iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1437

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@H]1Cc2ccccc2[C@H]2CC[C@H](N2C1=O)C(=O)NC(c1ccccc1)c1ccccc1
  • IUPAC name: 
    (3S,6S,11bR)-N-benzhydryl-6-[[(2S)-2-(methylamino)propanoyl]amino]-5-oxo-1,2,3,6,7,11b-hexahydropyrrolo[2,1-a][2]benzazepine-3-carboxamide
  • InChi: 
    InChI=1S/C31H34N4O3/c1-20(32-2)29(36)33-25-19-23-15-9-10-16-24(23)26-17-18-27(35(26)31(25)38)30(37)34-28(21-11-5-3-6-12-21)22-13-7-4-8-14-22/h3-16,20,25-28,32H,17-19H2,1-2H3,(H,33,36)(H,34,37)/t20-,25-,26+,27-/m0/s1
  • InChiKey: 
    DKSXMHRSKSOZAT-MPPVSAIVSA-N

External links


25138055
CHEMBL515347
24717256

External search

Bibliography (1)

Publication Name
Zhang B, Nikolovska-Coleska Z, Zhang Y, Bai L, Qiu S, Yang CY, Sun H, Wang S, Wu Y. . Design, synthesis, and evaluation of tricyclic, conformationally constrained small-molecule mimetics of second mitochondria-derived activator of caspases. Journal of medicinal chemistry. 5

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.52 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 510.26 g/mol
HBA 7
HBD 3
HBA + HBD 10
AlogP 3.45
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
19012392 5 XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.52
19012392 5 XIAP
P98170
Cellular assay Proliferation assay MDA-MB-231 pIC50 (half maximal inhibitory concentration, -log10) 6.33
Ta Structure Name Drugbank ID
0.7797 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide DB02628
0.7295 (R)-Praziquantel DB11749
0.7295 Praziquantel DB01058
0.7197 (S)-2-[(R)-3-amino-4-(2-fluorophenyl)butyryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide DB04578
0.7119 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.6936 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.6885 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.6838 Quinaprilat DB14217
0.6746 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.6728 Ilepatril DB06604
0.6614 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.6441 beta-phenyl-D-phenylalanyl-N-propyl-L-prolinamide DB07083
0.6316 Semagacestat DB12463
0.6284 Quinapril DB00881
0.6259 Palonosetron DB00377