iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1318

Identifiers

  • Canonical SMILES: 
    COc1ccccc1Sc1ccc(cc1C(F)(F)F)-c1ccnc(c1)N1CC[C@H](C1)N(C)C(C)=O
  • IUPAC name: 
    N-[(3R)-1-[4-[4-(2-methoxyphenyl)sulfanyl-3-(trifluoromethyl)phenyl]pyridin-2-yl]pyrrolidin-3-yl]-N-methylacetamide
  • InChi: 
    InChI=1S/C26H26F3N3O2S/c1-17(33)31(2)20-11-13-32(16-20)25-15-19(10-12-30-25)18-8-9-23(21(14-18)26(27,28)29)35-24-7-5-4-6-22(24)34-3/h4-10,12,14-15,20H,11,13,16H2,1-3H3/t20-/m1/s1
  • InChiKey: 
    LRABRYURWMXYGU-HXUWFJFHSA-N

External links


44391957
CHEMBL183485
23248043

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. 17f

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.06 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 501.17 g/mol
HBA 5
HBD 0
HBA + HBD 5
AlogP 5.21
TPSA 45.67
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 17f ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 7.06
Ta Structure Name Drugbank ID
0.6788 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.5291 Netupitant DB09048
0.4951 Fosnetupitant DB14019
0.4754 3-[3-(4-methylpiperazin-1-yl)-7-(trifluoromethyl)quinoxalin-5-yl]phenol DB07969
0.4739 Bitopertin DB12426
0.4728 SB-705498 DB11883
0.4602 4-({4-[(4-methoxypyridin-2-yl)amino]piperidin-1-yl}carbonyl)benzonitrile DB07002
0.4601 ETHYL 4-[(4-METHYLPYRIDIN-2-YL)AMINO]PIPERIDINE-1-CARBOXYLATE DB07388
0.4589 ALK-4290 DB15269
0.4277 Mepyramine DB06691
0.4249 Atevirdine DB12264
0.4216 N-{2'-[(4-FLUOROPHENYL)AMINO]-4,4'-BIPYRIDIN-2-YL}-4-METHOXYCYCLOHEXANECARBOXAMIDE DB08025
0.4216 Lecozotan DB12540
0.4214 ABT-384 DB12501
0.4162 ABT-288 DB15192