lovingscience/chembl-v37-raw-activities huggingface dataset:
Compound (SMILES): NC1CC1c1cccc(OCC[C@H](NC(=O)c2ccccc2)C(=O)NCc2ccccc2)c1
InChIKey: DTPSXFMGMQOVTG-STEQJIOHSA-N
Target: Lysine-specific histone demethylase 1A (SINGLE PROTEIN), Homo sapiens
UniProt: O60341
Assay: Inhibition of LSD1
Measurement: Ki = 5700 nM (pChEMBL 5.239999771118164)
Descriptors: MW 443.55, ALogP 3.39, HBA 4, HBD 3, PSA 93.45, QED 0.45
Compound (SMILES): NC1CC1c1ccc(NC(=O)c2ccccc2)cc1
InChIKey: FFYGOYSNGFPHEN-UHFFFAOYSA-N
Target: Lysine-specific histone demethylase 1A (SINGLE PROTEIN), Homo sapiens
UniProt: O60341
Assay: Biological Assay: Human recombinant MAO A and MAO B were expressed in Pichia pastoris and purified as published (Binda C, et al., Proc. Natl. Acad. Sci. USA 100: 9750-9755, 2003) Inhibition assays and Ki values were measured using kynuramine (MAO A) and benzylamine (MAO B) as substrates at pH 7.5 according to published procedures (Binda C, et al., Proc. Natl. Acad. Sci. USA 100: 9750-9755, 2003). Mouse recombinant LSD2 was expressed in E. coli and purified as described (Karytinos A, et al., J. Biol. Chem. 284:17775-17782, 2009). Human recombinant LSD1/CoREST were expressed in E. coli as separate proteins and co-purified following previously reported procedures (Forneris F, et al. Trends Biochem Sci 33:181-189, 2008). Enzymatic activities and inhibition assays with both demethylases were carried out at pH 7.5-8.0 using a methylated H3 peptide (Forneris F, et al., J. Biol. Chem. 282: 20070-20074 2007, Karytinos A, et al., J. Biol. Chem. 284:17775-17782, 2009).
Measurement: Ki = 1100 nM (pChEMBL 5.960000038146973)
Descriptors: MW 252.32, ALogP 2.75, HBA 2, HBD 2, PSA 55.12, QED 0.88
Compound (SMILES): NC1CC1c1ccc(NC(=O)C(Cc2ccccc2)NC(=O)OCc2ccccc2)cc1
InChIKey: HDVDLEPVLVTECB-UHFFFAOYSA-N
Target: Lysine-specific histone demethylase 1B (SINGLE PROTEIN), Mus musculus
UniProt: Q8CIG3
Assay: Inhibition of mouse recombinant LSD2 expressed in Escherichia coli using Lys4 dimethylated histone H3 peptide assessed as inhibition constant by peroxidase-coupled assay
Measurement: Ki = 38000 nM (pChEMBL 4.420000076293945)
Descriptors: MW 429.52, ALogP 3.98, HBA 4, HBD 3, PSA 93.45, QED 0.5
Compound (SMILES): NC1CC1c1c(F)c(F)c(F)c(F)c1F
InChIKey: NZZZWLLBMMVQQY-UHFFFAOYSA-N
Target: Amine oxidase [flavin-containing] B (SINGLE PROTEIN), Homo sapiens
UniProt: P27338
Assay: Inhibition of human MAO-B expressed in expressed in baculovirus infected BTI insect cells using tyramine as substrate by peroxidase-coupled method
Measurement: Ki = 8300 nM (pChEMBL 5.079999923706055)
Descriptors: MW 223.14, ALogP 2.2, HBA 1, HBD 1, PSA 26.02, QED 0.44
Compound (SMILES): NC1CC1c1cccc(F)c1OCc1ccccc1
InChIKey: UQQFXBLESPXLHL-UHFFFAOYSA-N
Target: Amine oxidase [flavin-containing] B (SINGLE PROTEIN), Homo sapiens
UniProt: P27338
Assay: Inhibition of human MAO-B expressed in expressed in baculovirus infected BTI insect cells using tyramine as substrate by peroxidase-coupled method
Measurement: Ki = 42000 nM (pChEMBL 4.380000114440918)
Descriptors: MW 257.31, ALogP 3.22, HBA 2, HBD 1, PSA 35.25, QED 0.91
Compound (SMILES): CSCC[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](C)N)[C@@H](C)O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@H](C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)NCC(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)O)[C@@H](C)O)[C@@H](C)O
InChIKey: SNZBTOXJQFMTHW-BOYDWSSTSA-N
Target: LSD1/CoREST complex (PROTEIN COMPLEX), Homo sapiens
UniProt: Q9UKL0
Assay: Inhibition of recombinant human LSD1/CoREST complex expressed in Escherichia coli using methylated H3-K4 peptide as substrate by peroxidase-coupled assay
Measurement: Ki = 50 nM (pChEMBL 7.300000190734863)
Descriptors: MW 2257.66
Compound (SMILES): C#CCN(C)CCCC[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](C)N)[C@@H](C)O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@H](C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)NCC(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)O)[C@@H](C)O)[C@@H](C)O
InChIKey: CUAPMCICPOWORB-WSZVQARWSA-N
Target: Lysine-specific histone demethylase 1A (SINGLE PROTEIN), Homo sapiens
UniProt: O60341
Assay: Inhibition of LSD1
Measurement: Ki = 107 nM (pChEMBL 6.96999979019165)
Descriptors: MW 2306.71
Compound (SMILES): CC(C)C[C@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](C)NC(=O)[C@H](CCCCN)NC(=O)CNC(=O)CNC(=O)[C@@H](NC(=O)[C@H](CO)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](C)NC(=O)[C@@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCCNN)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](C)N)[C@@H](C)O)[C@@H](C)O)[C@@H](C)O)C(=O)N[C@@H](C)C(=O)O
InChIKey: XUQZUFKHHWNBTN-LSFKTUMCSA-N
Target: Lysine-specific histone demethylase 1A (SINGLE PROTEIN), Homo sapiens
UniProt: O60341
Assay: Inhibition of LSD1
Measurement: Ki = 4.35 nM (pChEMBL 8.359999656677246)
Descriptors: MW 2269.65
Compound (SMILES): O=C1CCC23Cc4ccc(O)cc4C2(CCN(CC2CC2)C3)C1
InChIKey: URRUFILTYRZJKZ-UHFFFAOYSA-N
Target: Kappa-type opioid receptor (SINGLE PROTEIN), Cavia porcellus
UniProt: P41144
Assay: Displacement of [3H]U69593 from kappa opioid receptor in guinea pig cerebellum homogenate by scintillation counting
Measurement: Ki = 17.4 nM (pChEMBL 7.760000228881836)
Descriptors: MW 311.43, ALogP 3.04, HBA 3, HBD 1, PSA 40.54, QED 0.91
Compound (SMILES): CN1CCC23CC(=O)CCC2(Cc2ccc(O)cc23)C1
InChIKey: WUCQEQZEZVRUJS-UHFFFAOYSA-N
Target: Kappa-type opioid receptor (SINGLE PROTEIN), Cavia porcellus
UniProt: P41144
Assay: Displacement of [3H]U69593 from kappa opioid receptor in guinea pig cerebellum homogenate by scintillation counting
Measurement: Ki = 255 nM (pChEMBL 6.590000152587891)
Descriptors: MW 271.36, ALogP 2.26, HBA 3, HBD 1, PSA 40.54, QED 0.79
Compound (SMILES): O=C1CCC23Cc4ccc(O)cc4C2(CCN(CC2(O)CC2)C3)C1
InChIKey: HIXLAMQESUHGDK-UHFFFAOYSA-N
Target: Kappa-type opioid receptor (SINGLE PROTEIN), Cavia porcellus
UniProt: P41144
Assay: Displacement of [3H]U69593 from kappa opioid receptor in guinea pig cerebellum homogenate by scintillation counting
Measurement: Ki = 21.7 nM (pChEMBL 7.659999847412109)
Descriptors: MW 327.42, ALogP 2.16, HBA 4, HBD 2, PSA 60.77, QED 0.87
Compound (SMILES): CCC12CCN(CC3(O)CC3)[C@H](Cc3ccc(O)cc31)C2(C)C
InChIKey: ZDXGFIXMPOUDFF-DIAVIDTQSA-N
Target: Kappa-type opioid receptor (SINGLE PROTEIN), Cavia porcellus
UniProt: P41144
Assay: Displacement of [3H]U69593 from kappa opioid receptor in guinea pig cerebellum homogenate by scintillation counting
Measurement: Ki = 0.03 nM (pChEMBL 10.520000457763672)
Descriptors: MW 315.46, ALogP 3.22, HBA 3, HBD 2, PSA 43.7, QED 0.9
Compound (SMILES): Oc1ccc2c3c1OC1C4(O)CC[C@@]5(OC4)[C@@H](C2)N(CC2CC2)CC[C@]315
InChIKey: NOOSMRUESWMKBO-JPRXFOQLSA-N
Target: Kappa-type opioid receptor (SINGLE PROTEIN), Cavia porcellus
UniProt: P41144
Assay: Displacement of [3H]U69593 from kappa opioid receptor in guinea pig cerebellum homogenate by scintillation counting
Measurement: Ki = 0.34 nM (pChEMBL 9.470000267028809)
