CNDAC (CHEBI:145435)

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ChEBI Name	CNDAC

ChEBI ID	CHEBI:145435

Definition	A pyrimidine 2'-deoxyribonucleoside that is 2'-deoxycytidine having a cyano group in the 2'-position. It is the active metabolite of the anti-cancer drug, sapacitabine which is currently in clinical development for the treatment of hematologic malignancies and solid tumors.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C10H12N4O4

Net Charge

Average Mass

252.230

Monoisotopic Mass

252.08585

InChI

InChI=1S/C10H12N4O4/c11-3-5-8(16)6(4-15)18-9(5)14-2-1-7(12)13-10(14)17/h1-2,5-6,8-9,15-16H,4H2,(H2,12,13,17)/t5-,6+,8-,9+/m0/s1

InChIKey

DCYBPMFXJCWXNB-JWIUVKOKSA-N

SMILES

O1[C@@H]([C@H]([C@@H]([C@@H]1N2C(N=C(C=C2)N)=O)C#N)O)CO

Roles Classification
Biological Role(s):	drug metabolite DNA synthesis inhibitor Any substance that inhibits the synthesis of DNA.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	CNDAC (CHEBI:145435) has role antineoplastic agent (CHEBI:35610) CNDAC (CHEBI:145435) has role DNA synthesis inhibitor (CHEBI:59517) CNDAC (CHEBI:145435) has role drug metabolite (CHEBI:49103) CNDAC (CHEBI:145435) is a nitrile (CHEBI:18379) CNDAC (CHEBI:145435) is a pyrimidine 2'-deoxyribonucleoside (CHEBI:19255)

Incoming	sapacitabine (CHEBI:145429) has functional parent CNDAC (CHEBI:145435)

IUPAC Name

4-amino-1-(2-cyano-2-deoxy-β-D-arabinofuranosyl)pyrimidin-2(1H)-one

Synonyms	Sources
1-(2-deoxy-2-cyano-β-D-arabinofuranosyl)cytosine	ChEBI
2'-C-cyano-2'-deoxy-1-β-D-arabino-pentofuranosyl-cytosine	ChEBI
2'-cyano-2'-deoxy-1-(β-D-arabinofuranosyl)cytosine	DrugBank
DFP10917	ChEBI
TAS 109	DrugBank
TAS-109	DrugBank

Registry Number	Type	Source
135598-68-4	CAS Registry Number	ChemIDplus

Last Modified

20 November 2019