lovingscience/chembl-v37-raw-activities huggingface dataset:
Compound (SMILES): COCCO[C@H]1CC[C@H](n2nc(-c3ccc(Nc4nc5cc(Cl)cc(F)c5o4)cc3)c3c(N)ncnc32)CC1
InChIKey: SPPDBTPNBIGBJJ-WGSAOQKQSA-N
Target: Interferon-induced, double-stranded RNA-activated protein kinase (SINGLE PROTEIN), Homo sapiens
UniProt: P19525
Assay: Inhibition of PKR (unknown origin)
Measurement: IC50 = 364 nM (pChEMBL 6.440000057220459)
Descriptors: MW 552.01, ALogP 5.9, HBA 10, HBD 2, PSA 126.14, QED 0.23
Compound (SMILES): Nc1ccccc1NC(=O)c1cccc(C(=O)NCC2CCN(Cc3ccccc3)CC2)c1
InChIKey: IBFGFQXSWYZSND-UHFFFAOYSA-N
Target: Acetylcholinesterase (SINGLE PROTEIN), Electrophorus electricus
UniProt: O42275
Assay: Inhibition of electric eel AChE
Measurement: IC50 = 32570 nM (pChEMBL 4.489999771118164)
Descriptors: MW 442.56, ALogP 4.16, HBA 4, HBD 3, PSA 87.46, QED 0.48
Compound (SMILES): C[C@]12CCCC(O)C1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
InChIKey: UTCSOFZAESZNST-WFJVDCJUSA-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 = 279.9 nM (pChEMBL 6.550000190734863)
Descriptors: MW 288.43, ALogP 3.88, HBA 2, HBD 1, PSA 37.3, QED 0.69
Compound (SMILES): CCCCNc1nc(N)nc(C)c1Cc1ccc(CC(=O)OCC2CCN(C)CC2)cc1OC
InChIKey: WHHYIHVELBUKCN-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 = 15.85 nM (pChEMBL 7.800000190734863)
Descriptors: MW 469.63, ALogP 3.61, HBA 8, HBD 2, PSA 102.6, QED 0.38
Compound (SMILES): CN(C)C(=O)c1ccc(N2CCNCC2)cc1OC1CCN(C(=O)c2ccc(O[C@H]3CCNC3)c(C3CCC(C(C)(C)C)CC3)c2)CC1.Cl.Cl
InChIKey: YAXOXQGGSPBVAD-CNHNBJTMSA-N
Target: beta-catenin-B-cell lymphoma 9 protein complex (PROTEIN COMPLEX), Homo sapiens
UniProt: O00512
Assay: Inhibition of full length beta-catenin (1 to 781 residues) (unknown origin) expressed in Escherichia coli BL21 (DE3)/N-terminal biotinylated human BCL9 HD2 (350 to 375 residues) protein-protein interaction incubated for 1 hr by Alphascreen assay
Measurement: IC50 > 100000 nM (pChEMBL 4)
Descriptors: MW 659.92, ALogP 5.54, HBA 7, HBD 2, PSA 86.38, QED 0.39
Compound (SMILES): CC1(C)SCN(S(=O)(=O)c2ccccc2)[C@@H]1C(=O)N[C@@H](CNC(=O)NCc1ccccc1)C(=O)O
InChIKey: XKLHCUGVLCGKKX-RBUKOAKNSA-N
Target: Integrin alpha2/beta1 (PROTEIN COMPLEX), Homo sapiens
UniProt: P05556
Assay: Inhibition of alpha2beta1 integrin-mediated cell adhesion to type 1 collagen in human platelets incubated for 30 mins in presence of ADP by microplate reader analysis
Measurement: IC50 = 12 nM (pChEMBL 7.920000076293945)
Descriptors: MW 520.63, ALogP 1.6, HBA 6, HBD 4, PSA 144.91, QED 0.39
Compound (SMILES): Cc1ccc(C)n2nc(CCc3nc(-c4ccccc4)cn3[11CH3])nc12
InChIKey: AZOOBRKWMCUHJL-KTXUZGJCSA-N
Target: cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A (SINGLE PROTEIN), Rattus norvegicus
UniProt: Q9QYJ6
Assay: Inhibition of rat PDE10A
Measurement: IC50 = 0.39 nM (pChEMBL 9.40999984741211)
Descriptors: MW 331.42, ALogP 3.53, HBA 5, HBD 0, PSA 48.01, QED 0.57
Compound (SMILES): CCCCc1nc2c(N)nc(CCc3ccccc3)cc2n1Cc1ccccc1
InChIKey: SPYAUPBYNLHCIN-UHFFFAOYSA-N
Target: Toll-like receptor 7 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9NYK1
Assay: Agonist activity at human TLR7 in HEK-Blue hTLR7 cells assessed as activation of NFkappaB by SEAP reporter gene based spectrophotometry assay
Measurement: EC50 = 570 nM (pChEMBL 6.239999771118164)
Descriptors: MW 384.53, ALogP 5.19, HBA 4, HBD 1, PSA 56.73, QED 0.45
Compound (SMILES): C#Cc1cccc(Nc2ncnc3cc(O[C@H]4CCOC4)c(OC4CCN(C(=O)C=C)CC4)cc23)c1
InChIKey: ARVUSMHRGNDTRY-QFIPXVFZSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Inhibition of EGFR D770-N771 ins NPG mutant (unknown origin)
Measurement: IC50 = 1.67 nM (pChEMBL 8.779999732971191)
Descriptors: MW 484.56, ALogP 4.08, HBA 7, HBD 1, PSA 85.81, QED 0.4
Compound (SMILES): O=C(CCl)Nc1cccc(Oc2cc(NCCc3ccc4c(c3)OCO4)ncn2)c1
InChIKey: HSVSGAUWEMIRDI-UHFFFAOYSA-N
Target: Dual specificity mitogen-activated protein kinase kinase 7 (SINGLE PROTEIN), Homo sapiens
UniProt: O14733
Assay: Inhibition of human recombinant full-length MEK7 using JNK1 as substrate incubated for 30 mins followed by ATP addition measured after 1 hr by ADP Glo luminescent assay
Measurement: IC50 = 1100 nM (pChEMBL 5.960000038146973)
Descriptors: MW 426.86, ALogP 3.83, HBA 7, HBD 2, PSA 94.6, QED 0.53
Compound (SMILES): COc1cc(CCc2ccc(O)c(O)c2)cc(OC)c1O
InChIKey: NRPAEDCATWOFMY-UHFFFAOYSA-N
Target: Aldo-keto reductase family 1 member B1 (SINGLE PROTEIN), Homo sapiens
UniProt: P15121
Assay: Inhibition of aldose reductase (unknown origin) using DL-glyceraldehyde as substrate
Measurement: IC50 = 17820 nM (pChEMBL 4.75)
Descriptors: MW 290.31, ALogP 2.61, HBA 5, HBD 3, PSA 79.15, QED 0.74
Compound (SMILES): N[C@]1(c2ccccc2)[C@@H]2CCN(c3cnc4c(-c5cccc(Cl)c5Cl)n[nH]c4n3)C[C@@H]21
InChIKey: GENAOQZGIUCRIG-VBURHUQHSA-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 = 1455 nM (pChEMBL 5.840000152587891)
Descriptors: MW 451.36, ALogP 4.64, HBA 5, HBD 2, PSA 83.72, QED 0.47
Compound (SMILES): CN(C)CCCN(C)c1ccc(Nc2cc3ncn(-c4c(Cl)cccc4Cl)c(=O)c3cn2)cc1
InChIKey: KECMKLBLNFVCOR-UHFFFAOYSA-N
