iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 830

Identifiers

  • Canonical SMILES: 
    CN([C@@H]1CCN(C1)c1cc(ccn1)-c1ccc(Sc2ccc3OCCOc3c2)c(c1)C(F)(F)F)C(C)=O
  • IUPAC name: 
    N-[(3R)-1-[4-[4-(2,3-dihydro-1,4-benzodioxin-6-ylsulfanyl)-3-(trifluoromethyl)phenyl]pyridin-2-yl]pyrrolidin-3-yl]-N-methylacetamide
  • InChi: 
    InChI=1S/C27H26F3N3O3S/c1-17(34)32(2)20-8-10-33(16-20)26-14-19(7-9-31-26)18-3-6-25(22(13-18)27(28,29)30)37-21-4-5-23-24(15-21)36-12-11-35-23/h3-7,9,13-15,20H,8,10-12,16H2,1-2H3/t20-/m1/s1
  • InChiKey: 
    VWDMVVKQHNPLEH-HXUWFJFHSA-N

External links


44391969
CHEMBL180486
23248053

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. 18f

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.77 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 529.16 g/mol
HBA 6
HBD 0
HBA + HBD 6
AlogP 4.88
TPSA 54.90
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 18f ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.77
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