iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1114

Identifiers

  • Canonical SMILES: 
    CC(C)c1ccccc1Sc1ccc(cc1C(F)(F)F)-c1ccnc(c1)N1CCC(CC1)C(O)=O
  • IUPAC name: 
    1-[4-[4-(2-propan-2-ylphenyl)sulfanyl-3-(trifluoromethyl)phenyl]pyridin-2-yl]piperidine-4-carboxylic acid
  • InChi: 
    InChI=1S/C27H27F3N2O2S/c1-17(2)21-5-3-4-6-23(21)35-24-8-7-19(15-22(24)27(28,29)30)20-9-12-31-25(16-20)32-13-10-18(11-14-32)26(33)34/h3-9,12,15-18H,10-11,13-14H2,1-2H3,(H,33,34)
  • InChiKey: 
    BHEGQCULFWMOJE-UHFFFAOYSA-N

External links


21906773
CHEMBL182589
10657283

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. 16j

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.38 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 500.17 g/mol
HBA 4
HBD 1
HBA + HBD 5
AlogP 5.90
TPSA 53.43
RB 7
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 16j ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 7.38
Ta Structure Name Drugbank ID
0.5030 N-{2'-[(4-FLUOROPHENYL)AMINO]-4,4'-BIPYRIDIN-2-YL}-4-METHOXYCYCLOHEXANECARBOXAMIDE DB08025
0.4891 Netupitant DB09048
0.4790 AZD-4017 DB14875
0.4671 ETHYL 4-[(4-METHYLPYRIDIN-2-YL)AMINO]PIPERIDINE-1-CARBOXYLATE DB07388
0.4589 Difenpiramide DB13371
0.4556 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.4500 Fosnetupitant DB14019
0.4459 Azaperone DB11376
0.4375 Ozenoxacin DB12924
0.4352 XL-888 DB12981
0.4320 4-({4-[(4-methoxypyridin-2-yl)amino]piperidin-1-yl}carbonyl)benzonitrile DB07002
0.4296 Tedatioxetine DB12641
0.4268 4-({[4-(3-METHYLBENZOYL)PYRIDIN-2-YL]AMINO}METHYL)BENZENECARBOXIMIDAMIDE DB07809
0.4106 4-[(5-bromopyridin-2-yl)amino]-4-oxobutanoic acid DB08578
0.4067 (3S)-1-(4-acetylphenyl)-5-oxopyrrolidine-3-carboxylic acid DB07825