105

N-[5-METHYL-3-O-TOLYL-ISOXAZOLE-4-CARBOXYLIC ACID AMIDE] BORONIC ACID

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Chemical Component Summary
Name	N-[5-METHYL-3-O-TOLYL-ISOXAZOLE-4-CARBOXYLIC ACID AMIDE] BORONIC ACID
Synonyms	CLOXACILLIN DERIVATIVE
Identifiers	[[3-(2-chlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonylamino]methylboronic acid
Formula	C₁₂ H₁₂ B Cl N₂ O₄
Molecular Weight	294.499
Type	NON-POLYMER
Isomeric SMILES	B(CNC(=O)c1c(onc1c2ccccc2Cl)C)(O)O
InChI	InChI=1S/C12H12BClN2O4/c1-7-10(12(17)15-6-13(18)19)11(16-20-7)8-4-2-3-5-9(8)14/h2-5,18-19H,6H2,1H3,(H,15,17)
InChIKey	LSXNXXCBOPILJR-UHFFFAOYSA-N

Chemical Details
Formal Charge	0
Atom Count	32
Chiral Atom Count	0
Bond Count	33
Aromatic Bond Count	12

Drug Info: DrugBank

DrugBank ID	DB00713 ?
Name	Oxacillin
Groups	approved investigational
Description	An antibiotic similar to [flucloxacillin] used in resistant staphylococci infections.
Synonyms	(5-methyl-3-phenyl-4-isoxazolyl)penicillin Oxacillinum Ossacillina 6β-(5-methyl-3-phenylisoxazol-4-yl)penicillanic acid Oxacillin sodium Oxacillin sodium monohydrate Oxacilline Oxacilina Oxazocilline Oxacillin 5-methyl-3-phenyl-4-isoxazolyl-penicillin Oxazocillin (2S,5R,6R)-3,3-dimethyl-6-{[(5-methyl-3-phenylisoxazol-4-yl)carbonyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Brand Names	Oxacillin
Indication	Used in the treatment of resistant staphylococci infections.
Categories	Amides Anti-Bacterial Agents Anti-Infective Agents Antibacterials for Systemic Use Antiinfectives for Systemic Use Beta-Lactam Antibacterials Beta-Lactamase Resistant Penicillins beta-Lactams Drugs that are Mainly Renally Excreted Heterocyclic Compounds, Fused-Ring Lactams Penicillins Sulfur Compounds
ATC-Code	J01CR50 J01CF04
CAS number	66-79-5

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Penicillin-binding protein 3	MKKIFLTLLTVSLLGGASTAVAQDFTIAAKHAIAVEANTGKILYEKDATQ...	unknown	inhibitor
Penicillin-binding protein 2a	MKLDKLFEKFLSLFKKETSELEDSDSTILRRSRSDRKKLAQVGPIRKFWR...	unknown	inhibitor
Penicillin-binding protein 1A	MNKPTILRLIKYLSISFLSLVIAAIVLGGGVFFYYVSKAPSLSESKLVAT...	unknown	inhibitor
Penicillin-binding protein 2B	MRKFNSHSIPIRLNLLFSIVILLFMTIIGRLLYMQVLNKDFYEKKLASAS...	unknown	inhibitor
Penicillin-binding protein 1b	MQNQLNELKRKMLEFFQQKQKNKKSARPGKKGSSTKKSKTLDKSAIFPAI...	unknown	inhibitor
Penicillin-binding protein 1A	MTERKREHKDRKQNKNSPKNQSKVTKFLKWFFIGILLLGITAVTVVGIYV...	unknown	inhibitor
Solute carrier family 15 member 1	MGMSKSHSFFGYPLSIFFIVVNEFCERFSYYGMRAILILYFTNFISWDDN...	unknown
Penicillin-binding protein 2	AIHPQTGELLALVSTPSYDVYPFMYGMSNEEYNKLTEDKKEPLLNKFQIT...	unknown
Solute carrier family 15 member 2	MNPFQKNESKETLFSPVSIEEVPPRPPSPPKKPSPTICGSNYPLSIAFIV...	unknown
Beta-lactamase Toho-1	MMTQSIRRSMLTVMATLPLLFSSATLHAQANSVQQQLEALEKSSGGRLGV...	unknown	substrate
Solute carrier family 15 member 1	MGMSKSHSFFGYPLSIFFIVVNEFCERFSYYGMRAILILYFTNFISWDDN...	unknown	inhibitor
Solute carrier family 15 member 2	MNPFQKNESKETLFSPVSIEEVPPRPPSPPKKPSPTICGSNYPLSIAFIV...	unknown	inhibitor
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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