Descriptors: MW 355.43, ALogP 1.73, HBA 5, HBD 2, PSA 62.16, QED 0.85
Compound (SMILES): O=C1CC[C@@]2(O)[C@H]3Cc4ccc(O)cc4[C@@]2(CCN3CC2CC2)C1
InChIKey: JKSUUZMNWGEVRC-VAMGGRTRSA-N
Target: Kappa-type opioid receptor (SINGLE PROTEIN), Cavia porcellus
UniProt: P41144
Assay: Displacement of [3H]U69593 from kappa opioid receptor in guinea pig cerebellum homogenate by scintillation counting
Measurement: Ki = 0.038 nM (pChEMBL 10.420000076293945)
Descriptors: MW 327.42, ALogP 2.15, HBA 4, HBD 2, PSA 60.77, QED 0.87
Compound (SMILES): N[C@H]1C[C@@H]1c1cccc(OCC[C@H](NC(=O)c2ccccc2)C(=O)NCc2ccccc2)c1
InChIKey: DTPSXFMGMQOVTG-DSITVLBTSA-N
Target: Lysine-specific histone demethylase 1A (SINGLE PROTEIN), Homo sapiens
UniProt: O60341
Assay: Inhibition of LSD1 (unknown origin)
Measurement: IC50 = 1900 nM (pChEMBL 5.71999979019165)
Descriptors: MW 443.55, ALogP 3.39, HBA 4, HBD 3, PSA 93.45, QED 0.45
Compound (SMILES): O=c1[nH]c(=S)[nH]c(-c2ccc3ccccc3c2)c1Cc1c(O)ccc2ccccc12
InChIKey: BXWUFWSOZYXODV-UHFFFAOYSA-N
Target: NAD-dependent protein deacetylase sirtuin-2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q8IXJ6
Assay: Inhibition of human recombinant SIRT2 expressed in Escherichia coli incubated at 37 degC for 2 hrs by Fluor de Lys fluorescence assay
Measurement: IC50 = 49900 nM (pChEMBL 4.300000190734863)
Descriptors: MW 410.5, ALogP 5.7, HBA 3, HBD 3, PSA 68.88, QED 0.33
Compound (SMILES): O=c1[nH]c(=S)[nH]c(CCc2ccccc2)c1Cc1c(O)ccc2ccccc12
InChIKey: GXOXXSFCYUXJNV-UHFFFAOYSA-N
Target: NAD-dependent protein deacetylase sirtuin-2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q8IXJ6
Assay: Inhibition of human recombinant SIRT2 expressed in Escherichia coli incubated at 37 degC for 2 hrs by Fluor de Lys fluorescence assay
Measurement: IC50 = 50800 nM (pChEMBL 4.289999961853027)
Descriptors: MW 388.49, ALogP 4.67, HBA 3, HBD 3, PSA 68.88, QED 0.44
Compound (SMILES): O=C(Nc1cccc([N+](=O)[O-])c1)c1cccc(S(=O)(=O)N2CCCCCC2)c1
InChIKey: HAYBKCHPEBZNGW-UHFFFAOYSA-N
Target: NAD-dependent protein deacetylase sirtuin-2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q8IXJ6
Assay: Inhibition of SIRT-2 (unknown origin) by fluorescence assay
Measurement: IC50 = 10800 nM (pChEMBL 4.96999979019165)
Descriptors: MW 403.46, ALogP 3.41, HBA 5, HBD 1, PSA 109.62, QED 0.61
Compound (SMILES): CCB(CC)OC(=O)[C@@H](N)CCCCNC(=S)Nc1ccc(S(N)(=O)=O)cc1
InChIKey: BFKQGONXAXKHCP-HNNXBMFYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant catalytic domain of carbonic anhydrase 9 preincubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 9.3 nM (pChEMBL 8.029999732971191)
Descriptors: MW 428.39
Compound (SMILES): CCB(CC)OC(=O)[C@@H](N)CCCCNC(=S)Nc1cccc(S(N)(=O)=O)c1
InChIKey: KHEKLRCBSFUPKA-HNNXBMFYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant catalytic domain of carbonic anhydrase 9 preincubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 9.5 nM (pChEMBL 8.020000457763672)
Descriptors: MW 428.39
Compound (SMILES): CCB(CC)OC(=O)[C@@H](N)CCCCNC(=S)NCc1ccc(S(N)(=O)=O)cc1
InChIKey: BSLLPDRHBMPCGY-INIZCTEOSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant catalytic domain of carbonic anhydrase 9 preincubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 9.5 nM (pChEMBL 8.020000457763672)
Descriptors: MW 442.42
Compound (SMILES): CCB(CC)OC(=O)[C@@H](N)CCCCNC(=S)NCCc1ccc(S(N)(=O)=O)cc1
InChIKey: YZLFDBFTAQXFAO-KRWDZBQOSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant catalytic domain of carbonic anhydrase 9 preincubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 9.6 nM (pChEMBL 8.020000457763672)
Descriptors: MW 456.44
Compound (SMILES): CCB(CC)OC(=O)[C@@H](N)CCCCNC(=S)Nc1ccc(S(N)(=O)=O)cc1Cl
InChIKey: JFNJAYDQURBFSB-AWEZNQCLSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant catalytic domain of carbonic anhydrase 9 preincubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 91 nM (pChEMBL 7.039999961853027)
Descriptors: MW 462.83
Compound (SMILES): CCB(CC)OC(=O)[C@@H](N)CCCCNC(=S)Nc1ccc(S(N)(=O)=O)cc1F
InChIKey: IOLGNTHYQLSUFG-AWEZNQCLSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant catalytic domain of carbonic anhydrase 9 preincubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 89 nM (pChEMBL 7.050000190734863)
Descriptors: MW 446.38
Compound (SMILES): CCB(CC)OC(=O)[C@@H](N)CCCCNC(=S)Nc1ccc(S(N)(=O)=O)cc1Br
InChIKey: QTJWISAXIMPDJY-AWEZNQCLSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant catalytic domain of carbonic anhydrase 9 preincubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 92 nM (pChEMBL 7.039999961853027)
Descriptors: MW 507.29
Compound (SMILES): CCB(CC)OC(=O)[C@@H](N)CCCCNC(=S)Nc1ccc(S(=O)(=O)NCc2ccc(S(N)(=O)=O)cc2)cc1
InChIKey: DYYGPMWHPGKTMS-QFIPXVFZSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant catalytic domain of carbonic anhydrase 9 preincubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 7.7 nM (pChEMBL 8.109999656677246)
Descriptors: MW 597.59
Compound (SMILES): CCB(CC)OC(=O)[C@@H](N)CCCCNC(=S)Nc1ccc(S(=O)(=O)NCCc2ccc(S(N)(=O)=O)cc2)cc1
InChIKey: AGKWFZNWRYRSEV-QHCPKHFHSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant catalytic domain of carbonic anhydrase 9 preincubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 9 nM (pChEMBL 8.050000190734863)
Descriptors: MW 611.62
Compound (SMILES): CCB(CC)OC(=O)[C@@H](N)CCCCNC(=S)Nc1ccc(S(=O)(=O)Nc2nnc(S(N)(=O)=O)s2)cc1
InChIKey: RICZHSKONHYBRV-HNNXBMFYSA-N
Target: Carbonic anhydrase 9 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16790
Assay: Inhibition of human recombinant catalytic domain of carbonic anhydrase 9 preincubated for 15 mins by stopped-flow CO2 hydration assay
Measurement: Ki = 8.6 nM (pChEMBL 8.069999694824219)
Descriptors: MW 591.57
Compound (SMILES): COc1cc(/C=C/C(=O)/C(C)=C(O)/C=C/c2ccc(O)c(OC)c2)ccc1O
InChIKey: MPDFPJQWQLJNLM-VUSYVUDMSA-N
Target: Transcription factor Jun (SINGLE PROTEIN), Homo sapiens
UniProt: P05412
Assay: Cellular Firefly Luciferase Assay (AP-1): Curcumin is a known inhibitor of the AP-1 activation cascade. Therefore, modification of the structure of curcumin could lead to analogs with enhanced activity. The library consisting of three series of curcumin analogs were used to examine the role of the enone functionality in aryl systems where the spacer is 7-carbons (as in curcumin), 5-carbons or 3-carbons in length. In addition, the importance of aryl ring substituents was assessed. The AP-1 activities of curcumin and analogs were determined by a cellular firefly luciferase assay. This assay utilized a commercially available cell line (Panomics 293-luc cellular assay) developed for screening inhibitors of AP-1. This cell line is stably transfected with a luciferase reporter controlled by an AP-1 dependent promoter. The cell is stimulated with phorbol ester which activates AP-1. AP-1 then binds to one of three promoter regions on the cells DNA leading to the production of a luciferase enzyme. Luciferin is added to the cell lysates and the luciferase enzyme catalyzes a cleavage of luciferin leading to the emission of light.
