5GP

GUANOSINE-5'-MONOPHOSPHATE

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

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168 entries where 5GP is found as a standalone ligand19 entries where 5GP is covalently linked to polymer or other heterogen groups 4 entries where 5GP is found in a polymer sequence

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Chemical Details
Formal Charge	0
Atom Count	38
Chiral Atom Count	4
Bond Count	40
Aromatic Bond Count	5

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Chemical Component Summary
Name	GUANOSINE-5'-MONOPHOSPHATE
Systematic Name (OpenEye OEToolkits)	[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate
Formula	C₁₀ H₁₄ N₅ O₈ P
Molecular Weight	363.221
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C1c2ncn(c2N=C(N)N1)C3OC(C(O)C3O)COP(=O)(O)O
SMILES	CACTVS	3.341	NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O
SMILES	OpenEye OEToolkits	1.5.0	c1nc2c(n1C3C(C(C(O3)COP(=O)(O)O)O)O)N=C(NC2=O)N
Canonical SMILES	CACTVS	3.341	NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N=C(NC2=O)N
InChI	InChI	1.03	InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1
InChIKey	InChI	1.03	RQFCJASXJCIDSX-UUOKFMHZSA-N

Drug Info: DrugBank

DrugBank ID	DB01972
Name	Guanosine-5'-Monophosphate
Groups	experimental
Description	Guanosine 5'-monophosphate. A guanine nucleotide containing one phosphate group esterified to the sugar moiety and found widely in nature. [PubChem]
Synonyms	Guanosine-5'-Monophosphate
CAS number	85-32-5

Drug Targets

Name	Target Sequence	Pharmacological Action
Guanylate kinase	MSGPRPVVLSGPSGAGKSTLLKRLLQEHSGIFGFSVSHTTRNPRPGEENG...	unknown
Response regulator PleD	MSARILVVDDIEANVRLLEAKLTAEYYEVSTAMDGPTALAMAARDLPDII...	unknown
DNA polymerase	MKEFYLTVEQIGDSIFERYIDSNGRERTREVEYKPSLFAHCPESQATKYF...	unknown
Disks large homolog 4	MDCLCIVTTKKYRYQDEDTPPLEHSPAHLPNQANSPPVIVNTDTLEAPGY...	unknown
GMP reductase 1	MPRIDADLKLDFKDVLLRPKRSSLKSRAEVDLERTFTFRNSKQTYSGIPI...	unknown
cGMP-specific 3',5'-cyclic phosphodiesterase	MERAGPSFGQQRQQQQPQQQKQQQRDQDSVEAWLDDHWDFTFSYFVRKAT...	unknown
Histidine triad nucleotide-binding protein 1	MADEIAKAQVARPGGDTIFGKIIRKEIPAKIIFEDDRCLAFHDISPQAPT...	unknown
Bifunctional purine biosynthesis protein PURH	MAPGQLALFSVSDKTGLVEFARNLTALGLNLVASGGTAKALRDAGLAVRD...	unknown
Amidophosphoribosyltransferase	MLAEIKGLNEECGVFGIWGHEEAPQITYYGLHSLQHRGQEGAGIVATDGE...	unknown
Protein-glutamine gamma-glutamyltransferase E	MAALGVQSINWQTAFNRQAHHTDKFSSQELILRRGQNFQVLMIMNKGLGS...	unknown
Bifunctional protein PyrR	MQKAVVMDEQAIRRALTRIAHEIIERNKGIDGCVLVGIKTRGIYLARRLA...	unknown
Xanthine phosphoribosyltransferase	MSEKYIVTWDMLQIHARKLASRLMPSEQWKGIIAVSRGGLVPGALLAREL...	unknown
Amidophosphoribosyltransferase	MCGIVGIAGVMPVNQSIYDALTVLQHRGQDAAGIITIDANNCFRLRKANG...	unknown
Bifunctional adenosylcobalamin biosynthesis protein CobU	MMILVTGGARSGKSRHAEALIGDAPQVLYIATSQILDDEMAARIQHHKDG...	unknown
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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