iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1556

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCCCC1)C(=O)N1CCC[C@H]1c1nc(cs1)-c1csc2ccccc12
  • IUPAC name: 
    (2S)-N-[(1S)-2-[(2S)-2-[4-(1-benzothiophen-3-yl)-1,3-thiazol-2-yl]pyrrolidin-1-yl]-1-cyclohexyl-2-oxoethyl]-2-(methylamino)propanamide
  • InChi: 
    InChI=1S/C27H34N4O2S2/c1-17(28-2)25(32)30-24(18-9-4-3-5-10-18)27(33)31-14-8-12-22(31)26-29-21(16-35-26)20-15-34-23-13-7-6-11-19(20)23/h6-7,11,13,15-18,22,24,28H,3-5,8-10,12,14H2,1-2H3,(H,30,32)/t17-,22-,24-/m0/s1
  • InChiKey: 
    LUEPEXYWBVELEP-OWSXEPHWSA-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. 11k

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.33 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 510.21 g/mol
HBA 6
HBD 2
HBA + HBD 8
AlogP 4.70
TPSA 74.33
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 11k XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.33
Ta Structure Name Drugbank ID
0.6368 LCL-161 DB12085
0.5818 Dolastatin 10 DB12730
0.5522 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.4585 Samatasvir DB12660
0.4541 (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
0.4515 4-METHYL-PENTANOIC ACID {1-[4-GUANIDINO-1-(THIAZOLE-2-CARBONYL)-BUTYLCARBAMOYL]-2-METHYL-PROPYL}-AMIDE DB07299
0.4460 Daclatasvir DB09102
0.4340 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
0.4340 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
0.4251 RWJ-56423 DB02812
0.4249 RWJ-51084 DB03251
0.4240 Edoxaban DB09075
0.4201 Ritonavir DB00503
0.4198 Ravidasvir DB15652
0.4176 Cobicistat DB09065