Measurement: IC50 = 6000 nM (pChEMBL 5.21999979019165)
Descriptors: MW 382.41, ALogP 4.24, HBA 6, HBD 3, PSA 96.22, QED 0.38
Compound (SMILES): O=C(O)c1ccc2[nH]c(=S)[nH]c2c1
InChIKey: DCRZVUIGGYMOBI-UHFFFAOYSA-N
Target: NAD-dependent protein deacetylase sirtuin-2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q8IXJ6
Assay: Inhibition of human N-terminally His6-tagged Sirt2 using ZMAL as substrate after 4 hrs by homogeneous fluorescent deacetylase assay
Measurement: IC50 = 38300 nM (pChEMBL 4.420000076293945)
Descriptors: MW 194.22, ALogP 1.92, HBA 2, HBD 3, PSA 68.88, QED 0.61
Compound (SMILES): S=c1[nH]c2ccc(Cl)nc2[nH]1
InChIKey: LHDMCRKGLAMXJH-UHFFFAOYSA-N
Target: NAD-dependent protein deacetylase sirtuin-2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q8IXJ6
Assay: Inhibition of human N-terminally His6-tagged Sirt2 using ZMAL as substrate after 4 hrs by homogeneous fluorescent deacetylase assay
Measurement: IC50 = 26900 nM (pChEMBL 4.570000171661377)
Descriptors: MW 185.64, ALogP 2.27, HBA 2, HBD 2, PSA 44.47, QED 0.49
Compound (SMILES): COc1ccc2[nH]c(=S)[nH]c2n1
InChIKey: PNYFSMIUARCIRR-UHFFFAOYSA-N
Target: NAD-dependent protein deacetylase sirtuin-2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q8IXJ6
Assay: Inhibition of human N-terminally His6-tagged Sirt2 using ZMAL as substrate after 4 hrs by homogeneous fluorescent deacetylase assay
Measurement: IC50 = 16300 nM (pChEMBL 4.789999961853027)
Descriptors: MW 181.22, ALogP 1.63, HBA 3, HBD 2, PSA 53.7, QED 0.66
Compound (SMILES): Cl.NCCn1c(=S)[nH]c2cc([N+](=O)[O-])ccc21
InChIKey: XVVONWSSICSQDQ-UHFFFAOYSA-N
Target: NAD-dependent protein deacetylase sirtuin-2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q8IXJ6
Assay: Inhibition of human N-terminally His6-tagged Sirt2 using ZMAL as substrate after 4 hrs by homogeneous fluorescent deacetylase assay
Measurement: IC50 = 5000 nM (pChEMBL 5.300000190734863)
Descriptors: MW 238.27, ALogP 1.57, HBA 5, HBD 2, PSA 89.88, QED 0.48
Compound (SMILES): O=C1NC(=S)NC(=O)C1=Cc1ccc(-c2ccccc2)cc1
InChIKey: WCHLHTXYKWJEJW-UHFFFAOYSA-N
Target: NAD-dependent protein deacetylase sirtuin-1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q96EB6
Assay: Inhibition of recombinant SIRT1 using ZMAL substrate after 4 hrs by homogeneous fluorescence assay
Measurement: IC50 = 50500 nM (pChEMBL 4.300000190734863)
Descriptors: MW 308.36, ALogP 2.27, HBA 3, HBD 2, PSA 58.2, QED 0.51
Compound (SMILES): CC1=NN(c2ccc(C(=O)O)cc2)C(=O)/C1=C\c1ccc(-c2cc(C)c(C)cc2[N+](=O)[O-])o1
InChIKey: HEKJYZZSCQBJGB-UNOMPAQXSA-N
Target: Histone deacetylase 3 (SINGLE PROTEIN), Homo sapiens
UniProt: O15379
Assay: Inhibition of human recombinant KDAC3
Measurement: IC50 = 7000 nM (pChEMBL 5.159999847412109)
Descriptors: MW 445.43, ALogP 4.98, HBA 6, HBD 1, PSA 126.25, QED 0.34
Compound (SMILES): COc1ccc(C(=O)Oc2ccc(CCn3c(NC(=O)c4ccc(C(F)(F)F)cc4)nc4cc(C(=O)O)ccc43)cc2)cc1
InChIKey: OWNQZZTXPWICRQ-UHFFFAOYSA-N
Target: Protein arginine N-methyltransferase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99873
Assay: Inhibition of GST-fused PRMT1 (unknown origin) expressed in Escherichia coli BL21 assessed as reduction of asymmetric H4R3me2 level by DELFIA assay
Measurement: IC50 = 6000 nM (pChEMBL 5.21999979019165)
Descriptors: MW 603.55, ALogP 6.48, HBA 7, HBD 2, PSA 119.75, QED 0.15
Compound (SMILES): CC[C@H](C)[C@H](NC(=O)OC(C)(C)C)C(=O)N1Cc2cc(OCC(=O)NO)ccc2C[C@H]1C(=O)Nc1ccc(OC)cc1
InChIKey: UZZNWMWOBYWIST-SQOVJYTMSA-N
Target: Histone deacetylase 8 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9BY41
Assay: Inhibition of HDAC8 after 30 mins by fluorescence microplate reader
Measurement: IC50 = 139 nM (pChEMBL 6.860000133514404)
Descriptors: MW 584.67, ALogP 3.41, HBA 8, HBD 4, PSA 155.53, QED 0.24
Compound (SMILES): CC[C@H](C)[C@H](NC(=O)[C@@H]1CCCN1C(=O)OC(C)(C)C)C(=O)N1Cc2cc(OCC(=O)NO)ccc2C[C@H]1C(=O)Nc1ccc(OC)cc1
InChIKey: JNBIMACTONKFPM-BGCOULCTSA-N
Target: Histone deacetylase 8 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9BY41
Assay: Inhibition of HDAC8 after 30 mins by fluorescence microplate reader
Measurement: IC50 = 192 nM (pChEMBL 6.71999979019165)
Descriptors: MW 681.79, ALogP 3.4, HBA 9, HBD 4, PSA 175.84, QED 0.2
Compound (SMILES): CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)C)C(=O)N1Cc2cc(OCC(=O)NO)ccc2C[C@H]1C(=O)Nc1ccc(OC)cc1
InChIKey: GLVMVEGVQAKUGE-LUQUXWHUSA-N
Target: Histone deacetylase 8 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9BY41
Assay: Inhibition of HDAC8 after 30 mins by fluorescence microplate reader
Measurement: IC50 = 201 nM (pChEMBL 6.699999809265137)
Descriptors: MW 683.8, ALogP 3.55, HBA 9, HBD 5, PSA 184.63, QED 0.16
Compound (SMILES): CC[C@H](C)[C@H](NC(=O)C1CCN(C(=O)OC(C)(C)C)CC1)C(=O)N1Cc2cc(OCC(=O)NO)ccc2C[C@H]1C(=O)Nc1ccc(OC)cc1
InChIKey: WSQJERGTYUHNMQ-ACXWPOHUSA-N
Target: Protein deacetylase HDAC6 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UBN7
Assay: Inhibition of HDAC6 in human HeLa cell nuclear extract after 30 mins by fluorescence microplate reader
Measurement: IC50 = 164 nM (pChEMBL 6.789999961853027)
Descriptors: MW 695.81, ALogP 3.65, HBA 9, HBD 4, PSA 175.84, QED 0.2
Compound (SMILES): CC[C@H](C)[C@H](NC(=O)[C@@H]1CCCN1)C(=O)N1Cc2cc(OCC(=O)NO)ccc2C[C@H]1C(=O)Nc1ccc(OC)cc1.Cl
