iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1384

Identifiers

  • Canonical SMILES: 
    O[C@@H]1C[C@H](N(C1)c1cc(ccn1)-c1ccc(Sc2ccc3OCCOc3c2)c(c1)C(F)(F)F)C(O)=O
  • IUPAC name: 
    (2S,4R)-1-[4-[4-(2,3-dihydro-1,4-benzodioxin-6-ylsulfanyl)-3-(trifluoromethyl)phenyl]pyridin-2-yl]-4-hydroxypyrrolidine-2-carboxylic acid
  • InChi: 
    InChI=1S/C25H21F3N2O5S/c26-25(27,28)18-9-14(1-4-22(18)36-17-2-3-20-21(12-17)35-8-7-34-20)15-5-6-29-23(10-15)30-13-16(31)11-19(30)24(32)33/h1-6,9-10,12,16,19,31H,7-8,11,13H2,(H,32,33)/t16-,19+/m1/s1
  • InChiKey: 
    JVFGBZRFEBWUBQ-APWZRJJASA-N

External links


44391950
CHEMBL183444
23248036

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. 18e

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.72 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 518.11 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 2.95
TPSA 92.12
RB 6
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 18e ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.72
Ta Structure Name Drugbank ID
0.4423 ORM-13070 C-11 DB15324
0.4422 Neladenoson bialanate DB13138
0.4378 N-{2'-[(4-FLUOROPHENYL)AMINO]-4,4'-BIPYRIDIN-2-YL}-4-METHOXYCYCLOHEXANECARBOXAMIDE DB08025
0.4360 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.4200 (3R)-4-{[(3,4-dihydroxyphenyl)acetyl]oxy}-N-(2-formylindolizin-3-yl)-3-sulfino-D-valine DB08116
0.4200 ABL-001 DB12597
0.4118 TAK-243 DB15013
0.4000 Netupitant DB09048
0.3991 Sonidegib DB09143
0.3983 Bitopertin DB12426
0.3934 GLPG-0187 DB12297
0.3902 6,7-DIMETHOXY-4-[(3R)-3-(2-NAPHTHYLOXY)PYRROLIDIN-1-YL]QUINAZOLINE DB08389
0.3856 Rosiglitazone DB00412
0.3849 Cadazolid DB11847
0.3822 E-6005 DB12776