iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 673

Identifiers

  • Canonical SMILES: 
    C[C@H](N)C(=O)N[C@@H](C1CCCCC1)C(=O)N1CCC[C@H]1C(=O)N[C@H]1CCCc2ccccc12
  • InChi: 
    InChI=1S/C26H38N4O3/c1-17(27)24(31)29-23(19-10-3-2-4-11-19)26(33)30-16-8-15-22(30)25(32)28-21-14-7-12-18-9-5-6-13-20(18)21/h5-6,9,13,17,19,21-23H,2-4,7-8,10-12,14-16,27H2,1H3,(H,28,32)(H,29,31)/t17-,21-,22-,23-/m0/s1
  • InChiKey: 
    IMFCXNHTXKDVDO-ZMVGRULKSA-N

External links


168318138

External search

Bibliography (1)

Publication Name
Oost TK, Sun C, Armstrong RC, Al-Assaad AS, Betz SF, Deckwerth TL, Ding H, Elmore SW, Meadows RP, Olejniczak ET, Oleksijew A, Oltersdorf T, Rosenberg SH, Shoemaker AR, Tomaselli KJ, Zou H, Fesik SW. . Discovery of potent antagonists of the antiapoptotic protein XIAP for the treatment of cancer. Journal of medicinal chemistry. 11

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.80 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 454.29 g/mol
HBA 7
HBD 4
HBA + HBD 11
AlogP 2.51
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 1 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
15317454 11 XIAP
P98170
Biochemical assay Fluorescence Polarization pKd (dissociation constant, -log10) 7.80
15317454 11 XIAP
P98170
Cellular assay cellular viability SK-OV-3 pIC50 (half maximal inhibitory concentration, -log10) 5.89
Ta Structure Name Drugbank ID
0.9583 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide DB02628
0.7830 (R)-Praziquantel DB11749
0.7830 Praziquantel DB01058
0.7308 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.7048 3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide DB07190
0.7037 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.6937 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.6857 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclohexylpropanoyl)pyrrolidine-2-carboxamide DB07131
0.6762 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexylamino)ethanoyl)pyrrolidine-2-carboxamide DB06850
0.6762 N-cyclooctylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06858
0.6727 N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide DB06942
0.6726 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.6726 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.6698 N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06853
0.6698 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide DB07095