InChIKey: IJNJGMYZKBWJDY-MFOYNNLUSA-N
Target: Protein deacetylase HDAC6 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UBN7
Assay: Inhibition of HDAC6 in human HeLa cell nuclear extract after 30 mins by fluorescence microplate reader
Measurement: IC50 = 191 nM (pChEMBL 6.71999979019165)
Descriptors: MW 581.67, ALogP 1.75, HBA 8, HBD 5, PSA 158.33, QED 0.2
Compound (SMILES): CC[C@H](C)[C@H](NC(=O)[C@@H](N)C(C)C)C(=O)N1Cc2cc(OCC(=O)NO)ccc2C[C@H]1C(=O)Nc1ccc(OC)cc1.Cl
InChIKey: GUYVYSZTCBJVKP-CKDPGKQPSA-N
Target: Protein deacetylase HDAC6 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UBN7
Assay: Inhibition of HDAC6 in human HeLa cell nuclear extract after 30 mins by fluorescence microplate reader
Measurement: IC50 = 163 nM (pChEMBL 6.789999961853027)
Descriptors: MW 583.69, ALogP 1.99, HBA 8, HBD 5, PSA 172.32, QED 0.19
Compound (SMILES): CC[C@H](C)[C@H](NC(=O)C1CCNCC1)C(=O)N1Cc2cc(OCC(=O)NO)ccc2C[C@H]1C(=O)Nc1ccc(OC)cc1.Cl
InChIKey: BJZOSUUGXVKALO-GQSKENJMSA-N
Target: Histone deacetylase 8 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9BY41
Assay: Inhibition of HDAC8 after 30 mins by fluorescence microplate reader
Measurement: IC50 = 1440 nM (pChEMBL 5.840000152587891)
Descriptors: MW 595.7, ALogP 2, HBA 8, HBD 5, PSA 158.33, QED 0.19
Compound (SMILES): CC[C@H](C)[C@@H](CN1Cc2cc(OCC(=O)NO)ccc2C[C@H]1C(=O)Nc1ccc(OC)cc1)NC(=O)OC(C)(C)C
InChIKey: CBAVAZZYVBNYMS-YZYNAAERSA-N
Target: Histone deacetylase 8 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9BY41
Assay: Inhibition of HDAC8 after 30 mins by fluorescence microplate reader
Measurement: IC50 = 263 nM (pChEMBL 6.579999923706055)
Descriptors: MW 570.69, ALogP 3.88, HBA 8, HBD 4, PSA 138.46, QED 0.24
Compound (SMILES): CC[C@H](C)[C@@H](CN1Cc2cc(OCC(=O)NO)ccc2C[C@H]1C(=O)Nc1ccc(OC)cc1)NC(=O)CC(C)(C)C
InChIKey: QGRJCELBIMUQGG-BAURHKQJSA-N
Target: Histone deacetylase 8 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9BY41
Assay: Inhibition of HDAC8 after 30 mins by fluorescence microplate reader
Measurement: IC50 = 333 nM (pChEMBL 6.480000019073486)
Descriptors: MW 568.72, ALogP 3.91, HBA 7, HBD 4, PSA 129.23, QED 0.23
Compound (SMILES): Cc1c(Cl)cccc1Oc1cccn2c(C3CCCCCC3)nnc12
InChIKey: IRIKJKKNAULMJL-UHFFFAOYSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P50172
Assay: Inhibition of mouse 11beta-HSD-1
Measurement: IC50 = 4105 nM (pChEMBL 5.389999866485596)
Descriptors: MW 355.87, ALogP 5.92, HBA 4, HBD 0, PSA 39.42, QED 0.55
Compound (SMILES): Cc1c(Cl)cccc1Oc1cccn2c(C34CCC(CC3)C4)nnc12
InChIKey: IDIWWKULEMAKJZ-UHFFFAOYSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P50172
Assay: Inhibition of mouse 11beta-HSD-1
Measurement: IC50 = 167 nM (pChEMBL 6.78000020980835)
Descriptors: MW 353.85, ALogP 5.32, HBA 4, HBD 0, PSA 39.42, QED 0.64
Compound (SMILES): COC1(c2nnc3c(Oc4cccc(Cl)c4C)cccn23)CCCCCC1
InChIKey: GNIMESYUUSFCOQ-UHFFFAOYSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P50172
Assay: Inhibition of mouse 11beta-HSD-1
Measurement: IC50 = 327 nM (pChEMBL 6.489999771118164)
Descriptors: MW 385.9, ALogP 5.68, HBA 5, HBD 0, PSA 48.65, QED 0.54
Compound (SMILES): COC12CC3CC(C1)CC(c1nnc4c(Oc5cccc(Cl)c5C)cccn14)(C3)C2
InChIKey: QEBHYWPLCVDWCM-UHFFFAOYSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P50172
Assay: Inhibition of mouse 11beta-HSD-1
Measurement: IC50 = 1214 nM (pChEMBL 5.920000076293945)
Descriptors: MW 423.94, ALogP 5.72, HBA 5, HBD 0, PSA 48.65, QED 0.54
Compound (SMILES): Cc1c(Cl)cccc1Oc1cccn2c([C@]34CCC(C[C@H]3O)C4(C)C)nnc12
InChIKey: HDTFLZKXPWINMP-NKEUZDSBSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P50172
Assay: Inhibition of mouse 11beta-HSD-1
Measurement: IC50 = 4313 nM (pChEMBL 5.369999885559082)
Descriptors: MW 397.91, ALogP 4.92, HBA 5, HBD 1, PSA 59.65, QED 0.68
Compound (SMILES): Cc1c(Cl)cccc1Oc1cccn2c(CC3CC4CCC3C4)nnc12
InChIKey: JQYYWVQHGKKNJP-UHFFFAOYSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P50172
Assay: Inhibition of mouse 11beta-HSD-1
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 367.88, ALogP 5.46, HBA 4, HBD 0, PSA 39.42, QED 0.61
Compound (SMILES): Cc1c(Cl)cccc1Oc1cccn2c(C3CCC(F)(F)CC3)nnc12
InChIKey: LHDMXIFKXJYTAW-UHFFFAOYSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P50172
Assay: Inhibition of mouse 11beta-HSD-1
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 377.82, ALogP 5.78, HBA 4, HBD 0, PSA 39.42, QED 0.58
Compound (SMILES): Cc1c(Cl)cccc1Oc1cccn2c(C3CCC(C)(O)CC3)nnc12
InChIKey: SKPWYOQUMDMAQT-UHFFFAOYSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P50172
Assay: Inhibition of mouse 11beta-HSD-1
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 371.87, ALogP 4.89, HBA 5, HBD 1, PSA 59.65, QED 0.71
Compound (SMILES): Cc1c(Cl)cccc1Oc1cccn2c(C3CCOCC3)nnc12
InChIKey: CGZFGLSFNKAXBP-UHFFFAOYSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P50172
Assay: Inhibition of mouse 11beta-HSD-1
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 343.81, ALogP 4.38, HBA 5, HBD 0, PSA 48.65, QED 0.71
Compound (SMILES): Cc1c(Cl)cccc1Oc1cccn2c(C3CCNC(=O)CC3)nnc12
InChIKey: IXNVHFQLZNCJJN-UHFFFAOYSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P50172
Assay: Inhibition of mouse 11beta-HSD-1
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 370.84, ALogP 3.87, HBA 5, HBD 1, PSA 68.52, QED 0.76
