iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1421

Identifiers

  • Canonical SMILES: 
    CNC(=O)c1cc(OC)c(O[C@@H](C)C(=O)N2CCN(C[C@H]2C)C(=O)c2ccccc2)cn1
  • IUPAC name: 
    5-[(2S)-1-[(2R)-4-benzoyl-2-methylpiperazin-1-yl]-1-oxopropan-2-yl]oxy-4-methoxy-N-methylpyridine-2-carboxamide
  • InChi: 
    InChI=1S/C23H28N4O5/c1-15-14-26(23(30)17-8-6-5-7-9-17)10-11-27(15)22(29)16(2)32-20-13-25-18(21(28)24-3)12-19(20)31-4/h5-9,12-13,15-16H,10-11,14H2,1-4H3,(H,24,28)/t15-,16+/m1/s1
  • InChiKey: 
    KVDRFBPETGPOMO-CVEARBPZSA-N

External links


11655099
CHEMBL568903
9829837

External search

Bibliography (2)

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. 28
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. 1

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
0 2 0 0

Targets

PPI family Best activity Diseases MMoA
CD4 / gp120 7.96 HIV infectious disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 440.21 g/mol
HBA 9
HBD 1
HBA + HBD 10
AlogP 0.93
TPSA 101.07
RB 6
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
2 0 2 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
19632839 1 ENV
P04578
Cellular assay gp160 fusion assay pEC50 (half maximal effective concentration, -log10) 7.85
19620004 28 ENV
P04578
Cellular assay gp120 fusion assay pEC50 (half maximal effective concentration, -log10) 7.96
Ta Structure Name Drugbank ID
0.4942 Roxadustat DB04847
0.4875 Fipexide DB13790
0.4774 Troxipide DB13419
0.4722 Vesnarinone DB12082
0.4713 5-Chloro-1h-Indole-2-Carboxylic Acid{[Cyclopentyl-(2-Hydroxy-Ethyl)-Carbamoyl]-Methyl}-Amide DB03288
0.4703 Atevirdine DB12264
0.4663 CM-4307 DB15414
0.4663 Sorafenib DB00398
0.4658 Itopride DB04924
0.4631 Trimethobenzamide DB00662
0.4620 N-ETHYL-N-ISOPROPYL-3-METHYL-5-{[(2S)-2-(PYRIDIN-4-YLAMINO)PROPYL]OXY}BENZAMIDE DB07279
0.4546 4-PHENOXY-N-(PYRIDIN-2-YLMETHYL)BENZAMIDE DB07459
0.4500 Pozanicline DB05458
0.4497 Regorafenib DB08896
0.4494 N-(1-ISOPROPYLPIPERIDIN-4-YL)-1-(3-METHOXYBENZYL)-1H-INDOLE-2-CARBOXAMIDE DB07973