iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 199

Identifiers

  • Canonical SMILES: 
    CC[C@H](N)C(=O)N[C@H]1[C@@H](Cn2cc(nn2)[C@@H](O)CC)CC[C@H]2CC[C@H](N2C1=O)C(=O)NC(c1ccccc1)c1ccccc1
  • IUPAC name: 
    (3S,6S,7R,9aS)-6-[[(2S)-2-aminobutanoyl]amino]-N-benzhydryl-7-[[4-[(1R)-1-hydroxypropyl]triazol-1-yl]methyl]-5-oxo-1,2,3,6,7,8,9,9a-octahydropyrrolo[1,2-a]azepine-3-carboxamide
  • InChi: 
    InChI=1S/C33H43N7O4/c1-3-25(34)31(42)36-30-23(19-39-20-26(37-38-39)28(41)4-2)15-16-24-17-18-27(40(24)33(30)44)32(43)35-29(21-11-7-5-8-12-21)22-13-9-6-10-14-22/h5-14,20,23-25,27-30,41H,3-4,15-19,34H2,1-2H3,(H,35,43)(H,36,42)/t23-,24+,25+,27+,28+,30+/m1/s1
  • InChiKey: 
    BKDHFGCNNIXCGS-SOMXMSSDSA-N

External links


168318315

External search

Bibliography (1)

Publication Name
Carlo Scolastico, Leonardo Pierpaolo Manzoni, Pierfausto Seneci, Laura Belvisi, Domenico Delia, Martino Bolognesi, Eloise Mastrangelo, Mario De Mayo De Mari Milani, Llaria Motto, Carmelo Drago, Universita'degli Studi Di Milano, Fondazione Irccs Istituto Nazionale Dei Tumori. . Smac mimetic compounds as apoptosis inducers None. 39a

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 6.61 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 601.34 g/mol
HBA 11
HBD 5
HBA + HBD 16
AlogP 2.54
TPSA 155.47
RB 11
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
WO2009060292 39a XIAP
P98170
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 6.61
Ta Structure Name Drugbank ID
0.5053 IMG-7289 DB15126
0.5052 N-[(1S)-1-{1-[(1R,3E)-1-ACETYLPENT-3-EN-1-YL]-1H-1,2,3-TRIAZOL-4-YL}-1,2-DIMETHYLPROPYL]BENZAMIDE DB07878
0.4946 MMI-175 DB02378
0.4908 Danegaptide DB11821
0.4835 Maraviroc DB04835
0.4780 3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide DB07190
0.4684 N-cyclooctylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06858
0.4671 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.4671 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.4660 Aminocandin DB05128
0.4658 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.4654 N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06853
0.4654 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide DB07095
0.4654 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclohexylpropanoyl)pyrrolidine-2-carboxamide DB07131
0.4649 RU82197 DB03268