iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 352

Identifiers

  • Canonical SMILES: 
    CC[C@H](N)C(=O)N[C@H]1CC[C@H]2CC[C@H](N2C1=O)C(=O)NCc1ccccc1
  • IUPAC name: 
    (3S,6S,8aR)-6-[[(2S)-2-aminobutanoyl]amino]-N-benzyl-5-oxo-2,3,6,7,8,8a-hexahydro-1H-indolizine-3-carboxamide
  • InChi: 
    InChI=1S/C20H28N4O3/c1-2-15(21)18(25)23-16-10-8-14-9-11-17(24(14)20(16)27)19(26)22-12-13-6-4-3-5-7-13/h3-7,14-17H,2,8-12,21H2,1H3,(H,22,26)(H,23,25)/t14-,15-,16-,17-/m0/s1
  • InChiKey: 
    GKPMRGORHINVPF-QAETUUGQSA-N

External links


11440194
9615058

External search

Bibliography (1)

Publication Name
Sun H, Nikolovska-Coleska Z, Yang CY, Xu L, Tomita Y, Krajewski K, Roller PP, Wang S. . Structure-based design, synthesis, and evaluation of conformationally constrained mimetics of the second mitochondria-derived activator of caspase that target the X-linked inhibitor of apoptosis protein/caspase-9 interaction site. Journal of medicinal chemistry. 10a

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 5.85 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 372.22 g/mol
HBA 7
HBD 4
HBA + HBD 11
AlogP 0.39
TPSA 104.53
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
15293984 10a XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 5.85
Ta Structure Name Drugbank ID
0.8488 3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide DB07190
0.8353 N-cyclooctylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06858
0.8256 N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06853
0.8256 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide DB07095
0.8256 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclohexylpropanoyl)pyrrolidine-2-carboxamide DB07131
0.8140 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexylamino)ethanoyl)pyrrolidine-2-carboxamide DB06850
0.8118 1-[(2R)-2-aminobutanoyl]-N-(3-chlorobenzyl)-L-prolinamide DB06878
0.8118 D-leucyl-N-(3-chlorobenzyl)-L-prolinamide DB06911
0.8118 1-[(2R)-2-aminobutanoyl]-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06947
0.8118 D-leucyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06996
0.7907 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentylamino)ethanoyl)pyrrolidine-2-carboxamide DB06845
0.7882 N-(3-chlorobenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06868
0.7882 1-butanoyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06929
0.7882 N-(4-carbamimidoylbenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06936
0.7582 D-phenylalanyl-N-benzyl-L-prolinamide DB07143