PCG

CYCLIC GUANOSINE MONOPHOSPHATE

Created:	1999-07-08
Last modified:	2024-09-27

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51 entries where PCG is found as a standalone ligand2 entries where PCG is covalently linked to polymer or other heterogen groups

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Chemical Details
Formal Charge	0
Atom Count	35
Chiral Atom Count	5
Bond Count	38
Aromatic Bond Count	5

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Chemical Component Summary
Name	CYCLIC GUANOSINE MONOPHOSPHATE
Systematic Name (OpenEye OEToolkits)	2-amino-9-[(4R,6S,7R,8R)-4,7-dihydroxy-4-oxo-3,5,9-trioxa-4$l^{5}-phosphabicyclo[4.3.0]nonan-8-yl]-1H-purin-6-one
Formula	C₁₀ H₁₂ N₅ O₇ P
Molecular Weight	345.205
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C4NC(=Nc1c4ncn1C3OC2COP(=O)(OC2C3O)O)N
SMILES	CACTVS	3.341	NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH]4CO[P](O)(=O)O[CH]4[CH]3O
SMILES	OpenEye OEToolkits	1.5.0	c1nc2c(n1C3C(C4C(O3)COP(=O)(O4)O)O)N=C(NC2=O)N
Canonical SMILES	CACTVS	3.341	NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@@H]4CO[P@](O)(=O)O[C@H]4[C@H]3O
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1nc2c(n1[C@H]3[C@@H]([C@H]4C(O3)CO[P@](=O)(O4)O)O)N=C(NC2=O)N
InChI	InChI	1.03	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
InChIKey	InChI	1.03	ZOOGRGPOEVQQDX-UUOKFMHZSA-N

Drug Info: DrugBank

DrugBank ID	DB02315
Name	Cyclic GMP
Groups	experimental
Description	Cyclic guanosine monophosphate (Cyclic GMP) is a guanine nucleotide containing one phosphate group which is esterified to the sugar moiety in both the 3'- and 5'-positions. It is a cellular regulatory agent and has been described as a second messenger. Its levels increase in response to a variety of hormones, including acetylcholine, insulin, and oxytocin and it has been found to activate specific protein kinases. (From Merck Index, 11th ed)
Synonyms	Guanosine 3',5'-cyclic monophosphate 3',5'-cyclic GMP Guanosine 3',5'-cyclic phosphate Cyclic GMP cGMP Guanosine cyclic monophosphate Cyclic guanosine monophosphate
Categories	Guanine Nucleotides Heterocyclic Compounds, Fused-Ring Nucleic Acids, Nucleotides, and Nucleosides Nucleotides Nucleotides, Cyclic Purine Nucleotides Purines Ribonucleotides
CAS number	7665-99-8

Drug Targets

Name	Target Sequence	Pharmacological Action
cGMP-dependent 3',5'-cyclic phosphodiesterase	MGQACGHSILCRSQQYPAARPAEPRGQQVFLKPDEPPPPPQPCADSLQDA...	unknown
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2	MDARGGGGRPGESPGATPAPGPPPPPPPAPPQQQPPPPPPPAPPPGPGPA...	unknown
cAMP-dependent protein kinase type I-alpha regulatory subunit	MESGSTAASEEARSLRECELYVQKHNIQALLKDSIVQLCTARPERPMAFL...	unknown
Solute carrier family 22 member 6	MAFNDLLQQVGGVGRFQQIQVTLVVLPLLLMASHNTLQNFTAAIPTHHCR...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682