Target: Wee1-like protein kinase (SINGLE PROTEIN), Homo sapiens
UniProt: P30291
Assay: Inhibition of recombinant human Wee1 (214 to end residues) incubated for 1 hr in presence of tracer 178 by fluorescence based assay
Measurement: IC50 = 142 nM (pChEMBL 6.849999904632568)
Descriptors: MW 497.43, ALogP 5.22, HBA 7, HBD 1, PSA 66.29, QED 0.36
Compound (SMILES): O=C(O)CNC(=O)c1ccc(S(=O)(=O)N2CCC(c3ccccc3)CC2)cc1
InChIKey: BLQWQKWTIGGLDM-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 = 34000 nM (pChEMBL 4.46999979019165)
Descriptors: MW 402.47, ALogP 2.07, HBA 4, HBD 2, PSA 103.78, QED 0.77
Compound (SMILES): NC1CCN(c2c(-c3cc(F)cc(F)c3)cnc3ccccc23)CC1
InChIKey: HBTTWUIENGJNNG-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 = 1600 nM (pChEMBL 5.800000190734863)
Descriptors: MW 339.39, ALogP 4.11, HBA 3, HBD 1, PSA 42.15, QED 0.76
Compound (SMILES): Cc1c(O)c(O)c(C=O)c(COCc2cccc3ccccc23)c1-c1ccccc1
InChIKey: MOXNROAUQUGRGA-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 398.46, ALogP 5.76, HBA 4, HBD 2, PSA 66.76, QED 0.32
Compound (SMILES): COc1cc(Br)cc(/C=C2\SC(c3ccc(C)cc3)=NC2=O)c1O
InChIKey: YZQBJASSZSVUTI-NVNXTCNLSA-N
Target: Protein arginine N-methyltransferase 5 (SINGLE PROTEIN), Homo sapiens
UniProt: O14744
Assay: Inhibition of human PRMT5 using H4R3 S1ac and [3H]-SAM as substrate by AlphaLISA assay
Measurement: IC50 = 6600 nM (pChEMBL 5.179999828338623)
Descriptors: MW 404.29, ALogP 4.53, HBA 4, HBD 1, PSA 58.89, QED 0.76
Compound (SMILES): NS(=O)(=O)c1cccc(-c2ccc(CO)cc2)c1-c1nn[nH]n1
InChIKey: NVAPOOJIRBPVGS-UHFFFAOYSA-N
Target: Metallo-beta-lactamase type 2 (SINGLE PROTEIN), Bacteria
UniProt: C7C422
Assay: Class B Enzyme Assay: The Class B enzyme activities were measured in the presence of the test inhibitor in a fluorescence assay against a commercially available substrate consisting of a cephalosporin core linking 7-hydroxycoumarin to fluorescein (CCF2-FA). The enzyme (NDM-1, IMP-1 or VIM-1) and the substrate were diluted in 100 mM KH2PO4 buffer (pH 7) containing 0.005% Tween-20 and 10 μM ZnSO4. In the assay, the final concentration of enzyme was 1 pM, 2 pM and 30 pM for NDM-1, IMP-1 and VIM-1, respectively, and the final concentration of CCF2-FA was 1.25 μM. The test inhibitor was dissolved in dimethylsulfoxide and diluted 1:50 in the assay, resulting in a final concentration range of 20 uM to 0.00063 uM. In a 384-well microplate, the test inhibitor was incubated with the metallo-β-lactamase enzyme and the substrate for 2 hours at 25° C. Fluorescence at 460 nm following excitation at 405 nm was measured. The IC50 value was determined from semi-logarithmic plots of enzyme inhibition versus inhibitor concentration, with a curve generated using a 4-parameter fit.
Measurement: IC50 = 2.43 nM (pChEMBL 8.609999656677246)
Descriptors: MW 331.36, ALogP 0.67, HBA 6, HBD 3, PSA 134.85, QED 0.64
Compound (SMILES): Cc1onc(-c2ccccc2)c1C(=O)NCCCCCNC(=O)C(C)(C)S
InChIKey: XJTVLNNVIZUFGI-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 389.52, ALogP 3.37, HBA 5, HBD 3, PSA 84.23, QED 0.45
Compound (SMILES): CCC(Cc1ccccc1)c1cc(O)c(C(c2cccc(N[C@@H](C)C(=O)OC(C)(C)C)c2)C2CC2)c(=O)o1
InChIKey: BELIREYRIBKICY-BHETYADTSA-N
Target: Human immunodeficiency virus type 1 protease (SINGLE PROTEIN), Human immunodeficiency virus 1
UniProt: Q72874
Assay: Binding affinity to HIV-1 protease assessed as inhibition constant
Measurement: Ki = 15 nM (pChEMBL 7.820000171661377)
Descriptors: MW 517.67, ALogP 6.77, HBA 6, HBD 2, PSA 88.77, QED 0.29
Compound (SMILES): Cc1nn(C)c2cc(N(Cc3ccc(F)cc3)C(=O)NCCCn3cncc3C)ccc12
InChIKey: AEBGFIUYVZLANC-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 = 2.3 nM (pChEMBL 8.640000343322754)
Descriptors: MW 434.52, ALogP 4.33, HBA 5, HBD 1, PSA 67.98, QED 0.44
Compound (SMILES): O=C(NCc1ccccc1)NC[C@H](NC(=O)[C@@H]1CSCN1S(=O)(=O)c1ccccc1)C(=O)O
InChIKey: URLNLDYQABPXQL-ROUUACIJSA-N
Target: Integrin alpha2/beta1 (PROTEIN COMPLEX), Homo sapiens
UniProt: P05556
Assay: Inhibition of alpha2beta1 integrin-mediated cell adhesion to type 1 collagen in human platelets incubated for 30 mins in presence of ADP by microplate reader analysis
Measurement: IC50 = 17 nM (pChEMBL 7.769999980926514)
Descriptors: MW 492.58, ALogP 0.82, HBA 6, HBD 4, PSA 144.91, QED 0.41
Compound (SMILES): CC1=C(C(=O)Nc2ccc3[nH]nc(C(N)=O)c3c2)Cn2nnnc2N1C
InChIKey: ADNSRTBHXOTLMF-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 = 125 nM (pChEMBL 6.900000095367432)
Descriptors: MW 353.35, ALogP 0.01, HBA 8, HBD 3, PSA 147.71, QED 0.6
Compound (SMILES): CCOc1cc(C)nn1C(=O)CNc1ncnc2c1c(C)nn2-c1ccccc1
InChIKey: KILFGWWAJWGXRS-UHFFFAOYSA-N
Target: Prostaglandin G/H synthase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P35354
Assay: Inhibition of human COX-2 assessed as by fluorescence based microplate reader assay
Measurement: IC50 = 160 nM (pChEMBL 6.800000190734863)
Descriptors: MW 391.44, ALogP 2.78, HBA 9, HBD 1, PSA 99.75, QED 0.54
Compound (SMILES): O=C(NCCCNc1nc(Nc2cccc(CN3CCOCC3)c2)ncc1C1CC1)C1CC1
InChIKey: UEZRAYLQPKCVRW-UHFFFAOYSA-N
