iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1593

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@H]1CCCC[C@H]2[C@@H](Cc3ccccc3)C[C@H](N2C1=O)C(=O)N[C@@H]1CCCc2ccccc12
  • IUPAC name: 
    (1S,3S,6S,10aS)-1-benzyl-6-[[(2S)-2-(methylamino)propanoyl]amino]-5-oxo-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]-2,3,6,7,8,9,10,10a-octahydro-1H-pyrrolo[1,2-a]azocine-3-carboxamide
  • InChi: 
    InChI=1S/C32H42N4O3/c1-21(33-2)30(37)35-27-16-8-9-18-28-24(19-22-11-4-3-5-12-22)20-29(36(28)32(27)39)31(38)34-26-17-10-14-23-13-6-7-15-25(23)26/h3-7,11-13,15,21,24,26-29,33H,8-10,14,16-20H2,1-2H3,(H,34,38)(H,35,37)/t21-,24-,26+,27-,28-,29-/m0/s1
  • InChiKey: 
    GSYDLODTKWENBK-UZYJKHRNSA-N

External links


25209021
CHEMBL475670
24697394

External search

Bibliography (1)

Publication Name
Sun W, Nikolovska-Coleska Z, Qin D, Sun H, Yang CY, Bai L, Qiu S, Wang Y, Ma D, Wang S. . Design, synthesis, and evaluation of potent, nonpeptidic mimetics of second mitochondria-derived activator of caspases. Journal of medicinal chemistry. 10

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 8.52 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 530.33 g/mol
HBA 7
HBD 3
HBA + HBD 10
AlogP 4.12
TPSA 90.54
RB 7
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
19138149 10 XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 8.52
19138149 10 XIAP
P98170
Cellular assay Proliferation assay MDA-MB-231 pIC50 (half maximal inhibitory concentration, -log10) 8.05
Ta Structure Name Drugbank ID
0.9388 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide DB02628
0.7670 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.7523 (R)-Praziquantel DB11749
0.7523 Praziquantel DB01058
0.7383 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.7273 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.7064 N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide DB06942
0.7054 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.7054 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.6759 3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide DB07190
0.6694 (S)-2-[(R)-3-amino-4-(2-fluorophenyl)butyryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide DB04578
0.6667 N-Methylphenylalanyl-N-[(trans-4-aminocyclohexyl)methyl]-L-prolinamide DB08187
0.6636 N-cyclooctylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06858
0.6587 RB106 DB02669
0.6574 N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06853