Compound (SMILES): CC(=O)N1CCC(c2nnc3c(Oc4cccc(Cl)c4C)cccn23)CC1
InChIKey: PASMMKLMVIXHBB-UHFFFAOYSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P50172
Assay: Inhibition of mouse 11beta-HSD-1
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 384.87, ALogP 4.21, HBA 5, HBD 0, PSA 59.73, QED 0.68
Compound (SMILES): Cc1c(Cl)cccc1Oc1cccn2c(C34CCC(N)(CC3)CC4)nnc12
InChIKey: VISNQOFMPWSFDT-UHFFFAOYSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P50172
Assay: Inhibition of mouse 11beta-HSD-1
Measurement: IC50 = 21130 nM (pChEMBL 4.670000076293945)
Descriptors: MW 382.9, ALogP 4.79, HBA 5, HBD 1, PSA 65.44, QED 0.71
Compound (SMILES): Cc1c(Cl)cccc1Oc1cccn2c(C3CCCCCC3O)nnc12
InChIKey: JGUHONHSPUGTCT-UHFFFAOYSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P50172
Assay: Inhibition of mouse 11beta-HSD-1
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 371.87, ALogP 4.89, HBA 5, HBD 1, PSA 59.65, QED 0.67
Compound (SMILES): COC12CCC(c3nnc4c(Oc5cccc(Cl)c5C)cccn34)(CC1)CC2
InChIKey: NSCOVVCXUWEITE-UHFFFAOYSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P50172
Assay: Inhibition of mouse 11beta-HSD-1
Measurement: IC50 = 6851 nM (pChEMBL 5.159999847412109)
Descriptors: MW 397.91, ALogP 5.47, HBA 5, HBD 0, PSA 48.65, QED 0.58
Compound (SMILES): Cc1c(Cl)cccc1Oc1cccn2c(C34CCC(F)(CC3)CC4)nnc12
InChIKey: HMCOQCLLADVXDN-UHFFFAOYSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P50172
Assay: Inhibition of mouse 11beta-HSD-1
Measurement: IC50 = 4155 nM (pChEMBL 5.380000114440918)
Descriptors: MW 385.87, ALogP 5.8, HBA 4, HBD 0, PSA 39.42, QED 0.57
Compound (SMILES): Cc1c(Cl)cccc1Oc1cccn2c(C34CCC(O)(CC3)CC4)nnc12
InChIKey: BAGSDLHAZBBSOF-UHFFFAOYSA-N
Target: 11-beta-hydroxysteroid dehydrogenase 1 (SINGLE PROTEIN), Mus musculus
UniProt: P50172
Assay: Inhibition of mouse 11beta-HSD-1
Measurement: IC50 = 1026 nM (pChEMBL 5.989999771118164)
Descriptors: MW 383.88, ALogP 4.82, HBA 5, HBD 1, PSA 59.65, QED 0.7
Compound (SMILES): CC(C)(N)C(=O)N1CCn2c(nc(-c3ccc(F)cc3)c2Nc2ccc(F)cc2)C1
InChIKey: NIFJWDNQUGBNEW-UHFFFAOYSA-N
Target: Cytochrome P450 3A4 (SINGLE PROTEIN), Homo sapiens
UniProt: P08684
Assay: Inhibition of CYP 3A4
Measurement: IC50 > 8900 nM (pChEMBL 5.051000118255615)
Descriptors: MW 411.46, ALogP 3.65, HBA 5, HBD 2, PSA 76.18, QED 0.69
Compound (SMILES): O=C1N=C(O)S/C1=C\c1ccc(OCCC2CCCCC2)c(Cl)c1
InChIKey: DBBGLVJTGXKCHY-WJDWOHSUSA-N
Target: 15-hydroxyprostaglandin dehydrogenase [NAD(+)] (SINGLE PROTEIN), Homo sapiens
UniProt: P15428
Assay: Inhibition Assay: Experimental was performed by measuring the formation of NADH at 340 nm with a fluorescence spectrophotometer. Specifically, 2 ml (in total) of the solution containing 50 mM Tris-HCl (pH 7.5), 0.1 mM DTT, 0.25 mM NAD+, 10 μg of purified 15-PGDH enzyme, 21 μM PGE2 and various concentrations (0.0001 μM to 64 μM) of the derivatives according to the present invention was added to each cell. The absorbance of the reaction mixture was recorded at 340 nm so that the activities of the derivatives according to the present invention as 15-PGDH inhibitors were determined from a standard curve prepared from the absorbance of various concentrations of NADH at 340 nm.
Measurement: IC50 = 7.2 nM (pChEMBL 8.140000343322754)
Descriptors: MW 365.88, ALogP 5.22, HBA 3, HBD 1, PSA 58.89, QED 0.73
Compound (SMILES): O=C1N=C(O)S/C1=C\c1ccc(OCCC2CCCCC2)c(Br)c1
InChIKey: NNJXJDRXWLCJSS-WJDWOHSUSA-N
Target: 15-hydroxyprostaglandin dehydrogenase [NAD(+)] (SINGLE PROTEIN), Homo sapiens
UniProt: P15428
Assay: Inhibition Assay: Experimental was performed by measuring the formation of NADH at 340 nm with a fluorescence spectrophotometer. Specifically, 2 ml (in total) of the solution containing 50 mM Tris-HCl (pH 7.5), 0.1 mM DTT, 0.25 mM NAD+, 10 μg of purified 15-PGDH enzyme, 21 μM PGE2 and various concentrations (0.0001 μM to 64 μM) of the derivatives according to the present invention was added to each cell. The absorbance of the reaction mixture was recorded at 340 nm so that the activities of the derivatives according to the present invention as 15-PGDH inhibitors were determined from a standard curve prepared from the absorbance of various concentrations of NADH at 340 nm.
Measurement: IC50 = 6.6 nM (pChEMBL 8.180000305175781)
Descriptors: MW 410.33, ALogP 5.33, HBA 3, HBD 1, PSA 58.89, QED 0.67
Compound (SMILES): O=C1N=C(O)S/C1=C\c1ccc(OCCCCC2CCCCC2)c(Cl)c1
InChIKey: FOMMVNKPYNXPFW-AQTBWJFISA-N
Target: 15-hydroxyprostaglandin dehydrogenase [NAD(+)] (SINGLE PROTEIN), Homo sapiens
UniProt: P15428
Assay: Inhibition Assay: Experimental was performed by measuring the formation of NADH at 340 nm with a fluorescence spectrophotometer. Specifically, 2 ml (in total) of the solution containing 50 mM Tris-HCl (pH 7.5), 0.1 mM DTT, 0.25 mM NAD+, 10 μg of purified 15-PGDH enzyme, 21 μM PGE2 and various concentrations (0.0001 μM to 64 μM) of the derivatives according to the present invention was added to each cell. The absorbance of the reaction mixture was recorded at 340 nm so that the activities of the derivatives according to the present invention as 15-PGDH inhibitors were determined from a standard curve prepared from the absorbance of various concentrations of NADH at 340 nm.