Target: Serine/threonine-protein kinase ULK1 (SINGLE PROTEIN), Homo sapiens
UniProt: O75385
Assay: Inhibition of ULK1 (unknown origin)
Measurement: IC50 = 2.9 nM (pChEMBL 8.539999961853027)
Descriptors: MW 450.59, ALogP 3.26, HBA 7, HBD 3, PSA 91.41, QED 0.45
Compound (SMILES): CCCCn1c(=O)c2ccnn2c2ccc(C(=O)NCc3cccnc3)cc21
InChIKey: CKSUORXQKPVUFR-UHFFFAOYSA-N
Target: Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform (SINGLE PROTEIN), Homo sapiens
UniProt: P42336
Assay: Inhibition of PI3Kalpha (unknown origin) using PIP2:PS as substrate preincubated for 1 hr followed by ATP and substate addition and measured after 1 hr by ADP-glo reagent based assay
Measurement: IC50 = 2000 nM (pChEMBL 5.699999809265137)
Descriptors: MW 375.43, ALogP 2.77, HBA 6, HBD 1, PSA 81.29, QED 0.56
Compound (SMILES): Cc1nc(O)c2c(n1)Oc1[nH]c(=O)[nH]c(=O)c1C2c1cccs1
InChIKey: XVEPUWRPSOFXND-UHFFFAOYSA-N
Target: Poly [ADP-ribose] polymerase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P09874
Assay: Inhibition of PARP1 (unknown origin) incubated for 1 hrs by colorimetric analysis
Measurement: IC50 = 16160 nM (pChEMBL 4.789999961853027)
Descriptors: MW 330.33, ALogP 1.21, HBA 7, HBD 3, PSA 120.96, QED 0.48
Compound (SMILES): Cc1cc(C)n(Cc2ccc(C(=O)N3CCC(O)(Cn4cnn5cccc5c4=O)CC3)cc2)n1
InChIKey: CNJBMGKKOOFWAC-UHFFFAOYSA-N
Target: Ubiquitin carboxyl-terminal hydrolase 7 (SINGLE PROTEIN), Homo sapiens
UniProt: Q93009
Assay: Inhibition of human USP7 using ubiquitin-Rh110 as substrate incubated for 23 to 45 mins by fluorescence based assay
Measurement: IC50 = 1000 nM (pChEMBL 6)
Descriptors: MW 460.54, ALogP 2.02, HBA 8, HBD 1, PSA 97.66, QED 0.49
Compound (SMILES): C[C@]12CC[C@H]3[C@@H](C=CC45OC4C(=O)CC[C@]35C)[C@@H]1CCC2=O
InChIKey: AQSRLQCYQQLAEC-SOJMQHQVSA-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 = 15310.87 nM (pChEMBL 4.820000171661377)
Descriptors: MW 300.4, ALogP 3.07, HBA 3, HBD 0, PSA 46.67, QED 0.51
Compound (SMILES): O=C(/C=C/c1cccnc1)c1cccc(-n2cnnn2)c1
InChIKey: XRTBMPAXQLKWTF-VOTSOKGWSA-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 2 mins by ELISA
Measurement: IC50 = 100 nM (pChEMBL 7)
Descriptors: MW 277.29, ALogP 1.95, HBA 6, HBD 0, PSA 73.56, QED 0.54
Compound (SMILES): O=C(OC[C@@H](Cc1ccccc1)NS(=O)(=O)c1ccc(Br)cc1)[C@@H](Cc1ccccc1)NS(=O)(=O)c1ccccc1
InChIKey: ULQDLVLVQKVZBG-GGXMVOPNSA-N
Target: Procathepsin L (SINGLE PROTEIN), Homo sapiens
UniProt: P07711
Assay: Inhibition of human cathepsin L
Measurement: IC50 = 6030 nM (pChEMBL 5.21999979019165)
Descriptors: MW 657.61, ALogP 4.47, HBA 6, HBD 2, PSA 118.64, QED 0.21
Compound (SMILES): CCc1c(-c2ccccc2Cl)cnc(N)c1-c1ccc(O)cc1
InChIKey: ALDNWIGPGPEFQA-UHFFFAOYSA-N
Target: Ubiquitin carboxyl-terminal hydrolase 7 (SINGLE PROTEIN), Homo sapiens
UniProt: Q93009
Assay: Inhibition of human USP7 using ubiquitin-Rho as substrate incubated for 1 hrs
Measurement: IC50 = 15700 nM (pChEMBL 4.800000190734863)
Descriptors: MW 324.81, ALogP 4.92, HBA 3, HBD 2, PSA 59.14, QED 0.72
Compound (SMILES): COc1ccc(-c2cc(-c3cccc(-n4cnnn4)c3)no2)cc1OC
InChIKey: CIVHIXIGLQCZCV-UHFFFAOYSA-N
Target: Prostaglandin G/H synthase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P35354
Assay: Inhibition of human COX-2 using arachidonic acid as substrate preincubated for 10 mins followed by substrate addition and measured after 2 mins by ELISA
Measurement: IC50 = 41 nM (pChEMBL 7.389999866485596)
Descriptors: MW 349.35, ALogP 3, HBA 8, HBD 0, PSA 88.09, QED 0.55
Compound (SMILES): CCN(C)c1nc2c(Cl)cc(Cl)cc2c(-c2ccccc2)c1C(=O)O
InChIKey: RNRWKMXASDHXSW-UHFFFAOYSA-N
Target: Fatty acid-binding protein, adipocyte (SINGLE PROTEIN), Homo sapiens
UniProt: P15090
Assay: Inhibition of FABP4 (unknown origin)
Measurement: IC50 = 36 nM (pChEMBL 7.440000057220459)
Descriptors: MW 375.26, ALogP 5.36, HBA 3, HBD 1, PSA 53.43, QED 0.67
Compound (SMILES): CNCCNCc1cccc(-c2nc(NC3CCOCC3)c(C)c(-c3ccc(OC)cc3)n2)c1
InChIKey: KNWNADSARZWFHV-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 = 26.86 nM (pChEMBL 7.570000171661377)
Descriptors: MW 461.61, ALogP 4.03, HBA 7, HBD 3, PSA 80.33, QED 0.39
Compound (SMILES): COc1cc(OCc2cccc(-c3ccccc3)c2C)cc(OC)c1CCCC1CC(=O)N1
InChIKey: WVWFXRZTHLBYHT-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 = 22 nM (pChEMBL 7.659999847412109)
Descriptors: MW 445.56, ALogP 5.47, HBA 4, HBD 1, PSA 56.79, QED 0.42
Compound (SMILES): COCc1nn(Cc2ccc(Cn3ccccc3=O)cc2)cc1C(=O)NCc1c(OC)ccc(OC)c1F
InChIKey: TVHOOPXMFWZGQK-UHFFFAOYSA-N
Target: Plasma kallikrein (SINGLE PROTEIN), Homo sapiens
UniProt: P03952
Assay: Inhibitory Activity In Vitro Assay : Plasma kallikrein inhibitory activity in vitro was determined using standard published methods. Human plasma kallikrein (Protogen) was incubated at 25° C. with the fluorogenic substrate H-DPro-Phe-Arg-AFC and various concentrations of the test compound. Residual enzyme activity (initial rate of reaction) was determined by measuring the change in optical absorbance at 410 nm and the IC50 value for the test compound was determined.
