iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 931

Identifiers

  • Canonical SMILES: 
    OC(=O)[C@H](Cc1ccccc1)N1C(=S)S\C(=C/c2ccc(Br)cc2)C1=O
  • IUPAC name: 
    (2S)-2-[(5Z)-5-[(4-bromophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-phenylpropanoic acid
  • InChi: 
    InChI=1S/C19H14BrNO3S2/c20-14-8-6-13(7-9-14)11-16-17(22)21(19(25)26-16)15(18(23)24)10-12-4-2-1-3-5-12/h1-9,11,15H,10H2,(H,23,24)/b16-11-/t15-/m0/s1
  • InChiKey: 
    NWNRPXAZPNUBGV-CNYBTUBUSA-N

External links


1576659
CHEMBL243190
23291040

External search

Bibliography (2)

Publication Name
Xing C, Wang L, Tang X, Sham YY. . Development of selective inhibitors for anti-apoptotic Bcl-2 proteins from BHI-1. Bioorganic & medicinal chemistry. 3e
Wang L, Kong F, Kokoski CL, Andrews DW, Xing C. . Development of dimeric modulators for anti-apoptotic Bcl-2 proteins. Bioorganic & medicinal chemistry letters. 3e

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
6 0 0 0

Targets

PPI family Best activity Diseases MMoA
BCL2-Like / BAX 5.28 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 446.96 g/mol
HBA 4
HBD 1
HBA + HBD 5
AlogP 5.44
TPSA 57.61
RB 5
Radar chart
PCA : iPPI-DB chemical space
PCA : Correlation circle
Efficiencies: iPPI-DB biplot LE versus LLE
Summary
Bibliographic ressources Biochemical tests Cellular tests PK tests Cytotoxicity tests
2 6 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
17227711 3e BCL2
P10415
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 4.85
18023349 3e BCL2
P10415
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 4.85
17227711 3e B2CL1
Q07817
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 5.27
18023349 3e B2CL1
Q07817
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 5.28
17227711 3e B2CL2
Q92843
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 4.67
18023349 3e B2CL2
Q92843
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 4.67
Ta Structure Name Drugbank ID
0.6145 Epalrestat DB15293
0.5292 (E)-3-(5((5-(4-CHLOROPHENYL)FURAN-2-YL)METHYLENE)-4-OXO-2-THIOXOTHIAZOLIDIN-3-YL)PROPANOIC ACID DB08177
0.5121 (Z)-3-BENZYL-5-(2-HYDROXY-3-NITROBENZYLIDENE)-2-THIOXOTHIAZOLIDIN-4-ONE DB07838
0.4883 [(5R)-5-(2,3-dibromo-5-ethoxy-4-hydroxybenzyl)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]acetic acid DB06998
0.4100 (5E)-5-[(2,2-DIFLUORO-1,3-BENZODIOXOL-5-YL)METHYLENE]-1,3-THIAZOLIDINE-2,4-DIONE DB07503
0.4082 5-QUINOXALIN-6-YLMETHYLENE-THIAZOLIDINE-2,4-DIONE DB04769
0.4082 GSK-1059615 DB11962
0.4056 N-[(2S)-3-Phenyl-2-sulfanylpropanoyl]-L-phenylalanyl-L-tyrosine DB03949
0.4010 (5E)-2-Amino-5-(2-pyridinylmethylene)-1,3-thiazol-4(5H)-one DB07529
0.3963 N-Caffeoyltyramine DB08754
0.3960 Benzylpenicillin DB01053
0.3952 Amoxicillin DB01060
0.3950 (2R,4S)-2-[(1R)-1-{[(2R)-2-Amino-2-(4-hydroxyphenyl)acetyl]amino}-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid DB03658
0.3932 Ampicillin DB00415
0.3919 4-{5-[(Z)-(2-IMINO-4-OXO-1,3-THIAZOLIDIN-5-YLIDENE)METHYL]FURAN-2-YL}BENZOIC ACID DB07539