lovingscience/chembl-v37-raw-activities huggingface dataset:
Compound (SMILES): O=C(Nc1ccc(C(F)(F)F)cc1)N[C@@H]1CCCN(c2ccc(N3CCOCC3)cc2)C1=O
InChIKey: AWRHOJTZUSRTJE-HXUWFJFHSA-N
Target: N-formyl peptide receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P25090
Assay: Agonist activity at human FPR2 expressed in CHO cells assessed as cAMP level incubated for 1.5 hr by HTRF assay
Measurement: EC50 < 10 nM (pChEMBL 8)
Descriptors: MW 462.47, ALogP 3.86, HBA 4, HBD 2, PSA 73.91, QED 0.72
Compound (SMILES): Cc1ccc2c(c1)nc(CCc1coc3ccc(F)cc3c1=O)n2-c1ccccc1
InChIKey: HRQNJMNGGSFLQF-UHFFFAOYSA-N
Target: cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A (SINGLE PROTEIN), Homo sapiens
UniProt: Q9Y233
Assay: Inhibition of PDE10A (unknown origin)
Measurement: IC50 = 17 nM (pChEMBL 7.769999980926514)
Descriptors: MW 398.44, ALogP 5.36, HBA 4, HBD 0, PSA 48.03, QED 0.41
Compound (SMILES): CCc1c(F)ccc2cc(O)cc(-c3ncc4c(N5CCCC6(CNC(=O)O6)C5)nc(OC[C@@]56CCCN5C[C@H](F)C6)nc4c3F)c12
InChIKey: QYFILTBBCHWBQW-AGCLJLFVSA-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 648.69, ALogP 5.43, HBA 9, HBD 2, PSA 112.94, QED 0.28
Compound (SMILES): CN1CCN(c2ccc(Nc3ncc4ccn(S(=O)(=O)c5cccc(F)c5)c4n3)cc2)CC1
InChIKey: RDRGABPVZYMQGU-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 = 60.5 nM (pChEMBL 7.21999979019165)
Descriptors: MW 466.54, ALogP 3.3, HBA 8, HBD 1, PSA 83.36, QED 0.48
Compound (SMILES): C=CC(=O)N1CC2(CC(n3nc(-c4cccnc4)c(-c4c(Cl)c(C)cc5[nH]ncc45)c3C)C2)C1
InChIKey: JHXPVVRDTOITEP-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 = 90 nM (pChEMBL 7.050000190734863)
Descriptors: MW 472.98, ALogP 5.11, HBA 5, HBD 1, PSA 79.7, QED 0.42
Compound (SMILES): Cc1n[nH]c2ccc(-c3nc4cnc(N5CCOCC5)cn4c3Nc3ccc(Cl)cc3)cc12
InChIKey: ZXFYPHAGGULEIK-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 = 3550 nM (pChEMBL 5.449999809265137)
Descriptors: MW 459.94, ALogP 4.81, HBA 7, HBD 2, PSA 83.37, QED 0.4
Compound (SMILES): COc1cc2c3c(c1OC)-c1ccccc1C(=O)C3NCC2
InChIKey: HCSTWHOCFCLOMD-UHFFFAOYSA-N
Target: Dual specificity tyrosine-phosphorylation-regulated kinase 1A (SINGLE PROTEIN), Homo sapiens
UniProt: Q13627
Assay: Inhibition of DYRK1A (unknown origin)
Measurement: IC50 = 2400 nM (pChEMBL 5.619999885559082)
Descriptors: MW 295.34, ALogP 2.75, HBA 4, HBD 1, PSA 47.56, QED 0.93
Compound (SMILES): COc1ccccc1/C=c1\c(=O)[nH]n2c(=O)c3ccccc3nc12
InChIKey: UMPOFBSFXHFDBV-RAXLEYEMSA-N
Target: Prostaglandin G/H synthase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P35354
Assay: Inhibition of human COX-2 using arachidonic acid as substrate preincubated for 10 mins followed by substrate addition and measured after 30 secs by ELISA
Measurement: IC50 = 47 nM (pChEMBL 7.329999923706055)
Descriptors: MW 319.32, ALogP 1.09, HBA 5, HBD 1, PSA 76.46, QED 0.6
Compound (SMILES): CC(C)[C@H](Nc1ccc(CNC(=O)[C@@H]2CSCN2C(=O)C[C@H](N)Cc2cc(F)ccc2F)cc1)C(=O)O
InChIKey: OAKBHADPRSGIFI-UCFCWBNQSA-N
Target: Dipeptidyl peptidase 4 (SINGLE PROTEIN), Homo sapiens
UniProt: P27487
Assay: Inhibition of DPP4 (unknown origin)
Measurement: IC50 = 0.3 nM (pChEMBL 9.520000457763672)
Descriptors: MW 534.63, ALogP 2.96, HBA 6, HBD 4, PSA 124.76, QED 0.35
Compound (SMILES): O=C(CCCN1CCC(N2CC(=O)N3C(Cc4c([nH]c5ccccc45)C3c3ccc4c(c3)OCO4)C2=O)CC1)NO
InChIKey: JONSWONOTIBALH-UHFFFAOYSA-N
Target: cGMP-specific 3',5'-cyclic phosphodiesterase (SINGLE PROTEIN), Homo sapiens
UniProt: O76074
Assay: Inhibition of PDE5 (unknown origin)
Measurement: IC50 = 140 nM (pChEMBL 6.849999904632568)
Descriptors: MW 559.62, ALogP 2.33, HBA 7, HBD 3, PSA 127.44, QED 0.31
Compound (SMILES): CC(O)(CCCc1ccccc1)c1cc(C(=O)N2Cc3ccccc3C2)ccc1O
InChIKey: LMAOUHXCKLNUDD-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 = 250 nM (pChEMBL 6.599999904632568)
Descriptors: MW 401.51, ALogP 4.78, HBA 3, HBD 2, PSA 60.77, QED 0.62
Compound (SMILES): O=C1C(=O)N(C23CC(C2)C3)CCN1Cc1ccc(-c2ccccc2)nn1
InChIKey: ISFOQFNKBKVYAH-UHFFFAOYSA-N
Target: L-amino-acid oxidase (SINGLE PROTEIN), Homo sapiens
UniProt: Q96RQ9
Assay: Inhibition of C-terminal 6-His tagged recombinant human IL4I1 (Gln22 to His567 residues) expressed in CHO cells using Phe/Tyr/Trp as substrate assessed as inhibition of H2O2 production measured after 240 mins by Amplex red and horseradish peroxidase based fluorescence assay
Measurement: EC50 = 23 nM (pChEMBL 7.639999866485596)
Descriptors: MW 348.41, ALogP 1.87, HBA 4, HBD 0, PSA 66.4, QED 0.79
Compound (SMILES): O=C(O)c1ccc(-c2nc(N3[C@@H]4CC[C@H]3C[C@@H](OCc3c(-c5c(Cl)cccc5Cl)noc3C3CC3)C4)no2)cc1Cl
InChIKey: ORVWIADYMMLNIV-PIIMJCKOSA-N
Target: Bile acid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: Q96RI1
Assay: Agonist activity at FXR (unknown origin)
Measurement: EC50 < 50 nM (pChEMBL 7.301000118255615)
Descriptors: MW 615.9, ALogP 7.64, HBA 8, HBD 1, PSA 114.72, QED 0.21
Compound (SMILES): COc1cccc(CNC(=O)[C@@H](N)Cc2c[nH]cn2)c1
InChIKey: HEMGJHLVZAYNFJ-ZDUSSCGKSA-N
Target: Neurolysin, mitochondrial (SINGLE PROTEIN), Rattus norvegicus
UniProt: P42676
Assay: Activation of recombinant rat Neurolysin using QFS as substrate incubated for 10 mins
Measurement: EC50 = 66800 nM (pChEMBL 4.170000076293945)
Descriptors: MW 274.32, ALogP 0.6, HBA 4, HBD 3, PSA 93.03, QED 0.72
Compound (SMILES): Cn1ncc2c(Oc3ccc(NC(=O)Nc4ccc(Cl)c(C(F)(F)F)c4)cc3)ncnc21
InChIKey: GTYIHPYAKKJHRZ-UHFFFAOYSA-N
Target: Serine/threonine-protein kinase B-raf (SINGLE PROTEIN), Homo sapiens
UniProt: P15056
