iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 194

Identifiers

  • Canonical SMILES: 
    C[C@H](N)C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)NC1c2ccccc2-c2ccccc12)C(C)(C)C
  • InChi: 
    InChI=1S/C27H34N4O3/c1-16(28)24(32)30-23(27(2,3)4)26(34)31-15-9-14-21(31)25(33)29-22-19-12-7-5-10-17(19)18-11-6-8-13-20(18)22/h5-8,10-13,16,21-23H,9,14-15,28H2,1-4H3,(H,29,33)(H,30,32)/t16-,21-,23+/m0/s1
  • InChiKey: 
    VPJNLGRNHZXZRC-JFJYTDJESA-N

External links


168318309

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. 8

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.33 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 462.26 g/mol
HBA 7
HBD 4
HBA + HBD 11
AlogP 2.49
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
15317454 8 XIAP
P98170
Biochemical assay Fluorescence Polarization pKd (dissociation constant, -log10) 7.33
Ta Structure Name Drugbank ID
0.7054 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide DB02628
0.6636 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.6634 Hexafluronium DB00941
0.6410 (R)-Praziquantel DB11749
0.6410 Praziquantel DB01058
0.6404 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.6389 1-[(2R)-2-aminobutanoyl]-N-(3-chlorobenzyl)-L-prolinamide DB06878
0.6389 D-leucyl-N-(3-chlorobenzyl)-L-prolinamide DB06911
0.6389 1-[(2R)-2-aminobutanoyl]-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06947
0.6389 D-leucyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06996
0.6238 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentylamino)ethanoyl)pyrrolidine-2-carboxamide DB06845
0.6204 N-(3-chlorobenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06868
0.6204 1-butanoyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06929
0.6204 N-(4-carbamimidoylbenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06936
0.6186 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027