iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1528

Identifiers

  • Canonical SMILES: 
    C[C@H](N)C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H]1CCc2ccccc12)C(C)(C)C
  • InChi: 
    InChI=1S/C23H34N4O3/c1-14(24)20(28)26-19(23(2,3)4)22(30)27-13-7-10-18(27)21(29)25-17-12-11-15-8-5-6-9-16(15)17/h5-6,8-9,14,17-19H,7,10-13,24H2,1-4H3,(H,25,29)(H,26,28)/t14-,17-,18-,19+/m0/s1
  • InChiKey: 
    MKCLGSSENIHRJB-UDTPNQRGSA-N

External links


168317954

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. 4

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.54 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 414.26 g/mol
HBA 7
HBD 4
HBA + HBD 11
AlogP 1.57
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 4 XIAP
P98170
Biochemical assay Fluorescence Polarization pKd (dissociation constant, -log10) 7.54
Ta Structure Name Drugbank ID
0.8763 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide DB02628
0.8316 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.7980 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.7843 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.7624 N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide DB06942
0.7596 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.7596 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.7103 (R)-Praziquantel DB11749
0.7103 Praziquantel DB01058
0.6970 1-[(2R)-2-aminobutanoyl]-N-(3-chlorobenzyl)-L-prolinamide DB06878
0.6970 D-leucyl-N-(3-chlorobenzyl)-L-prolinamide DB06911
0.6970 1-[(2R)-2-aminobutanoyl]-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06947
0.6970 D-leucyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06996
0.6800 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentylamino)ethanoyl)pyrrolidine-2-carboxamide DB06845
0.6768 N-(3-chlorobenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06868