Assay: Inhibition of B-Raf V600E mutant (unknown origin) by Z-lyte assay
Measurement: IC50 = 23.6 nM (pChEMBL 7.630000114440918)
Descriptors: MW 462.82, ALogP 5.47, HBA 6, HBD 2, PSA 93.96, QED 0.42
Compound (SMILES): COc1cc(NC(C)=O)cc(Oc2ccnc3ccc(OC)cc23)c1
InChIKey: UQCOSNBDUWRHIX-UHFFFAOYSA-N
Target: Discoidin domain-containing receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16832
Assay: Inhibition of DDR2 (unknown origin) assessed as inhibition of DDR2 interaction with DNA-bound ligand by qPCR analysis
Measurement: IC50 = 225 nM (pChEMBL 6.650000095367432)
Descriptors: MW 338.36, ALogP 4, HBA 5, HBD 1, PSA 69.68, QED 0.76
Compound (SMILES): N[C@H](Cc1c[nH]cn1)C(=O)NCc1ccc(OC(F)(F)F)cc1
InChIKey: OPWDGFJZBDWHLF-GFCCVEGCSA-N
Target: Neurolysin, mitochondrial (SINGLE PROTEIN), Rattus norvegicus
UniProt: P42676
Assay: Activation of recombinant rat Neurolysin using QFS as substrate incubated for 10 mins
Measurement: EC50 = 26700 nM (pChEMBL 4.570000171661377)
Descriptors: MW 328.29, ALogP 1.49, HBA 4, HBD 3, PSA 93.03, QED 0.75
Compound (SMILES): CN1c2ccc(OC(=O)Nc3ccncc3)cc2[C@]2(C)CCO[C@H]12
InChIKey: FTVCQIIFMKONLM-WMZOPIPTSA-N
Target: Sphingomyelin phosphodiesterase 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NY59
Assay: Inhibition of nSMase2 (unknown origin)
Measurement: IC50 = 500 nM (pChEMBL 6.300000190734863)
Descriptors: MW 325.37, ALogP 3.15, HBA 5, HBD 1, PSA 63.69, QED 0.92
Compound (SMILES): CC1=NNC(=O)/C1=N/Nc1cccc(-c2nc3ccccc3s2)c1
InChIKey: UUOBTTXYGXKPRY-UHFFFAOYSA-N
Target: Prostaglandin G/H synthase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P23219
Assay: Inhibition of COX-1 (unknown origin)
Measurement: IC50 = 9560 nM (pChEMBL 5.019999980926514)
Descriptors: MW 335.39, ALogP 3.24, HBA 6, HBD 2, PSA 78.74, QED 0.72
Compound (SMILES): Cc1c(C(=O)NNC(=S)Nc2ccccc2)nnn1-c1ccc(S(N)(=O)=O)cc1
InChIKey: DMWHCQKZAYSQEI-UHFFFAOYSA-N
Target: Prostaglandin G/H synthase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P35354
Assay: Inhibition of COX-2 (unknown origin)
Measurement: IC50 = 2610 nM (pChEMBL 5.579999923706055)
Descriptors: MW 431.5, ALogP 0.85, HBA 7, HBD 4, PSA 144.03, QED 0.35
Compound (SMILES): COc1ccc(CN(CC[C@H](N)C(=O)O)C[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)cc1
InChIKey: OWEJUOQONZQCBK-UQEZQTQMSA-N
Target: tRNA (cytosine(38)-C(5))-methyltransferase (SINGLE PROTEIN), Homo sapiens
UniProt: O14717
Assay: Displacement of FTAD from full-length human DNMT2 expressed in bacteria incubated for 10 mins by MST assay
Measurement: Kd = 55800 nM (pChEMBL 4.25)
Descriptors: MW 487.52, ALogP -0.66, HBA 12, HBD 5, PSA 195.1, QED 0.24
Compound (SMILES): CCS(=O)(=O)c1ccc(CC(=O)Nc2ccc(-c3nc4ccc(C(F)(F)F)cc4n3[C@H](C)c3ccc(C)cc3)cc2)cc1
InChIKey: ZGTUUQCVWRBGMH-JOCHJYFZSA-N
Target: Nuclear receptor ROR-gamma (SINGLE PROTEIN), Homo sapiens
UniProt: P51449
Assay: Inverse agonist activity at human GAL4-fused RORgamma LBD (262 to 507 residues) transfected in HEK293T cell measured after 24 hrs by dual luciferase assay
Measurement: IC50 = 32 nM (pChEMBL 7.5)
Descriptors: MW 605.68, ALogP 7.61, HBA 5, HBD 1, PSA 81.06, QED 0.2
Compound (SMILES): O=C(O)c1ccc2nc(N3CCC(OCc4c([C@H]5CCCC[C@@H]5C(F)(F)F)noc4C4CC4)CC3)sc2c1
InChIKey: XUGQMKFPSXBJBA-ICSRJNTNSA-N
Target: Bile acid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: Q96RI1
Assay: Agonist activity at human GST-tagged FXR LBD (193 to 472 residues) by FRET assay
Measurement: EC50 = 64 nM (pChEMBL 7.190000057220459)
Descriptors: MW 549.62, ALogP 6.88, HBA 7, HBD 1, PSA 88.69, QED 0.34
Compound (SMILES): CN(C)c1ccc2c(-c3ccc(-c4cn(CCCCCn5cc(CCCCCCN6CCC(OC(=O)Nc7ccc(F)cc7-c7ccc(F)c(Cl)c7)CC6)nn5)nn4)cc3C(=O)[O-])c3ccc(=[N+](C)C)cc-3oc2c1
InChIKey: ONOZLVJQXQZLPL-UHFFFAOYSA-N
Target: Muscarinic acetylcholine receptor M1 (SINGLE PROTEIN), Homo sapiens
UniProt: P11229
Assay: Displacement of [3H]N-methylscopolamine from human muscarinic M1 receptor expressed in human HEK293T cell membranes by radioligand competition binding based analysis
Measurement: Ki = 2 nM (pChEMBL 8.699999809265137)
Descriptors: MW 1039.63
Compound (SMILES): O=C1NC(=S)N(c2cccc(Br)c2)C(=O)/C1=C/C=C/c1ccccc1
InChIKey: XROASQHSRJPQKM-MBXCTOFRSA-N
Target: Bcl-2-related protein A1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16548
Assay: Inhibition of Bfl-1 (unknown origin) by fluorescence polarization assay
Measurement: IC50 = 1600 nM (pChEMBL 5.800000190734863)
Descriptors: MW 413.3, ALogP 3.84, HBA 3, HBD 1, PSA 49.41, QED 0.47
Compound (SMILES): N#Cc1cccc(-c2ccc3ncc(-c4cc(F)cc(F)c4)c(N4CCC(N)CC4)c3c2)c1O
InChIKey: GHILNKWBALQPDP-UHFFFAOYSA-N
Target: Somatostatin receptor type 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P30874
Assay: Agonist activity at human SST2 receptor expressed in CHO-K1 cells assessed as inhibition of NKH477-induced intracellular cAMP accumulation incubated for 20 mins by HTRF assay
Measurement: EC50 = 0.25 nM (pChEMBL 9.600000381469727)
Descriptors: MW 456.5, ALogP 5.35, HBA 5, HBD 2, PSA 86.17, QED 0.43
Compound (SMILES): Cc1c(C(=O)Nc2ccc(Oc3ccnc(-c4nncn4CCCN4CCN(C)CC4)c3)c(F)c2)c(=O)n(-c2ccccc2)n1C
InChIKey: RPQMDMNGSVDNRE-UHFFFAOYSA-N
Target: Hepatocyte growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P08581
Assay: Inhibition of c-Met (unknown origin) using poly(Glu-Tyr) at 4:1 ratio as substrate in presence of ATP incubated for 60 mins by ELISA
Measurement: IC50 = 110 nM (pChEMBL 6.960000038146973)
