iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 520

Identifiers

  • Canonical SMILES: 
    N[C@H](Cc1ccccc1)C(=O)N[C@H]1[C@@H](CO)CC[C@H]2CC[C@H](N2C1=O)C(=O)NC(c1ccccc1)c1ccccc1
  • IUPAC name: 
    (3S,6S,7S,9aS)-6-[[(2R)-2-amino-3-phenylpropanoyl]amino]-N-benzhydryl-7-(hydroxymethyl)-5-oxo-1,2,3,6,7,8,9,9a-octahydropyrrolo[1,2-a]azepine-3-carboxamide
  • InChi: 
    InChI=1S/C33H38N4O4/c34-27(20-22-10-4-1-5-11-22)31(39)36-30-25(21-38)16-17-26-18-19-28(37(26)33(30)41)32(40)35-29(23-12-6-2-7-13-23)24-14-8-3-9-15-24/h1-15,25-30,38H,16-21,34H2,(H,35,40)(H,36,39)/t25-,26+,27-,28+,30+/m1/s1
  • InChiKey: 
    PURDXDHIYAYLRT-YQRPSLPTSA-N

External links


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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. 24c

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 6.00 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 554.29 g/mol
HBA 8
HBD 5
HBA + HBD 13
AlogP 2.73
TPSA 124.76
RB 9
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 24c XIAP
P98170
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 6.00
Ta Structure Name Drugbank ID
0.7850 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.7727 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.7391 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.7304 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.7241 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.7103 beta-phenyl-D-phenylalanyl-N-propyl-L-prolinamide DB07083
0.6956 N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide DB06942
0.6881 N-Methylphenylalanyl-N-[(trans-4-aminocyclohexyl)methyl]-L-prolinamide DB08187
0.6748 Rotigaptide DB13067
0.6748 BIO-11006 DB14886
0.6667 NRX-1074 DB11784
0.6641 RB106 DB02669
0.6639 Difelikefalin DB11938
0.6496 RU82197 DB03268
0.6496 Ethylaminobenzylmethylcarbonyl Group DB03090