iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 432

Identifiers

  • Canonical SMILES: 
    OC(=O)[C@@H]1CCCN1c1cc(ccn1)-c1ccc(Sc2ccc3OCCOc3c2)c(c1)C(F)(F)F
  • IUPAC name: 
    (2S)-1-[4-[4-(2,3-dihydro-1,4-benzodioxin-6-ylsulfanyl)-3-(trifluoromethyl)phenyl]pyridin-2-yl]pyrrolidine-2-carboxylic acid
  • InChi: 
    InChI=1S/C25H21F3N2O4S/c26-25(27,28)18-12-15(16-7-8-29-23(13-16)30-9-1-2-19(30)24(31)32)3-6-22(18)35-17-4-5-20-21(14-17)34-11-10-33-20/h3-8,12-14,19H,1-2,9-11H2,(H,31,32)/t19-/m0/s1
  • InChiKey: 
    GERAUBTWBQPHRK-IBGZPJMESA-N

External links


44391973
CHEMBL366711
23248057

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. 18c

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.83 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 502.12 g/mol
HBA 6
HBD 1
HBA + HBD 7
AlogP 4.11
TPSA 71.89
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 18c ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.83
Ta Structure Name Drugbank ID
0.4513 N-{2'-[(4-FLUOROPHENYL)AMINO]-4,4'-BIPYRIDIN-2-YL}-4-METHOXYCYCLOHEXANECARBOXAMIDE DB08025
0.4488 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.4412 ORM-13070 C-11 DB15324
0.4367 Neladenoson bialanate DB13138
0.4130 ABL-001 DB12597
0.4110 Netupitant DB09048
0.4101 Sonidegib DB09143
0.4085 Bitopertin DB12426
0.3963 Rosiglitazone DB00412
0.3960 (3R)-4-{[(3,4-dihydroxyphenyl)acetyl]oxy}-N-(2-formylindolizin-3-yl)-3-sulfino-D-valine DB08116
0.3937 TAK-243 DB15013
0.3927 E-6005 DB12776
0.3922 Dorsomorphin DB08597
0.3921 AZD-4017 DB14875
0.3886 FKB-001 DB02888