Descriptors: MW 625.71, ALogP 3.96, HBA 11, HBD 1, PSA 115.34, QED 0.25
Compound (SMILES): Cl.Oc1c(Cl)cc(Cl)c2ccc(/C=C/C3=CCN(Cc4ccccc4F)CC3)nc12
InChIKey: FLONFKFAJKENQA-IPZCTEOASA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Electrophorus electricus
UniProt: O42275
Assay: Inhibition of electric eel AChE using acetylthiocholine iodide as substrate preincubated for 15 mins followed by substrate addition by Ellman's method
Measurement: IC50 = 290 nM (pChEMBL 6.539999961853027)
Descriptors: MW 429.32, ALogP 6.23, HBA 3, HBD 1, PSA 36.36, QED 0.53
Compound (SMILES): COCSC1=C2CC[C@@H]3[C@H](CC[C@]4(C)C(=O)CC[C@@H]34)[C@@]2(C)CCC1=O
InChIKey: MLLXVMVHPAUKOD-VMRCMBGLSA-N
Target: Aromatase (SINGLE PROTEIN), Homo sapiens
UniProt: P11511
Assay: Inhibition of aromatase (unknown origin)
Measurement: IC50 = 10000 nM (pChEMBL 5)
Descriptors: MW 362.54, ALogP 4.75, HBA 4, HBD 0, PSA 43.37, QED 0.68
Compound (SMILES): Cc1nc2c(c(=O)n1CCN1CCC(C(=O)c3ccc(F)cc3)CC1)CCCC2
InChIKey: VAIPJWQNISLRBQ-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 = 2.63 nM (pChEMBL 8.579999923706055)
Descriptors: MW 397.49, ALogP 3.16, HBA 5, HBD 0, PSA 55.2, QED 0.73
Compound (SMILES): Cc1ccc(S(=O)(=O)N2[C@H]3[C@@H]4[C@H](CC[C@]5(C)C(=O)CC[C@@H]45)[C@@]4(C)CCC(=O)C=C4[C@H]32)cc1
InChIKey: LPJXURIPMBSFDD-UJYBZJQCSA-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 = 92896.64 nM (pChEMBL 4.03000020980835)
Descriptors: MW 453.6, ALogP 4.06, HBA 4, HBD 0, PSA 71.29, QED 0.63
Compound (SMILES): CCS(=O)(=O)c1ccc(CC(=O)Nc2ccc(-c3nc4ccc(C)cc4n3Cc3ccccn3)cc2)cc1
InChIKey: WHXAJMUPDYJMSF-UHFFFAOYSA-N
Target: Nuclear receptor ROR-gamma (SINGLE PROTEIN), Homo sapiens
UniProt: P51449
Assay: Inverse agonist activity at human GAL4-fused RORgamma LBD (262 to 507 residues) transfected in HEK293T cell measured after 24 hrs by dual luciferase assay
Measurement: IC50 = 28 nM (pChEMBL 7.550000190734863)
Descriptors: MW 524.65, ALogP 5.43, HBA 6, HBD 1, PSA 93.95, QED 0.29
Compound (SMILES): CCCCC(=O)N[C@H]1CCSC1=O
InChIKey: OTSTYTLNRMJEFY-ZETCQYMHSA-N
Target: HTH-type quorum-sensing regulator RhlR (SINGLE PROTEIN), Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228)
UniProt: P54292
Assay: Agonist activity against RhlR in Pseudomonas aeruginosa PAO-JP2 expressing prhlI-LVAgfp using CPRG as substrate by spectrophotometric assay
Measurement: EC50 = 3820 nM (pChEMBL 5.420000076293945)
Descriptors: MW 201.29, ALogP 1.32, HBA 3, HBD 1, PSA 46.17, QED 0.75
Compound (SMILES): CCCCc1ccc(-c2ccc(-c3cc(C(=O)O)c4cc(Br)ccc4n3)o2)cc1
InChIKey: QXOMZRAYIBZPJH-UHFFFAOYSA-N
Target: Eukaryotic initiation factor 4A-I (SINGLE PROTEIN), Homo sapiens
UniProt: P60842
Assay: Inhibition of human recombinant N-terminal His6-tagged eIF4A expressed in Escherichia coli BL21 CodonPlus cells using ATP and yeast RNA as substrate preincubated with enzyme for 20 mins followed by susbtrate addition and measured after 4 hrs by Malachite green ATPase assay
Measurement: IC50 = 26590 nM (pChEMBL 4.579999923706055)
Descriptors: MW 450.33, ALogP 6.97, HBA 3, HBD 1, PSA 63.33, QED 0.34
Compound (SMILES): C[C@H]1C(=O)C(C#N)=C[C@@]2(C)c3nc(-c4ccnc5ccccc45)nc(-c4ccccc4F)c3CC[C@H]12
InChIKey: UHWVFSOUNZLQMI-SRYBNDGDSA-N
Target: Nuclear receptor ROR-gamma (SINGLE PROTEIN), Homo sapiens
UniProt: P51449
Assay: Inhibition of RORgamma (unknown origin)
Measurement: IC50 = 52 nM (pChEMBL 7.28000020980835)
Descriptors: MW 474.54, ALogP 5.99, HBA 5, HBD 0, PSA 79.53, QED 0.36
Compound (SMILES): COC(=O)c1ccc(-c2nc3ccccc3c(=O)[nH]2)cc1
InChIKey: WBNLAUIGSCBBTF-UHFFFAOYSA-N
Target: Poly [ADP-ribose] polymerase tankyrase-1 (SINGLE PROTEIN), Homo sapiens
UniProt: O95271
Assay: Inhibition of human recombinant full length TNKS1 (1030 to 1317 residues) expressed in Escherichia coli assessed as inhibition by fluorescence based analysis
Measurement: IC50 = 23 nM (pChEMBL 7.639999866485596)
Descriptors: MW 280.28, ALogP 2.38, HBA 4, HBD 1, PSA 72.05, QED 0.73
Compound (SMILES): CC(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@H]1CCCCn2cc(nn2)CCCCCc2cn(nn2)CCCC[C@H](C(=O)N[C@H](CCC(=O)O)C(N)=O)NC(=O)CNC(=O)[C@@H](CC(=O)O)NC(=O)CNC1=O
InChIKey: MTYROCDQNNOKMO-ZCNIMSFQSA-N
Target: Poly [ADP-ribose] polymerase tankyrase-2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9H2K2
Assay: Binding affinity to human TNKS2 ARC4 assessed as dissociation constant
Measurement: Kd = 2800 nM (pChEMBL 5.550000190734863)
Descriptors: MW 1131.22
Compound (SMILES): C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43CC#N)[C@@H]1CCC2=O
InChIKey: NRPDZJCSDASOIX-VDWQKOAOSA-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 = 2600.16 nM (pChEMBL 5.579999923706055)
Descriptors: MW 311.43, ALogP 3.98, HBA 3, HBD 0, PSA 57.93, QED 0.74
Compound (SMILES): CCCC[C@H]1C[C@@H](N(C)C(C)C)CC[C@H]1NC(=O)CNC(=O)c1cccc(C(F)(F)F)c1
InChIKey: BCRSYZQXPRWUJQ-DZFGPLHGSA-N
Target: C-C chemokine receptor type 5 (SINGLE PROTEIN), Homo sapiens
UniProt: P51681
Assay: Inhibition of wild type CCR5 (unknown origin)
Measurement: IC50 = 2.5 nM (pChEMBL 8.600000381469727)
Descriptors: MW 455.57, ALogP 4.62, HBA 3, HBD 2, PSA 61.44, QED 0.57
Compound (SMILES): COc1ccc(NC(=O)N[C@H](Cc2ccc(C#N)cc2)C(=O)NCC2(c3cccc(O)c3)CC2)cc1
InChIKey: WJBNUROMRNQZJR-RUZDIDTESA-N
Target: N-formyl peptide receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P25090
Assay: Agonist activity at human FPR2 transfected in HL-60 cells assessed as increase in intracellular calcium flux incubated for 30 mins by Fluo-4 AM dye based fluorometer analysis
