ZE8

Zebularine

Created:	2014-06-03
Last modified:	2014-09-05

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1 entries where ZE8 is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	28
Chiral Atom Count	4
Bond Count	29
Aromatic Bond Count	0

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Chemical Component Summary
Name	Zebularine
Systematic Name (OpenEye OEToolkits)	1-[(2R,3R,4S,5R)-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]pyrimidin-2-one
Formula	C₉ H₁₂ N₂ O₅
Molecular Weight	228.202
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=C1N=CC=CN1C2OC(C(O)C2O)CO
SMILES	CACTVS	3.385	OC[CH]1O[CH]([CH](O)[CH]1O)N2C=CC=NC2=O
SMILES	OpenEye OEToolkits	1.9.2	C1=CN(C(=O)N=C1)C2C(C(C(O2)CO)O)O
Canonical SMILES	CACTVS	3.385	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=CC=NC2=O
Canonical SMILES	OpenEye OEToolkits	1.9.2	C1=CN(C(=O)N=C1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
InChI	InChI	1.03	InChI=1S/C9H12N2O5/c12-4-5-6(13)7(14)8(16-5)11-3-1-2-10-9(11)15/h1-3,5-8,12-14H,4H2/t5-,6-,7-,8-/m1/s1
InChIKey	InChI	1.03	RPQZTTQVRYEKCR-WCTZXXKLSA-N

Drug Info: DrugBank

DrugBank ID	DB03068
Name	Zebularine
Groups	experimental
Description	A chemically stable, cytidine analog that displays anti-tumor properties. It acts as a transition state analog inhibitor of cytidine deaminase by binding to the active site as covalent hydrates. Also shown to inhibit DNA methylation and tumor growth both in vitro and in vivo.
Synonyms	1-beta-D-ribofuranosylpyrimidin-2(1H)-one pyrimidin-2-one beta-ribofuranoside 4-deoxyuridine Zebularine Pyrimidin-2-one ribonucleoside 1-beta-D-ribofuranosyl-2(1H)-pyrimidinone Pyrimidin-2-one beta-D-ribofuranoside
Categories	Nucleic Acids, Nucleotides, and Nucleosides Nucleosides Pyrimidine Nucleosides Pyrimidines Ribonucleosides
CAS number	3690-10-6

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Cytidine deaminase	MHPRFQTAFAQLADNLQSALEPILADKYFPALLTGEQVSSLKSATGLDED...	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