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


58678780

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