iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1120

Identifiers

  • Canonical SMILES: 
    CNC(=O)c1ccc(O[C@@H](C)C(=O)N2CCN(C[C@H]2C)C(=O)c2ccccc2)c2cccnc12
  • IUPAC name: 
    5-[(2S)-1-[(2R)-4-benzoyl-2-methylpiperazin-1-yl]-1-oxopropan-2-yl]oxy-N-methylquinoline-8-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)34-22-12-11-21(24(31)27-3)23-20(22)10-7-13-28-23/h4-13,17-18H,14-16H2,1-3H3,(H,27,31)/t17-,18+/m1/s1
  • InChiKey: 
    WRUJNGZEAXMDHO-MSOLQXFVSA-N

External links


45487329
CHEMBL569386
24631940

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. 21

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
CD4 / gp120 5.90 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 21 ENV
P04578
Cellular assay gp160 fusion assay pEC50 (half maximal effective concentration, -log10) 5.90
Ta Structure Name Drugbank ID
0.6071 Acridine Carboxamide DB11880
0.5790 Nicaraven DB06397
0.5600 N-cyclopropyl-6-[(6,7-dimethoxyquinolin-4-yl)oxy]naphthalene-1-carboxamide DB07274
0.5580 Tiropramide DB13091
0.5556 JNJ-39220675 DB12929
0.5556 5-Bromo-N[2-(Dimethylamino)Ethyl]-9-Aminoacridine-4-Carboxamide DB02390
0.5454 9-amino-n-[3-(dimethylamino)propyl]acridine-4-carboxamide DB02842
0.5385 Picotamide DB13327
0.5362 Dofequidar DB14067
0.5227 N-ETHYL-N-ISOPROPYL-3-METHYL-5-{[(2S)-2-(PYRIDIN-4-YLAMINO)PROPYL]OXY}BENZAMIDE DB07279
0.5221 Lucitanib DB11845
0.5211 Pruvanserin DB13094
0.5194 XR5944 DB06364
0.5185 Tasquinimod DB05861
0.5182 Fipexide DB13790