iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 739

Identifiers

  • Canonical SMILES: 
    CC(C)c1ccccc1Sc1ccc(cc1C(F)(F)F)-c1ccnc(c1)N1CC[C@H](C1)N(C)C(C)=O
  • IUPAC name: 
    N-methyl-N-[1-[4-[4-(2-propan-2-ylphenyl)sulfanyl-3-(trifluoromethyl)phenyl]pyridin-2-yl]pyrrolidin-3-yl]acetamide
  • InChi: 
    InChI=1S/C28H30F3N3OS/c1-18(2)23-7-5-6-8-25(23)36-26-10-9-20(15-24(26)28(29,30)31)21-11-13-32-27(16-21)34-14-12-22(17-34)33(4)19(3)35/h5-11,13,15-16,18,22H,12,14,17H2,1-4H3/t22-/m1/s1
  • InChiKey: 
    UOPLAJAFYJNCFL-JOCHJYFZSA-N

External links


44392031
CHEMBL180907
23248104

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. 16ab

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 513.21 g/mol
HBA 4
HBD 0
HBA + HBD 4
AlogP 6.61
TPSA 36.44
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 16ab ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.95
Ta Structure Name Drugbank ID
0.5698 Netupitant DB09048
0.5640 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.5309 Fosnetupitant DB14019
0.4859 SB-705498 DB11883
0.4839 ETHYL 4-[(4-METHYLPYRIDIN-2-YL)AMINO]PIPERIDINE-1-CARBOXYLATE DB07388
0.4700 ALK-4290 DB15269
0.4625 Azaperone DB11376
0.4561 4-({4-[(4-methoxypyridin-2-yl)amino]piperidin-1-yl}carbonyl)benzonitrile DB07002
0.4556 3-[3-(4-methylpiperazin-1-yl)-7-(trifluoromethyl)quinoxalin-5-yl]phenol DB07969
0.4498 Bitopertin DB12426
0.4495 Blonanserin DB09223
0.4416 XL-888 DB12981
0.4407 N-{2'-[(4-FLUOROPHENYL)AMINO]-4,4'-BIPYRIDIN-2-YL}-4-METHOXYCYCLOHEXANECARBOXAMIDE DB08025
0.4379 Difenpiramide DB13371
0.4348 Trifluoperazine DB00831