iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 776

Identifiers

  • Canonical SMILES: 
    OC[C@H]1CCCN1c1cc(ccn1)-c1ccc(Sc2ccc3OCCOc3c2)c(c1)C(F)(F)F
  • IUPAC name: 
    [(2R)-1-[4-[4-(2,3-dihydro-1,4-benzodioxin-6-ylsulfanyl)-3-(trifluoromethyl)phenyl]pyridin-2-yl]pyrrolidin-2-yl]methanol
  • InChi: 
    InChI=1S/C25H23F3N2O3S/c26-25(27,28)20-12-16(17-7-8-29-24(13-17)30-9-1-2-18(30)15-31)3-6-23(20)34-19-4-5-21-22(14-19)33-11-10-32-21/h3-8,12-14,18,31H,1-2,9-11,15H2/t18-/m1/s1
  • InChiKey: 
    BYQWOSKTUPJKFV-GOSISDBHSA-N

External links


44392073
CHEMBL369774
23248142

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. 18b

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.29 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 488.14 g/mol
HBA 5
HBD 1
HBA + HBD 6
AlogP 5.46
TPSA 54.82
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 18b ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.29
Ta Structure Name Drugbank ID
0.4639 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.4484 ORM-13070 C-11 DB15324
0.4438 N-{2'-[(4-FLUOROPHENYL)AMINO]-4,4'-BIPYRIDIN-2-YL}-4-METHOXYCYCLOHEXANECARBOXAMIDE DB08025
0.4155 Sonidegib DB09143
0.4133 Bitopertin DB12426
0.4122 Neladenoson bialanate DB13138
0.4118 ABL-001 DB12597
0.4115 Dorsomorphin DB08597
0.4095 Netupitant DB09048
0.3990 3-[3-(4-methylpiperazin-1-yl)-7-(trifluoromethyl)quinoxalin-5-yl]phenol DB07969
0.3957 1-[2-HYDROXY-3-(4-CYCLOHEXYL-PHENOXY)-PROPYL]-4-(2-PYRIDYL)-PIPERAZINE DB08543
0.3918 TAK-243 DB15013
0.3913 LGD2941 DB05234
0.3893 N-(CYCLOPROPYLMETHYL)-4-(METHYLOXY)-3-({5-[3-(3-PYRIDINYL)PHENYL]-1,3-OXAZOL-2-YL}AMINO)BENZENESULFONAMIDE DB07333
0.3889 Ozenoxacin DB12924