iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 693

Identifiers

  • Canonical SMILES: 
    CCCN1CCN(CC1)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]-4-propylpiperazine
  • InChi: 
    InChI=1S/C27H28F3N3O2S/c1-2-9-32-10-12-33(13-11-32)26-17-20(7-8-31-26)19-3-6-25(22(16-19)27(28,29)30)36-21-4-5-23-24(18-21)35-15-14-34-23/h3-8,16-18H,2,9-15H2,1H3
  • InChiKey: 
    TXMYNHMEJQOXEL-UHFFFAOYSA-N

External links


21906782
CHEMBL182693
10657292

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. 18m

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.13 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 515.19 g/mol
HBA 5
HBD 0
HBA + HBD 5
AlogP 6.41
TPSA 37.83
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 18m ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.13
Ta Structure Name Drugbank ID
0.5862 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.5251 ORM-13070 C-11 DB15324
0.4922 Netupitant DB09048
0.4904 Bitopertin DB12426
0.4862 3-[3-(4-methylpiperazin-1-yl)-7-(trifluoromethyl)quinoxalin-5-yl]phenol DB07969
0.4709 1-[2-HYDROXY-3-(4-CYCLOHEXYL-PHENOXY)-PROPYL]-4-(2-PYRIDYL)-PIPERAZINE DB08543
0.4670 Lecozotan DB12540
0.4546 Fosnetupitant DB14019
0.4395 Mepyramine DB06691
0.4272 Blonanserin DB09223
0.4213 TT-301 DB12899
0.4108 4-{2-[4-(2-Aminoethyl)Piperazin-1-Yl]Pyridin-4-Yl}-N-(3-Chloro-4-Methylphenyl)Pyrimidin-2-Amine DB03916
0.4010 6((S)-3-Benzylpiperazin-1-Yl)-3-(Naphthalen-2-Yl)-4-(Pyridin-4-Yl)Pyrazine DB01988
0.3931 Azaperone DB11376
0.3923 ABT-384 DB12501