Measurement: IC50 = 2.1 nM (pChEMBL 8.680000305175781)
Descriptors: MW 520.56, ALogP 3.37, HBA 8, HBD 1, PSA 96.61, QED 0.33
Compound (SMILES): N=C(N)NCCC[C@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]1CSSC[C@H](NC(=O)[C@@H](N)CC(N)=O)C(=O)N1)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](Cc1cccc2ccccc12)C(=O)N[C@H]1CSSC[C@@H](C(N)=O)NC1=O
InChIKey: MJISMTMRAZMGOR-MBZPSOJASA-N
Target: Kappa-type opioid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P41145
Assay: Displacement of [3H]U69593 from human kappa opioid receptor expressed in CHO-K1 cells incubated for 1 hr by 1450 microbeta scintillation counter analysis
Measurement: Ki = 2.9 nM (pChEMBL 8.539999961853027)
Descriptors: MW 1177.43
Compound (SMILES): Cc1ccc2nc(C(F)(F)F)n(-c3ccc(C(=O)CN4C(=O)NC5(CCC(F)(F)CC5)C4=O)cc3)c2n1
InChIKey: FFWJTSZVLJKGAJ-UHFFFAOYSA-N
Target: Transient receptor potential cation channel subfamily M member 8 (SINGLE PROTEIN), Homo sapiens
UniProt: Q7Z2W7
Assay: Antagonist activity at human TRPM8 expressed in HEK293 cells assessed as reduction in menthol induced calcium influx
Measurement: IC50 < 10 nM (pChEMBL 8)
Descriptors: MW 521.45, ALogP 4.43, HBA 6, HBD 1, PSA 97.19, QED 0.31
Compound (SMILES): CC[C@H](C)[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(N)=O)NC(=O)C(C)(C)NC(=O)[C@@H](N)Cc1c[nH]cn1)[C@@H](C)O)[C@@H](C)O)C(C)C)[C@@H](C)O)C(=O)N[C@@H](C)C(N)=O
InChIKey: QSHXRRKOUIPRLD-NBXQFYRJSA-N
Target: Glucagon receptor (SINGLE PROTEIN), Mus musculus
UniProt: Q61606
Assay: Agonist activity at mouse GCGR expressed in CHO cells assessed as increase in cAMP accumulation
Measurement: EC50 = 0.94 nM (pChEMBL 9.029999732971191)
Descriptors: MW 4475.04
Compound (SMILES): COc1ccc(C2CCN(S(=O)(=O)c3ccc(C(=O)NCC(=O)O)cc3)CC2)cc1
InChIKey: FZSQHPDWABCDCQ-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 = 40000 nM (pChEMBL 4.400000095367432)
Descriptors: MW 432.5, ALogP 2.08, HBA 5, HBD 2, PSA 113.01, QED 0.69
Compound (SMILES): Cc1ccncc1-c1ccnc2c1cnn2-c1ccccc1
InChIKey: LXAUUFUOCZKJLZ-UHFFFAOYSA-N
Target: Steroid 17-alpha-hydroxylase/17,20 lyase (SINGLE PROTEIN), Homo sapiens
UniProt: P05093
Assay: Inhibition of human CYP17A1
Measurement: IC50 = 7 nM (pChEMBL 8.149999618530273)
Descriptors: MW 286.34, ALogP 3.79, HBA 4, HBD 0, PSA 43.6, QED 0.56
Compound (SMILES): Cc1cc(OCc2nc(N)nc(NCCc3cc(Cl)cc(Cl)c3)n2)cc(N2CCCC2=O)c1
InChIKey: LXHJLYLAZGVHMP-UHFFFAOYSA-N
Target: Free fatty acid receptor 1 (SINGLE PROTEIN), Homo sapiens
UniProt: O14842
Assay: Agonist activity at N-terminal FLAG tagged human FFAR1 transfected in African green monkey COS-7 cells assessed as accumulation of inositol phosphate incubated for 90 mins by TopCount NXT counter based analysis
Measurement: EC50 = 4000 nM (pChEMBL 5.400000095367432)
Descriptors: MW 487.39, ALogP 4.43, HBA 7, HBD 2, PSA 106.26, QED 0.48
Compound (SMILES): N/C(=N\S(=O)(=O)Cc1ccccc1)NCc1cc(-c2ccc(Cl)cc2)n(-c2ccc(Cl)cc2)n1
InChIKey: KODASOIUALQPMM-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 = 774 nM (pChEMBL 6.110000133514404)
Descriptors: MW 514.44, ALogP 4.78, HBA 4, HBD 2, PSA 102.37, QED 0.27
Compound (SMILES): N#Cc1c(-c2ccc(O)c(O)c2)cc(-c2ccc(F)cc2)nc1N
InChIKey: DWZPPBGRCDPFSS-UHFFFAOYSA-N
Target: Interleukin-4 (SINGLE PROTEIN), Homo sapiens
UniProt: P05112
Assay: Inhibition of IL-4 (unknown origin) assessed as dissociation constant by SPR analysis
Measurement: Kd = 1800 nM (pChEMBL 5.75)
Descriptors: MW 321.31, ALogP 3.42, HBA 5, HBD 3, PSA 103.16, QED 0.63
Compound (SMILES): Cc1noc(C)c1-c1nc(-c2cccc(CNC(=O)[C@H](C)N)c2)nc(NC2CCOCC2)c1C
InChIKey: VHKBFEHAVKFEBK-HNNXBMFYSA-N
Target: Histone-arginine methyltransferase CARM1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q86X55
Assay: Inhibition of human CARM1 (140 to 480 residues) incubated for 15 mins measured after 60 min by AlphaLISA assay
Measurement: IC50 > 1000 nM (pChEMBL 6)
Descriptors: MW 464.57, ALogP 3.28, HBA 8, HBD 3, PSA 128.19, QED 0.49
Compound (SMILES): O=C(Nc1cccc(S(=O)(=O)N2CCCCC2)c1)c1cn[nH]c1-c1ccc(Cl)cc1
InChIKey: LIKPCUYPZUOYKD-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 = 520 nM (pChEMBL 6.28000020980835)
Descriptors: MW 444.94, ALogP 4.16, HBA 4, HBD 2, PSA 95.16, QED 0.62
Compound (SMILES): [2H]C([2H])C([2H])([2H])Oc1cn(-c2ccc(C3CCOCC3)cc2F)nc(-c2ccnn2-c2ccccc2)c1=O
InChIKey: IATSTOYIHZVBPZ-LNLMKGTHSA-N
Target: cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A (SINGLE PROTEIN), Homo sapiens
UniProt: Q9Y233
Assay: Inhibition of PDE10A2 (unknown origin)
Measurement: IC50 = 9.7 nM (pChEMBL 8.010000228881836)
Descriptors: MW 460.51, ALogP 4.52, HBA 7, HBD 0, PSA 71.17, QED 0.42
Compound (SMILES): O=C(c1ccco1)N1CCCc2cc(N(S(=O)(=O)c3ccc(Br)cc3)S(=O)(=O)c3ccc(Br)cc3)ccc21
InChIKey: RIERVPASNGVZBO-UHFFFAOYSA-N
Target: Glucocorticoid receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P04150
Assay: Modulation of glucocorticoid receptor (unknown origin) transfected in human HeLa cells assessed as transrepression by measuring inhibition of TNF-alpha induced NF-kappaB signalling incubated for 18 hrs by dual-luciferase reporter based assay
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 680.4, ALogP 5.98, HBA 6, HBD 0, PSA 104.97, QED 0.25
Compound (SMILES): Cc1c(NC(=O)c2nc3c(s2)CNCC3)cccc1-c1ccccc1
