iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 654

Identifiers

  • Canonical SMILES: 
    O[C@@H]1CCN(C1)c1cc(ccn1)-c1ccc(Sc2ccc3OCCOc3c2)c(c1)C(F)(F)F
  • IUPAC name: 
    (3R)-1-[4-[4-(2,3-dihydro-1,4-benzodioxin-6-ylsulfanyl)-3-(trifluoromethyl)phenyl]pyridin-2-yl]pyrrolidin-3-ol
  • InChi: 
    InChI=1S/C24H21F3N2O3S/c25-24(26,27)19-11-15(16-5-7-28-23(12-16)29-8-6-17(30)14-29)1-4-22(19)33-18-2-3-20-21(13-18)32-10-9-31-20/h1-5,7,11-13,17,30H,6,8-10,14H2/t17-/m1/s1
  • InChiKey: 
    OZDIXXYNNZCRMU-QGZVFWFLSA-N

External links


44392057
CHEMBL183780
23248127

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. 18a

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.90 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 474.12 g/mol
HBA 5
HBD 1
HBA + HBD 6
AlogP 4.94
TPSA 54.82
RB 5
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 18a ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.90
Ta Structure Name Drugbank ID
0.4712 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.4632 ORM-13070 C-11 DB15324
0.4292 ABL-001 DB12597
0.4202 N-{2'-[(4-FLUOROPHENYL)AMINO]-4,4'-BIPYRIDIN-2-YL}-4-METHOXYCYCLOHEXANECARBOXAMIDE DB08025
0.4164 Neladenoson bialanate DB13138
0.4155 Netupitant DB09048
0.4126 Bitopertin DB12426
0.4078 Sonidegib DB09143
0.4064 6,7-DIMETHOXY-4-[(3R)-3-(2-NAPHTHYLOXY)PYRROLIDIN-1-YL]QUINAZOLINE DB08389
0.4022 1-[2-HYDROXY-3-(4-CYCLOHEXYL-PHENOXY)-PROPYL]-4-(2-PYRIDYL)-PIPERAZINE DB08543
0.3980 3-[3-(4-methylpiperazin-1-yl)-7-(trifluoromethyl)quinoxalin-5-yl]phenol DB07969
0.3934 Lecozotan DB12540
0.3932 Rosiglitazone DB00412
0.3910 TAK-243 DB15013
0.3878 Ozenoxacin DB12924