cyclic GMP   

GtoPdb Ligand ID: 2347

Abbreviated name: cGMP
Synonyms: 3',5'-cyclic GMP | 3',5'-guanosine monophosphate | cyclic guanosine monophosphate
2D Structure
Click here for structure editor
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
Classification
Compound class Metabolite or derivative
IUPAC Name
2-amino-9-[(1S,6R,8R,9R)-3,9-dihydroxy-3-oxo-2,4,7-trioxa-3$l^{5}-phosphabicyclo[4.3.0]nonan-8-yl]-3H-purin-6-one
Synonyms
3',5'-cyclic GMP | 3',5'-guanosine monophosphate | cyclic guanosine monophosphate
Database Links
CAS Registry No. 7665-99-8
ChEBI CHEBI:16356
ChEMBL Ligand CHEMBL395336
GtoPdb PubChem SID 135651454
PubChem CID 24316
RCSB PDB Ligand 35G, PCG
Search Google for chemical match using the InChIKey ZOOGRGPOEVQQDX-UUOKFMHZSA-N
Search Google for chemicals with the same backbone ZOOGRGPOEVQQDX
Search UniChem for chemical match using the InChIKey ZOOGRGPOEVQQDX-UUOKFMHZSA-N
Search UniChem for chemicals with the same backbone ZOOGRGPOEVQQDX
SynPHARM 5505 (in complex with HCN2)
Wikipedia Cyclic_guanosine_monophosphate