iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 978

Identifiers

  • Canonical SMILES: 
    CC(C)c1ccccc1Sc1ccc(cc1C(F)(F)F)-c1ccnc(c1)N1CC[C@@H](O)[C@@H](C1)C(O)=O
  • IUPAC name: 
    (3R,4R)-4-hydroxy-1-[4-[4-(2-propan-2-ylphenyl)sulfanyl-3-(trifluoromethyl)phenyl]pyridin-2-yl]piperidine-3-carboxylic acid
  • InChi: 
    InChI=1S/C27H27F3N2O3S/c1-16(2)19-5-3-4-6-23(19)36-24-8-7-17(13-21(24)27(28,29)30)18-9-11-31-25(14-18)32-12-10-22(33)20(15-32)26(34)35/h3-9,11,13-14,16,20,22,33H,10,12,15H2,1-2H3,(H,34,35)/t20-,22-/m1/s1
  • InChiKey: 
    QUGRAPNUWRECOX-IFMALSPDSA-N

External links


11179874
CHEMBL183272
9354964

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. 16l

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.37 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 516.17 g/mol
HBA 5
HBD 2
HBA + HBD 7
AlogP 4.71
TPSA 73.66
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 16l ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 7.37
Ta Structure Name Drugbank ID
0.5000 N-{2'-[(4-FLUOROPHENYL)AMINO]-4,4'-BIPYRIDIN-2-YL}-4-METHOXYCYCLOHEXANECARBOXAMIDE DB08025
0.4712 Netupitant DB09048
0.4546 AZD-4017 DB14875
0.4465 ETHYL 4-[(4-METHYLPYRIDIN-2-YL)AMINO]PIPERIDINE-1-CARBOXYLATE DB07388
0.4385 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.4379 Difenpiramide DB13371
0.4348 Fosnetupitant DB14019
0.4286 Ozenoxacin DB12924
0.4226 Periciazine DB01608
0.4200 XL-888 DB12981
0.4162 PF-00356231 DB03367
0.4148 4-({4-[(4-methoxypyridin-2-yl)amino]piperidin-1-yl}carbonyl)benzonitrile DB07002
0.4111 Otamixaban DB06635
0.4085 4-({[4-(3-METHYLBENZOYL)PYRIDIN-2-YL]AMINO}METHYL)BENZENECARBOXIMIDAMIDE DB07809
0.4084 Tedatioxetine DB12641