iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 92

Identifiers

  • Canonical SMILES: 
    CN[C@H](Cc1ccccc1)C(=O)N[C@H]1[C@@H](CN)CC[C@H]2CC[C@H](N2C1=O)C(=O)NC(c1ccccc1)c1ccccc1
  • IUPAC name: 
    (3S,6S,7R,9aS)-7-(aminomethyl)-N-benzhydryl-6-[[(2R)-2-(methylamino)-3-phenylpropanoyl]amino]-5-oxo-1,2,3,6,7,8,9,9a-octahydropyrrolo[1,2-a]azepine-3-carboxamide
  • InChi: 
    InChI=1S/C34H41N5O3/c1-36-28(21-23-11-5-2-6-12-23)32(40)38-31-26(22-35)17-18-27-19-20-29(39(27)34(31)42)33(41)37-30(24-13-7-3-8-14-24)25-15-9-4-10-16-25/h2-16,26-31,36H,17-22,35H2,1H3,(H,37,41)(H,38,40)/t26-,27+,28-,29+,31+/m1/s1
  • InChiKey: 
    MRXDHUQLRGVINQ-IQLUAKAASA-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. 26c

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 6.29 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 567.32 g/mol
HBA 8
HBD 5
HBA + HBD 13
AlogP 3.05
TPSA 116.56
RB 10
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 26c XIAP
P98170
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 6.29
Ta Structure Name Drugbank ID
0.8317 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.8000 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.7706 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.7636 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.7636 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.7525 beta-phenyl-D-phenylalanyl-N-propyl-L-prolinamide DB07083
0.7451 N-Methylphenylalanyl-N-[(trans-4-aminocyclohexyl)methyl]-L-prolinamide DB08187
0.7182 N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide DB06942
0.6991 Difelikefalin DB11938
0.6864 Polymyxin B DB00781
0.6796 PPI-1019 DB05832
0.6744 CR665 DB05155
0.6638 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide DB02628
0.6577 3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide DB07190
0.6541 RU82197 DB03268