Measurement: EC50 = 7000 nM (pChEMBL 5.159999847412109)
Descriptors: MW 484.56, ALogP 3.85, HBA 5, HBD 4, PSA 123.48, QED 0.37
Compound (SMILES): CCCCCCCNCCC1CCN(C)C(c2ccccc2)C1
InChIKey: IWSPGWIIFZHTQQ-UHFFFAOYSA-N
Target: Sigma non-opioid intracellular receptor 1 (SINGLE PROTEIN), Cavia porcellus
UniProt: Q60492
Assay: Displacement of [3H]pentazocine from sigma 1 receptor expressed in guinea pig brain membranes assessed as inhibition constant by radioligand binding assay
Measurement: Ki = 16 nM (pChEMBL 7.800000190734863)
Descriptors: MW 316.53, ALogP 5.02, HBA 2, HBD 1, PSA 15.27, QED 0.61
Compound (SMILES): COC(=O)CCN[C@H]1CS(=O)(=O)C[C@@H]1S(=O)(=O)c1ccc(Cl)c(Cl)c1
InChIKey: ONEHAFIODPZKSN-STQMWFEESA-N
Target: Nuclear factor erythroid 2-related factor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16236
Assay: Activation of Nrf2 in human IMR-32-ARE-Luc cells by Bright-Glo luciferase assay
Measurement: EC50 = 400 nM (pChEMBL 6.400000095367432)
Descriptors: MW 430.33, ALogP 1.09, HBA 7, HBD 1, PSA 106.61, QED 0.67
Compound (SMILES): O=C(O)c1cccc(C#Cc2ccccc2NS(=O)(=O)c2ccc3ccccc3c2)n1
InChIKey: VFODRSMKIRDWTA-UHFFFAOYSA-N
Target: Monocarboxylate transporter 4 (SINGLE PROTEIN), Homo sapiens
UniProt: O15427
Assay: Inhibition of human MCT4 in human MDA-MB-231 cells assessed as inhibition of lactate efflux preincubated for 30 mins followed by D(+)glucose and measured after 4 hrs by dialysis based UHPLC-ESI-Q-Orbitrap-MS analysis
Measurement: IC50 = 3800 nM (pChEMBL 5.420000076293945)
Descriptors: MW 428.47, ALogP 4.13, HBA 4, HBD 2, PSA 96.36, QED 0.48
Compound (SMILES): Cc1nc2cc(-c3cc(NS(C)(=O)=O)ccc3Oc3ccc(F)cc3Cl)ccc2[nH]c1=O
InChIKey: ALRNBRMAJDJVLA-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 = 1559 nM (pChEMBL 5.809999942779541)
Descriptors: MW 473.91, ALogP 4.85, HBA 5, HBD 2, PSA 101.15, QED 0.43
Compound (SMILES): CCCCCCC[C@@H](O)[C@H](CCCP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCC
InChIKey: TZICIEHKXNHURK-FCHUYYIVSA-N
Target: Sphingomyelinase C (SINGLE PROTEIN), Bacillus cereus
UniProt: P11889
Assay: Inhibition of Bacillus cereus SMaseC
Measurement: IC50 = 78000 nM (pChEMBL 4.110000133514404)
Descriptors: MW 464.63, ALogP 3.83, HBA 5, HBD 2, PSA 98.69, QED 0.16
Compound (SMILES): CCCCOc1ccc(C(C)(C)C)cc1NC(=O)c1nnn(-c2ccccc2)c1C
InChIKey: GHSZLYYVZBYLMZ-UHFFFAOYSA-N
Target: Nuclear receptor subfamily 1 group I member 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O75469
Assay: Inhibition of BODIPY FL vindoline binding to recombinant human GST-tagged PXR LBD (111 to 434 residues) expressed in baculovirus infected insect cells incubated for 1 mins under shaking condition followed by 60 mins under dark condition by TR-FRET assay
Measurement: IC50 = 120 nM (pChEMBL 6.920000076293945)
Descriptors: MW 406.53, ALogP 5.3, HBA 5, HBD 1, PSA 69.04, QED 0.54
Compound (SMILES): O=c1c(=O)n([C@H]2C[C@@H](c3ccccc3)C2)ccn1Cc1nnc(-c2ccccc2)s1
InChIKey: IHHMHHGKHLQZHP-KDURUIRLSA-N
Target: L-amino-acid oxidase (SINGLE PROTEIN), Homo sapiens
UniProt: Q96RQ9
Assay: Inhibition of C-terminal 6-His tagged recombinant human IL4I1 (Gln22 to His567 residues) expressed in CHO cells using Phe/Tyr/Trp as substrate assessed as inhibition of H2O2 production measured after 240 mins by Amplex red and horseradish peroxidase based fluorescence assay
Measurement: EC50 = 2 nM (pChEMBL 8.699999809265137)
Descriptors: MW 416.51, ALogP 3.7, HBA 7, HBD 0, PSA 69.78, QED 0.47
Compound (SMILES): Clc1ccc(OCc2noc(C(Cl)(Cl)Cl)n2)c(Cl)c1
InChIKey: KHJPDFJCROAIDO-UHFFFAOYSA-N
Target: Signal transducer and activator of transcription 3 (SINGLE PROTEIN), Homo sapiens
UniProt: P40763
Assay: Inhibition of STAT3 (unknown origin) transcriptional activity expressed in MDA-MB-231 cells
Measurement: IC50 = 7500 nM (pChEMBL 5.119999885559082)
Descriptors: MW 362.43, ALogP 4.78, HBA 4, HBD 0, PSA 48.15, QED 0.74
Compound (SMILES): C=CC(=O)N1CC2(CC(n3nc(-c4ccc5nn(CCOC)cc5c4)c(-c4c(Cl)c(C)cc5[nH]ncc45)c3C)C2)C1
InChIKey: GVYWKAJMIXYEAW-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 = 4 nM (pChEMBL 8.399999618530273)
Descriptors: MW 570.1, ALogP 5.71, HBA 7, HBD 1, PSA 93.86, QED 0.25
Compound (SMILES): O=C(Nc1ccc(-c2ccc(F)cn2)cc1)c1cc2sc(NCCN3CCOCC3)nc2s1
InChIKey: RKMXNTQXGVOORY-UHFFFAOYSA-N
Target: Cytochrome P450 3A4 (SINGLE PROTEIN), Homo sapiens
UniProt: P08684
Assay: Inhibition of CYP3A4 (unknown origin)
Measurement: IC50 = 6950 nM (pChEMBL 5.159999847412109)
Descriptors: MW 483.59, ALogP 4.56, HBA 8, HBD 2, PSA 79.38, QED 0.4
Compound (SMILES): O=C(O)COc1cc(Cl)ccc1C(=O)NCc1ccc(I)cc1F
InChIKey: ATJRPHWOUZQPIU-UHFFFAOYSA-N
Target: Aldo-keto reductase family 1 member B1 (SINGLE PROTEIN), Homo sapiens
UniProt: P15121
Assay: Inhibition of Aldose reductase (unknown origin) using D,L-glyceraldehyde as substrate preincubated for 5 mins in presence of NADPH followed by substrate addition and measured after 3 mins by UV-visible spectrophotometric assay
Measurement: IC50 = 190 nM (pChEMBL 6.71999979019165)
Descriptors: MW 463.63, ALogP 3.48, HBA 3, HBD 2, PSA 75.63, QED 0.64
Compound (SMILES): C=C1C(=O)O[C@@H]2[C@H]3O[C@]3(C)CC/C=C(/C(=O)OCCOCCOC(=O)/C3=C/CC[C@@]4(C)O[C@@H]4[C@H]4OC(=O)C(=C)[C@@H]4CC3)CC[C@@H]12
InChIKey: GWPIZLOXKPAPCU-BIJYBYESSA-N
Target: Pyruvate kinase PKM (SINGLE PROTEIN), Homo sapiens
UniProt: P14618
Assay: Activation of PKM2 (unknown origin)
Measurement: AC50 = 15 nM (pChEMBL 7.820000171661377)