Measurement: IC50 = 26.3 nM (pChEMBL 7.579999923706055)
Descriptors: MW 393.94, ALogP 6, HBA 3, HBD 1, PSA 58.89, QED 0.46
Compound (SMILES): COCCN(C)Cc1c(-c2ccc(NC(=O)NOC)cc2)sc2c1c(=O)n(-c1ccccn1)c(=O)n2Cc1c(F)cccc1F
InChIKey: GAQYSUJKGLPTKB-UHFFFAOYSA-N
Target: Gonadotropin-releasing hormone receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P30968
Assay: Antagonist activity at human GnRH receptor expressed in CHO cells assessed as inhibition of GnRH-induced arachidonic acid release using [5,6,8,9,11,12,14,15-3H]arachidonic acid preincubated for 15 mins measured after 45 mins by scintillation counting in presence of 40% fetal bovine serum
Measurement: IC50 = 13 nM (pChEMBL 7.889999866485596)
Descriptors: MW 636.68, ALogP 4.36, HBA 10, HBD 2, PSA 119.72, QED 0.21
Compound (SMILES): COCCN(C)Cc1c(-c2ccc(NC(=O)NOC)cc2)sc2c1c(=O)n(-c1ccc(C)cn1)c(=O)n2Cc1c(F)cccc1F
InChIKey: HCJYDJMLQMLSAN-UHFFFAOYSA-N
Target: Gonadotropin-releasing hormone receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P30968
Assay: Displacement of [125I]leuprorelin from recombinant human GnRH receptor expressed in CHO cells after 60 mins by X-ray counter in presence of 40% fetal bovine serum
Measurement: IC50 = 0.3 nM (pChEMBL 9.520000457763672)
Descriptors: MW 650.71, ALogP 4.67, HBA 10, HBD 2, PSA 119.72, QED 0.2
Compound (SMILES): COCCN(C)Cc1c(-c2ccc(NC(=O)NOC)cc2)sc2c1c(=O)n(-c1ccc(F)cn1)c(=O)n2Cc1c(F)cccc1F
InChIKey: VCMBWOOLZJOHHG-UHFFFAOYSA-N
Target: Gonadotropin-releasing hormone receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P30968
Assay: Displacement of [125I]leuprorelin from recombinant human GnRH receptor expressed in CHO cells after 60 mins by X-ray counter
Measurement: IC50 = 0.2 nM (pChEMBL 9.699999809265137)
Descriptors: MW 654.67, ALogP 4.5, HBA 10, HBD 2, PSA 119.72, QED 0.2
Compound (SMILES): COCCN(C)Cc1c(-c2ccc(NC(=O)NOC)cc2)sc2c1c(=O)n(-c1ccc(OC)cc1)c(=O)n2Cc1c(F)cccc1F
InChIKey: CNDRKNVYBJEVFY-UHFFFAOYSA-N
Target: Gonadotropin-releasing hormone receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P30968
Assay: Displacement of [125I]leuprorelin from recombinant human GnRH receptor expressed in CHO cells after 60 mins by X-ray counter in presence of 40% fetal bovine serum
Measurement: IC50 = 0.29 nM (pChEMBL 9.539999961853027)
Descriptors: MW 665.72, ALogP 4.98, HBA 10, HBD 2, PSA 116.06, QED 0.18
Compound (SMILES): COCCN(C)Cc1c(-c2ccc(NC(=O)NOC)cc2)sc2c1c(=O)n(-c1ccc(OC)nc1)c(=O)n2Cc1c(F)cccc1F
InChIKey: IDQKFYZNDFRPKP-UHFFFAOYSA-N
Target: Gonadotropin-releasing hormone receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P30968
Assay: Displacement of [125I]leuprorelin from recombinant human GnRH receptor expressed in CHO cells after 60 mins by X-ray counter in presence of 40% fetal bovine serum
Measurement: IC50 = 0.8 nM (pChEMBL 9.100000381469727)
Descriptors: MW 666.71, ALogP 4.37, HBA 11, HBD 2, PSA 128.95, QED 0.19
Compound (SMILES): COCCN(C)Cc1c(-c2ccc(NC(=O)NOC)cc2)sc2c1c(=O)n(-c1ccc(OC)nn1)c(=O)n2Cc1c(F)cccc1F
InChIKey: HWPZRJVNQZIXSF-UHFFFAOYSA-N
Target: Gonadotropin-releasing hormone receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P30968
Assay: Displacement of [125I]leuprorelin from recombinant human GnRH receptor expressed in CHO cells after 60 mins by X-ray counter in presence of 40% fetal bovine serum
Measurement: IC50 = 0.24 nM (pChEMBL 9.619999885559082)
Descriptors: MW 667.7, ALogP 3.77, HBA 12, HBD 2, PSA 141.84, QED 0.19
Compound (SMILES): CONC(=O)Nc1ccc(-c2sc3c(c2CN(C)C)c(=O)n(-c2ccc(OC)nc2)c(=O)n3Cc2c(F)cccc2F)cc1
InChIKey: DUZGTINKFAHXDT-UHFFFAOYSA-N
Target: Gonadotropin-releasing hormone receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P30968
Assay: Displacement of [125I]leuprorelin from recombinant human GnRH receptor expressed in CHO cells after 60 mins by X-ray counter in presence of 40% fetal bovine serum
Measurement: IC50 = 0.55 nM (pChEMBL 9.260000228881836)
Descriptors: MW 622.65, ALogP 4.36, HBA 10, HBD 2, PSA 119.72, QED 0.23
Compound (SMILES): CONC(=O)Nc1ccc(-c2sc3c(c2CN(C)C)c(=O)n(-c2ccc(OC)nn2)c(=O)n3Cc2c(F)cccc2F)cc1
InChIKey: AOMXMOCNKJTRQP-UHFFFAOYSA-N
Target: Gonadotropin-releasing hormone receptor (SINGLE PROTEIN), Homo sapiens
UniProt: P30968
Assay: Displacement of [125I]leuprorelin from recombinant human GnRH receptor expressed in CHO cells after 60 mins by X-ray counter in presence of 40% fetal bovine serum
Measurement: IC50 = 0.33 nM (pChEMBL 9.479999542236328)
Descriptors: MW 623.64, ALogP 3.75, HBA 11, HBD 2, PSA 132.61, QED 0.24
Compound (SMILES): CCS(=O)(=O)c1ccc2c(c1)nc(C(C)(C)C)n2CC1CC1
InChIKey: PHOKPCGYGFVDFG-UHFFFAOYSA-N
Target: Cannabinoid receptor 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P21554
Assay: Binding affinity at human CB1 receptor
Measurement: Ki > 20000 nM (pChEMBL 4.698999881744385)
Descriptors: MW 320.46, ALogP 3.54, HBA 4, HBD 0, PSA 51.96, QED 0.87
Compound (SMILES): O=C(CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@@H]21)NCCCCCC(=O)OCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NC1CC1
InChIKey: QOTAUZLULHXTFX-AWJHAJMOSA-N
Target: Cannabinoid receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P34972
Assay: Displacement of [3H]-CP55940 from human CB2 receptor expressed in HEK-293-EBNA cell membranes after 90 mins by scintillation counting
Measurement: Ki > 2000 nM (pChEMBL 5.698999881744385)
Descriptors: MW 684.99, ALogP 6.95, HBA 6, HBD 4, PSA 125.63, QED 0.03
Compound (SMILES): C[C@H](CO)NC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC(=O)CCCCCNC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@@H]21
InChIKey: IHYPHNXBPGENPI-QCUXXTRHSA-N
Target: Cannabinoid receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P34972
Assay: Displacement of [3H]-CP55940 from human CB2 receptor expressed in HEK-293-EBNA cell membranes after 90 mins by scintillation counting
Measurement: Ki > 2000 nM (pChEMBL 5.698999881744385)
Descriptors: MW 703, ALogP 6.16, HBA 7, HBD 5, PSA 145.86, QED 0.03
Compound (SMILES): Nc1nccc(-c2cc(N3CCCCC3)ccc2O)n1
InChIKey: NTCUVHFLLFHPKM-UHFFFAOYSA-N
