MII

methicillin

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is present as a standalone ligand in 1 entries

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Chemical Component Summary
Name	methicillin
Identifiers	(2S,5R,6R)-6-[(2,6-dimethoxyphenyl)carbonylamino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Formula	C₁₇ H₂₀ N₂ O₆ S
Molecular Weight	380.416
Type	NON-POLYMER
Isomeric SMILES	CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)c3c(cccc3OC)OC)C(=O)O)C
InChI	InChI=1S/C17H20N2O6S/c1-17(2)12(16(22)23)19-14(21)11(15(19)26-17)18-13(20)10-8(24-3)6-5-7-9(10)25-4/h5-7,11-12,15H,1-4H3,(H,18,20)(H,22,23)/t11-,12+,15-/m1/s1
InChIKey	RJQXTJLFIWVMTO-TYNCELHUSA-N

Chemical Details
Formal Charge	0
Atom Count	46
Chiral Atom Count	3
Bond Count	48
Aromatic Bond Count	6

Drug Info: DrugBank

DrugBank ID	DB01603 ?
Name	Meticillin
Groups	approved investigational
Description	One of the penicillins which is resistant to penicillinase but susceptible to a penicillin-binding protein. It is inactivated by gastric acid so administered by injection.
Synonyms	Meticillina Meticillin Meticilline 6β-(2,6-dimethoxybenzamido)penicillanic acid Meticilina Methicillin (2,6-Dimethoxyphenyl)penicillin Meticillinum (2S,5R,6R)-6-[(2,6-dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid Methicillin sodium Methicillinum 6-(2,6-Dimethoxybenzamido)penicillanic acid Methycillin
Indication	Used to treat infections caused by susceptible Gram-positive bacteria, particularly beta-lactamase-producing organisms such as <i>Staphylococcus aureus</i> that would otherwise be resistant to most penicillins.
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 Heterocyclic Compounds, Fused-Ring Lactams Penicillins Sulfur Compounds
ATC-Code	J01CR50 J01CF03
CAS number	61-32-5

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
MecA PBP2' (penicillin binding protein 2')	MKKIKIVPLILIVVVVGFGIYFYASKDKEINNTIDAIEDKNFKQVYKDSS...	unknown	inhibitor
Penicillin-binding protein 2a	MKLDKLFEKFLSLFKKETSELEDSDSTILRRSRSDRKKLAQVGPIRKFWR...	unknown	inhibitor
Penicillin-binding protein 1b	MQNQLNELKRKMLEFFQQKQKNKKSARPGKKGSSTKKSKTLDKSAIFPAI...	unknown	inhibitor
Penicillin-binding protein 2B	MRKFNSHSIPIRLNLLFSIVILLFMTIIGRLLYMQVLNKDFYEKKLASAS...	unknown	inhibitor
Penicillin-binding protein 3	MKKIFLTLLTVSLLGGASTAVAQDFTIAAKHAIAVEANTGKILYEKDATQ...	unknown	inhibitor
Penicillin-binding protein 1A	MNKPTILRLIKYLSISFLSLVIAAIVLGGGVFFYYVSKAPSLSESKLVAT...	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