iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 294

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@H]1CCC[C@@H]2SC(C)(C)[C@H](N2C1=O)C(=O)Nc1cc(C)nn1-c1ccccc1
  • IUPAC name: 
    (3R,6R,9aR)-2,2-dimethyl-6-[[(2S)-2-(methylamino)propanoyl]amino]-N-(5-methyl-2-phenylpyrazol-3-yl)-5-oxo-3,6,7,8,9,9a-hexahydro-[1,3]thiazolo[3,2-a]azepine-3-carboxamide
  • InChi: 
    InChI=1S/C25H34N6O3S/c1-15-14-19(31(29-15)17-10-7-6-8-11-17)28-23(33)21-25(3,4)35-20-13-9-12-18(24(34)30(20)21)27-22(32)16(2)26-5/h6-8,10-11,14,16,18,20-21,26H,9,12-13H2,1-5H3,(H,27,32)(H,28,33)/t16-,18-,20-,21+/m0/s1
  • InChiKey: 
    RBLGKKZTMVKMNE-BVPXEZJJSA-N

External links


23647741

External search

Bibliography (1)

Publication Name
Zobel K, Wang L, Varfolomeev E, Franklin MC, Elliott LO, Wallweber HJ, Okawa DC, Flygare JA, Vucic D, Fairbrother WJ, Deshayes K. . Design, synthesis, and biological activity of a potent Smac mimetic that sensitizes cancer cells to apoptosis by antagonizing IAPs. ACS chemical biology. 9

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 5.63 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 498.24 g/mol
HBA 9
HBD 3
HBA + HBD 12
AlogP 1.86
TPSA 108.36
RB 6
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
17168540 9 XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 5.63
Ta Structure Name Drugbank ID
0.7524 Teneligliptin DB11950
0.4833 Aspoxicillin DB13816
0.4760 Amoxicillin DB01060
0.4758 Omapatrilat DB00886
0.4686 Piperacillin DB00319
0.4633 (2S,5R,6R)-6-({(6S)-6-[(Ammonioacetyl)amino]-6-carboxylatohexanoyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate DB03820
0.4626 Ampicillin DB00415
0.4587 Cyclacillin DB01000
0.4587 Hetacillin DB00739
0.4568 Azlocillin DB01061
0.4566 Isopenicillin N DB03550
0.4511 N-[(3Z)-5-Tert-butyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-ylidene]-N'-(4-chlorophenyl)urea DB01807
0.4468 Metampicillin DB13836
0.4466 JE-2147 DB02668
0.4427 Bacampicillin DB01602