cyclic GMP   

GtoPdb Ligand ID: 2347

Abbreviated name: cGMP
Synonyms: 3',5'-cyclic GMP | 3',5'-guanosine monophosphate | cyclic guanosine monophosphate
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 10
Hydrogen bond donors 4
Rotatable bonds 1
Topological polar surface area 184.62
Molecular weight 345.05
XLogP -2.44
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC1C2OP(=O)(O)OCC2OC1n1cnc2c1nc(N)[nH]c2=O
Isomeric SMILES O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1n1cnc2c1nc(N)[nH]c2=O
InChI InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1
InChI Key ZOOGRGPOEVQQDX-UUOKFMHZSA-N
Natural/Endogenous Targets
Target
phosphodiesterase 2A
phosphodiesterase 3A
phosphodiesterase 3B
Selectivity at ion channels
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
CNGA3 Rn Activator Agonist 5.5 pKd - 13
pKd 5.5 [13]
Voltage: -80.0 – 80.0 mV
CNGA3 Hs Activator Agonist 4.7 – 5.6 pKd - 19-21
pKd 4.7 – 5.6 [19-21]
Voltage: -60.0 – 80.0 mV
HCN2 Mm Activator Agonist 5.2 pKi - 15
pKi 5.2 [15]
Voltage: -40.0 mV
CNGA1 Hs Activator Agonist 4.1 – 4.2 pKi - 2-4,6,11,18,22
pKi 4.1 – 4.2 (Ki 8.5x10-5 – 6x10-5 M) [2-4,6,11,18,22]
Voltage: -60.0 – 60.0 mV
CNGA2 Rn Activator Agonist 5.6 – 5.8 pEC50 - 1,14,17
pEC50 5.6 – 5.8 (EC50 2.5x10-6 – 1.74x10-6 M) [1,14,17]
Voltage: -80.0 – 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
phosphodiesterase 2A Hs Activator Activation - - -
phosphodiesterase 3A Hs Inhibitor Inhibition - - -
phosphodiesterase 3B Hs Inhibitor Inhibition - - -
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Other ligands which bind to or alter the activity of this ligand
Key to terms and symbols Click column headers to sort
Ligand Sp. Type Action Value Parameter Concentration range (M) Reference
Rp-8-Br-cGMPS N/A Inhibitor Inhibition - - -
Ligand mentioned in the following text fields