Target: Cyclin-dependent kinase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P24941
Assay: Inhibition of CDK2 in presence of 100 uM ATP
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 270.34, ALogP 2.42, HBA 5, HBD 2, PSA 75.27, QED 0.88
Compound (SMILES): CCC1CCN(c2ccc(O)c(-c3ccnc(N)n3)c2)CC1
InChIKey: UBCVFUXJFXLRNH-UHFFFAOYSA-N
Target: Cyclin-dependent kinase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P24941
Assay: Inhibition of CDK2 in presence of 100 uM ATP
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 298.39, ALogP 3.06, HBA 5, HBD 2, PSA 75.27, QED 0.91
Compound (SMILES): Nc1nccc(-c2cc(N3CCOCC3)ccc2O)n1
InChIKey: ZTODCSAQBQAGAF-UHFFFAOYSA-N
Target: Cyclin-dependent kinase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P06493
Assay: Inhibition of CDK1 in presence of 100 uM ATP
Measurement: IC50 = 2240 nM (pChEMBL 5.650000095367432)
Descriptors: MW 272.31, ALogP 1.27, HBA 6, HBD 2, PSA 84.5, QED 0.86
Compound (SMILES): Nc1nccc(-c2cc(N3CCS(=O)(=O)CC3)ccc2O)n1
InChIKey: ZKOQFSUEYNBDLG-UHFFFAOYSA-N
Target: Cyclin-dependent kinase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P06493
Assay: Inhibition of CDK1 in presence of 100 uM ATP
Measurement: IC50 = 7500 nM (pChEMBL 5.119999885559082)
Descriptors: MW 320.37, ALogP 0.67, HBA 7, HBD 2, PSA 109.41, QED 0.84
Compound (SMILES): Cc1ccc(C(=O)Nc2ccccn2)cc1-c1ccc2c(c1)NC(=O)C21CCCC1
InChIKey: IJSWHNQLDWSLJK-UHFFFAOYSA-N
Target: Mitogen-activated protein kinase 14 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16539
Assay: Inhibition Assay: Enzymatic activity assay was performed in 96-well microtiter plates (Corning, catalog number #3686) using a total volume of 50 ul of an assay buffer composed of 50 mM HEPES pH 7.5, 10 mM MgCl2, 1.75 mM Na3VO4. Various concentrations of the test compound or vehicle controls were pre-incubated for one hour with 0.055 ug/ml of the human p38alfa (SAPKa) enzyme (obtained from University of Dundee). The reaction was started by addition of biotinylated ATF2 substrate and ATP in concentrations around their Km values (final concentration 0.62 uM and 60 uM respectively) and took place for one hour at 25 C. Addition of the detection reagents, streptavidin XL665 and anti-phosphoresidue antibody coupled to Europium cryptate, caused the juxtaposition of the cryptate and the XL665 fluorophore, resulting in fluorescence energy transfer (FRET). The FRET intensity depends on the amount of bounded cryptate antibody, which is proportional to the extent of substrate phosphorylation.
Measurement: IC50 = 6.3 nM (pChEMBL 8.199999809265137)
Descriptors: MW 397.48, ALogP 5.07, HBA 3, HBD 2, PSA 71.09, QED 0.65
Compound (SMILES): Cc1ccc(C(=O)Nc2ccon2)cc1-c1ccc2c(c1)NC(=O)C21CCCC1
InChIKey: IDODQHKWMGAIOD-UHFFFAOYSA-N
Target: Mitogen-activated protein kinase 14 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16539
Assay: Inhibition Assay: Enzymatic activity assay was performed in 96-well microtiter plates (Corning, catalog number #3686) using a total volume of 50 ul of an assay buffer composed of 50 mM HEPES pH 7.5, 10 mM MgCl2, 1.75 mM Na3VO4. Various concentrations of the test compound or vehicle controls were pre-incubated for one hour with 0.055 ug/ml of the human p38alfa (SAPKa) enzyme (obtained from University of Dundee). The reaction was started by addition of biotinylated ATF2 substrate and ATP in concentrations around their Km values (final concentration 0.62 uM and 60 uM respectively) and took place for one hour at 25 C. Addition of the detection reagents, streptavidin XL665 and anti-phosphoresidue antibody coupled to Europium cryptate, caused the juxtaposition of the cryptate and the XL665 fluorophore, resulting in fluorescence energy transfer (FRET). The FRET intensity depends on the amount of bounded cryptate antibody, which is proportional to the extent of substrate phosphorylation.
Measurement: IC50 = 0.2 nM (pChEMBL 9.699999809265137)
Descriptors: MW 387.44, ALogP 4.67, HBA 4, HBD 2, PSA 84.23, QED 0.68
Compound (SMILES): CC(=O)Nc1ccc(C(=O)CSc2nc(C)cc(O)n2)cc1
InChIKey: NZVOKXQPGIDGBV-UHFFFAOYSA-N
Target: Histone deacetylase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92769
Assay: Inhibition of recombinant HDAC2 assessed as inhibition of fluorogenic aminocoumarin release from substrate by trypsin-coupled biochemical assay
Measurement: IC50 = 18900 nM (pChEMBL 4.71999979019165)
Descriptors: MW 317.37, ALogP 2.42, HBA 6, HBD 2, PSA 92.18, QED 0.5
Compound (SMILES): CC(=O)Nc1ccc(C(=O)CSc2nccc(C)n2)cc1
InChIKey: CIRYLVAQJQBNQO-UHFFFAOYSA-N
Target: Histone deacetylase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92769
Assay: Inhibition of recombinant HDAC2 assessed as inhibition of fluorogenic aminocoumarin release from substrate by trypsin-coupled biochemical assay
Measurement: IC50 > 100000 nM (pChEMBL 4)
Descriptors: MW 301.37, ALogP 2.72, HBA 5, HBD 1, PSA 71.95, QED 0.52
Compound (SMILES): COc1cc(C)nc(SCC(=O)c2ccc(NC(C)=O)cc2)n1
InChIKey: XIMLQEFHZGPEAB-UHFFFAOYSA-N
Target: Histone deacetylase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92769
Assay: Inhibition of recombinant HDAC2 assessed as inhibition of fluorogenic aminocoumarin release from substrate by trypsin-coupled biochemical assay
Measurement: IC50 > 100000 nM (pChEMBL 4)
Descriptors: MW 331.4, ALogP 2.73, HBA 6, HBD 1, PSA 81.18, QED 0.5
Compound (SMILES): CC(=O)Nc1ccc(C(=O)CSc2nc(C)cc(C)n2)cc1
InChIKey: IEFMPTCWLPFBLK-UHFFFAOYSA-N
Target: Histone deacetylase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92769
Assay: Inhibition of recombinant HDAC2 assessed as inhibition of fluorogenic aminocoumarin release from substrate by trypsin-coupled biochemical assay
Measurement: IC50 > 100000 nM (pChEMBL 4)
Descriptors: MW 315.4, ALogP 3.03, HBA 5, HBD 1, PSA 71.95, QED 0.52
Compound (SMILES): CC(=O)Nc1ccc(C(=O)CSc2cccc(O)c2)cc1
InChIKey: ZKJBOQRBWXMBRK-UHFFFAOYSA-N
Target: Histone deacetylase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92769
Assay: Inhibition of recombinant HDAC2 assessed as inhibition of fluorogenic aminocoumarin release from substrate by trypsin-coupled biochemical assay
