iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 5

Identifiers

  • Canonical SMILES: 
    CNC(=O)c1ccc(O[C@H](C)C(=O)N2CCN(C[C@H]2C)C(=O)c2ccccc2)cc1
  • IUPAC name: 
    4-[1-[(2R)-4-benzoyl-2-methylpiperazin-1-yl]-1-oxopropan-2-yl]oxy-N-methylbenzamide
  • InChi: 
    InChI=1S/C23H27N3O4/c1-16-15-25(23(29)19-7-5-4-6-8-19)13-14-26(16)22(28)17(2)30-20-11-9-18(10-12-20)21(27)24-3/h4-12,16-17H,13-15H2,1-3H3,(H,24,27)/t16-,17-/m1/s1
  • InChiKey: 
    GTKRGUHTQKGJJW-IAGOWNOFSA-N

External links


45485384
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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. 12

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
CD4 / gp120 5.59 HIV infectious disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 409.20 g/mol
HBA 7
HBD 1
HBA + HBD 8
AlogP 1.92
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 12 ENV
P04578
Cellular assay gp120 fusion assay pEC50 (half maximal effective concentration, -log10) 5.59
Ta Structure Name Drugbank ID
0.6696 Tiropramide DB13091
0.6514 Fipexide DB13790
0.6304 Bavisant DB12299
0.6250 Itopride DB04924
0.6132 Troxipide DB13419
0.6064 Aniracetam DB04599
0.6000 Trimethobenzamide DB00662
0.5941 OTX-008 DB13123
0.5842 4-({(2R,5S)-2,5-DIMETHYL-4-[(2R)-3,3,3-TRIFLUORO-2-HYDROXY-2-METHYLPROPANOYL]PIPERAZIN-1-YL}CARBONYL)BENZONITRILE DB08608
0.5796 Bunaftine DB13652
0.5714 Bephenium DB13462
0.5596 Bezafibrate DB01393
0.5572 1-[2-AMINO-2-CYCLOHEXYL-ACETYL]-PYRROLIDINE-3-CARBOXYLIC ACID 5-CHLORO-2-(2-ETHYLCARBAMOYL-ETHOXY)-BENZYLAMIDE DB06869
0.5567 Lacosamide DB06218
0.5464 Moclobemide DB01171