farnesyl diphosphate   Click here for help

GtoPdb Ligand ID: 2910

Abbreviated name: FDP
Synonyms: farnesyl pyrophosphate (FPP)
Compound class: Metabolite
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 11
Topological polar surface area 132.91
Molecular weight 382.13
XLogP 1.89
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CC(=CCOP(=O)(OP(=O)(O)O)O)CCC=C(CCC=C(C)C)C
Isomeric SMILES C/C(=C/COP(=O)(OP(=O)(O)O)O)/CC/C=C(\CCC=C(C)C)/C
InChI InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9-,15-11-
InChI Key VWFJDQUYCIWHTN-FBXUGWQNSA-N
Natural/Endogenous Targets
Target
LPA2 receptor
LPA3 receptor
LPA4 receptor
LPA5 receptor
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
LPA3 receptor Ligand is endogenous in the given species Hs Antagonist Antagonist 6.8 pKd - 2
pKd 6.8 [2]
LPA5 receptor Ligand is endogenous in the given species Hs Agonist Partial agonist 5.8 – 6.5 pEC50 - 3-4
pEC50 5.8 – 6.5 (EC50 1.46x10-6 – 2.9x10-7 M) [3-4]
LPA3 receptor Ligand is endogenous in the given species Hs Antagonist Antagonist 6.8 pIC50 - 4
pIC50 6.8 [4]
LPA4 receptor Ligand is endogenous in the given species Hs Antagonist Antagonist 5.7 pIC50 - 4
pIC50 5.7 [4]
LPA2 receptor Ligand is endogenous in the given species Hs Agonist Agonist 5.7 pIC50 - 4
pIC50 5.7 [4]
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
TRPV3 Mm Activator Activation 6.9 pEC50 - 1
pEC50 6.9 (EC50 1.3x10-7 M) Specifically activates TRPV3 among the tested TRP channels [1]
Description: Calcium imaging and patch clamp electrophysiology
Targets where the ligand is described in the comment field
Target Comment