iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 139

Identifiers

  • Canonical SMILES: 
    OC(=O)[C@H]1CC[C@@H](CC1)Oc1cccc(c1)Sc1ccc(\C=C\C(=O)N2CCOCC2)c(C(F)(F)F)c1C(F)(F)F
  • IUPAC name: 
    4-[3-[4-[(E)-3-morpholin-4-yl-3-oxoprop-1-enyl]-2,3-bis(trifluoromethyl)phenyl]sulfanylphenoxy]cyclohexane-1-carboxylic acid
  • InChi: 
    InChI=1S/C28H27F6NO5S/c29-27(30,31)24-17(7-11-23(36)35-12-14-39-15-13-35)6-10-22(25(24)28(32,33)34)41-21-3-1-2-20(16-21)40-19-8-4-18(5-9-19)26(37)38/h1-3,6-7,10-11,16,18-19H,4-5,8-9,12-15H2,(H,37,38)/b11-7+/t18-,19-
  • InChiKey: 
    WBSXKVRTVMHGNY-GKWHILSKSA-N

External links


11621362
CHEMBL499029
24709517

External search

Bibliography (1)

Publication Name
Lin EY, Guckian KM, Silvian L, Chin D, Boriack-Sjodin PA, van Vlijmen H, Friedman JE, Scott DM. . Structure-activity relationship of ortho- and meta-phenol based LFA-1 ICAM inhibitors. Bioorganic & medicinal chemistry letters. 14b

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.74 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 603.15 g/mol
HBA 6
HBD 1
HBA + HBD 7
AlogP 6.37
TPSA 76.07
RB 9
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 1 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
18783948 14b ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 7.74
Ta Structure Name Drugbank ID
0.7051 3-({4-[(1E)-3-morpholin-4-yl-3-oxoprop-1-en-1-yl]-2,3-bis(trifluoromethyl)phenyl}sulfanyl)aniline DB07486
0.3898 Cinepazet DB13342
0.3731 1-[1'-(3-phenylacryloyl)spiro[1-benzofuran-3,4'-piperidin]-5-yl]methanamine DB06849
0.3668 Lefradafiban DB04863
0.3622 Fradafiban DB06472
0.3586 Nalfurafine DB13471
0.3579 Flupentixol DB00875
0.3552 Elafibranor DB05187
0.3536 4-{(1E)-3-OXO-3-[(2-PHENYLETHYL)AMINO]PROP-1-EN-1-YL}-1,2-PHENYLENE DIACETATE DB08753
0.3508 Otilonium DB13500
0.3490 Idrocilamide DB13297
0.3481 Cinepazide DB12123
0.3476 Tranilast DB07615
0.3467 FKB-001 DB02888
0.3454 Beloranib DB12671