iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 529

Identifiers

  • Canonical SMILES: 
    CNC(=O)c1ccc(O[C@@H](C)C(=O)N2CCN(C[C@H]2C)C(=O)c2ccccc2)c2ccncc12
  • IUPAC name: 
    5-[(2S)-1-[(2R)-4-benzoyl-2-methylpiperazin-1-yl]-1-oxopropan-2-yl]oxy-N-methylisoquinoline-8-carboxamide
  • InChi: 
    InChI=1S/C26H28N4O4/c1-17-16-29(26(33)19-7-5-4-6-8-19)13-14-30(17)25(32)18(2)34-23-10-9-21(24(31)27-3)22-15-28-12-11-20(22)23/h4-12,15,17-18H,13-14,16H2,1-3H3,(H,27,31)/t17-,18+/m1/s1
  • InChiKey: 
    IFOVLGBERKQOHA-MSOLQXFVSA-N

External links


45487328
CHEMBL569385
24631939

External search

Bibliography (1)

Publication Name
Tran TD, Adam FM, Calo F, Fenwick DR, Fok-Seang J, Gardner I, Hay DA, Perros M, Rawal J, Middleton DS, Parkinson T, Pickford C, Platts M, Randall A, Stephenson PT, Vuong H, Williams DH. . Design and optimisation of potent gp120-CD4 inhibitors. Bioorganic & medicinal chemistry letters. 20

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
CD4 / gp120 4.67 HIV infectious disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 460.21 g/mol
HBA 8
HBD 1
HBA + HBD 9
AlogP 1.69
TPSA 91.84
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 0 1 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
19632839 20 ENV
P04578
Cellular assay gp160 fusion assay pEC50 (half maximal effective concentration, -log10) 4.67
Ta Structure Name Drugbank ID
0.5882 Cinchocaine DB00527
0.5865 Tiropramide DB13091
0.5656 N-cyclopropyl-6-[(6,7-dimethoxyquinolin-4-yl)oxy]naphthalene-1-carboxamide DB07274
0.5572 Fipexide DB13790
0.5271 N-ETHYL-N-ISOPROPYL-3-METHYL-5-{[(2S)-2-(PYRIDIN-4-YLAMINO)PROPYL]OXY}BENZAMIDE DB07279
0.5263 Lucitanib DB11845
0.5217 LY-517717 DB05713
0.5130 Bavisant DB12299
0.5102 Alizapride DB01425
0.5072 Dofequidar DB14067
0.5039 Bezafibrate DB01393
0.5000 Itopride DB04924
0.5000 XR5944 DB06364
0.5000 Troxipide DB13419
0.4959 4-({(2R,5S)-2,5-DIMETHYL-4-[(2R)-3,3,3-TRIFLUORO-2-HYDROXY-2-METHYLPROPANOYL]PIPERAZIN-1-YL}CARBONYL)BENZONITRILE DB08608