iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1586

Identifiers

  • Canonical SMILES: 
    CNC(=O)c1cccc(O[C@H](C)C(=O)N2CCN(C[C@H]2C)C(=O)c2ccccc2)c1
  • IUPAC name: 
    3-[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)18-8-5-4-6-9-18)12-13-26(16)22(28)17(2)30-20-11-7-10-19(14-20)21(27)24-3/h4-11,14,16-17H,12-13,15H2,1-3H3,(H,24,27)/t16-,17-/m1/s1
  • InChiKey: 
    LUSNYUGJESXMCA-IAGOWNOFSA-N

External links


168317809
24634517

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. 11

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
CD4 / gp120 5.85 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 11 ENV
P04578
Cellular assay gp120 fusion assay pEC50 (half maximal effective concentration, -log10) 5.85
Ta Structure Name Drugbank ID
0.6577 Fipexide DB13790
0.6495 Itopride DB04924
0.6355 Troxipide DB13419
0.6316 Flecainide DB01195
0.6238 Trimethobenzamide DB00662
0.6186 Tiropramide DB13091
0.6042 Bavisant DB12299
0.5946 N-ETHYL-N-ISOPROPYL-3-METHYL-5-{[(2S)-2-(PYRIDIN-4-YLAMINO)PROPYL]OXY}BENZAMIDE DB07279
0.5761 Etamivan DB08989
0.5752 Roxatidine acetate DB08806
0.5714 OTX-008 DB13123
0.5619 4-({(2R,5S)-2,5-DIMETHYL-4-[(2R)-3,3,3-TRIFLUORO-2-HYDROXY-2-METHYLPROPANOYL]PIPERAZIN-1-YL}CARBONYL)BENZONITRILE DB08608
0.5544 Bunaftine DB13652
0.5524 CC-220 DB12101
0.5454 Bephenium DB13462