iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 572

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCCCC1)C(=O)N1CCC[C@H]1c1nc2c(cccc2s1)C(C)C
  • IUPAC name: 
    (2S)-N-[(1S)-1-cyclohexyl-2-oxo-2-[(2R)-2-(4-propan-2-yl-1,3-benzothiazol-2-yl)pyrrolidin-1-yl]ethyl]-2-(methylamino)propanamide
  • InChi: 
    InChI=1S/C26H38N4O2S/c1-16(2)19-12-8-14-21-23(19)29-25(33-21)20-13-9-15-30(20)26(32)22(18-10-6-5-7-11-18)28-24(31)17(3)27-4/h8,12,14,16-18,20,22,27H,5-7,9-11,13,15H2,1-4H3,(H,28,31)/t17-,20-,22-/m0/s1
  • InChiKey: 
    JGMOCAAMYAMXOV-XJABCFGWSA-N

External links


46883882
CHEMBL1092173
24670348

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. 26b

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 6.72 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 470.27 g/mol
HBA 6
HBD 2
HBA + HBD 8
AlogP 4.52
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 26b XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 6.72
Ta Structure Name Drugbank ID
0.6143 Dolastatin 10 DB12730
0.6036 LCL-161 DB12085
0.5756 RWJ-51084 DB03251
0.5747 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.5520 RWJ-56423 DB02812
0.5202 1-[(4S)-4-amino-5-(1,3-benzothiazol-2-yl)-5-oxopentyl]guanidine DB08624
0.4748 (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
0.4646 4-METHYL-PENTANOIC ACID {1-[4-GUANIDINO-1-(THIAZOLE-2-CARBONYL)-BUTYLCARBAMOYL]-2-METHYL-PROPYL}-AMIDE DB07299
0.4606 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
0.4606 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
0.4511 Lidorestat DB07063
0.4486 IDD552 DB02834
0.4391 Odalasvir DB13041
0.4389 (S)-2-CHLORO-N-(1-(2-(2-HYDROXYETHYLAMINO)-2-OXOETHYL)-2-OXO-1,2,3,4-TETRAHYDROQUINOLIN-3-YL)-6H-THIENO[2,3-B]PYRROLE-5-CARBOXAMIDE DB07792
0.4382 2-CHLORO-N-[(3R)-2-OXO-1,2,3,4-TETRAHYDROQUINOLIN-3-YL]-6H-THIENO[2,3-B]PYRROLE-5-CARBOXAMIDE DB07066