InChIKey: ZJYCPVSCDSVTJR-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 349.46, ALogP 4.02, HBA 4, HBD 2, PSA 54.02, QED 0.75
Compound (SMILES): CCC(=O)Nc1ccc(-c2cnc(Cl)c(NS(=O)(=O)c3ccccc3)c2)cn1
InChIKey: UJBGYVCCVOFUPO-UHFFFAOYSA-N
Target: Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform (SINGLE PROTEIN), Homo sapiens
UniProt: O00329
Assay: Inhibition of PI3Kdelta (unknown origin) by ADP Glo luminescent assay
Measurement: IC50 = 49 nM (pChEMBL 7.309999942779541)
Descriptors: MW 416.89, ALogP 3.95, HBA 5, HBD 2, PSA 101.05, QED 0.59
Compound (SMILES): COc1ccc(-n2nc3c4ccc(F)cc4[nH]cc-3c2=O)cc1
InChIKey: BJJOWKOPRZRXQY-UHFFFAOYSA-N
Target: Gamma-aminobutyric acid receptor subunit alpha-6/beta-3/gamma-2 (PROTEIN COMPLEX), Rattus norvegicus
UniProt: P18508
Assay: Positive allosteric modulation of rat recombinant GABAA alpha6beta3alpha6-gamma2beta3 receptor expressed in Xenopus laevis oocytes assessed as increase in GABA-induced current amplitude at -80 mV holding potential under more potent phase in presence of GABA EC1 to 1.5 by two-electrode voltage-clamp assay
Measurement: EC50 = 28 nM (pChEMBL 7.550000190734863)
Descriptors: MW 309.3, ALogP 2.97, HBA 4, HBD 1, PSA 59.91, QED 0.62
Compound (SMILES): CC(=O)N1CCN2c3cc4c(N[C@H](C)c5cccc(C(F)(F)C(C)(C)O)c5F)nc(C)nc4cc3OC[C@H]2C1
InChIKey: ARWFFXGRORNNNM-CRAIPNDOSA-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 = 12.7 nM (pChEMBL 7.900000095367432)
Descriptors: MW 543.59, ALogP 4.54, HBA 7, HBD 2, PSA 90.82, QED 0.49
Compound (SMILES): COc1ccc(OC)c(-n2nnc(C(=O)Nc3ccc(O)c(C(C)(C)C)c3)c2C)c1
InChIKey: RUHPAZDZYHFFLO-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 = 4100 nM (pChEMBL 5.389999866485596)
Descriptors: MW 410.47, ALogP 3.85, HBA 7, HBD 2, PSA 98.5, QED 0.62
Compound (SMILES): COc1cc2c(Nc3ccc(Oc4ccncc4)cc3)ncnc2cc1OCC1CCN(C)CC1
InChIKey: DLRCOLRTVFMODE-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 471.56, ALogP 5.29, HBA 8, HBD 1, PSA 81.63, QED 0.37
Compound (SMILES): Cc1cccc(S(=O)(=O)NC(=O)c2cc(C(=O)O)ccn2)c1
InChIKey: NIRPBGLGHMHJRL-UHFFFAOYSA-N
Target: Alpha-ketoglutarate-dependent dioxygenase FTO (SINGLE PROTEIN), Homo sapiens
UniProt: Q9C0B1
Assay: Inhibition of full length human FTO (1 to 505 residues) expressed in Escherichia coli BL21 (DE3) Rosetta cells
Measurement: IC50 = 5800 nM (pChEMBL 5.239999771118164)
Descriptors: MW 320.33, ALogP 1.21, HBA 5, HBD 2, PSA 113.43, QED 0.87
Compound (SMILES): N=C(N)NCCC[C@@H](N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N1CCC[C@H]1C(=O)N1C[C@H](O)C[C@H]1C(=O)NCC(=O)N[C@@H](Cc1cccs1)C(=O)N[C@@H](CO)C(=O)N[C@@H]1COc2ccccc2N(CC(=O)N[C@@H](CCCNC(=N)N)C(=O)O)C1=O
InChIKey: DXMLVFIAQPQNAI-OOUWWXBHSA-N
Target: B2 bradykinin receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P30411
Assay: Binding affinity to B2 bradykinin receptor (unknown origin)
Measurement: Ki = 2.5 nM (pChEMBL 8.600000381469727)
Descriptors: MW 1212.36
Compound (SMILES): CCCCc1nc2c(N)nc3ccccc3c2n1CCCN(Cc1cccc(C(=O)OC)c1)C(=O)CN1CCCN(C(=O)NCC)CC1
InChIKey: KXZAVYYTUSDRDT-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 = 1258.93 nM (pChEMBL 5.900000095367432)
Descriptors: MW 656.83, ALogP 4.45, HBA 9, HBD 2, PSA 138.92, QED 0.2
Compound (SMILES): O=C(Nc1ccc(Oc2ccc(C(=O)c3ncc[nH]3)cc2)cc1)Nc1ccc(C(F)(F)F)c(Cl)c1
InChIKey: ZHZNMLSEHSKXHB-UHFFFAOYSA-N
Target: Histone deacetylase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q13547
Assay: Inhibition of recombinant HDAC1 (unknown origin) using Fluor-de-Lys as substrate incubated for 10 mins by fluorescence based analysis
Measurement: IC50 = 1850 nM (pChEMBL 5.730000019073486)
Descriptors: MW 500.86, ALogP 6.75, HBA 4, HBD 3, PSA 96.11, QED 0.26
Compound (SMILES): COc1cccc(S(=O)(=O)Nc2ccccc2C#Cc2ccc(C(=O)O)cc2)c1
InChIKey: PLKHSCWIYHWGTN-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 = 4900 nM (pChEMBL 5.309999942779541)
Descriptors: MW 407.45, ALogP 3.59, HBA 4, HBD 2, PSA 92.7, QED 0.63
Compound (SMILES): [2H]C([2H])([2H])NC(=O)c1nnc(NC(=O)C2CC2)cc1Nc1cccc(C(=O)Nc2ccc(-c3ccc(F)c(=O)[nH]3)cc2)c1OC
InChIKey: UWMPPZYWDKSHEG-FIBGUPNXSA-N
Target: Non-receptor tyrosine-protein kinase TYK2 (SINGLE PROTEIN), Homo sapiens
UniProt: P29597
Assay: Inhibition of TYK2 dependent IFNalpha-stimulated STAT3 phosphorylation in human Jurkat cells
Measurement: IC50 = 13 nM (pChEMBL 7.889999866485596)
Descriptors: MW 571.57, ALogP 3.68, HBA 8, HBD 5, PSA 167.2, QED 0.2
Compound (SMILES): C[C@H]1CCCc2c1cc(C(=O)Nc1ccccc1)c(=O)n2C
InChIKey: JGGQUZLRSUXFRA-LBPRGKRZSA-N
Target: Aryl hydrocarbon receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P35869
Assay: Agonist activity at human AHR in HEK293 cells assessed as nuclear translocation over cytosol incubated for 45 mins by Hoechst staining based assay
Measurement: EC50 = 0.161 nM (pChEMBL 9.789999961853027)
Descriptors: MW 296.37, ALogP 3.08, HBA 3, HBD 1, PSA 51.1, QED 0.93
Compound (SMILES): CCCCNC(=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)N[C@H]1C[C@@H]1c1ccccc1
InChIKey: HTODWWXMZCRGHA-MGTSSXCFSA-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 nM (pChEMBL 8.699999809265137)
Descriptors: MW 849.04, ALogP 5, HBA 6, HBD 4, PSA 157.02, QED 0.12
Compound (SMILES): C=CC(=O)N1CCC(C2CCNc3c(C(N)=O)c(-c4cc(OC)c(Oc5ccccc5)c(OC)c4)nn32)CC1
