iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 578

Identifiers

  • Canonical SMILES: 
    CC(C)c1ccccc1Sc1ccc(cc1C(F)(F)F)-c1ccnc(c1)N1CCN(CC1)C(C)=O
  • IUPAC name: 
    1-[4-[4-[4-(2-propan-2-ylphenyl)sulfanyl-3-(trifluoromethyl)phenyl]pyridin-2-yl]piperazin-1-yl]ethanone
  • InChi: 
    InChI=1S/C27H28F3N3OS/c1-18(2)22-6-4-5-7-24(22)35-25-9-8-20(16-23(25)27(28,29)30)21-10-11-31-26(17-21)33-14-12-32(13-15-33)19(3)34/h4-11,16-18H,12-15H2,1-3H3
  • InChiKey: 
    QSJHFUJBHHSDHO-UHFFFAOYSA-N

External links


21906775
CHEMBL182738
10657285

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. 16t

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.03 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 499.19 g/mol
HBA 4
HBD 0
HBA + HBD 4
AlogP 6.49
TPSA 36.44
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 16t ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 7.03
Ta Structure Name Drugbank ID
0.6139 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.5893 Netupitant DB09048
0.5380 Fosnetupitant DB14019
0.4940 3-[3-(4-methylpiperazin-1-yl)-7-(trifluoromethyl)quinoxalin-5-yl]phenol DB07969
0.4820 Bitopertin DB12426
0.4677 Blonanserin DB09223
0.4667 Azaperone DB11376
0.4546 4-{2-[4-(2-Aminoethyl)Piperazin-1-Yl]Pyridin-4-Yl}-N-(3-Chloro-4-Methylphenyl)Pyrimidin-2-Amine DB03916
0.4478 Vortioxetine DB09068
0.4438 ABT-384 DB12501
0.4406 Difenpiramide DB13371
0.4371 4-({[4-(3-METHYLBENZOYL)PYRIDIN-2-YL]AMINO}METHYL)BENZENECARBOXIMIDAMIDE DB07809
0.4328 Tripelennamine DB00792
0.4252 N-cyclopropyl-4-methyl-3-{2-[(2-morpholin-4-ylethyl)amino]quinazolin-6-yl}benzamide DB08351
0.4158 6((S)-3-Benzylpiperazin-1-Yl)-3-(Naphthalen-2-Yl)-4-(Pyridin-4-Yl)Pyrazine DB01988