iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 64

Identifiers

  • Canonical SMILES: 
    CCC\C(=C1\SC(=S)N(C1=O)[C@H](C(O)=O)Cc1ccccc1)c1ccccc1
  • IUPAC name: 
    (2S)-2-[(5Z)-4-oxo-5-(1-phenylbutylidene)-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-phenylpropanoic acid
  • InChi: 
    InChI=1S/C22H21NO3S2/c1-2-9-17(16-12-7-4-8-13-16)19-20(24)23(22(27)28-19)18(21(25)26)14-15-10-5-3-6-11-15/h3-8,10-13,18H,2,9,14H2,1H3,(H,25,26)/b19-17-/t18-/m0/s1
  • InChiKey: 
    KAOXISQJUWHXIJ-VZCCSQPZSA-N

External links


44429172
CHEMBL437577
23291041

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. 3f

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
BCL2-Like / BAX 4.92 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 411.10 g/mol
HBA 4
HBD 1
HBA + HBD 5
AlogP 5.86
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 3f BCL2
P10415
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 4.92
17227711 3f B2CL1
Q07817
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 4.55
Ta Structure Name Drugbank ID
0.6629 Epalrestat DB15293
0.5196 (E)-3-(5((5-(4-CHLOROPHENYL)FURAN-2-YL)METHYLENE)-4-OXO-2-THIOXOTHIAZOLIDIN-3-YL)PROPANOIC ACID DB08177
0.4953 (Z)-3-BENZYL-5-(2-HYDROXY-3-NITROBENZYLIDENE)-2-THIOXOTHIAZOLIDIN-4-ONE DB07838
0.4400 [(5R)-5-(2,3-dibromo-5-ethoxy-4-hydroxybenzyl)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]acetic acid DB06998
0.3961 (5E)-5-[(2,2-DIFLUORO-1,3-BENZODIOXOL-5-YL)METHYLENE]-1,3-THIAZOLIDINE-2,4-DIONE DB07503
0.3941 5-QUINOXALIN-6-YLMETHYLENE-THIAZOLIDINE-2,4-DIONE DB04769
0.3941 GSK-1059615 DB11962
0.3889 7A-[(4-cyanophenyl)methyl]-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7A-tetrahydro-1H-pyrrolo[1,2-A]pyrrole-7-carbonitrile DB06972
0.3872 (5E)-2-Amino-5-(2-pyridinylmethylene)-1,3-thiazol-4(5H)-one DB07529
0.3860 4-{5-[(Z)-(2-IMINO-4-OXO-1,3-THIAZOLIDIN-5-YLIDENE)METHYL]FURAN-2-YL}BENZOIC ACID DB07539
0.3840 JE-2147 DB02668
0.3828 Benzylpenicillin DB01053
0.3827 4-{5-[(1Z)-1-(2-IMINO-4-OXO-1,3-THIAZOLIDIN-5-YLIDENE)ETHYL]-2-FURYL}BENZENESULFONAMIDE DB07540
0.3803 Ampicillin DB00415
0.3797 (5R)-2-sulfanyl-5-[4-(trifluoromethyl)benzyl]-1,3-thiazol-4(5H)-one DB08574