InChIKey: HEFUQOMXBZIABJ-UHFFFAOYSA-N
Target: Tyrosine-protein kinase BTK (SINGLE PROTEIN), Homo sapiens
UniProt: Q06187
Assay: Inhibition of N-terminal His-tagged recombinant human BTK (393 to 659 residues) expressed in baculovirus infected Sf9 cells using Biotin-AVLESEEELYSSARQ-NH2 as substrate preincubated for 1 hrs followed by substrate addition in presence of ATP at Km concentration and measured after 1 hrs by TR-FRET assay
Measurement: IC50 = 7.6 nM (pChEMBL 8.119999885559082)
Descriptors: MW 531.61, ALogP 4.24, HBA 8, HBD 2, PSA 120.94, QED 0.42
Compound (SMILES): Cc1c(C(=O)NC23CC4CC(CC(C4)C2)C3)nn(CCCCCO)c1-c1ccccc1
InChIKey: FMJXYCCDMAGPLE-UHFFFAOYSA-N
Target: Cannabinoid receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P34972
Assay: Antagonist activity at human CB2R assessed as beta arrestin-2 recruitment by measuring inhibition constant
Measurement: Ki = 0.075 nM (pChEMBL 10.119999885559082)
Descriptors: MW 421.59, ALogP 4.72, HBA 4, HBD 2, PSA 67.15, QED 0.61
Compound (SMILES): [2H]C1([2H])Oc2ccc(S(=O)(=O)N3CC[C@@H](C(=O)Nc4ccc5scnc5c4)C3)cc2C1([2H])[2H]
InChIKey: BRMNBWQFOPPKRW-KXUKEEQVSA-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 = 35 nM (pChEMBL 7.460000038146973)
Descriptors: MW 429.52, ALogP 2.88, HBA 6, HBD 1, PSA 88.6, QED 0.69
Compound (SMILES): C=CC(=O)NCCCC[C@H](NC(=O)Cc1ccccc1Cl)C(=O)N1CCN(C(=O)[C@H](Cc2ccccc2)NC(=O)c2cccc3ccccc23)CC1
InChIKey: YSNCLRMVTDKWMT-ZPGRZCPFSA-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 = 1600 nM (pChEMBL 5.800000190734863)
Descriptors: MW 722.29, ALogP 4.71, HBA 5, HBD 3, PSA 127.92, QED 0.12
Compound (SMILES): CC(=O)c1c(-c2ccc(F)cc2)cn(-c2ccc(C)cc2)c1C
InChIKey: ZYEIAXGIGYEYCZ-UHFFFAOYSA-N
Target: ATP-dependent translocase ABCB1 (SINGLE PROTEIN), Homo sapiens
UniProt: P08183
Assay: Inhibition of P-gp mediated efflux in human LS180 cells using digoxin as substrate incubated for 90 mins by fluorescence assay
Measurement: IC50 = 11200 nM (pChEMBL 4.949999809265137)
Descriptors: MW 307.37, ALogP 5.1, HBA 2, HBD 0, PSA 22, QED 0.62
Compound (SMILES): O=C(CCCn1cc(CN2C(=O)/C(=N\O)c3cc(F)ccc32)nn1)NO
InChIKey: SBWZWBVBCNWTLM-RGEXLXHISA-N
Target: Histone deacetylase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92769
Assay: Inhibition of HDAC2 (unknown origin)
Measurement: IC50 = 910 nM (pChEMBL 6.039999961853027)
Descriptors: MW 362.32, ALogP 0.43, HBA 8, HBD 3, PSA 132.94, QED 0.39
Compound (SMILES): COC(=O)[C@H](CS(c1ccccc1)(c1ccccc1)c1ccccc1)NCc1cc(N(C)C)ccn1
InChIKey: PNVZXACYOKUJNW-LJAQVGFWSA-N
Target: NAD-dependent protein deacetylase sirtuin-2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q8IXJ6
Assay: Inhibition of recombinant SIRT2 (unknown origin) using (FAM)-labeled fluorescent peptide-RHKK(Ac)LM by electrophoretic mobility shift assay
Measurement: IC50 = 10800 nM (pChEMBL 4.96999979019165)
Descriptors: MW 499.68, ALogP 5.76, HBA 5, HBD 1, PSA 54.46, QED 0.28
Compound (SMILES): C=CC(=O)Nc1cc(Nc2ncc(C(=O)OC(C)C)c(-c3cn(CC)c4ccccc34)n2)c(OC)cc1N(C)CCN(C)C
InChIKey: FDTGYJGRULJHQZ-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: ASV & NPG EGFR Exon 20 Insertion Mutations: A compound's ability in selectively inhibiting EGFR exon 20 insertion mutations can be assessed using Ba/F3 cells, a murine pro-B cell line, which have been transduced with EGFR exon 20 insertions. An expression vector, pLVX-IRES puro (Clontech) coding for human EGFR exon 20 insertions NPG (H773_V774insNPG) or ASV (V769_D770insASV), was transfected into HEK293 cells by the Trans-Lentiviral ORF Packaging System (Thermo Scientific), to produce virus encoding EGFR exon 20 insertions. Ba/F3 (DSMZ) cells maintained in RPMI 1640 medium supplemented with 10% fetal bovine serum, 200 μM L-glutamine/200 μg/mL penicillin/200 μg/mL streptomycin (Life Technology) and 10 ng/mL IL-3 (R&D system), were infected by EGFR Exon20 virus and subsequently selected by puromycin (Life Technology) selection and IL-3 depletion. Ba/F3 cells expressing EGFR exon 20 insertions (named Ba/F3-EGFR-Exon20-NPG or Ba/F3-EGFR-Exon20-ASV) can proliferate in the absence of IL-3. The anti-proliferative activity of compounds were determined as follows: BaF3-EGFR-Exon20 cells (NPG or ASV) seeded in 96 well plates (2500 cells/well) were treated with test compound (dissolved in DMSO) at a series of concentrations (4-fold dilution, top concentration: 10,000 nM). The plates were incubated for 72 h in a 37° C. incubator with 5% CO2, and the number of viable cells in each well were measured indirectly by CellTiter 96® Aqueous One Solution Cell Proliferation Assay (Promega) This assay is a colorimetric method for determining the number of viable cells through measurement of their metabolic activity by detection of enzymatic conversion of tetrazolium salts into blue formazan derivatives. Reagent (20 μL) was added into each well, and the plates were returned to the incubator for 2 h. The absorbance in each well was then measured at 490 nm using an Envision plate reader (Perkin Elmer). IC50 values were calculated by determining the concentration of compound required to decrease the MTS signal by 50% comparing to the DMSO control in best-fit curves using Microsoft XLfit software or Accelrys Pipeline Pilot.
