iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 320

Identifiers

  • Canonical SMILES: 
    CC(C)C[C@@H](C(O)=O)N1C(=S)S\C(=C(\C)c2ccccc2)C1=O
  • IUPAC name: 
    (2S)-4-methyl-2-[(5Z)-4-oxo-5-(1-phenylethylidene)-2-sulfanylidene-1,3-thiazolidin-3-yl]pentanoic acid
  • InChi: 
    InChI=1S/C17H19NO3S2/c1-10(2)9-13(16(20)21)18-15(19)14(23-17(18)22)11(3)12-7-5-4-6-8-12/h4-8,10,13H,9H2,1-3H3,(H,20,21)/b14-11-/t13-/m0/s1
  • InChiKey: 
    SCEVCEGSVQEIQX-UROBUVALSA-N

External links


44429175
CHEMBL242339
23291044

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. 3i

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
1 0 0 0

Targets

PPI family Best activity Diseases MMoA
BCL2-Like / BAX 4.67 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 349.08 g/mol
HBA 4
HBD 1
HBA + HBD 5
AlogP 4.56
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
1 1 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
17227711 3i BCL2
P10415
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 4.67
Ta Structure Name Drugbank ID
0.6548 Epalrestat DB15293
0.5493 (E)-3-(5((5-(4-CHLOROPHENYL)FURAN-2-YL)METHYLENE)-4-OXO-2-THIOXOTHIAZOLIDIN-3-YL)PROPANOIC ACID DB08177
0.5252 (Z)-3-BENZYL-5-(2-HYDROXY-3-NITROBENZYLIDENE)-2-THIOXOTHIAZOLIDIN-4-ONE DB07838
0.4641 [(5R)-5-(2,3-dibromo-5-ethoxy-4-hydroxybenzyl)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]acetic acid DB06998
0.4324 5-QUINOXALIN-6-YLMETHYLENE-THIAZOLIDINE-2,4-DIONE DB04769
0.4263 (5E)-5-[(2,2-DIFLUORO-1,3-BENZODIOXOL-5-YL)METHYLENE]-1,3-THIAZOLIDINE-2,4-DIONE DB07503
0.4247 (5E)-2-Amino-5-(2-pyridinylmethylene)-1,3-thiazol-4(5H)-one DB07529
0.4247 GSK-1059615 DB11962
0.4091 Omapatrilat DB00886
0.4057 4-{5-[(Z)-(2-IMINO-4-OXO-1,3-THIAZOLIDIN-5-YLIDENE)METHYL]FURAN-2-YL}BENZOIC ACID DB07539
0.4036 CHROMOPHORE (GLU-TYR-GLY) DB04668
0.4035 (5R)-2-sulfanyl-5-[4-(trifluoromethyl)benzyl]-1,3-thiazol-4(5H)-one DB08574
0.3886 4-{5-[(1Z)-1-(2-IMINO-4-OXO-1,3-THIAZOLIDIN-5-YLIDENE)ETHYL]-2-FURYL}BENZENESULFONAMIDE DB07540
0.3827 (2S)-({(5Z)-5-[(5-Ethyl-2-furyl)methylene]-4-oxo-4,5-dihydro-1,3-thiazol-2-yl}amino)(4-fluorophenyl)acetic acid DB08706
0.3826 Benzylpenicillin DB01053