Descriptors: MW 626.7, ALogP 3.6, HBA 11, HBD 0, PSA 139.49, QED 0.13
Compound (SMILES): COc1ccc(-n2nc(C(=O)N3CCCN(C(C)=O)CC3)c3c2CCOC3)cc1
InChIKey: RUGURHXGWVXNBP-UHFFFAOYSA-N
Target: Ceramide glucosyltransferase (SINGLE PROTEIN), Homo sapiens
UniProt: Q16739
Assay: Inhibition of Glucosylceramide synthase (unknown origin) using C6-ceramide and UDP-glucose as substrate preincubated for 30 mins followed by substrate addition and measured after 2 hrs by UDP-Glo luminometer analysis
Measurement: IC50 > 28000 nM (pChEMBL 4.552999973297119)
Descriptors: MW 398.46, ALogP 1.65, HBA 6, HBD 0, PSA 76.9, QED 0.79
Compound (SMILES): N#Cc1ccc(Nc2ncc(Cc3c(F)cc(-c4ccc(O)cc4)cc3F)o2)cc1Cl
InChIKey: NPENODYKBSCKDY-UHFFFAOYSA-N
Target: Human immunodeficiency virus type 1 reverse transcriptase (SINGLE PROTEIN), Human immunodeficiency virus 1
UniProt: Q72547
Assay: Inhibition of recombinant wildtype HIV-1 reverse transcriptase using r(A)350 as template and d(T)16 as primer preincubated with compound for 1 hrs followed by template/primer addition and measured after 30 mins by picogreen based plate reader analysis
Measurement: IC50 = 280 nM (pChEMBL 6.550000190734863)
Descriptors: MW 437.83, ALogP 6.18, HBA 5, HBD 2, PSA 82.08, QED 0.39
Compound (SMILES): Cc1ccncc1-c1ccnc2c1cnn2CC(F)(F)F
InChIKey: BGMCTAONQCBFLT-UHFFFAOYSA-N
Target: Steroid 17-alpha-hydroxylase/17,20 lyase (SINGLE PROTEIN), Homo sapiens
UniProt: P05093
Assay: Inhibition of human CYP17A1
Measurement: IC50 = 90 nM (pChEMBL 7.050000190734863)
Descriptors: MW 292.26, ALogP 3.36, HBA 4, HBD 0, PSA 43.6, QED 0.73
Compound (SMILES): Cc1nc(N[C@H](C)c2cc(N)cc(C(F)(F)F)c2)c2cc3c(cc2n1)OCCO3
InChIKey: BOBULEHRWRKCQI-SNVBAGLBSA-N
Target: SOS1-KRAS (PROTEIN COMPLEX), Homo sapiens
UniProt: P01116
Assay: Inhibition of human recombinant SOS1 (residue 564-1049)/KRAS G12C mutant protein-protein interaction at incubated for 25 degC for 60 mins by homogeneous time-resolved fluorescence (HTRF) method
Measurement: IC50 = 904 nM (pChEMBL 6.039999961853027)
Descriptors: MW 404.39, ALogP 4.48, HBA 6, HBD 2, PSA 82.29, QED 0.63
Compound (SMILES): COc1cc2c(Nc3ccc(Oc4ccc(C(N)=O)cc4)cc3)ncnc2cc1OCC1CCN(C)CC1
InChIKey: CTVCILRBQGHFBE-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 > 10000 nM (pChEMBL 5)
Descriptors: MW 513.6, ALogP 4.99, HBA 8, HBD 2, PSA 111.83, QED 0.32
Compound (SMILES): COc1cc2ccccc2nc1N
InChIKey: TWGSZWLZNYKIEF-UHFFFAOYSA-N
Target: Toll-like receptor 8 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NR97
Assay: Agonist activity at human TLR8 (27 to 287 residues) in HEK-Blue hTLR8 cells assessed as induction of NFkappaB by SEAP reporter gene based spectrophotometry assay
Measurement: EC50 = 100000 nM (pChEMBL 4)
Descriptors: MW 174.2, ALogP 1.83, HBA 3, HBD 1, PSA 48.14, QED 0.72
Compound (SMILES): C[C@]12CC[C@@H]3c4ccc(O)c(NC(=O)c5cccnc5)c4CC[C@H]3[C@@H]1CCC2=O
InChIKey: NCAWXXMHTCNOQX-CVJORQDNSA-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 = 95719.41 nM (pChEMBL 4.019999980926514)
Descriptors: MW 390.48, ALogP 4.46, HBA 4, HBD 2, PSA 79.29, QED 0.74
Compound (SMILES): COC(=O)C1=C(CCN(C)C)N(C)C(CCN(C)C)=C(C(=O)OC)C1c1ccc(C(F)(F)F)cc1.Cl.Cl
InChIKey: XWQSXVBFMUCWSR-UHFFFAOYSA-N
Target: Heat shock protein HSP 90-alpha (SINGLE PROTEIN), Homo sapiens
UniProt: P07900
Assay: Binding affinity to human HSP90alpha assessed as dissociation constant
Measurement: Kd = 3800 nM (pChEMBL 5.420000076293945)
Descriptors: MW 497.56, ALogP 3.49, HBA 7, HBD 0, PSA 62.32, QED 0.48
Compound (SMILES): COC[C@@H](NC(=O)C1(C(F)F)CCCCC1)C(=O)Nc1nnc(Cc2ccc(C#N)cc2)s1
InChIKey: VJXGXNYOYHAYPM-MRXNPFEDSA-N
Target: Ubiquitin carboxyl-terminal hydrolase 21 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UK80
Assay: Inhibition of human full length USP21 using Btn-Ahx-PNIRFLD-K(Ubi)-LPQQT-GD-amide as substrate preincubated for 15 to 20 mins followed by substrate addition and measured after 25 mins by HTRF assay
Measurement: IC50 = 84 nM (pChEMBL 7.079999923706055)
Descriptors: MW 477.54, ALogP 3.29, HBA 7, HBD 2, PSA 117, QED 0.57
Compound (SMILES): Cc1cnn(Cc2ccc(CNC(=O)c3cncc(N4CC[C@]5(C4)OC(=O)Nc4ccc(Cl)c(F)c45)c3)cn2)c1
InChIKey: CKAXHHJAPBSNRU-MUUNZHRXSA-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 = 1.3 nM (pChEMBL 8.890000343322754)
Descriptors: MW 562.01, ALogP 4.42, HBA 8, HBD 2, PSA 114.27, QED 0.36
Compound (SMILES): Nc1ncnc2c1ncn2[C@@H]1O[C@H](CN(CC[C@H](N)C(=O)O)Cc2ccc(Cl)c(Cl)c2)[C@@H](O)[C@H]1O
InChIKey: KQEWVLPQODNVOW-SWQDORGXSA-N
Target: tRNA (cytosine(38)-C(5))-methyltransferase (SINGLE PROTEIN), Homo sapiens
UniProt: O14717
Assay: Displacement of FTAD from full-length human DNMT2 expressed in bacteria incubated for 10 mins by MST assay
Measurement: Kd = 17900 nM (pChEMBL 4.75)
Descriptors: MW 526.38, ALogP 0.64, HBA 11, HBD 5, PSA 185.87, QED 0.26
Compound (SMILES): C[C@]12CC[C@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)/C(=C\c3ccccc3)C[C@@H]12
InChIKey: XVNNBSPKVRWTLT-ZVWCKUMYSA-N
Target: Aromatase (SINGLE PROTEIN), Homo sapiens
UniProt: P11511
Assay: Inhibition of aromatase (unknown origin)
Measurement: IC50 = 7277.8 nM (pChEMBL 5.139999866485596)
Descriptors: MW 378.56, ALogP 5.65, HBA 2, HBD 1, PSA 37.3, QED 0.64
Compound (SMILES): CCOC(=O)COc1ccc(CN(CCCn2c(CCOC)nc3c(N)nc4ccccc4c32)C(=O)CN(CC)CC)cc1
InChIKey: RXYKXEDCCVVPCA-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 = 38.3 nM (pChEMBL 7.420000076293945)
Descriptors: MW 604.75, ALogP 4.06, HBA 10, HBD 1, PSA 125.04, QED 0.18