Measurement: IC50 > 100000 nM (pChEMBL 4)
Descriptors: MW 301.37, ALogP 3.33, HBA 4, HBD 2, PSA 66.4, QED 0.66
Compound (SMILES): CC(=O)Nc1ccc(C(=O)COc2nc(C)cc(O)n2)cc1
InChIKey: IYHJPCSJWTYWLB-UHFFFAOYSA-N
Target: Histone deacetylase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92769
Assay: Inhibition of recombinant HDAC2 assessed as inhibition of fluorogenic aminocoumarin release from substrate by trypsin-coupled biochemical assay
Measurement: IC50 > 100000 nM (pChEMBL 4)
Descriptors: MW 301.3, ALogP 1.71, HBA 6, HBD 2, PSA 101.41, QED 0.82
Compound (SMILES): CC(=O)Nc1ccc(C(=O)COc2cc(C)cc(O)n2)cc1
InChIKey: SNILZMZTNVWFRS-UHFFFAOYSA-N
Target: Histone deacetylase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92769
Assay: Inhibition of recombinant HDAC2 assessed as inhibition of fluorogenic aminocoumarin release from substrate by trypsin-coupled biochemical assay
Measurement: IC50 > 100000 nM (pChEMBL 4)
Descriptors: MW 300.31, ALogP 2.32, HBA 5, HBD 2, PSA 88.52, QED 0.83
Compound (SMILES): CC(=O)Nc1ccc(CSc2nc(C)cc(O)n2)cc1
InChIKey: ADGPHPSNLKLQDU-UHFFFAOYSA-N
Target: Histone deacetylase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92769
Assay: Inhibition of recombinant HDAC2 assessed as inhibition of fluorogenic aminocoumarin release from substrate by trypsin-coupled biochemical assay
Measurement: IC50 > 100000 nM (pChEMBL 4)
Descriptors: MW 289.36, ALogP 2.74, HBA 5, HBD 2, PSA 75.11, QED 0.67
Compound (SMILES): CC(=O)Nc1ccc(C(O)CSc2nc(C)cc(O)n2)cc1
InChIKey: ONYHRCLBDDLZNZ-UHFFFAOYSA-N
Target: Histone deacetylase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92769
Assay: Inhibition of recombinant HDAC2 assessed as inhibition of fluorogenic aminocoumarin release from substrate by trypsin-coupled biochemical assay
Measurement: IC50 > 100000 nM (pChEMBL 4)
Descriptors: MW 319.39, ALogP 2.27, HBA 6, HBD 3, PSA 95.34, QED 0.58
Compound (SMILES): Cc1cc(O)nc(SCC(=O)c2ccccc2)n1
InChIKey: LDUQCWSKGSQRBH-UHFFFAOYSA-N
Target: Histone deacetylase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92769
Assay: Inhibition of recombinant HDAC2 assessed as inhibition of fluorogenic aminocoumarin release from substrate by trypsin-coupled biochemical assay
Measurement: IC50 > 100000 nM (pChEMBL 4)
Descriptors: MW 260.32, ALogP 2.47, HBA 5, HBD 1, PSA 63.08, QED 0.52
Compound (SMILES): CC(=O)N(C)c1ccc(C(=O)CSc2nc(C)cc(O)n2)cc1
InChIKey: AQXNOPHVPVYVTH-UHFFFAOYSA-N
Target: Histone deacetylase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: Q92769
Assay: Inhibition of recombinant HDAC2 assessed as inhibition of fluorogenic aminocoumarin release from substrate by trypsin-coupled biochemical assay
Measurement: IC50 > 100000 nM (pChEMBL 4)
Descriptors: MW 331.4, ALogP 2.45, HBA 6, HBD 1, PSA 83.39, QED 0.51
Compound (SMILES): Cc1cc(S(=O)(=O)O)c(S(=O)(=O)O)cc1N1N=C(C(=O)O)CC1=O
InChIKey: SEYODHVKSAPCBO-UHFFFAOYSA-N
Target: Tyrosine-protein phosphatase non-receptor type 11 (SINGLE PROTEIN), Homo sapiens
UniProt: Q06124
Assay: Inhibition of SHP2 catalytic domain assessed as inhibition of pNPP to p-nitrophenol conversion after 5 mins by spectrophotometry
Measurement: IC50 = 8300 nM (pChEMBL 5.079999923706055)
Descriptors: MW 378.34, ALogP -0.33, HBA 7, HBD 3, PSA 178.71, QED 0.59
Compound (SMILES): N#CC1(c2ccccn2)CCN(Cc2cc(C(=O)O)c(=O)n3ccccc23)CC1
InChIKey: RJTJRVASUFIDQM-UHFFFAOYSA-N
Target: Tyrosine-protein phosphatase non-receptor type 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P17706
Assay: Protein Tyrosine Phosphatase, PTPN2 (TCPTP) Eurofins-Panlabs enzyme assay
Measurement: IC50 = 10000 nM (pChEMBL 5)
Descriptors: MW 388.43, ALogP 2.45, HBA 6, HBD 1, PSA 98.7, QED 0.74
Compound (SMILES): CC(=O)Nc1ccc2c(c1)OCCc1cc(C(=O)N(C)c3ccccc3Cl)sc1-2
InChIKey: RTUHEKLMDKJAQG-UHFFFAOYSA-N
Target: Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform (SINGLE PROTEIN), Homo sapiens
UniProt: P42338
Assay: Apparent binding affinity to PI3Kbeta using PIP3 as substrate after 30 mins by fluorescence polarization assay
Measurement: Ki = 114 nM (pChEMBL 6.940000057220459)
Descriptors: MW 426.93, ALogP 5.24, HBA 4, HBD 1, PSA 58.64, QED 0.62
Compound (SMILES): CN(C(=O)c1cc2c(s1)-c1ccc(C(N)=O)cc1OCC2)c1ccccc1Cl
InChIKey: ZIAMYBTXHWHKGO-UHFFFAOYSA-N
Target: Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform (SINGLE PROTEIN), Homo sapiens
UniProt: P42336
Assay: Inhibition of recombinant PI3Kalpha assessed as inhibition of PIP3 formation by fluorescence polarization assay
Measurement: Ki = 1.2 nM (pChEMBL 8.920000076293945)
Descriptors: MW 412.9, ALogP 4.38, HBA 4, HBD 1, PSA 72.63, QED 0.69
Compound (SMILES): CNC(=O)c1ccc2c(c1)OCCc1cc(C(=O)N(C)c3ccccc3Cl)sc1-2
InChIKey: MAUSGNVMOUOQFG-UHFFFAOYSA-N
Target: Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform (SINGLE PROTEIN), Homo sapiens
UniProt: P42338
Assay: Apparent binding affinity to PI3Kbeta using PIP3 as substrate after 30 mins by fluorescence polarization assay
Measurement: Ki = 87 nM (pChEMBL 7.059999942779541)
Descriptors: MW 426.93, ALogP 4.64, HBA 4, HBD 1, PSA 58.64, QED 0.66
Compound (SMILES): N#Cc1ccccc1Oc1ccc(C(=O)NCc2ccncc2)cc1
InChIKey: SPHCZZBTYLIKMU-UHFFFAOYSA-N
Target: Mitogen-activated protein kinase 14 (SINGLE PROTEIN), Homo sapiens
UniProt: Q16539
Assay: Inhibition of p38-alpha (unknown origin) by p38alpha-MBP IoC assay
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 329.36, ALogP 3.68, HBA 4, HBD 1, PSA 75.01, QED 0.77
Compound (SMILES): O=C(NCc1ccncc1)c1ccc(Oc2ccc(C#CC3(O)CN4CCC3CC4)cc2)cc1
InChIKey: FEOIBPWKGPFSTB-UHFFFAOYSA-N
Target: Cytochrome P450 3A4 (SINGLE PROTEIN), Homo sapiens
UniProt: P08684
Assay: Inhibition of CYP3A4
Measurement: IC50 < 10000 nM (pChEMBL 5)
Descriptors: MW 453.54, ALogP 3.61, HBA 5, HBD 2, PSA 74.69, QED 0.58
Compound (SMILES): O=C(NCc1ccncn1)c1ccc(Oc2ccc(C#C[C@]3(O)CN4CCC3CC4)cc2)cc1
InChIKey: YNSKBMXZDCLQIV-MHZLTWQESA-N
Target: Cytochrome P450 2D6 (SINGLE PROTEIN), Homo sapiens
UniProt: P10635
Assay: Inhibition of CYP2D6
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 454.53, ALogP 3.01, HBA 6, HBD 2, PSA 87.58, QED 0.58