iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 362

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@H]1Cc2ccccc2[C@H]2CCC[C@H](N2C1=O)C(=O)NC(c1ccccc1)c1ccccc1
  • IUPAC name: 
    (4S,7S,12bR)-N-benzhydryl-7-[[(2S)-2-(methylamino)propanoyl]amino]-6-oxo-2,3,4,7,8,12b-hexahydro-1H-pyrido[2,1-a][2]benzazepine-4-carboxamide
  • InChi: 
    InChI=1S/C32H36N4O3/c1-21(33-2)30(37)34-26-20-24-16-9-10-17-25(24)27-18-11-19-28(36(27)32(26)39)31(38)35-29(22-12-5-3-6-13-22)23-14-7-4-8-15-23/h3-10,12-17,21,26-29,33H,11,18-20H2,1-2H3,(H,34,37)(H,35,38)/t21-,26-,27+,28-/m0/s1
  • InChiKey: 
    JOHHONWRDYKZMW-PSRPIYIESA-N

External links


25138058
CHEMBL515848
24717342

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. 8

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 6.16 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 524.28 g/mol
HBA 7
HBD 3
HBA + HBD 10
AlogP 3.89
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 8 XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 6.16
19012392 8 XIAP
P98170
Cellular assay Proliferation assay MDA-MB-231 pIC50 (half maximal inhibitory concentration, -log10) 5.86
Ta Structure Name Drugbank ID
0.7563 (R)-Praziquantel DB11749
0.7563 Praziquantel DB01058
0.7333 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide DB02628
0.7046 (S)-2-[(R)-3-amino-4-(2-fluorophenyl)butyryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide DB04578
0.7025 Ilepatril DB06604
0.6940 Quinaprilat DB14217
0.6807 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.6774 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.6585 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.6471 Palonosetron DB00377
0.6457 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.6412 Semagacestat DB12463
0.6370 Quinapril DB00881
0.6328 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.6207 PPI-1019 DB05832