iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 357

Identifiers

  • Canonical SMILES: 
    C[C@H](O)C(=O)N[C@H]1CCC[C@H]2CC[C@H](N2C1=O)C(=O)NC(c1ccccc1)c1ccccc1
  • IUPAC name: 
    (3S,6S,9aS)-N-benzhydryl-6-[[(2S)-2-hydroxypropanoyl]amino]-5-oxo-1,2,3,6,7,8,9,9a-octahydropyrrolo[1,2-a]azepine-3-carboxamide
  • InChi: 
    InChI=1S/C26H31N3O4/c1-17(30)24(31)27-21-14-8-13-20-15-16-22(29(20)26(21)33)25(32)28-23(18-9-4-2-5-10-18)19-11-6-3-7-12-19/h2-7,9-12,17,20-23,30H,8,13-16H2,1H3,(H,27,31)(H,28,32)/t17-,20-,21-,22-/m0/s1
  • InChiKey: 
    BWLUJLRDIKFWLK-MQGJPIDWSA-N

External links


16099367
CHEMBL219963
17257295

External search

Bibliography (1)

Publication Name
Sun H, Nikolovska-Coleska Z, Lu J, Qiu S, Yang CY, Gao W, Meagher J, Stuckey J, Wang S. . Design, synthesis, and evaluation of a potent, cell-permeable, conformationally constrained second mitochondria derived activator of caspase (Smac) mimetic. Journal of medicinal chemistry. 4

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 4.54 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 449.23 g/mol
HBA 7
HBD 3
HBA + HBD 10
AlogP 2.21
TPSA 98.74
RB 6
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
17181177 4 XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 4.54
Ta Structure Name Drugbank ID
0.7290 Melagatran DB13616
0.7273 N-cyclooctylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06858
0.7228 3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide DB07190
0.7200 N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06853
0.7200 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide DB07095
0.7200 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclohexylpropanoyl)pyrrolidine-2-carboxamide DB07131
0.7157 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.7100 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexylamino)ethanoyl)pyrrolidine-2-carboxamide DB06850
0.7071 1-[(2R)-2-aminobutanoyl]-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06947
0.7071 D-leucyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06996
0.7048 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.6900 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentylamino)ethanoyl)pyrrolidine-2-carboxamide DB06845
0.6900 1-[(2R)-2-aminobutanoyl]-N-(3-chlorobenzyl)-L-prolinamide DB06878
0.6900 D-leucyl-N-(3-chlorobenzyl)-L-prolinamide DB06911
0.6869 1-butanoyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06929