iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 795

Identifiers

  • Canonical SMILES: 
    CCC\C(c1ccccc1)=C1\SC(=S)N(C1=O)[C@H](C(O)=O)CC(C)C
  • IUPAC name: 
    (2S)-4-methyl-2-[(5Z)-4-oxo-5-(1-phenylbutylidene)-2-sulfanylidene-1,3-thiazolidin-3-yl]pentanoic acid
  • InChi: 
    InChI=1S/C19H23NO3S2/c1-4-8-14(13-9-6-5-7-10-13)16-17(21)20(19(24)25-16)15(18(22)23)11-12(2)3/h5-7,9-10,12,15H,4,8,11H2,1-3H3,(H,22,23)/b16-14-/t15-/m0/s1
  • InChiKey: 
    LTESOAGUHITHPM-RIBQPWQFSA-N

External links


44429173
CHEMBL242126
23291042

External search

Bibliography (1)

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. 3h

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
2 0 0 0

Targets

PPI family Best activity Diseases MMoA
BCL2-Like / BAX 4.87 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 377.11 g/mol
HBA 4
HBD 1
HBA + HBD 5
AlogP 5.45
TPSA 57.61
RB 7
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
1 2 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
17227711 3h BCL2
P10415
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 4.87
17227711 3h B2CL2
Q92843
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 4.62
Ta Structure Name Drugbank ID
0.6704 Epalrestat DB15293
0.5175 (E)-3-(5((5-(4-CHLOROPHENYL)FURAN-2-YL)METHYLENE)-4-OXO-2-THIOXOTHIAZOLIDIN-3-YL)PROPANOIC ACID DB08177
0.4930 (Z)-3-BENZYL-5-(2-HYDROXY-3-NITROBENZYLIDENE)-2-THIOXOTHIAZOLIDIN-4-ONE DB07838
0.4570 [(5R)-5-(2,3-dibromo-5-ethoxy-4-hydroxybenzyl)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]acetic acid DB06998
0.4000 (5E)-5-[(2,2-DIFLUORO-1,3-BENZODIOXOL-5-YL)METHYLENE]-1,3-THIAZOLIDINE-2,4-DIONE DB07503
0.3989 (5R)-2-sulfanyl-5-[4-(trifluoromethyl)benzyl]-1,3-thiazol-4(5H)-one DB08574
0.3981 Omapatrilat DB00886
0.3980 5-QUINOXALIN-6-YLMETHYLENE-THIAZOLIDINE-2,4-DIONE DB04769
0.3911 (5E)-2-Amino-5-(2-pyridinylmethylene)-1,3-thiazol-4(5H)-one DB07529
0.3911 GSK-1059615 DB11962
0.3833 4-{5-[(Z)-(2-IMINO-4-OXO-1,3-THIAZOLIDIN-5-YLIDENE)METHYL]FURAN-2-YL}BENZOIC ACID DB07539
0.3824 CHROMOPHORE (GLU-TYR-GLY) DB04668
0.3755 JE-2147 DB02668
0.3750 Motuporin DB04738
0.3750 (2S)-({(5Z)-5-[(5-Ethyl-2-furyl)methylene]-4-oxo-4,5-dihydro-1,3-thiazol-2-yl}amino)(4-fluorophenyl)acetic acid DB08706