Measurement: IC50 < 100 nM (pChEMBL 7)
Descriptors: MW 599.74, ALogP 5.56, HBA 10, HBD 2, PSA 113.85, QED 0.15
Compound (SMILES): CCN1CC2CCC(C1=O)C2c1ncc2[nH]nc(-c3cnn(C)c3)c2n1
InChIKey: UXRAIKNMMVANOT-UHFFFAOYSA-N
Target: Fibroblast growth factor receptor 3 (SINGLE PROTEIN), Homo sapiens
UniProt: P22607
Assay: Inhibition of recombinant N-terminal His-Avi-tag human FGFR3 (447 to 761 residues) expressed in Sf9 infected baculovirus expression system using biotin-EQEDEPEGDYFEWLE-amide as substrate preincubated for 5 to 10 mins followed by substrate addition and measured after 1 hr in presence of ATP by HTRF assay
Measurement: IC50 = 15 nM (pChEMBL 7.820000171661377)
Descriptors: MW 351.41, ALogP 1.73, HBA 6, HBD 1, PSA 92.59, QED 0.78
Compound (SMILES): O=c1cc(CNCc2ccc(OCCCN3CCCCC3)cc2)occ1O
InChIKey: OMYLHUKQSKLRMY-UHFFFAOYSA-N
Target: Histamine H3 receptor (SINGLE PROTEIN), Homo sapiens
UniProt: Q9Y5N1
Assay: Binding affinity to human H3R expressed in HEK293 cells membrane
Measurement: Ki = 31.62 nM (pChEMBL 7.5)
Descriptors: MW 372.47, ALogP 2.89, HBA 6, HBD 2, PSA 74.94, QED 0.66
Compound (SMILES): CCc1nnsc1C(=O)Nc1nnc(SCc2ccccc2C)s1
InChIKey: JVKBYJNTDBLEKA-UHFFFAOYSA-N
Target: Sulfonylurea receptor 1, Kir6.2 (PROTEIN COMPLEX), Homo sapiens
UniProt: Q09428
Assay: Activation of Kir6.2/SUR1 (unknown origin) channel opening expressed in human T-REx-293 cells by thallium flux assay
Measurement: EC50 = 1000 nM (pChEMBL 6)
Descriptors: MW 377.52, ALogP 3.81, HBA 8, HBD 1, PSA 80.66, QED 0.52
Compound (SMILES): Cc1cc(=O)oc2cc(OCc3nc(N)nc(Nc4ccc(F)cc4)n3)ccc12
InChIKey: UDFZRFJGULIYIX-UHFFFAOYSA-N
Target: Free fatty acid receptor 1 (SINGLE PROTEIN), Homo sapiens
UniProt: O14842
Assay: Agonist activity at N-terminal FLAG tagged human FFAR1 transfected in African green monkey COS-7 cells assessed as accumulation of inositol phosphate incubated for 90 mins by TopCount NXT counter based analysis
Measurement: EC50 = 18310 nM (pChEMBL 4.739999771118164)
Descriptors: MW 393.38, ALogP 3.33, HBA 8, HBD 2, PSA 116.16, QED 0.5
Compound (SMILES): CCCCc1nc2c(N)nc3ccccc3c2n1CCCN(Cc1ccc(CC(=O)OC)cc1)C(=O)CN1CCC(CC(=O)OCC)CC1
InChIKey: GHHLGTJMHFABRG-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 = 39.81 nM (pChEMBL 7.400000095367432)
Descriptors: MW 670.85, ALogP 5.31, HBA 10, HBD 1, PSA 132.88, QED 0.16
Compound (SMILES): Cc1cc(Oc2ccc(S(=O)(=O)N(CC(C)C)c3ccc(C(=O)O)c(O)c3)cc2)cc(C)c1Cl
InChIKey: BQOXGDSIGCZKCK-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 = 778 nM (pChEMBL 6.110000133514404)
Descriptors: MW 504, ALogP 6, HBA 5, HBD 2, PSA 104.14, QED 0.39
Compound (SMILES): O=C(CNc1cc(Cl)cc(Cl)c1)N1CC[C@H]2CCN(c3ncnc4[nH]ccc34)[C@H]2C1
InChIKey: ZJKAMIGVAPQVOU-UGSOOPFHSA-N
Target: Tyrosine-protein kinase BTK (SINGLE PROTEIN), Homo sapiens
UniProt: Q06187
Assay: Inhibition of unphosphorylated BTK (unknown origin) in the presence of ATP by FRET assay
Measurement: IC50 < 1 nM (pChEMBL 9)
Descriptors: MW 445.35, ALogP 3.8, HBA 5, HBD 2, PSA 77.15, QED 0.64
Compound (SMILES): CCC1C[C@H]2[C@@H]3CC[C@H](O)[C@@]3(C)CC[C@@H]2[C@@]2(C)CCC(=O)C=C12
InChIKey: LHNCJGDXSWMLPL-CZPFUSMVSA-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 = 52 nM (pChEMBL 7.28000020980835)
Descriptors: MW 316.49, ALogP 4.52, HBA 2, HBD 1, PSA 37.3, QED 0.77
Compound (SMILES): Cc1c(C2=CCCCC2)cccc1-c1nc2c(s1)CNCC2
InChIKey: LACDGEPTMGYTPG-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 310.47, ALogP 4.72, HBA 3, HBD 1, PSA 24.92, QED 0.87
Compound (SMILES): CCCCCCCCCCCC(=O)OC[C@H](CSC[C@@H](N)C(=O)NCCc1ccncc1)OC(=O)CCCCCCCCCCC
InChIKey: DHSHKBHXXPDACG-KKLWWLSJSA-N
Target: Toll-like receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O60603
Assay: Agonist activity at human TLR2 transfected in HEK293 cells
Measurement: EC50 = 145 nM (pChEMBL 6.840000152587891)
Descriptors: MW 664.01, ALogP 8.1, HBA 8, HBD 2, PSA 120.61, QED 0.06
Compound (SMILES): C=CC(=O)N1CCC(C2CCNc3c(C(N)=O)c(-c4cc(OC)c5c(C)csc5c4)nn32)CC1
InChIKey: ZDWLIFUKOJCBAL-UHFFFAOYSA-N
Target: Tyrosine-protein kinase BTK (SINGLE PROTEIN), Homo sapiens
UniProt: Q06187
Assay: Inhibition of N-terminal His-tagged recombinant human BTK (393 to 659 residues) expressed in baculovirus infected Sf9 cells using Biotin-AVLESEEELYSSARQ-NH2 as substrate preincubated for 1 hrs followed by substrate addition in presence of ATP at Km concentration and measured after 1 hrs by TR-FRET assay
