GNP

PHOSPHOAMINOPHOSPHONIC ACID-GUANYLATE ESTER

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is present as a standalone ligand in 655 entries

as a non-polymer is covalently linked to polymer or other heterogen groups 14 entries

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Chemical Component Summary
Name	PHOSPHOAMINOPHOSPHONIC ACID-GUANYLATE ESTER
Identifiers	[[[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]amino]phosphonic acid
Formula	C₁₀ H₁₇ N₆ O₁₃ P₃
Molecular Weight	522.196
Type	NON-POLYMER
Isomeric SMILES	c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)O[P@@](=O)(NP(=O)(O)O)O)O)O)N=C(NC2=O)N
InChI	InChI=1S/C10H17N6O13P3/c11-10-13-7-4(8(19)14-10)12-2-16(7)9-6(18)5(17)3(28-9)1-27-32(25,26)29-31(23,24)15-30(20,21)22/h2-3,5-6,9,17-18H,1H2,(H,25,26)(H3,11,13,14,19)(H4,15,20,21,22,23,24)/t3-,5-,6-,9-/m1/s1
InChIKey	UQABYHGXWYXDTK-UUOKFMHZSA-N

Chemical Details
Formal Charge	0
Atom Count	49
Chiral Atom Count	6
Bond Count	51
Aromatic Bond Count	10

Drug Info: DrugBank

DrugBank ID	DB02082
Name	Phosphoaminophosphonic acid guanylate ester
Groups	experimental
Description	A non-hydrolyzable analog of GTP, in which the oxygen atom bridging the beta to the gamma phosphate is replaced by a nitrogen atom. It binds tightly to G-protein in the presence of Mg2+. The nucleotide is a potent stimulator of adenylate cyclase.
Synonyms	Guanosine 5'-[beta,gamma-imido]triphosphate Gpp(NH)p 5'-guanylylimidodiphosphate Phosphoaminophosphonic acid guanylate ester Guanylyl imidodiphosphate GMP-PNP
Categories	Guanine Nucleotides Guanosine Triphosphate Heterocyclic Compounds, Fused-Ring Nucleic Acids, Nucleotides, and Nucleosides Nucleotides Purine Nucleotides Purines Ribonucleotides
CAS number	34273-04-6

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Ras-related protein Rab-8B	MAKTYDYLFKLLLIGDSGVGKTCLLFRFSEDAFNTTFISTIGIDFKIRTI...	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