iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 564

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@H]1CC[C@H](O)C[C@H]2CC[C@H](N2C1=O)C(=O)NC(c1ccccc1)c1ccccc1
  • IUPAC name: 
    (3S,6S,9R,10aR)-N-benzhydryl-9-hydroxy-6-[[(2S)-2-(methylamino)propanoyl]amino]-5-oxo-2,3,6,7,8,9,10,10a-octahydro-1H-pyrrolo[1,2-a]azocine-3-carboxamide
  • InChi: 
    InChI=1S/C28H36N4O4/c1-18(29-2)26(34)30-23-15-14-22(33)17-21-13-16-24(32(21)28(23)36)27(35)31-25(19-9-5-3-6-10-19)20-11-7-4-8-12-20/h3-12,18,21-25,29,33H,13-17H2,1-2H3,(H,30,34)(H,31,35)/t18-,21+,22-,23-,24-/m0/s1
  • InChiKey: 
    YSWSPOWPCMUWGP-GXWFBMCDSA-N

External links


46930723
CHEMBL1242922
26351555

External search

Bibliography (1)

Publication Name
Sun H, Lu J, Liu L, Yi H, Qiu S, Yang CY, Deschamps JR, Wang S. . Nonpeptidic and potent small-molecule inhibitors of cIAP-1/2 and XIAP proteins. Journal of medicinal chemistry. 4

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 6.48 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 492.27 g/mol
HBA 8
HBD 4
HBA + HBD 12
AlogP 1.52
TPSA 110.77
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 2 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
20684551 4 XIAP
P98170
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 5.96
20684551 4 XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 6.48
Ta Structure Name Drugbank ID
0.6990 N-cyclooctylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06858
0.6952 3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide DB07190
0.6923 N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06853
0.6923 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide DB07095
0.6923 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclohexylpropanoyl)pyrrolidine-2-carboxamide DB07131
0.6887 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.6827 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexylamino)ethanoyl)pyrrolidine-2-carboxamide DB06850
0.6827 Proglumide DB13431
0.6796 1-[(2R)-2-aminobutanoyl]-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06947
0.6796 D-leucyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06996
0.6789 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.6635 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentylamino)ethanoyl)pyrrolidine-2-carboxamide DB06845
0.6635 1-[(2R)-2-aminobutanoyl]-N-(3-chlorobenzyl)-L-prolinamide DB06878
0.6635 D-leucyl-N-(3-chlorobenzyl)-L-prolinamide DB06911
0.6602 1-butanoyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06929