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CHEBI:74514 - 6-aminonicotinamide

ChEBI IDCHEBI:74514
ChEBI Name6-aminonicotinamide
Stars
DefinitionA 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.
Last Modified5 March 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC6H7N3O
Net Charge0
Average Mass137.142
Monoisotopic Mass137.05891
SMILESNC(=O)c1ccc(N)nc1
InChIInChI=1S/C6H7N3O/c7-5-2-1-4(3-9-5)6(8)10/h1-3H,(H2,7,9)(H2,8,10)
InChIKeyZLWYEPMDOUQDBW-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
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.
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).
ChEBI Ontology
Outgoing Relation(s)
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
Synonyms  Source
6-AminonikotinsaeureamidChemIDplus
2-amino-5-carbamoylpyridineChemIDplus
6-ANANIST Chemistry WebBook
6-amino-3-pyridinecarboxamideNIST Chemistry WebBook
SR 4388NIST Chemistry WebBook
6-ANNIST Chemistry WebBook
Manual XrefsDatabases
CPD-9571MetaCyc
Registry NumbersSources
Reaxys:116042Reaxys
CAS:329-89-5ChemIDplus
CAS:329-89-5NIST Chemistry WebBook
Citations