compound 7p [PMID: 7861416]   Click here for help

GtoPdb Ligand ID: 8795

Compound class: Synthetic organic
Comment: Compound 7p was developed as one in series of compounds with the aim of identifying dual-acting thromboxane receptor antagonist/synthase inhibitors [1]. In fact compound 7p shows selectivity for prostaglandin I2 synthase (PTGIS, CYP8A1) over thromboxane synthase (CYP5A1).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 77.88
Molecular weight 489.12
XLogP 4.87
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)CCC=CCC1COC(OC1c1cccnc1)C(Oc1ccc(cc1)Br)(C)C
Isomeric SMILES OC(=O)CCC=CCC1COC(OC1c1cccnc1)C(Oc1ccc(cc1)Br)(C)C
InChI InChI=1S/C24H28BrNO5/c1-24(2,31-20-12-10-19(25)11-13-20)23-29-16-18(7-4-3-5-9-21(27)28)22(30-23)17-8-6-14-26-15-17/h3-4,6,8,10-15,18,22-23H,5,7,9,16H2,1-2H3,(H,27,28)
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
CYP8A1 Hs Inhibitor Inhibition >6.0 pIC50 - 1
pIC50 >6.0 (IC50 <1x10-6 M) [1]
CYP5A1 Hs Inhibitor Inhibition <5.0 pIC50 - 1
pIC50 <5.0 (IC50 >1x10-5 M) [1]