UDP   Click here for help

GtoPdb Ligand ID: 1749

Abbreviated name: UDP
Synonyms: 5'-UDP | uridine 5'-diphosphate | uridine diphosphate
PDB Ligand
Compound class: Metabolite
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 6
Rotatable bonds 6
Topological polar surface area 237.46
Molecular weight 404
XLogP -4.31
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES OC1C(COP(=O)(OP(=O)(O)O)O)OC(C1O)n1ccc(=O)[nH]c1=O
Isomeric SMILES O[C@@H]1[C@@H](COP(=O)(OP(=O)(O)O)O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O
InChI InChI=1S/C9H14N2O12P2/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(22-8)3-21-25(19,20)23-24(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
InChI Key XCCTYIAWTASOJW-XVFCMESISA-N
Natural/Endogenous Targets
Target
GPR17
P2Y14 receptor
P2Y6 receptor
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
UDP-glucose ceramide glucosyltransferase
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
GPR17 Ligand is endogenous in the given species Hs Agonist Agonist 6.0 – 8.8 pEC50 - 1,4
pEC50 6.0 – 8.8 (EC50 1.06x10-6 – 1.6x10-9 M) [1,4]
Description: [35S]GTPγS binding to 1321N1 cell membranes expressing hGPR17.
P2Y14 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 7.1 pEC50 - 3
pEC50 7.1 (EC50 7.4x10-8 M) [3]
P2Y6 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 6.5 pEC50 - 5
pEC50 6.5 [5]
P2Y14 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 6.5 pIC50 - 7
pIC50 6.5 [7]
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Kir6.1 Mm Activator Agonist - - 1x10-3 9
Conc range: 1x10-3 M [9]
Voltage: -60.0 – 60.0 mV
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Targets where the ligand is described in the comment field
Target Comment
Ligand mentioned in the following text fields