iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 582

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCCCC1)C(=O)N1CCC[C@H]1c1nc(cs1)-c1noc2ccccc12
  • IUPAC name: 
    (2S)-N-[(1S)-2-[(2S)-2-[4-(1,2-benzoxazol-3-yl)-1,3-thiazol-2-yl]pyrrolidin-1-yl]-1-cyclohexyl-2-oxoethyl]-2-(methylamino)propanamide
  • InChi: 
    InChI=1S/C26H33N5O3S/c1-16(27-2)24(32)29-22(17-9-4-3-5-10-17)26(33)31-14-8-12-20(31)25-28-19(15-35-25)23-18-11-6-7-13-21(18)34-30-23/h6-7,11,13,15-17,20,22,27H,3-5,8-10,12,14H2,1-2H3,(H,29,32)/t16-,20-,22-/m0/s1
  • InChiKey: 
    YNQNHLWGHBFRFI-BUKVSMQUSA-N

External links


46884477
CHEMBL1094001
24675717

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. 11j

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 6.92 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 495.23 g/mol
HBA 8
HBD 2
HBA + HBD 10
AlogP 3.59
TPSA 100.36
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 11j XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 6.92
Ta Structure Name Drugbank ID
0.5833 LCL-161 DB12085
0.5039 Dolastatin 10 DB12730
0.4699 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.4262 Ruzasvir DB11713
0.4227 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
0.4227 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
0.4188 Edoxaban DB09075
0.4114 LFF-571 DB13013
0.4032 Daclatasvir DB09102
0.4026 GDC-0917 DB12336
0.4017 (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
0.3992 4-METHYL-PENTANOIC ACID {1-[4-GUANIDINO-1-(THIAZOLE-2-CARBONYL)-BUTYLCARBAMOYL]-2-METHYL-PROPYL}-AMIDE DB07299
0.3991 GE-2270A DB02975
0.3985 Ravidasvir DB15652
0.3960 Ritonavir DB00503