6-aminonicotinamide (CHEBI:74514)

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ChEBI Name	6-aminonicotinamide

ChEBI ID	CHEBI:74514

Definition	A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 6-aminonicotinic acid with ammonia. An inhibitor of the NADP⁺-dependent enzyme, 6-phosphogluconate dehydrogenase, it interferes with glycolysis, resulting in ATP depletion and synergizes with DNA-crosslinking chemotherapy drugs, such as cisplatin, in killing cancer cells.

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

Supplier Information

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Formula

C6H7N3O

Net Charge

Average Mass

137.13930

Monoisotopic Mass

137.05891

InChI

InChI=1S/C6H7N3O/c7-5-2-1-4(3-9-5)6(8)10/h1-3H,(H2,7,9)(H2,8,10)

InChIKey

ZLWYEPMDOUQDBW-UHFFFAOYSA-N

SMILES

NC(=O)c1ccc(N)nc1

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	teratogenic agent A role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect. EC 1.1.1.44 (NADP(+)-dependent decarboxylating phosphogluconate dehydrogenase) inhibitor An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of NADP+-dependent decarboxylating phosphogluconate dehydrogenase (EC 1.1.1.44). antimetabolite A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.

ChEBI Ontology
Outgoing	6-aminonicotinamide (CHEBI:74514) has functional parent 6-aminonicotinic acid (CHEBI:68583) 6-aminonicotinamide (CHEBI:74514) has role antimetabolite (CHEBI:35221) 6-aminonicotinamide (CHEBI:74514) has role EC 1.1.1.44 (NADP⁺-dependent decarboxylating phosphogluconate dehydrogenase) inhibitor (CHEBI:74520) 6-aminonicotinamide (CHEBI:74514) has role teratogenic agent (CHEBI:50905) 6-aminonicotinamide (CHEBI:74514) is a aminopyridine (CHEBI:38207) 6-aminonicotinamide (CHEBI:74514) is a monocarboxylic acid amide (CHEBI:29347) 6-aminonicotinamide (CHEBI:74514) is a primary amino compound (CHEBI:50994)

IUPAC Name

6-aminonicotinamide

Last Modified

05 March 2014