Compound (SMILES): O=C(CCCNC(=O)c1cccc(C(=O)NCCCC(=O)NCCC[C@@H](NS(=O)(=O)c2ccc(OCc3cc(Br)cc(Br)c3)cc2)C(=O)NO)c1)NCCC[C@@H](NS(=O)(=O)c1ccc(OCc2cc(Br)cc(Br)c2)cc1)C(=O)NO
InChIKey: JQLHAXGMYALIFJ-AWSIMMLFSA-N
Target: Disintegrin and metalloproteinase domain-containing protein 8 (SINGLE PROTEIN), Homo sapiens
UniProt: P78325
Assay: Inhibition of human recombinant ADAM8 using PepDAB13 as substrate preincubated with enzyme for 45 mins followed by substrate addition and measured for 6 hrs by fluorometric assay
Measurement: IC50 = 41 nM (pChEMBL 7.389999866485596)
Descriptors: MW 1402.83
Compound (SMILES): C=CC(=O)NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCN(C(=O)[C@@H](NC(=O)c2cccc3ccccc23)C(C)CC)CC1
InChIKey: ZPBQIHLQHPDVJV-LQDNDQQYSA-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 = 8100 nM (pChEMBL 5.090000152587891)
Descriptors: MW 669.82, ALogP 4.42, HBA 6, HBD 3, PSA 137.15, QED 0.16
Compound (SMILES): O=C(O)c1ccc(Oc2cnc(NC(=O)[C@H](Oc3ccc(F)cc3F)c3ccc(S(=O)(=O)C4CC4)cc3)s2)cc1
InChIKey: XJFUEUNGZVAEIX-XMMPIXPASA-N
Target: Hexokinase-4 (SINGLE PROTEIN), Homo sapiens
UniProt: P35557
Assay: Activation of recombinant human glucokinase assessed as increase in maximal activation by measuring accumulation of NADH in presence of S0.5 of glucose and NAD by plate reader analysis
Measurement: EC50 = 34 nM (pChEMBL 7.46999979019165)
Descriptors: MW 586.59, ALogP 5.61, HBA 8, HBD 2, PSA 131.89, QED 0.25
Compound (SMILES): O=C(O)[C@H]1CS[C@@H]2CS[C@@H](CS)N12
InChIKey: ZTWVMVSSSBGFHH-NGJCXOISSA-N
Target: Metallo-beta-lactamase type 2 (SINGLE PROTEIN), Bacteria
UniProt: C7C422
Assay: Binding affinity to NDM1 (unknown origin) assessed as inhibition constant by measuring imipenem hydrolysis
Measurement: Ki = 19000 nM (pChEMBL 4.71999979019165)
Descriptors: MW 237.37, ALogP 0.82, HBA 5, HBD 2, PSA 40.54, QED 0.7
Compound (SMILES): CC(C)c1cnc(-c2cc(Cl)ccc2F)cc1Nc1ccncc1C(N)=O
InChIKey: AUHKZJJABPGQSQ-UHFFFAOYSA-N
Target: TGF-beta receptor type-1 (SINGLE PROTEIN), Homo sapiens
UniProt: P36897
Assay: Inhibition of human ALK5 autophosphorylation
Measurement: IC50 = 3 nM (pChEMBL 8.520000457763672)
Descriptors: MW 384.84, ALogP 4.9, HBA 4, HBD 2, PSA 80.9, QED 0.65
Compound (SMILES): CCN1C(C)=C(C(=O)Nc2ccc3[nH]ncc3c2)Cn2nnnc21
InChIKey: VJNCPLVOHYRDQS-UHFFFAOYSA-N
Target: Leucine-rich repeat serine/threonine-protein kinase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q5S007
Assay: Inhibition of N-terminal GST-fused human wild type LRRK2 using fluorescein-labeled LRRKtide as substrate preincubated for 15 mins followed by substrate addition and measured after 1 hr by TR-FRET assay
Measurement: IC50 = 865 nM (pChEMBL 6.059999942779541)
Descriptors: MW 324.35, ALogP 1.3, HBA 7, HBD 2, PSA 104.62, QED 0.75
Compound (SMILES): O=C[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@@H]1[C@H]2CCC[C@H]2CN1C(=O)COc1ccc(Cl)c(Cl)c1
InChIKey: LQMJXKADORALLN-ICWLNENESA-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 = 30 nM (pChEMBL 7.519999980926514)
Descriptors: MW 496.39, ALogP 2.21, HBA 5, HBD 2, PSA 104.81, QED 0.54
Compound (SMILES): Cc1c(O)c(O)c(C=O)c(COCc2ccccc2)c1-c1ccc(F)cc1Cl
InChIKey: TWXFWRRNDRRXTM-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 400.83, ALogP 5.4, HBA 4, HBD 2, PSA 66.76, QED 0.43
Compound (SMILES): CCOC1=CS(=O)(=O)c2cc3c(Nc4ccc5scnc5c4)ncnc3cc21
InChIKey: DGOLQKDWHOHSFK-UHFFFAOYSA-N
Target: Receptor-interacting serine/threonine-protein kinase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O43353
Assay: Binding affinity to RIPK2 (unknown origin) assessed as dissociation constant by kinomescan assay
Measurement: Kd = 5.9 nM (pChEMBL 8.229999542236328)
Descriptors: MW 410.48, ALogP 4.11, HBA 8, HBD 1, PSA 94.07, QED 0.54
Compound (SMILES): O=C(O)c1cc(Br)ccc1NS(=O)(=O)c1ccc(-c2ccc(C(F)(F)F)cc2)cc1
InChIKey: FJEWMZOLEPWXQF-UHFFFAOYSA-N
Target: Lysine-specific histone demethylase 1A (SINGLE PROTEIN), Homo sapiens
UniProt: O60341
Assay: Inhibition of N-terminal his-tagged human recombinant LSD1 using 10-acetyl-3,7-dihydroxyphenoxazine as substrate measured for 30 mins by multiplate reader analysis
Measurement: IC50 = 1520 nM (pChEMBL 5.820000171661377)
Descriptors: MW 500.29, ALogP 5.63, HBA 3, HBD 2, PSA 83.47, QED 0.48
Compound (SMILES): C[C@H]1CO[C@@H](c2ccc(N)nc2)CN1CC[C@@H]1CC[C@H](CNC(=O)c2cc3ccccc3[nH]2)C1
InChIKey: QIUNPJREZURMGC-AJGMTHFWSA-N
Target: D(2) dopamine receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P14416
Assay: Displacement of [3H]-(R)-(+)7-OH-DPAT from human dopamine D2 receptor expressed in HEK293 cell membranes incubated for 90 mins by microbeta scintillation counting analysis
Measurement: Ki = 80.8 nM (pChEMBL 7.090000152587891)
Descriptors: MW 461.61, ALogP 4.14, HBA 5, HBD 3, PSA 96.27, QED 0.49
Compound (SMILES): CC(C)[C@H]1COC(=O)N1c1ccnc(N[C@@H](C)c2cccc(F)c2)n1
InChIKey: GLVHYTGQNYTKRK-SWLSCSKDSA-N
Target: Isocitrate dehydrogenase [NADP] cytoplasmic (SINGLE PROTEIN), Homo sapiens
UniProt: O75874
Assay: Inhibition of IDH1 R132H mutant expressed in human HCT-116 cells assessed as effect on intracellular 2-HG level incubated for 48 hrs by LC/MS/MS analysis
Measurement: IC50 = 420 nM (pChEMBL 6.380000114440918)
Descriptors: MW 344.39, ALogP 3.77, HBA 5, HBD 1, PSA 67.35, QED 0.89
Compound (SMILES): CCc1sc(-c2csc(Nc3cccc(F)c3)n2)nc1-c1ccccc1
InChIKey: USAWQYSNSMGYSO-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 = 245.9 nM (pChEMBL 6.610000133514404)
