4AX

(R)-4-AMINO-ISOXAZOLIDIN-3-ONE

Created:	2003-05-19
Last modified:	2011-06-04

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2 entries where 4AX is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	13
Chiral Atom Count	1
Bond Count	13
Aromatic Bond Count	0

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Chemical Component Summary
Name	(R)-4-AMINO-ISOXAZOLIDIN-3-ONE
Systematic Name (OpenEye OEToolkits)	(4R)-4-amino-1,2-oxazolidin-3-one
Formula	C₃ H₆ N₂ O₂
Molecular Weight	102.092
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C1NOCC1N
SMILES	CACTVS	3.341	N[CH]1CONC1=O
SMILES	OpenEye OEToolkits	1.5.0	C1C(C(=O)NO1)N
Canonical SMILES	CACTVS	3.341	N[C@@H]1CONC1=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C1[C@H](C(=O)NO1)N
InChI	InChI	1.03	InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1
InChIKey	InChI	1.03	DYDCUQKUCUHJBH-UWTATZPHSA-N

Drug Info: DrugBank

DrugBank ID	DB00260
Name	Cycloserine
Groups	approved
Description	Antibiotic substance produced by Streptomyces garyphalus.
Synonyms	alpha-Cycloserine α-Cycloserine D-4-amino-3-isoxazolidinone Cycloserine DCS D-Cycloserine Cicloserina D-4-amino-3-isoxazolidone Orientomycin Cyclosérine Cycloserinum cyclo-D-Serine (+)-cycloserine (+)-4-amino-3-isoxazolidinone D-(+)-cycloserine
Brand Names	Seromycin Seromycin Cap 250mg Cycloserine
Indication	Used in combination with up to 5 other drugs as a treatment for Mycobacterium avium complex (MAC) and is also used to treat tuberculosis (TB).
Categories	Amino Acids Amino Acids, Neutral Amino Acids, Peptides, and Proteins Anti-Bacterial Agents Anti-Infective Agents Anti-Infective Agents, Urinary Antibiotics, Antitubercular Antiinfectives for Systemic Use Antimetabolites Antimycobacterials Drugs for Treatment of Tuberculosis Isoxazoles Neurotoxic agents Noxae Oxazoles Oxazolidinones Toxic Actions
ATC-Code	J04AB01
CAS number	68-41-7

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
D-alanine--D-alanine ligase A	MEKLRVGIVFGGKSAEHEVSLQSAKNIVDAIDKSRFDVVLLGIDKQGQWH...	unknown	inhibitor
Alanine racemase	MAVTPISLTPGVLAEALVDLGAIEHNVRLLCEQARGAQVMAVVKADGYGH...	unknown	inhibitor
Aromatic-L-amino-acid decarboxylase	MNASEFRRRGKEMVDYMANYMEGIEGRQVYPDVEPGYLRPLIPAAAPQEP...	unknown	inhibitor
Proton-coupled amino acid transporter 2	MSVTKSTEGPQGAVAIKLDLMSPPESAKKLENKDSTFLDESPSESAGLKK...	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