iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 75

Identifiers

  • Canonical SMILES: 
    COCCCNc1nc(cs1)-c1ccc(Sc2ccccc2C(C)C)c(c1)C(F)(F)F
  • IUPAC name: 
    N-(3-methoxypropyl)-4-[4-(2-propan-2-ylphenyl)sulfanyl-3-(trifluoromethyl)phenyl]-1,3-thiazol-2-amine
  • InChi: 
    InChI=1S/C23H25F3N2OS2/c1-15(2)17-7-4-5-8-20(17)31-21-10-9-16(13-18(21)23(24,25)26)19-14-30-22(28-19)27-11-6-12-29-3/h4-5,7-10,13-15H,6,11-12H2,1-3H3,(H,27,28)
  • InChiKey: 
    MDVVBJFUHZPIGB-UHFFFAOYSA-N

External links


16117550
CHEMBL182385
10657323

External search

Bibliography (1)

Publication Name
Wang GT, Wang S, Gentles R, Sowin T, Leitza S, Reilly EB, von Geldern TW. . Amino-substituted heterocycles as isosteres of trans-cinnamides: design and synthesis of heterocyclic biaryl sulfides as potent antagonists of LFA-1/ICAM-1 binding. Bioorganic & medicinal chemistry letters. 20d

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 4.98 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 466.14 g/mol
HBA 3
HBD 1
HBA + HBD 4
AlogP 7.15
TPSA 34.15
RB 10
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
15582439 20d ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 4.98
Ta Structure Name Drugbank ID
0.4560 4-{[4-(4-fluoro-3-methylphenyl)-1,3-thiazol-2-yl]amino}-2-hydroxybenzoic acid DB07616
0.4398 Pritelivir DB11844
0.4379 4-(2-amino-1,3-thiazol-4-yl)phenol DB07292
0.4329 Lintitript DB04867
0.4155 2-amino-N-(4-methyl-1,3-thiazol-2-yl)-5-[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]benzamide DB07358
0.4150 Lusutrombopag DB13125
0.4019 2-(methylamino)-N-(4-methyl-1,3-thiazol-2-yl)-5-[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]benzamide DB08118
0.3856 Masitinib DB11526
0.3833 N-(5-{4-Chloro-3-[(2-hydroxyethyl)sulfamoyl]phenyl}-4-methyl-1,3-thiazol-2-yl)acetamide DB06836
0.3800 3-[(4-fluorophenyl)sulfanyl]-N-(4-methyl-1,3-thiazol-2-yl)-6-[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]pyridine-2-carboxamide DB07359
0.3783 LY-2608204 DB12284
0.3779 Faldaprevir DB11808
0.3762 2-AMINO-4-FLUORO-5-[(1-METHYL-1H-IMIDAZOL-2-YL)SULFANYL]-N-(1,3-THIAZOL-2-YL)BENZAMIDE DB08210
0.3756 FR117016 DB02616
0.3742 Ciluprevir DB05868