iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1287

Identifiers

  • Canonical SMILES: 
    COc1ccccc1Sc1ccc(cc1C(F)(F)F)-c1ccnc(c1)N1CCC[C@H]1C(O)=O
  • IUPAC name: 
    1-[4-[4-(2-methoxyphenyl)sulfanyl-3-(trifluoromethyl)phenyl]pyridin-2-yl]pyrrolidine-2-carboxylic acid
  • InChi: 
    InChI=1S/C24H21F3N2O3S/c1-32-19-6-2-3-7-21(19)33-20-9-8-15(13-17(20)24(25,26)27)16-10-11-28-22(14-16)29-12-4-5-18(29)23(30)31/h2-3,6-11,13-14,18H,4-5,12H2,1H3,(H,30,31)/t18-/m0/s1
  • InChiKey: 
    VHDWIPLMGLQQHO-SFHVURJKSA-N

External links


44391967
CHEMBL181146
23248051

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. 17c

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.10 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 474.12 g/mol
HBA 5
HBD 1
HBA + HBD 6
AlogP 4.44
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 17c ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 7.10
Ta Structure Name Drugbank ID
0.5243 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.4725 N-{2'-[(4-FLUOROPHENYL)AMINO]-4,4'-BIPYRIDIN-2-YL}-4-METHOXYCYCLOHEXANECARBOXAMIDE DB08025
0.4412 Netupitant DB09048
0.4406 Sonidegib DB09143
0.4213 ABL-001 DB12597
0.4198 AZD-4017 DB14875
0.4152 (3R)-4-{[(3,4-dihydroxyphenyl)acetyl]oxy}-N-(2-formylindolizin-3-yl)-3-sulfino-D-valine DB08116
0.4091 Fosnetupitant DB14019
0.4072 Ozenoxacin DB12924
0.4054 Neladenoson bialanate DB13138
0.4049 Rosiglitazone DB00412
0.4046 ETHYL 4-[(4-METHYLPYRIDIN-2-YL)AMINO]PIPERIDINE-1-CARBOXYLATE DB07388
0.4033 LGD2941 DB05234
0.4010 Dorsomorphin DB08597
0.4010 E-6005 DB12776