iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 923

Identifiers

  • Canonical SMILES: 
    CNC(=O)c1cc(OC)c(O[C@@H](C)C(=O)N2CCN(C[C@H]2C)c2nccn2CC2CC2)cn1
  • IUPAC name: 
    5-[(2S)-1-[(2R)-4-[1-(cyclopropylmethyl)imidazol-2-yl]-2-methylpiperazin-1-yl]-1-oxopropan-2-yl]oxy-4-methoxy-N-methylpyridine-2-carboxamide
  • InChi: 
    InChI=1S/C23H32N6O4/c1-15-13-28(23-25-7-8-27(23)14-17-5-6-17)9-10-29(15)22(31)16(2)33-20-12-26-18(21(30)24-3)11-19(20)32-4/h7-8,11-12,15-17H,5-6,9-10,13-14H2,1-4H3,(H,24,30)/t15-,16+/m1/s1
  • InChiKey: 
    CBFBVKRYRFGNRU-CVEARBPZSA-N

External links


45487301
CHEMBL571424
24634282

External search

Bibliography (1)

Publication Name
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. 30

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
CD4 / gp120 5.72 HIV infectious disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 456.25 g/mol
HBA 10
HBD 1
HBA + HBD 11
AlogP 1.31
TPSA 101.82
RB 8
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
19632839 30 ENV
P04578
Cellular assay gp160 fusion assay pEC50 (half maximal effective concentration, -log10) 5.72
Ta Structure Name Drugbank ID
0.4470 4-[[2-[[4-chloro-3-(trifluoromethyl)phenyl]amino]-3H-benzimidazol-5-yl]oxy]-N-methyl-pyridine-2-carboxamide DB06938
0.4387 Atevirdine DB12264
0.4286 Doxazosin DB00590
0.4229 1-(3-HYDROXYPROPYL)-2-[(3-NITROBENZOYL)AMINO]-1H-BENZIMIDAZOL-5-YL PIVALATE DB08590
0.4180 Gepotidacin DB12134
0.4171 Pozanicline DB05458
0.4074 Terazosin DB01162
0.4035 Lecozotan DB12540
0.4015 Rebastinib DB13005
0.3939 N,N-[2,5-O-dibenzyl-glucaryl]-DI-[valinyl-aminomethanyl-pyridine] DB03803
0.3934 CM-4307 DB15414
0.3934 Sorafenib DB00398
0.3894 5-Chloro-1h-Indole-2-Carboxylic Acid{[Cyclopentyl-(2-Hydroxy-Ethyl)-Carbamoyl]-Methyl}-Amide DB03288
0.3891 [4-({[5-Benzyloxy-1-(3-Carbamimidoyl-Benzyl)-1h-Indole-2-Carbonyl]-Amino}-Methyl)-Phenyl]-Trimethyl-Ammonium DB02269
0.3889 Dabigatran DB14726