iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1271

Identifiers

  • Canonical SMILES: 
    CC[C@H](N)C(=O)N[C@H]1[C@@H](COC(=O)c2ccccc2)CC[C@H]2CC[C@H](N2C1=O)C(=O)NC(c1ccccc1)c1ccccc1
  • IUPAC name: 
    [(3S,6S,7S,9aS)-6-[[(2S)-2-aminobutanoyl]amino]-3-(benzhydrylcarbamoyl)-5-oxo-1,2,3,6,7,8,9,9a-octahydropyrrolo[1,2-a]azepin-7-yl]methyl benzoate
  • InChi: 
    InChI=1S/C35H40N4O5/c1-2-28(36)32(40)38-31-26(22-44-35(43)25-16-10-5-11-17-25)18-19-27-20-21-29(39(27)34(31)42)33(41)37-30(23-12-6-3-7-13-23)24-14-8-4-9-15-24/h3-17,26-31H,2,18-22,36H2,1H3,(H,37,41)(H,38,40)/t26-,27+,28+,29+,31+/m1/s1
  • InChiKey: 
    BZEZXJMHLRCUKK-QSXRPSNWSA-N

External links


44237046
CHEMBL4595839

External search

Bibliography (2)

Publication Name
Seneci P, Bianchi A, Battaglia C, Belvisi L, Bolognesi M, Caprini A, Cossu F, Franco Ed, Matteo Md, Delia D, Drago C, Khaled A, Lecis D, Manzoni L, Marizzoni M, Mastrangelo E, Milani M, Motto I, Moroni E, Potenza D, Rizzo V, Servida F, Turlizzi E, Varrone M, Vasile F, Scolastico C. . Rational design, synthesis and characterization of potent, non-peptidic Smac mimics/XIAP inhibitors as proapoptotic agents for cancer therapy. Bioorganic & medicinal chemistry. 12b
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. 30b

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
2 0 0 0

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 6.59 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 596.30 g/mol
HBA 9
HBD 4
HBA + HBD 13
AlogP 4.09
TPSA 130.83
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
2 2 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
19620011 12b XIAP
P98170
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 6.22
WO2009060292 30b XIAP
P98170
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 6.59
Ta Structure Name Drugbank ID
0.6667 Balanol Analog 2 DB01940
0.6458 Balanol Analog 1 DB02611
0.5971 Dexloxiglumide DB04856
0.5917 Balanol DB04098
0.5906 Proglumide DB13431
0.5882 Inhibitor BEA388 DB04255
0.5848 3-[(3-sec-butyl-4-hydroxybenzoyl)amino]azepan-4-yl 4-(2-hydroxy-5-methoxybenzoyl)benzoate DB02155
0.5782 N,N-[2,5-O-[Dibenzyl]-glucaryl]-DI-[isoleucyl-amido-methane] DB03908
0.5781 N-cyclooctylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06858
0.5778 Danegaptide DB11821
0.5760 Reversin 121 DB14072
0.5736 N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06853
0.5736 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide DB07095
0.5736 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclohexylpropanoyl)pyrrolidine-2-carboxamide DB07131
0.5694 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexyloxy)ethanoyl)pyrrolidine-2-carboxamide DB07091