Descriptors: MW 381.5, ALogP 6.38, HBA 5, HBD 1, PSA 37.81, QED 0.44
Compound (SMILES): Cc1ccc(Nc2ccc3cc(S(=O)(=O)O)ccc3c2)cc1
InChIKey: VTRBOZNMGVDGHY-UHFFFAOYSA-N
Target: Alpha-synuclein (SINGLE PROTEIN), Homo sapiens
UniProt: P37840
Assay: Binding affinity to human recombinant Alpha-synuclein assessed as dissociation constant by fluorometric method
Measurement: Kd = 11700 nM (pChEMBL 4.929999828338623)
Descriptors: MW 313.38, ALogP 4.14, HBA 3, HBD 2, PSA 66.4, QED 0.71
Compound (SMILES): CC(C)(C(=O)Nc1ccc(-c2cncc(C(F)(F)F)n2)cc1F)c1csc(NS(=O)(=O)C2CC2)n1
InChIKey: OKFGIMQRDHOBOP-UHFFFAOYSA-N
Target: CTP synthase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P17812
Assay: Inhibition of C-terminal FLAG-His8-tagged full length human CTPS1 preincubated for 10 mins followed by substrate addition by ADP-Glo assay
Measurement: IC50 < 50000 nM (pChEMBL 4.301000118255615)
Descriptors: MW 529.54, ALogP 4.58, HBA 7, HBD 2, PSA 113.94, QED 0.43
Compound (SMILES): COc1ccc2[nH]cc(CCNC(=O)CN(CCCCC3CCN(Cc4ccccc4)CC3)C(=O)c3cc(=O)c4ccccc4o3)c2c1
InChIKey: LHSUEACWFJGZKG-UHFFFAOYSA-N
Target: Cholinesterase (SINGLE PROTEIN), Homo sapiens
UniProt: P06276
Assay: Inhibition of BuChE (unknown origin)
Measurement: IC50 = 11.9 nM (pChEMBL 7.920000076293945)
Descriptors: MW 648.8, ALogP 6.17, HBA 6, HBD 2, PSA 107.88, QED 0.14
Compound (SMILES): Cc1cc(-c2nc(C(=O)Nc3c[nH]nc3C(N)=O)co2)ccn1
InChIKey: ZYCRIYYYAIHZCP-UHFFFAOYSA-N
Target: Interleukin-1 receptor-associated kinase 4 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NWZ3
Assay: Inhibition of human IRAK4 using biotinylated FGLARFSRFAGSSPSQSSMVARTQTVRGT peptide as substrate incubated for 1 hr in presence of ATP by ELISA assay
Measurement: IC50 = 120 nM (pChEMBL 6.920000076293945)
Descriptors: MW 312.29, ALogP 1.12, HBA 6, HBD 3, PSA 139.79, QED 0.66
Compound (SMILES): CCOC(=O)COc1ccccc1CN(CCCn1c(CCOC)nc2c(N)nc3ccccc3c21)C(=O)CN(CC)CC
InChIKey: YINZYGCEBMFQLB-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 = 136.6 nM (pChEMBL 6.869999885559082)
Descriptors: MW 604.75, ALogP 4.06, HBA 10, HBD 1, PSA 125.04, QED 0.18
Compound (SMILES): CCS(=O)(=O)c1ccc(CC(=O)Nc2ccc(-c3nc4ccc(C(=O)NC(C)C)cc4n3[C@H](C)c3ccc(C)cc3)cc2)cc1
InChIKey: ITFSNPMLOSGRTC-RUZDIDTESA-N
Target: Nuclear receptor ROR-gamma (SINGLE PROTEIN), Homo sapiens
UniProt: P51449
Assay: Inverse agonist activity at human GAL4-fused RORgamma LBD (262 to 507 residues) transfected in HEK293T cell measured after 24 hrs by dual luciferase assay
Measurement: IC50 = 77 nM (pChEMBL 7.110000133514404)
Descriptors: MW 622.79, ALogP 6.73, HBA 6, HBD 2, PSA 110.16, QED 0.18
Compound (SMILES): Cc1cc(Oc2ccc(S(=O)(=O)N(CC(C)C)c3ccc(C(=O)O)cc3)cc2)cc(C)c1Cl
InChIKey: RLDOUWXQZNOXQC-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 = 2058 nM (pChEMBL 5.690000057220459)
Descriptors: MW 488.01, ALogP 6.3, HBA 4, HBD 1, PSA 83.91, QED 0.4
Compound (SMILES): CCCCCCCCCCCCCCCCNC(=O)[C@@H]1CN(C(=O)c2ccc(C(=O)N3C[C@@H](C(=O)N[C@H]4C[C@@H]4c4ccccc4)[C@H](C(=O)N[C@@H]4C[C@H]4c4ccccc4)C3)cc2)C[C@H]1C(=O)NCCCCCCCCCCCCCCCC
InChIKey: CYIUZHJALRVVSX-ABIHIYHTSA-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 = 2.5 nM (pChEMBL 8.600000381469727)
Descriptors: MW 1125.64
Compound (SMILES): Nc1ncc(-c2nnn(CCCO)n2)cc1-c1cc2cc(NC(=O)Nc3ccc(Cl)c(C(F)(F)F)c3)ccc2o1
InChIKey: CCJNMGYVDQIKLM-UHFFFAOYSA-N
Target: Interferon-induced, double-stranded RNA-activated protein kinase (SINGLE PROTEIN), Homo sapiens
UniProt: P19525
Assay: Inhibition of GST tagged human PKR incubated for 10 mins in presence of ATP by Kinase Glo luminescence assay
Measurement: IC50 = 475 nM (pChEMBL 6.320000171661377)
Descriptors: MW 572.94, ALogP 5.43, HBA 9, HBD 4, PSA 157.01, QED 0.2
Compound (SMILES): O=C(O)Cc1cc2cc(CN3CCOCC3)cc3c(=O)c(C(=O)NCc4ccc(Cl)cc4)cn1c23
InChIKey: SDJKNSRCJHJZDA-UHFFFAOYSA-N
Target: Voltage-gated inwardly rectifying potassium channel KCNH2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q12809
Assay: Inhibition of hERG expressed in CHO cells by automated patch clamp method
Measurement: IC50 > 40000 nM (pChEMBL 4.3979997634887695)
Descriptors: MW 493.95, ALogP 2.93, HBA 6, HBD 2, PSA 100.35, QED 0.41
Compound (SMILES): COc1cccc2cc(-c3nn(C4CCNCC4)c4ncnc(N)c34)sc12
InChIKey: ORORHIPTEMFDHJ-UHFFFAOYSA-N
Target: Fibroblast growth factor receptor 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P11362
Assay: Inhibition of human recombinant FGFR1 in the presence of ATP at 0.16 uM measured after 1 hr by fluorescence based assay
Measurement: IC50 = 115 nM (pChEMBL 6.940000057220459)
Descriptors: MW 380.48, ALogP 3.22, HBA 8, HBD 2, PSA 90.88, QED 0.57
Compound (SMILES): Cc1nn(C)cc1S(=O)(=O)N1CC[C@@H](C(=O)Nc2ccc3scnc3c2)C1
InChIKey: IHZPUJIKQHNPJR-GFCCVEGCSA-N
Target: Muscarinic acetylcholine receptor M5 (SINGLE PROTEIN), Homo sapiens
UniProt: P08912
Assay: Antagonist activity at human muscarinic M5 receptor expressed in CHO cells in the presence of acetylcholine by calcium mobilisation assay
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 405.51, ALogP 1.99, HBA 7, HBD 1, PSA 97.19, QED 0.72
Compound (SMILES): O=C(Nc1cccc(S(=O)(=O)N2CCCC2)c1)c1cccnc1N1CCC2(CC1)CC2
InChIKey: RWHRXAPWFFOYDR-UHFFFAOYSA-N
Target: Kinesin-like protein KIF18A (SINGLE PROTEIN), Homo sapiens
UniProt: Q8NI77
