnc(N5CCN(C)CC5)cn4c3Nc3ccccc3F)cc12
InChIKey: BYPYSOJRWPGJIK-UHFFFAOYSA-N
Target: Bromodomain-containing protein 4 (SINGLE PROTEIN), Homo sapiens
UniProt: O60885
Assay: Inhibition of BRD4-BD1 (unknown origin) using C-terminal biotinylated tetra-acetylated histone H4 peptide as substrate incubated for 2.5 hrs by alphascreen assay
Measurement: IC50 = 9890 nM (pChEMBL 5)
Descriptors: MW 456.53, ALogP 4.22, HBA 7, HBD 2, PSA 77.38, QED 0.42
Compound (SMILES): O=C(O)c1cc(F)c2nc(N3[C@@H]4CC[C@H]3C[C@@H](OCc3c(-c5c(Cl)cccc5Cl)noc3C3CC3)C4)sc2c1
InChIKey: RKUVZZXOGFTFDU-FVQHAEBGSA-N
Target: Bile acid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: Q96RI1
Assay: Agonist activity at FXR (unknown origin)
Measurement: EC50 = 7.7 nM (pChEMBL 8.109999656677246)
Descriptors: MW 588.49, ALogP 7.69, HBA 7, HBD 1, PSA 88.69, QED 0.24
Compound (SMILES): N#Cc1c2n(c3c(N4CCN(C(=O)c5ccco5)CC4)ncnc13)CCCC2
InChIKey: UPHIDOXNFRVYHV-UHFFFAOYSA-N
Target: Multidrug resistance-associated protein 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P33527
Assay: Inhibition of MRP1 in human NCI-H69AR cells incubated for 180 mins in presence of daunorubicin by flow cytometry analysis
Measurement: IC50 = 883 nM (pChEMBL 6.050000190734863)
Descriptors: MW 376.42, ALogP 2.19, HBA 7, HBD 0, PSA 91.19, QED 0.68
Compound (SMILES): CC(C)CN(c1ccc(C(=O)O)cc1)S(=O)(=O)c1ccc(-c2ccccc2)cc1
InChIKey: IUTLMSUDWYXCII-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 = 16712 nM (pChEMBL 4.78000020980835)
Descriptors: MW 409.51, ALogP 4.9, HBA 3, HBD 1, PSA 74.68, QED 0.6
Compound (SMILES): CCN(CC)c1ccc(/C=C2\C(=O)N(C3CCCCC3)C(=S)N2C)c(OC)c1
InChIKey: WYHCWZKPITZWOW-XMHGGMMESA-N
Target: NADPH oxidase 4 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NPH5
Assay: Inhibition of human NOX4 assessed as reduction in ROS production using lucigenin as substrate in presence of NADPH by chemiluminescence based microplate reader analysis
Measurement: IC50 = 1340 nM (pChEMBL 5.869999885559082)
Descriptors: MW 401.58, ALogP 4.27, HBA 4, HBD 0, PSA 36.02, QED 0.53
Compound (SMILES): NS(=O)(=O)c1ccc(N2N=C(c3ccc(O)cc3)CC2c2ccc(Br)cc2)cc1
InChIKey: HZDDQBSIXWFKOA-UHFFFAOYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human CA9 preincubated for 15 mins by phenol red dye based stopped flow CO2 hydration assay
Measurement: Ki = 53.5 nM (pChEMBL 7.269999980926514)
Descriptors: MW 472.36, ALogP 4.16, HBA 5, HBD 2, PSA 95.99, QED 0.6
Compound (SMILES): CCCCCNc1nc(N)nc(C)c1Cc1ccc(CC(=O)OCCCCN2CCCC2)cc1
InChIKey: WDFVFLWNFMKNDS-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 = 125.89 nM (pChEMBL 6.900000095367432)
Descriptors: MW 467.66, ALogP 4.52, HBA 7, HBD 2, PSA 93.37, QED 0.31
Compound (SMILES): CC(C)n1cnc2c(NCc3cc(Cl)ccc3O)nc(NCCC(C)(C)O)nc21
InChIKey: QQDJFAVYWQSXJI-UHFFFAOYSA-N
Target: Cyclin-dependent kinase 2/cyclin E (PROTEIN COMPLEX), Homo sapiens
UniProt: O96020
Assay: Inhibition of CDK2/Cyclin E (unknown origin) using histone as substrate incubated for 30 mins in presence of gamma[33P]ATP by digital imaging analysis
Measurement: IC50 = 20 nM (pChEMBL 7.699999809265137)
Descriptors: MW 418.93, ALogP 3.95, HBA 8, HBD 4, PSA 108.12, QED 0.44