iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 647

Identifiers

  • Canonical SMILES: 
    CC(C)c1ccccc1Sc1ccc(cc1C(F)(F)F)-c1ccnc(c1)N1CC[C@H](C1)NC(C)=O
  • IUPAC name: 
    N-[1-[4-[4-(2-propan-2-ylphenyl)sulfanyl-3-(trifluoromethyl)phenyl]pyridin-2-yl]pyrrolidin-3-yl]acetamide
  • InChi: 
    InChI=1S/C27H28F3N3OS/c1-17(2)22-6-4-5-7-24(22)35-25-9-8-19(14-23(25)27(28,29)30)20-10-12-31-26(15-20)33-13-11-21(16-33)32-18(3)34/h4-10,12,14-15,17,21H,11,13,16H2,1-3H3,(H,32,34)/t21-/m1/s1
  • InChiKey: 
    ZIHNRIDMLOHFPP-OAQYLSRUSA-N

External links


44392005
CHEMBL181106
23248084

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. 16z

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.21 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 499.19 g/mol
HBA 4
HBD 1
HBA + HBD 5
AlogP 6.39
TPSA 45.23
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 16z ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 7.21
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