iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 198

Identifiers

  • Canonical SMILES: 
    CC[C@H](N)C(=C)N[C@H]1CC[C@H]2CC[C@H](N2C1=O)C(=O)NCc1ccccc1
  • InChi: 
    InChI=1S/C21H30N4O2/c1-3-17(22)14(2)24-18-11-9-16-10-12-19(25(16)21(18)27)20(26)23-13-15-7-5-4-6-8-15/h4-8,16-19,24H,2-3,9-13,22H2,1H3,(H,23,26)/t16-,17-,18-,19-/m0/s1
  • InChiKey: 
    ZEPNVGAPAQEBCH-VJANTYMQSA-N

External links


168318316

External search

Bibliography (1)

Publication Name
Sun H, Stuckey JA, Nikolovska-Coleska Z, Qin D, Meagher JL, Qiu S, Lu J, Yang CY, Saito NG, Wang S. . Structure-based design, synthesis, evaluation, and crystallographic studies of conformationally constrained Smac mimetics as inhibitors of the X-linked inhibitor of apoptosis protein (XIAP). Journal of medicinal chemistry. 6

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 370.24 g/mol
HBA 6
HBD 4
HBA + HBD 10
AlogP 1.20
TPSA 87.46
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 1 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
18954041 6 XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 5.85
Ta Structure Name Drugbank ID
0.7449 3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide DB07190
0.7320 N-cyclooctylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06858
0.7245 N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06853
0.7245 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide DB07095
0.7245 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclohexylpropanoyl)pyrrolidine-2-carboxamide DB07131
0.7143 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexylamino)ethanoyl)pyrrolidine-2-carboxamide DB06850
0.7113 1-[(2R)-2-aminobutanoyl]-N-(3-chlorobenzyl)-L-prolinamide DB06878
0.7113 D-leucyl-N-(3-chlorobenzyl)-L-prolinamide DB06911
0.7113 1-[(2R)-2-aminobutanoyl]-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06947
0.7113 D-leucyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06996
0.6939 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentylamino)ethanoyl)pyrrolidine-2-carboxamide DB06845
0.6907 N-(3-chlorobenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06868
0.6907 1-butanoyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06929
0.6907 N-(4-carbamimidoylbenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06936
0.6699 D-phenylalanyl-N-benzyl-L-prolinamide DB07143