iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 185

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@H]1Cc2ccccc2[C@H]2CC[C@H](N2C1=O)C(=O)N[C@@H]1CCCc2ccccc12
  • IUPAC name: 
    (3S,6S,11bR)-6-[[(2S)-2-(methylamino)propanoyl]amino]-5-oxo-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]-1,2,3,6,7,11b-hexahydropyrrolo[2,1-a][2]benzazepine-3-carboxamide
  • InChi: 
    InChI=1S/C28H34N4O3/c1-17(29-2)26(33)31-23-16-19-9-4-6-12-21(19)24-14-15-25(32(24)28(23)35)27(34)30-22-13-7-10-18-8-3-5-11-20(18)22/h3-6,8-9,11-12,17,22-25,29H,7,10,13-16H2,1-2H3,(H,30,34)(H,31,33)/t17-,22+,23-,24+,25-/m0/s1
  • InChiKey: 
    YKDUDNBQXZHFLC-MMXROVNTSA-N

External links


25138056
CHEMBL516172
24716457

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. 6

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.74 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 474.26 g/mol
HBA 7
HBD 3
HBA + HBD 10
AlogP 2.65
TPSA 90.54
RB 5
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 6 XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.74
19012392 6 XIAP
P98170
Cellular assay Proliferation assay MDA-MB-231 pIC50 (half maximal inhibitory concentration, -log10) 7.17
Ta Structure Name Drugbank ID
0.8070 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide DB02628
0.7542 (R)-Praziquantel DB11749
0.7542 Praziquantel DB01058
0.7422 (S)-2-[(R)-3-amino-4-(2-fluorophenyl)butyryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide DB04578
0.7368 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.7167 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.7119 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.7046 Quinaprilat DB14217
0.6967 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.6899 Ilepatril DB06604
0.6829 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.6512 Semagacestat DB12463
0.6466 N-Methylphenylalanyl-N-[(trans-4-aminocyclohexyl)methyl]-L-prolinamide DB08187
0.6458 Quinapril DB00881
0.6444 Palonosetron DB00377