iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 123

Identifiers

  • Canonical SMILES: 
    C[C@H](N)C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H]1CCCc2ccccc12)C(C)(C)C
  • IUPAC name: 
    (2R)-1-[(2R)-2-[[(2S)-2-aminopropanoyl]amino]-3,3-dimethylbutanoyl]-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]pyrrolidine-2-carboxamide
  • InChi: 
    InChI=1S/C24H36N4O3/c1-15(25)21(29)27-20(24(2,3)4)23(31)28-14-8-13-19(28)22(30)26-18-12-7-10-16-9-5-6-11-17(16)18/h5-6,9,11,15,18-20H,7-8,10,12-14,25H2,1-4H3,(H,26,30)(H,27,29)/t15-,18+,19-,20+/m0/s1
  • InChiKey: 
    SLOODFCFHRMFEF-JOCLIGHLSA-N

External links


143180954

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. 3

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 6.15 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 428.28 g/mol
HBA 7
HBD 4
HBA + HBD 11
AlogP 2.02
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 3 XIAP
P98170
Biochemical assay Fluorescence Polarization pKd (dissociation constant, -log10) 6.15
15317454 3 XIAP
P98170
Cellular assay cellular viability SK-OV-3 pIC50 (half maximal inhibitory concentration, -log10) 5.25
Ta Structure Name Drugbank ID
1.0000 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide DB02628
0.7600 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.7453 (R)-Praziquantel DB11749
0.7453 Praziquantel DB01058
0.7308 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.7196 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.6981 N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide DB06942
0.6972 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.6972 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.6832 1-[(2R)-2-aminobutanoyl]-N-(3-chlorobenzyl)-L-prolinamide DB06878
0.6832 D-leucyl-N-(3-chlorobenzyl)-L-prolinamide DB06911
0.6832 1-[(2R)-2-aminobutanoyl]-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06947
0.6832 D-leucyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06996
0.6815 N-METHYLALANYL-3-METHYLVALYL-4-PHENOXY-N-(1,2,3,4-TETRAHYDRONAPHTHALEN-1-YL)PROLINAMIDE DB04612
0.6750 (S)-2-[(R)-3-amino-4-(2-fluorophenyl)butyryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide DB04578