iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1395

Identifiers

  • Canonical SMILES: 
    OC(=O)[C@H]1CCCN(C1)c1cc(ccn1)-c1ccc(Sc2ccc3OCCOc3c2)c(c1)C(F)(F)F
  • IUPAC name: 
    1-[4-[4-(2,3-dihydro-1,4-benzodioxin-6-ylsulfanyl)-3-(trifluoromethyl)phenyl]pyridin-2-yl]piperidine-3-carboxylic acid
  • InChi: 
    InChI=1S/C26H23F3N2O4S/c27-26(28,29)20-12-16(3-6-23(20)36-19-4-5-21-22(14-19)35-11-10-34-21)17-7-8-30-24(13-17)31-9-1-2-18(15-31)25(32)33/h3-8,12-14,18H,1-2,9-11,15H2,(H,32,33)/t18-/m0/s1
  • InChiKey: 
    UTAAVKMLQCWSFT-SFHVURJKSA-N

External links


168317979
8294160

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. 18l

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.12 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 516.13 g/mol
HBA 6
HBD 1
HBA + HBD 7
AlogP 4.31
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 18l ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 7.12
Ta Structure Name Drugbank ID
0.4646 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.4603 N-{2'-[(4-FLUOROPHENYL)AMINO]-4,4'-BIPYRIDIN-2-YL}-4-METHOXYCYCLOHEXANECARBOXAMIDE DB08025
0.4422 ORM-13070 C-11 DB15324
0.4276 Neladenoson bialanate DB13138
0.4112 Netupitant DB09048
0.4110 AZD-4017 DB14875
0.4087 Bitopertin DB12426
0.4077 GLPG-0187 DB12297
0.3991 E-6005 DB12776
0.3963 Lecozotan DB12540
0.3959 ABL-001 DB12597
0.3944 ETHYL 4-[(4-METHYLPYRIDIN-2-YL)AMINO]PIPERIDINE-1-CARBOXYLATE DB07388
0.3918 4-({4-[(4-methoxypyridin-2-yl)amino]piperidin-1-yl}carbonyl)benzonitrile DB07002
0.3911 Ozenoxacin DB12924
0.3904 Periciazine DB01608