iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 600

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@H]1C\C=C/C[C@H]2[C@H](C[C@@H](C(=O)N[C@@H]3CCCc4ccccc34)N2C1=O)Cc1ccccc1
  • IUPAC name: 
    (1S,3S,6S,8Z,10aS)-1-benzyl-6-[[(2S)-2-(methylamino)propanoyl]amino]-5-oxo-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]-2,3,6,7,10,10a-hexahydro-1H-pyrrolo[1,2-a]azocine-3-carboxamide
  • InChi: 
    InChI=1S/C32H40N4O3/c1-21(33-2)30(37)35-27-16-8-9-18-28-24(19-22-11-4-3-5-12-22)20-29(36(28)32(27)39)31(38)34-26-17-10-14-23-13-6-7-15-25(23)26/h3-9,11-13,15,21,24,26-29,33H,10,14,16-20H2,1-2H3,(H,34,38)(H,35,37)/b9-8-/t21-,24-,26+,27-,28-,29-/m0/s1
  • InChiKey: 
    XRNWGSINTQPCAV-IXSUYCQFSA-N

External links


25209022
CHEMBL472832
24696174

External search

Bibliography (1)

Publication Name
Sun W, Nikolovska-Coleska Z, Qin D, Sun H, Yang CY, Bai L, Qiu S, Wang Y, Ma D, Wang S. . Design, synthesis, and evaluation of potent, nonpeptidic mimetics of second mitochondria-derived activator of caspases. Journal of medicinal chemistry. 11

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.59 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 528.31 g/mol
HBA 7
HBD 3
HBA + HBD 10
AlogP 3.76
TPSA 90.54
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 1 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
19138149 11 XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.51
19138149 11 XIAP
P98170
Cellular assay Proliferation assay MDA-MB-231 pIC50 (half maximal inhibitory concentration, -log10) 7.59
Ta Structure Name Drugbank ID
0.7797 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide DB02628
0.6557 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.6484 (R)-Praziquantel DB11749
0.6484 Praziquantel DB01058
0.6357 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.6349 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.6279 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.6107 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.5969 N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide DB06942
0.5952 3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide DB07190
0.5874 (S)-2-[(R)-3-amino-4-(2-fluorophenyl)butyryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide DB04578
0.5726 N-Methylphenylalanyl-N-[(trans-4-aminocyclohexyl)methyl]-L-prolinamide DB08187
0.5714 N-METHYLALANYL-3-METHYLVALYL-4-PHENOXY-N-(1,2,3,4-TETRAHYDRONAPHTHALEN-1-YL)PROLINAMIDE DB04612
0.5685 Quinaprilat DB14217
0.5685 RB106 DB02669