adenosine 5'-monophosphate   

GtoPdb Ligand ID: 2455

Abbreviated name: AMP
Synonyms: 5'-AMP | adenosine monophosphate
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 11
Hydrogen bond donors 5
Rotatable bonds 4
Topological polar surface area 195.88
Molecular weight 347.06
XLogP -3.08
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES OC1C(O)C(OC1n1cnc2c1ncnc2N)COP(=O)(O)O
Isomeric SMILES O[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1ncnc2N)COP(=O)(O)O
InChI InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
InChI Key UDMBCSSLTHHNCD-KQYNXXCUSA-N
Natural/Endogenous Targets
Target
AMP kinase
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
Adenosine kinase
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Peroxisomal membrane protein
Selectivity at ion channels
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
TRPM4 Hs Gating inhibitor Antagonist 4.7 pIC50 - 2
pIC50 4.7 [2]
Voltage: 100.0 mV
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
AMP kinase Hs Activator Activation 4.2 pEC50 - 1
pEC50 4.2 (EC50 6.1x10-5 M) [1]
Description: Activation of AMPK partially purified from HEK cells.
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference