iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1338

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@H](C(=O)N1CCC[C@H]1c1nc(cs1)-c1coc2ccccc12)C(C)(C)C
  • IUPAC name: 
    (2S)-N-[(2S)-1-[(2S)-2-[4-(1-benzofuran-3-yl)-1,3-thiazol-2-yl]pyrrolidin-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]-2-(methylamino)propanamide
  • InChi: 
    InChI=1S/C25H32N4O3S/c1-15(26-5)22(30)28-21(25(2,3)4)24(31)29-12-8-10-19(29)23-27-18(14-33-23)17-13-32-20-11-7-6-9-16(17)20/h6-7,9,11,13-15,19,21,26H,8,10,12H2,1-5H3,(H,28,30)/t15-,19-,21+/m0/s1
  • InChiKey: 
    AUCLRKHFTGXCEU-PAXLWEDBSA-N

External links


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External search

Bibliography (1)

Publication Name
Cohen F, Koehler MF, Bergeron P, Elliott LO, Flygare JA, Franklin MC, Gazzard L, Keteltas SF, Lau K, Ly CQ, Tsui V, Fairbrother WJ. . Antagonists of inhibitor of apoptosis proteins based on thiazole amide isosteres. Bioorganic & medicinal chemistry letters. 11h

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 6.89 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 468.22 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 3.49
TPSA 87.47
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 1 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
20189383 11h XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 6.89
Ta Structure Name Drugbank ID
0.5823 LCL-161 DB12085
0.5042 Dolastatin 10 DB12730
0.4680 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.4206 Daclatasvir DB09102
0.4176 SB-649868 DB14822
0.4110 4-METHYL-PENTANOIC ACID {1-[4-GUANIDINO-1-(THIAZOLE-2-CARBONYL)-BUTYLCARBAMOYL]-2-METHYL-PROPYL}-AMIDE DB07299
0.4079 N-((1R,2S)-2-(5-CHLORO-1H-INDOLE-2-CARBOXAMIDO)CYCLOHEXYL)-5-METHYL-4,5,6,7-TETRAHYDROTHIAZOLO[5,4-C]PYRIDINE-2-CARBOXAMIDE DB07629
0.4079 N-((1R,2R)-2-(5-CHLORO-1H-INDOLE-2-CARBOXAMIDO)CYCLOHEXYL)-5-METHYL-4,5,6,7-TETRAHYDROTHIAZOLO[5,4-C]PYRIDINE-2-CARBOXAMIDE DB07630
0.4072 (2R,3R)-N^1^-[(1S)-2,2-DIMETHYL-1-(METHYLCARBAMOYL)PROPYL]-N^4^-HYDROXY-2-(2-METHYLPROPYL)-3-{[(1,3-THIAZOL-2-YLCARBONYL)AMINO]METHYL}BUTANEDIAMIDE DB08733
0.4021 GDC-0917 DB12336
0.3976 Ravidasvir DB15652
0.3906 Edoxaban DB09075
0.3788 GE-2270A DB02975
0.3778 2-(4-CARCOXY-5-ISOPROPYLTHIAZOLYL)BENZOPIPERIDINE DB08192
0.3774 LFF-571 DB13013