iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 403

Identifiers

  • Canonical SMILES: 
    CNC(=O)c1ccc(O[C@H](C)C(=O)N2CCN(C[C@H]2C)C(=O)c2ccccc2)c(F)c1
  • IUPAC name: 
    4-[1-[(2R)-4-benzoyl-2-methylpiperazin-1-yl]-1-oxopropan-2-yl]oxy-3-fluoro-N-methylbenzamide
  • InChi: 
    InChI=1S/C23H26FN3O4/c1-15-14-26(23(30)17-7-5-4-6-8-17)11-12-27(15)22(29)16(2)31-20-10-9-18(13-19(20)24)21(28)25-3/h4-10,13,15-16H,11-12,14H2,1-3H3,(H,25,28)/t15-,16-/m1/s1
  • InChiKey: 
    DLVMAUPKVXGJIH-HZPDHXFCSA-N

External links


168318225
24632575

External search

Bibliography (1)

Publication Name
Williams DH, Adam F, Fenwick DR, Fok-Seang J, Gardner I, Hay D, Jaiessh R, Middleton DS, Mowbray CE, Parkinson T, Perros M, Pickford C, Platts M, Randall A, Siddle D, Stephenson PT, Tran TD, Vuong H. . Discovery of a small molecule inhibitor through interference with the gp120-CD4 interaction. 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 5.70 HIV infectious disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 427.19 g/mol
HBA 7
HBD 1
HBA + HBD 8
AlogP 2.06
TPSA 78.95
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
19620004 26 ENV
P04578
Cellular assay gp120 fusion assay pEC50 (half maximal effective concentration, -log10) 5.70
Ta Structure Name Drugbank ID
0.6048 Tiropramide DB13091
0.5868 Fipexide DB13790
0.5641 Troxipide DB13419
0.5577 Bavisant DB12299
0.5556 Itopride DB04924
0.5524 Aniracetam DB04599
0.5454 Safinamide DB06654
0.5357 Trimethobenzamide DB00662
0.5310 OTX-008 DB13123
0.5299 PF-04418948 DB12024
0.5243 2,3,5,6-Tetrafluoro-4-Methoxy-Benzamide DB01827
0.5234 AZD-1305 DB11766
0.5221 4-({(2R,5S)-2,5-DIMETHYL-4-[(2R)-3,3,3-TRIFLUORO-2-HYDROXY-2-METHYLPROPANOYL]PIPERAZIN-1-YL}CARBONYL)BENZONITRILE DB08608
0.5211 1-[2-AMINO-2-CYCLOHEXYL-ACETYL]-PYRROLIDINE-3-CARBOXYLIC ACID 5-CHLORO-2-(2-ETHYLCARBAMOYL-ETHOXY)-BENZYLAMIDE DB06869
0.5203 LY-2456302 DB12341