iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1111

Identifiers

  • Canonical SMILES: 
    COc1ccccc1Sc1ccc(cc1C(F)(F)F)-c1ccnc(c1)N1C[C@H](O)C[C@H]1C(O)=O
  • IUPAC name: 
    4-hydroxy-1-[4-[4-(2-methoxyphenyl)sulfanyl-3-(trifluoromethyl)phenyl]pyridin-2-yl]pyrrolidine-2-carboxylic acid
  • InChi: 
    InChI=1S/C24H21F3N2O4S/c1-33-19-4-2-3-5-21(19)34-20-7-6-14(10-17(20)24(25,26)27)15-8-9-28-22(11-15)29-13-16(30)12-18(29)23(31)32/h2-11,16,18,30H,12-13H2,1H3,(H,31,32)/t16-,18+/m1/s1
  • InChiKey: 
    HQRUSYULBHQARY-AEFFLSMTSA-N

External links


44391934
CHEMBL183904
23248024

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. 17e

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.67 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 490.12 g/mol
HBA 6
HBD 2
HBA + HBD 8
AlogP 3.28
TPSA 82.89
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 17e ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.67
Ta Structure Name Drugbank ID
0.5052 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.4550 N-{2'-[(4-FLUOROPHENYL)AMINO]-4,4'-BIPYRIDIN-2-YL}-4-METHOXYCYCLOHEXANECARBOXAMIDE DB08025
0.4388 (3R)-4-{[(3,4-dihydroxyphenyl)acetyl]oxy}-N-(2-formylindolizin-3-yl)-3-sulfino-D-valine DB08116
0.4268 ABL-001 DB12597
0.4265 Netupitant DB09048
0.4258 Sonidegib DB09143
0.4147 Neladenoson bialanate DB13138
0.4064 AZD-4017 DB14875
0.4008 TAK-243 DB15013
0.3965 Fosnetupitant DB14019
0.3930 Ozenoxacin DB12924
0.3915 Rosiglitazone DB00412
0.3889 ETHYL 4-[(4-METHYLPYRIDIN-2-YL)AMINO]PIPERIDINE-1-CARBOXYLATE DB07388
0.3883 LGD2941 DB05234
0.3878 E-6005 DB12776