iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1519

Identifiers

  • Canonical SMILES: 
    CNC(=O)c1nccc2c(O[C@@H](C)C(=O)N3CCN(C[C@H]3C)C(=O)c3ccccc3)cccc12
  • IUPAC name: 
    5-[(2S)-1-[(2R)-4-benzoyl-2-methylpiperazin-1-yl]-1-oxopropan-2-yl]oxy-N-methylisoquinoline-1-carboxamide
  • InChi: 
    InChI=1S/C26H28N4O4/c1-17-16-29(26(33)19-8-5-4-6-9-19)14-15-30(17)25(32)18(2)34-22-11-7-10-21-20(22)12-13-28-23(21)24(31)27-3/h4-13,17-18H,14-16H2,1-3H3,(H,27,31)/t17-,18+/m1/s1
  • InChiKey: 
    ZZEULHDTBKKLTM-MSOLQXFVSA-N

External links


11605001
CHEMBL566449
9779757

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. 26

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
CD4 / gp120 7.68 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 2.08
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 26 ENV
P04578
Cellular assay gp160 fusion assay pEC50 (half maximal effective concentration, -log10) 7.68
Ta Structure Name Drugbank ID
0.5822 5-Chloro-1h-Indole-2-Carboxylic Acid{[Cyclopentyl-(2-Hydroxy-Ethyl)-Carbamoyl]-Methyl}-Amide DB03288
0.5782 Roxadustat DB04847
0.5669 4-PHENOXY-N-(PYRIDIN-2-YLMETHYL)BENZAMIDE DB07459
0.5633 Atevirdine DB12264
0.5385 Tiropramide DB13091
0.5282 CP-526423 DB02089
0.5267 N-cyclopropyl-6-[(6,7-dimethoxyquinolin-4-yl)oxy]naphthalene-1-carboxamide DB07274
0.5235 N-[(4-HYDROXY-8-IODOISOQUINOLIN-3-YL)CARBONYL]GLYCINE DB07112
0.5229 N-(1-ISOPROPYLPIPERIDIN-4-YL)-1-(3-METHOXYBENZYL)-1H-INDOLE-2-CARBOXAMIDE DB07973
0.5214 Fipexide DB13790
0.5166 FG-2216 DB08687
0.5152 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.5091 [4-({[5-Benzyloxy-1-(3-Carbamimidoyl-Benzyl)-1h-Indole-2-Carbonyl]-Amino}-Methyl)-Phenyl]-Trimethyl-Ammonium DB02269
0.5036 Lucitanib DB11845
0.5029 Telinavir DB12178