RAB

2-(6-AMINO-PURIN-9-YL)-5-HYDROXYMETHYL-TETRAHYDRO-FURAN-3,4-DIOL

Created:	2003-07-09
Last modified:	2021-03-01

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2 entries where RAB is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	32
Chiral Atom Count	4
Bond Count	34
Aromatic Bond Count	10

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Chemical Component Summary
Name	2-(6-AMINO-PURIN-9-YL)-5-HYDROXYMETHYL-TETRAHYDRO-FURAN-3,4-DIOL
Synonyms	9-BETA-D-ARABINOFURANOSYL-ADENINE
Systematic Name (OpenEye OEToolkits)	(2R,3S,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Formula	C₁₀ H₁₃ N₅ O₄
Molecular Weight	267.241
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	n2c1c(ncnc1n(c2)C3OC(C(O)C3O)CO)N
SMILES	CACTVS	3.341	Nc1ncnc2n(cnc12)[CH]3O[CH](CO)[CH](O)[CH]3O
SMILES	OpenEye OEToolkits	1.5.0	c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CO)O)O)N
Canonical SMILES	CACTVS	3.341	Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3O
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1nc(c2c(n1)n(cn2)[C@H]3[C@H]([C@@H]([C@H](O3)CO)O)O)N
InChI	InChI	1.03	InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7+,10-/m1/s1
InChIKey	InChI	1.03	OIRDTQYFTABQOQ-UHTZMRCNSA-N

Drug Info: DrugBank

DrugBank ID	DB00194
Name	Vidarabine
Groups	approved investigational
Description	A nucleoside antibiotic isolated from Streptomyces antibioticus. It has some antineoplastic properties and has broad spectrum activity against DNA viruses in cell cultures and significant antiviral activity against infections caused by a variety of viruses such as the herpes viruses, the vaccinia VIRUS and varicella zoster virus.
Synonyms	Vidarabinum Vidarabine 9-beta-D-arabinofuranosyl-adenine 9-beta-D-arabinofuranosyl-9H-purin-6-amine Spongoadenosine 9-β-D-arabinofuranosyl-9H-purin-6-amine 9-β-D-arabinofuranosyladenine 9-beta-D-Arabinofuranosyladenine
Brand Names	Vira-A
Indication	For treatment of chickenpox - varicella, herpes zoster and herpes simplex
Categories	Anti-Infective Agents Antiinfectives for Systemic Use Antimetabolites Antiviral Agents Antivirals for Systemic Use Arabinonucleosides Carbohydrates Direct Acting Antivirals Glycosides Heterocyclic Compounds, Fused-Ring Noxae Nucleic Acids, Nucleotides, and Nucleosides Nucleosides Nucleosides and Nucleotides Excl. Reverse Transcriptase Inhibitors Ophthalmologicals Purine Nucleosides Purines Ribonucleosides Sensory Organs Toxic Actions
ATC-Code	J05AB03 S01AD06
CAS number	24356-66-9

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
DNA polymerase catalytic subunit	MFSGGGGPLSPGGKSAARAASGFFAPAGPRGASRGPPPCLRQNFYNPYLA...	unknown	inhibitor
Thymidine kinase	MSTDKTDVKMGVLRIYLDGAYGIGKTTAAEEFLHHFAITPNRILLIGEPL...	unknown	inducer
Thymidine kinase	MASYPCHQHASAFDQAARSRGHSNRRTALRPRRQQEATEVRLEQKMPTLL...	unknown	inducer
Adenosine deaminase	MAQTPAFDKPKVELHVHLDGSIKPETILYYGRRRGIALPANTAEGLLNVI...	unknown	substrate

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