iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1551

Identifiers

  • Canonical SMILES: 
    C[C@@H](Oc1cccc(-c2ccn[nH]2)c1C)C(=O)N1CCN(C[C@H]1C)C(=O)c1ccccc1
  • IUPAC name: 
    (2S)-1-[(2R)-4-benzoyl-2-methylpiperazin-1-yl]-2-[2-methyl-3-(1H-pyrazol-5-yl)phenoxy]propan-1-one
  • InChi: 
    InChI=1S/C25H28N4O3/c1-17-16-28(25(31)20-8-5-4-6-9-20)14-15-29(17)24(30)19(3)32-23-11-7-10-21(18(23)2)22-12-13-26-27-22/h4-13,17,19H,14-16H2,1-3H3,(H,26,27)/t17-,19-/m1/s1
  • InChiKey: 
    HIBFJXIFEVFAMY-IEBWSBKVSA-N

External links


168317949

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. 20

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
CD4 / gp120 7.46 HIV infectious disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 432.22 g/mol
HBA 7
HBD 1
HBA + HBD 8
AlogP 3.23
TPSA 78.53
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 20 ENV
P04578
Cellular assay gp120 fusion assay pEC50 (half maximal effective concentration, -log10) 7.46
Ta Structure Name Drugbank ID
0.5068 N-cyclopropyl-4-methyl-3-[1-(2-methylphenyl)phthalazin-6-yl]benzamide DB07307
0.5000 CC-401 DB12432
0.5000 Tiropramide DB13091
0.4932 Fipexide DB13790
0.4756 1-[2-AMINO-2-CYCLOHEXYL-ACETYL]-PYRROLIDINE-3-CARBOXYLIC ACID 5-CHLORO-2-(2-ETHYLCARBAMOYL-ETHOXY)-BENZYLAMIDE DB06869
0.4741 OTX-008 DB13123
0.4571 4-(6-{[(4-METHYLCYCLOHEXYL)AMINO]METHYL}-1,4-DIHYDROINDENO[1,2-C]PYRAZOL-3-YL)BENZOIC ACID DB07320
0.4570 Flecainide DB01195
0.4514 Troxipide DB13419
0.4478 Itopride DB04924
0.4462 Bavisant DB12299
0.4452 N-ETHYL-N-ISOPROPYL-3-METHYL-5-{[(2S)-2-(PYRIDIN-4-YLAMINO)PROPYL]OXY}BENZAMIDE DB07279
0.4427 MK-0893 DB12044
0.4416 Mersalyl DB09338
0.4398 3-Amino-N-{4-[2-(2,6-Dimethyl-Phenoxy)-Acetylamino]-3-Hydroxy-1-Isobutyl-5-Phenyl-Pentyl}-Benzamide DB04378