GSP

5'-GUANOSINE-DIPHOSPHATE-MONOTHIOPHOSPHATE

Created:	1999-07-08
Last modified:	2011-06-04

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

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Chemical Details
Formal Charge	0
Atom Count	48
Chiral Atom Count	6
Bond Count	50
Aromatic Bond Count	5

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Chemical Component Summary
Name	5'-GUANOSINE-DIPHOSPHATE-MONOTHIOPHOSPHATE
Systematic Name (OpenEye OEToolkits)	[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] dihydroxyphosphinothioyl hydrogen phosphate
Formula	C₁₀ H₁₆ N₅ O₁₃ P₃ S
Molecular Weight	539.246
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	S=P(O)(O)OP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)C(O)C3O
SMILES	CACTVS	3.341	NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=S)[CH](O)[CH]3O
SMILES	OpenEye OEToolkits	1.5.0	c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=S)(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[P@@](O)(=O)O[P](O)(O)=S)[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)CO[P@](=O)(O)O[P@](=O)(O)OP(=S)(O)O)O)O)N=C(NC2=O)N
InChI	InChI	1.03	InChI=1S/C10H16N5O13P3S/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(26-9)1-25-29(19,20)27-30(21,22)28-31(23,24)32/h2-3,5-6,9,16-17H,1H2,(H,19,20)(H,21,22)(H2,23,24,32)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1
InChIKey	InChI	1.03	XOFLBQFBSOEHOG-UUOKFMHZSA-N

Drug Info: DrugBank

DrugBank ID	DB01864
Name	5'-Guanosine-Diphosphate-Monothiophosphate
Groups	experimental
Description	Guanosine 5'-(trihydrogen diphosphate), monoanhydride with phosphorothioic acid. A stable GTP analog which enjoys a variety of physiological actions such as stimulation of guanine nucleotide-binding proteins, phosphoinositide hydrolysis, cyclic AMP accumulation, and activation of specific proto-oncogenes.
Synonyms	GTP gamma S 5'-Guanosine-Diphosphate-Monothiophosphate Guanosine 5'-(gamma-S)triphosphate gamma-Thio-GTP Guanosine 5'-O-(3-thiotriphosphate) guanosine 5'-[gamma-thio]triphosphate
Categories	Guanine Nucleotides Guanosine Triphosphate Nucleic Acids, Nucleotides, and Nucleosides Nucleotides Purine Nucleotides Ribonucleotides Sulfur Compounds Thionucleotides
CAS number	37589-80-3

Drug Targets

Name	Target Sequence	Pharmacological Action
ADP-ribosylation factor 6	MGKVLSKIFGNKEMRILMLGLDAAGKTTILYKLKLGQSVTTIPTVGFNVE...	unknown
Protein-glutamine gamma-glutamyltransferase E	MAALGVQSINWQTAFNRQAHHTDKFSSQELILRRGQNFQVLMIMNKGLGS...	unknown
Cell division protein FtsZ	MTPPHNYLAVIKVVGIGGGGVNAVNRMIEQGLKGVEFIAINTDAQALLMS...	unknown
Ras-related protein Rab-11A	MGTRDDEYDYLFKVVLIGDSGVGKSNLLSRFTRNEFNLESKSTIGVEFAT...	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