iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 161

Identifiers

  • Canonical SMILES: 
    COc1ccccc1Sc1ccc(cc1C(F)(F)F)-c1ccnc(c1)N1CCC(CC1)C(O)=O
  • IUPAC name: 
    1-[4-[4-(2-methoxyphenyl)sulfanyl-3-(trifluoromethyl)phenyl]pyridin-2-yl]piperidine-4-carboxylic acid
  • InChi: 
    InChI=1S/C25H23F3N2O3S/c1-33-20-4-2-3-5-22(20)34-21-7-6-17(14-19(21)25(26,27)28)18-8-11-29-23(15-18)30-12-9-16(10-13-30)24(31)32/h2-8,11,14-16H,9-10,12-13H2,1H3,(H,31,32)
  • InChiKey: 
    CEEYZLMHLBHWRT-UHFFFAOYSA-N

External links


21906764
CHEMBL179875
10657270

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. 17k

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.95 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 488.14 g/mol
HBA 5
HBD 1
HBA + HBD 6
AlogP 4.50
TPSA 62.66
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 17k ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.95
Ta Structure Name Drugbank ID
0.5607 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.4798 N-{2'-[(4-FLUOROPHENYL)AMINO]-4,4'-BIPYRIDIN-2-YL}-4-METHOXYCYCLOHEXANECARBOXAMIDE DB08025
0.4670 AZD-4017 DB14875
0.4536 Netupitant DB09048
0.4438 ETHYL 4-[(4-METHYLPYRIDIN-2-YL)AMINO]PIPERIDINE-1-CARBOXYLATE DB07388
0.4368 4-({4-[(4-methoxypyridin-2-yl)amino]piperidin-1-yl}carbonyl)benzonitrile DB07002
0.4262 Ozenoxacin DB12924
0.4190 Fosnetupitant DB14019
0.4140 3-[3-(4-methylpiperazin-1-yl)-7-(trifluoromethyl)quinoxalin-5-yl]phenol DB07969
0.4112 E-6005 DB12776
0.4062 Lumacaftor DB09280
0.4039 XL-888 DB12981
0.4022 Evobrutinib DB15170
0.4020 Sonidegib DB09143
0.4011 3-bromo-5-phenyl-N-(pyrimidin-5-ylmethyl)pyrazolo[1,5-a]pyridin-7-amine DB08536