Measurement: IC50 = 111 nM (pChEMBL 6.960000038146973)
Descriptors: MW 479.61, ALogP 3.96, HBA 7, HBD 2, PSA 102.48, QED 0.54
Compound (SMILES): CCc1c(-c2cccc(C(F)F)c2)cnc(N)c1-c1ccc(O)cc1
InChIKey: KNBRFGLSFXWXIX-UHFFFAOYSA-N
Target: Ubiquitin carboxyl-terminal hydrolase 7 (SINGLE PROTEIN), Homo sapiens
UniProt: Q93009
Assay: Inhibition of human USP7 using ubiquitin-Rho as substrate incubated for 1 hrs
Measurement: IC50 = 7800 nM (pChEMBL 5.110000133514404)
Descriptors: MW 340.37, ALogP 5.2, HBA 3, HBD 2, PSA 59.14, QED 0.69
Compound (SMILES): Cc1c(C(=O)NC(CCC2CCC2)C(=O)Nc2ccccc2)[nH]c2c1C(=O)CC(C)(C)C2
InChIKey: JGGIIBSOCSESSL-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 = 636 nM (pChEMBL 6.199999809265137)
Descriptors: MW 435.57, ALogP 4.8, HBA 3, HBD 3, PSA 91.06, QED 0.58
Compound (SMILES): Cc1[nH]c(C(=O)N[C@H]2CCc3nc(NC(=O)[C@@H](NC(=O)c4cc(=O)c(O)c[nH]4)C(C)C)sc3C2)c(Cl)c1Cl
InChIKey: RGSYWFKWPTYADN-WLRWDXFRSA-N
Target: DNA gyrase (PROTEIN COMPLEX), Escherichia coli
UniProt: P0AES4
Assay: Inhibition of Escherichia coli DNA gyrase
Measurement: IC50 = 640 nM (pChEMBL 6.190000057220459)
Descriptors: MW 581.48, ALogP 3.16, HBA 7, HBD 6, PSA 169.07, QED 0.25
Compound (SMILES): CN1CCN(c2ccc(Nc3nccc(-c4cccnc4)n3)cc2C(F)(F)F)CC1
InChIKey: JWOVGKOVFZNPSO-UHFFFAOYSA-N
Target: Serine/threonine-protein kinase PknB (SINGLE PROTEIN), Mycobacterium tuberculosis
UniProt: P9WI81
Assay: Inhibition of Mycobacterium tuberculosis recombinant PknB (1 to 331 residues) expressed in Escherichia coli BL21-Rosetta cells using GarA and ATP as substrate preincubated with enzyme for 10 mins followed by substrate addition and measured after 1 hr by ATP-competitive biochemical assay
Measurement: Ki = 470 nM (pChEMBL 6.329999923706055)
Descriptors: MW 414.44, ALogP 4.05, HBA 6, HBD 1, PSA 57.18, QED 0.7
Compound (SMILES): C=CC(=O)Nc1cc(Nc2ncc(-c3ccnn3C)c(-c3cn4c5c(cccc35)CCC4)n2)c(OC)cc1N(C)CCN(C)C
InChIKey: XOTYHUHTSCFCTA-UHFFFAOYSA-N
Target: Epidermal growth factor receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P00533
Assay: Inhibition of EGR-induced EGFR phosphorylation in human A549 cells pretreated for 2 hrs followed by EGF stimulation by immune assay
Measurement: IC50 = 23 nM (pChEMBL 7.639999866485596)
Descriptors: MW 605.75, ALogP 5.32, HBA 10, HBD 2, PSA 105.37, QED 0.2
Compound (SMILES): CCn1cc(C#N)c2ncnc(N3CCN(CCc4c[nH]c5ccccc45)CC3)c21
InChIKey: QDQQSLWAFLBLAP-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 = 855 nM (pChEMBL 6.070000171661377)
Descriptors: MW 399.5, ALogP 3.17, HBA 6, HBD 1, PSA 76.77, QED 0.56
Compound (SMILES): CS(=O)(=O)N1CCC(Nc2ncc3cc(COC4CC4)c(=O)n(C4CCCC4)c3n2)CC1
InChIKey: YAGWJHKKLYYWQN-UHFFFAOYSA-N
Target: Cyclin-dependent kinase 2/cyclin E1 (PROTEIN COMPLEX), Homo sapiens
UniProt: P24864
Assay: Inhibition of CDK2/cyclin E1 (unknown origin) assessed as reduction in substrate peptide phosphorylation using DYRKtide peptide as substrate preincubated for 12 mins followed by ATP addition and measured for 45 mins by mobility shift assay
Measurement: Ki = 38.1 nM (pChEMBL 7.420000076293945)
Descriptors: MW 461.59, ALogP 2.42, HBA 8, HBD 1, PSA 106.42, QED 0.67
Compound (SMILES): O=c1[nH]ncn1-c1ccc(-c2ccc(N3CCNCC3)nc2)cc1
InChIKey: JASKIAKXFGASHC-UHFFFAOYSA-N
Target: Glucose-dependent insulinotropic receptor (SINGLE PROTEIN), Homo sapiens
UniProt: Q8TDV5
Assay: Agonist activity at human GPR119 expressed in CHO-K1 cells assessed as increase in intracellular cAMP level incubated for 5 mins by fluorescence analysis
Measurement: EC50 = 2.8 nM (pChEMBL 8.550000190734863)
Descriptors: MW 322.37, ALogP 1.03, HBA 6, HBD 2, PSA 78.84, QED 0.75
Compound (SMILES): O=C(O)c1ccc(-c2nc(N3[C@@H]4CC[C@H]3C[C@@H](OCc3c(-c5c(Cl)cccc5Cl)noc3C3CC3)C4)no2)cc1F
InChIKey: QKXXOMUPDWUODE-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 599.45, ALogP 7.13, HBA 8, HBD 1, PSA 114.72, QED 0.23
Compound (SMILES): Cc1nc2cc(-c3cc(C(=O)N4CCN(C)CC4)ccc3Oc3ccc(F)cc3F)ccc2[nH]c1=O
InChIKey: DKWLBLIFRXXPEO-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 = 1309 nM (pChEMBL 5.880000114440918)
Descriptors: MW 490.51, ALogP 4.36, HBA 5, HBD 1, PSA 78.53, QED 0.46
Compound (SMILES): Cc1cc(Cn2c(=O)c3cncn3c3ccccc32)no1
InChIKey: OLJCJHAVSNUNQE-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 = 56 nM (pChEMBL 7.25)
Descriptors: MW 280.29, ALogP 1.99, HBA 6, HBD 0, PSA 65.33, QED 0.56