iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 122

Identifiers

  • Canonical SMILES: 
    CCOC(=O)[C@H](Cc1ccc(\N=C\c2cc(Br)ccc2O)cc1)N1C(=O)c2ccccc2C1=O
  • IUPAC name: 
    ethyl 3-[4-[[(Z)-(3-bromo-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]phenyl]-2-(1,3-dioxoisoindol-2-yl)propanoate
  • InChi: 
    InChI=1S/C26H21BrN2O5/c1-2-34-26(33)22(29-24(31)20-5-3-4-6-21(20)25(29)32)13-16-7-10-19(11-8-16)28-15-17-14-18(27)9-12-23(17)30/h3-12,14-15,22,30H,2,13H2,1H3/b28-15+/t22-/m0/s1
  • InChiKey: 
    JRXHFARYLAYVTG-SQEMJAKJSA-N

External links


5755150
CHEMBL576541
17734902

External search

Bibliography (1)

Publication Name
Caporuscio F, Tafi A, González E, Manetti F, Esté JA, Botta M. . A dynamic target-based pharmacophoric model mapping the CD4 binding site on HIV-1 gp120 to identify new inhibitors of gp120-CD4 protein-protein interactions. Bioorganic & medicinal chemistry letters. 2

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
CD4 / gp120 4.66 HIV infectious disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 520.06 g/mol
HBA 7
HBD 1
HBA + HBD 8
AlogP 5.46
TPSA 96.27
RB 8
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 0 1 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
19783140 2 ENV
P04578
Cellular assay HIV-induced cell death pKd (dissociation constant, -log10) 4.66
Ta Structure Name Drugbank ID
0.6129 2-[(1R)-1-CARBOXY-2-(4-HYDROXYPHENYL)ETHYL]-1,3-DIOXOISOINDOLINE-5-CARBOXYLIC ACID DB07663
0.5806 2-[(1R)-1-carboxy-2-naphthalen-1-ylethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid DB06922
0.4944 Quinapril DB00881
0.4790 Ethyl 8-hydroxy-alpha-(2-propynylamino)-5-quinolinepropanoate DB14701
0.4745 Moexipril DB00691
0.4703 Firategrast DB12732
0.4699 (2s)-2-[(2,4-Dichloro-Benzoyl)-(3-Trifluoromethyl-Benzyl)-Amino]-3-Phenyl-Propionic Acid DB03605
0.4655 Bentiromide DB00522
0.4643 2-[(1R)-2-carboxy-1-(naphthalen-1-ylmethyl)ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid DB08731
0.4602 Rebamipide DB11656
0.4529 Tiropramide DB13091
0.4514 2-[2-(1,3-Dioxo-1,3-Dihydro-2h-Isoindol-2-Yl)Ethyl]-4-(4'-Ethoxy-1,1'-Biphenyl-4-Yl)-4-Oxobutanoic Acid DB04405
0.4444 N-acetyltyrosine DB11102
0.4420 3-Amino-N-{4-[2-(2,6-Dimethyl-Phenoxy)-Acetylamino]-3-Hydroxy-1-Isobutyl-5-Phenyl-Pentyl}-Benzamide DB04378
0.4398 methyl 4-bromo-N-[8-(hydroxyamino)-8-oxooctanoyl]-L-phenylalaninate DB08505