iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 321

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@H]1CCCC[C@H]2CC[C@H](N2C1=O)C(=O)N[C@@H]1CCc2ccccc12
  • IUPAC name: 
    (3S,6S,10aS)-N-[(1R)-2,3-dihydro-1H-inden-1-yl]-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/C24H34N4O3/c1-15(25-2)22(29)27-20-10-6-4-8-17-12-14-21(28(17)24(20)31)23(30)26-19-13-11-16-7-3-5-9-18(16)19/h3,5,7,9,15,17,19-21,25H,4,6,8,10-14H2,1-2H3,(H,26,30)(H,27,29)/t15-,17-,19+,20-,21-/m0/s1
  • InChiKey: 
    NZBNCCVQVQBULF-VPOJOSCRSA-N

External links


25138071
CHEMBL519256
24718444

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. 27

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.82 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 426.26 g/mol
HBA 7
HBD 3
HBA + HBD 10
AlogP 1.74
TPSA 90.54
RB 5
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 27 XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.82
Ta Structure Name Drugbank ID
0.8600 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide DB02628
0.7980 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.7670 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.7547 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.7477 (R)-Praziquantel DB11749
0.7477 Praziquantel DB01058
0.7333 N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide DB06942
0.7315 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.7315 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.7019 3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide DB07190
0.6931 N-Methylphenylalanyl-N-[(trans-4-aminocyclohexyl)methyl]-L-prolinamide DB08187
0.6893 N-cyclooctylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06858
0.6827 N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06853
0.6827 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide DB07095
0.6827 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclohexylpropanoyl)pyrrolidine-2-carboxamide DB07131