iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 627

Identifiers

  • Canonical SMILES: 
    CC(=O)N[C@@H]1CCN(C1)c1cc(ccn1)-c1ccc(Sc2ccc3OCCOc3c2)c(c1)C(F)(F)F
  • IUPAC name: 
    N-[1-[4-[4-(2,3-dihydro-1,4-benzodioxin-6-ylsulfanyl)-3-(trifluoromethyl)phenyl]pyridin-2-yl]pyrrolidin-3-yl]acetamide
  • InChi: 
    InChI=1S/C26H24F3N3O3S/c1-16(33)31-19-7-9-32(15-19)25-13-18(6-8-30-25)17-2-5-24(21(12-17)26(27,28)29)36-20-3-4-22-23(14-20)35-11-10-34-22/h2-6,8,12-14,19H,7,9-11,15H2,1H3,(H,31,33)/t19-/m1/s1
  • InChiKey: 
    JVJJYUVCAROHSN-LJQANCHMSA-N

External links


44391925
CHEMBL183295
23248020

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. 18d

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.95 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 515.15 g/mol
HBA 6
HBD 1
HBA + HBD 7
AlogP 4.66
TPSA 63.69
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 18d ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.95
Ta Structure Name Drugbank ID
0.5838 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.4951 Netupitant DB09048
0.4932 Bitopertin DB12426
0.4854 Lecozotan DB12540
0.4721 ORM-13070 C-11 DB15324
0.4658 Fosnetupitant DB14019
0.4444 3-[3-(4-methylpiperazin-1-yl)-7-(trifluoromethyl)quinoxalin-5-yl]phenol DB07969
0.4350 SB-705498 DB11883
0.4270 ETHYL 4-[(4-METHYLPYRIDIN-2-YL)AMINO]PIPERIDINE-1-CARBOXYLATE DB07388
0.4219 4-({4-[(4-methoxypyridin-2-yl)amino]piperidin-1-yl}carbonyl)benzonitrile DB07002
0.4210 1-[2-HYDROXY-3-(4-CYCLOHEXYL-PHENOXY)-PROPYL]-4-(2-PYRIDYL)-PIPERAZINE DB08543
0.4196 ALK-4290 DB15269
0.4091 N-{2'-[(4-FLUOROPHENYL)AMINO]-4,4'-BIPYRIDIN-2-YL}-4-METHOXYCYCLOHEXANECARBOXAMIDE DB08025
0.4072 Blonanserin DB09223
0.4046 Neladenoson bialanate DB13138