Assay: Inhibition of recombinant His-tagged human KIF18A (1 to 467 residues) expressed in Trichoplusia ni insect cells assessed as inhibition of microtubule-stimulated ATPase activity preincubated for 30 mins followed by ATP addition and further incubated for 15 mins by ADP-Glo reagent based assay
Measurement: IC50 = 1830 nM (pChEMBL 5.739999771118164)
Descriptors: MW 440.57, ALogP 3.5, HBA 5, HBD 1, PSA 82.61, QED 0.77
Compound (SMILES): C=CCn1c(=O)c2cnc(Nc3ccc4c(c3)CN(C)CC4)nc2n1-c1cccc(C(F)(F)F)n1
InChIKey: RAVOWWGMSYDIEV-UHFFFAOYSA-N
Target: Serine/threonine-protein kinase PLK1 (SINGLE PROTEIN), Homo sapiens
UniProt: P53350
Assay: Inhibition of human N-terminal His6-tagged recombinant full-length PLK1 expressed in baculovirus infected Sf9 cells incubated for 15 mins followed by ATP addition by ADP Glo luminescent assay
Measurement: IC50 = 10000 nM (pChEMBL 5)
Descriptors: MW 481.48, ALogP 3.91, HBA 8, HBD 1, PSA 80.87, QED 0.44
Compound (SMILES): CC(=O)NC1=NC(=O)/C(=C2\CCNC(=O)c3[nH]c(Br)c(Br)c32)N1
InChIKey: FXLYXLFCTRGBDR-YVMONPNESA-N
Target: Cyclin-dependent kinase 5/CDK5 activator 1 (PROTEIN COMPLEX), Homo sapiens
UniProt: Q15078
Assay: Inhibition of CDK5/p25 (unknown origin)
Measurement: IC50 = 533 nM (pChEMBL 6.269999980926514)
Descriptors: MW 445.07, ALogP 1.01, HBA 4, HBD 4, PSA 115.45, QED 0.45
Compound (SMILES): COCc1ccc2c(c1)[nH]c1c(C)nccc12
InChIKey: RUTLRUCLFXMIBM-UHFFFAOYSA-N
Target: Dual specificity tyrosine-phosphorylation-regulated kinase 1A (SINGLE PROTEIN), Homo sapiens
UniProt: Q13627
Assay: Inhibition of DYRK1A (unknown origin)
Measurement: IC50 = 2000 nM (pChEMBL 5.699999809265137)
Descriptors: MW 226.28, ALogP 3.17, HBA 2, HBD 1, PSA 37.91, QED 0.73
Compound (SMILES): CCCOc1ccc2c(c1)C(=O)CC1(CCN(c3ccc(S(N)(=O)=O)cc3[N+](=O)[O-])CC1)O2
InChIKey: JHHSEVNLVXISKA-UHFFFAOYSA-N
Target: Carbonic anhydrase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P00915
Assay: Binding affinity to human CA1 assessed as inhibition constant
Measurement: Ki = 8694.1 nM (pChEMBL 5.059999942779541)
Descriptors: MW 475.52, ALogP 3.04, HBA 8, HBD 1, PSA 142.07, QED 0.5
Compound (SMILES): O=C(/C=C/c1ccc(Br)cc1)c1c[nH]c2ccccc12
InChIKey: RVUJDYIDVJKIFK-JXMROGBWSA-N
Target: Amine oxidase [flavin-containing] B (SINGLE PROTEIN), Homo sapiens
UniProt: P27338
Assay: Binding affinity to human MAO-B using p-tyramine as substrate incubated for 15 mins by amplex red dye based microplate assay
Measurement: Ki = 10 nM (pChEMBL 8)
Descriptors: MW 326.19, ALogP 4.83, HBA 1, HBD 1, PSA 32.86, QED 0.54
Compound (SMILES): CC(C)(O)c1ccncc1NC(=O)c1ccnc(NC(=O)C2CC2)c1
InChIKey: NCMRFSCEYJSKBH-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 = 0.1 nM (pChEMBL 10)
Descriptors: MW 340.38, ALogP 2.3, HBA 5, HBD 3, PSA 104.21, QED 0.77
Compound (SMILES): COc1cc(CCC(=O)Nc2ccccc2N)ccc1C(=O)NCC1CCN(Cc2ccccc2)CC1
InChIKey: MOVZFDNESRUPED-UHFFFAOYSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Electrophorus electricus
UniProt: O42275
Assay: Inhibition of electric eel AChE
Measurement: IC50 = 31300 nM (pChEMBL 4.5)
Descriptors: MW 500.64, ALogP 4.49, HBA 5, HBD 3, PSA 96.69, QED 0.36
Compound (SMILES): COc1ccccc1Oc1cccc(CN2CCC3(CC2)C(=O)NCN3CCc2ccccc2)c1
InChIKey: MRXASGVUQJVWMP-UHFFFAOYSA-N
Target: C-C chemokine receptor type 8 (SINGLE PROTEIN), Homo sapiens
UniProt: P51685
Assay: Inhibition of CCR8 mutant (unknown origin)
Measurement: IC50 = 10 nM (pChEMBL 8)
Descriptors: MW 471.6, ALogP 4.45, HBA 5, HBD 1, PSA 54.04, QED 0.53
Compound (SMILES): COc1ccc(NC(=O)C2CCN(C(=O)c3ccccc3)CC2)cc1
InChIKey: XDISZLBVVBRPIK-UHFFFAOYSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Homo sapiens
UniProt: P22303
Assay: Inhibition of AChE (unknown origin)
Measurement: IC50 = 9.78 nM (pChEMBL 8.010000228881836)
Descriptors: MW 338.41, ALogP 3.19, HBA 3, HBD 1, PSA 58.64, QED 0.93
Compound (SMILES): CCCCCCCCCCCCCCCC(=O)OC[C@H](CS[C@H](N)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@H](C(=O)O)C(C)C)[C@@H](C)O)[C@@H](C)CC)OC(=O)CCCCCCCCCCCCCCC
InChIKey: AYEZMRPYPITNHY-BRYCUNNMSA-N
Target: Toll-like receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O60603
Assay: Agonist activity at TLR2 (unknown origin)
Measurement: EC50 = 468 nM (pChEMBL 6.329999923706055)
Descriptors: MW 2330.16
Compound (SMILES): COc1cccc([C@@]2(O)CCN(C(=O)Cc3cc(F)c(F)cc3F)C[C@@H]2CN(C)C)c1
InChIKey: AYIFYIHXAMCCQF-SBUREZEXSA-N
Target: Mu-type opioid receptor (SINGLE PROTEIN), Mus musculus
UniProt: P42866
Assay: Displacement of [3H] DAMGO from mouse MOR expressed in CHO cell membrane incubated for 90 mins by scintillation method
Measurement: Ki = 2312 nM (pChEMBL 5.639999866485596)
Descriptors: MW 436.47, ALogP 2.95, HBA 4, HBD 1, PSA 53.01, QED 0.71
Compound (SMILES): N#C[C@@H]1CCCN1C(=O)C[C@@H](N)Cc1ccc(-c2cn(C3CCCCC3)nn2)cc1
InChIKey: HQDAGYCHPCSRNK-FPOVZHCZSA-N
Target: Dipeptidyl peptidase 4 (SINGLE PROTEIN), Homo sapiens
UniProt: P27487
Assay: Inhibition of DPP-4 (unknown origin)
Measurement: IC50 = 863 nM (pChEMBL 6.059999942779541)
Descriptors: MW 406.53, ALogP 3.22, HBA 6, HBD 1, PSA 100.83, QED 0.79
Compound (SMILES): Cc1nn(CCCCc2ccnc(N)c2)c2cc(NC(=O)NCCCn3cncc3C)ccc12
InChIKey: GLWILKXBTARENM-UHFFFAOYSA-N
Target: Glutaminyl-peptide cyclotransferase (SINGLE PROTEIN), Homo sapiens
UniProt: Q16769
Assay: Inhibition of human glutaminyl cyclase using L-glutamine-7-amido-4-methylcoumarin as substrate incubated for 10 mins in presence of pyroglutamyl peptidase by fluorometry analysis
Measurement: IC50 = 20.4 nM (pChEMBL 7.690000057220459)
Descriptors: MW 460.59, ALogP 4.06, HBA 7, HBD 3, PSA 115.68, QED 0.31