GA2

9-(1,3-DIHYDROXY-PROPOXYMETHANE)GUANINE

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

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2 entries where GA2 is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	31
Chiral Atom Count	0
Bond Count	32
Aromatic Bond Count	5

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Chemical Component Summary
Name	9-(1,3-DIHYDROXY-PROPOXYMETHANE)GUANINE
Systematic Name (OpenEye OEToolkits)	2-amino-9-(1,3-dihydroxypropan-2-yloxymethyl)-1H-purin-6-one
Formula	C₉ H₁₃ N₅ O₄
Molecular Weight	255.231
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C2NC(=Nc1c2ncn1COC(CO)CO)N
SMILES	CACTVS	3.341	NC1=Nc2n(COC(CO)CO)cnc2C(=O)N1
SMILES	OpenEye OEToolkits	1.5.0	c1nc2c(n1COC(CO)CO)N=C(NC2=O)N
Canonical SMILES	CACTVS	3.341	NC1=Nc2n(COC(CO)CO)cnc2C(=O)N1
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1nc2c(n1COC(CO)CO)N=C(NC2=O)N
InChI	InChI	1.03	InChI=1S/C9H13N5O4/c10-9-12-7-6(8(17)13-9)11-3-14(7)4-18-5(1-15)2-16/h3,5,15-16H,1-2,4H2,(H3,10,12,13,17)
InChIKey	InChI	1.03	IRSCQMHQWWYFCW-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB01004
Name	Ganciclovir
Groups	approved investigational
Description	An acyclovir analog that is a potent inhibitor of the Herpesvirus family including cytomegalovirus. Ganciclovir is used to treat complications from AIDS-associated cytomegalovirus infections.
Synonyms	GA2 2-amino-9-(2-hydroxy-1-hydroxymethylethoxymethyl)-6,9-dihydro-1H-6-purinone Ganciclovirum Gancyclovir Ganciclovir 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine 9-((2-Hydroxy-1-(hydroxymethyl)ethoxy)methyl)guanine Ganciclovir sodium 2-amino-9-((1,3-dihydroxypropan-2-yloxy)methyl)-3H-purin-6(9H)-one 2-(6-Amino-purin-9-ylmethoxy)-propane-1,3-diol 2-amino-9-((1,3-dihydroxypropan-2-yloxy)methyl)-1H-purin-6(9H)-one 2-Amino-9-(2-hydroxy-1-hydroxymethyl-ethoxymethyl)-1,9-dihydro-purin-6-one 2-amino-9-((1,3-dihydroxypropan-2-yloxy)methyl)-9H-purin-6-ol
Brand Names	Zirgan Cytovene IV Cytovene, 500 mg Cytovene - Cap 250mg Ganciclovir for Injection Ganciclovir Ganciclovir for Injection USP Vitrasert, Intravitreal Implant Cytovene Inj 500mg/vial Vitrasert Cytovene Eyezirgan
Indication	For induction and maintenance in the treatment of cytomegalovirus (CMV) retinitis in immunocompromised patients, including patients with acquired immunodeficiency syndrome (AIDS). Also used in the treatment of severe cytomegalovirus (CMV) disease, including CMV pneumonia, CMV gastrointestinal disease, and disseminated CMV infections, in immunocompromised patients.
Categories	Agents Causing Muscle Toxicity Agents that reduce seizure threshold Anti-Infective Agents Antiinfectives for Systemic Use Antiviral Agents Antivirals for Systemic Use Cytomegalovirus Nucleoside Analog DNA Polymerase Inhibitor Direct Acting Antivirals Drugs that are Mainly Renally Excreted Ganciclovir and prodrug Heterocyclic Compounds, Fused-Ring MATE 1 Substrates MATE 2 Substrates MATE substrates Nucleic Acid Synthesis Inhibitors Nucleoside Analog Antiviral Nucleosides and Nucleotides Nucleosides and Nucleotides Excl. Reverse Transcriptase Inhibitors OAT1/SLC22A6 inhibitors OAT3/SLC22A8 Inhibitors OCT1 inhibitors OCT1 substrates Ophthalmologicals Purines Purinones Sensory Organs
ATC-Code	J05AB06 S01AD09
CAS number	82410-32-0

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
DNA polymerase catalytic subunit	MFSGGGGPLSPGGKSAARAASGFFAPAGPRGASRGPPPCLRQNFYNPYLA...	unknown	inhibitor
DNA	-	unknown	incorporation into and destabilization
Thymidine kinase	MASYPCHQHASAFDQAARSRGHSNRRTALRPRRQQEATEVRLEQKMPTLL...	unknown	substrate
Solute carrier family 22 member 1	MPTVDDILEQVGESGWFQKQAFLILCLLSAAFAPICVGIVFLGFTPDHHC...	unknown	substrate,inhibitor
Solute carrier family 22 member 6	MAFNDLLQQVGGVGRFQQIQVTLVVLPLLLMASHNTLQNFTAAIPTHHCR...	unknown	inhibitor
Solute carrier family 22 member 8	MTFSEILDRVGSMGHFQFLHVAILGLPILNMANHNLLQIFTAATPVHHCR...	unknown	inhibitor
Solute carrier family 22 member 7	MGFEELLEQVGGFGPFQLRNVALLALPRVLLPLHFLLPIFLAAVPAHRCA...	unknown	inhibitor
Multidrug and toxin extrusion protein 1	MEAPEEPAPVRGGPEATLEVRGSRCLRLSAFREELRALLVLAGPAFLVQL...	unknown	substrate
Multidrug and toxin extrusion protein 2	MDSLQDTVALDHGGCCPALSRLVPRGFGTEMWTLFALSGPLFLFQVLTFM...	unknown	substrate
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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