iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 793

Identifiers

  • Canonical SMILES: 
    C[C@H](N)C(=O)N[C@@H](C1CCCCC1)C(=O)N1C[C@H](C[C@H]1C(=O)N[C@H]1CCCc2ccccc12)Oc1ccccc1
  • InChi: 
    InChI=1S/C32H42N4O4/c1-21(33)30(37)35-29(23-12-4-2-5-13-23)32(39)36-20-25(40-24-15-6-3-7-16-24)19-28(36)31(38)34-27-18-10-14-22-11-8-9-17-26(22)27/h3,6-9,11,15-17,21,23,25,27-29H,2,4-5,10,12-14,18-20,33H2,1H3,(H,34,38)(H,35,37)/t21-,25-,27-,28-,29-/m0/s1
  • InChiKey: 
    ZCNSFDFIIRIJLG-VGUKBLNFSA-N

External links


168318182

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. 12

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 8.22 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 546.32 g/mol
HBA 8
HBD 4
HBA + HBD 12
AlogP 3.69
TPSA 113.76
RB 8
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 12 XIAP
P98170
Biochemical assay Fluorescence Polarization pKd (dissociation constant, -log10) 8.22
Ta Structure Name Drugbank ID
0.9712 N-METHYLALANYL-3-METHYLVALYL-4-PHENOXY-N-(1,2,3,4-TETRAHYDRONAPHTHALEN-1-YL)PROLINAMIDE DB04612
0.6619 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide DB02628
0.6514 Aminocandin DB05128
0.6188 Anidulafungin DB00362
0.6014 Skf 107457 DB04191
0.6000 N-[2-hydroxy-1-indanyl]-5-[(2-tertiarybutylaminocarbonyl)-4(benzo[1,3]dioxol-5-ylmethyl)-piperazino]-4-hydroxy-2-(1-phenylethyl)-pentanamide DB01721
0.5951 1-[2-AMINO-2-CYCLOHEXYL-ACETYL]-PYRROLIDINE-3-CARBOXYLIC ACID 5-CHLORO-2-(2-ETHYLCARBAMOYL-ETHOXY)-BENZYLAMIDE DB06869
0.5769 Inhibitor BEA388 DB04255
0.5714 Tavilermide DB12441
0.5714 (2R,3R,4R,5R)-3,4-Dihydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-2,5-bis(2-phenylethyl)hexanediamide DB02704
0.5698 Arylomycin A2 DB01934
0.5689 Quinapril DB00881
0.5667 Vaniprevir DB11929
0.5659 Moexipril DB00691
0.5658 Rotigaptide DB13067