Drug Information

Drug General Information
Drug ID
D0A0JH
Former ID
DAP001166
Drug Name
Nafcillin
Synonyms
Nafcilina; Nafcilline; Nafcillinum; Nallpen; Naphcillin; Naphthamidopenicillin; Unipen; NAFCILLIN SODIUM; Nafcillin sodium for injection; Nallpen In Plastic Container; Nafcilin-1; Nafcilina [INN-Spanish]; Nafcillin & VRC3375; Nafcillin (INN); Nafcillin [INN:BAN]; Nafcilline [INN-French]; Nafcillinum [INN-Latin]; Nafcillin, Monosodium Salt, Anhydrous; (2-Ethoxy-1-naphthyl)penicillin; (2-ethoxy-1-naphthalenyl)penicillin; (2S,5R,6R)-6-({[2-(ethyloxy)naphthalen-1-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; (2S,5R,6R)-6-[(2-ethoxynaphthalene-1-carbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; (2S,5R,6R)-6-{[(2-ethoxynaphthalen-1-yl)carbonyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 6-(2-ethoxy-1-naphthamido)penicillanic acid; 6-[(2-Ethoxy-naphthalene-1-carbonyl)-amino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid anion; 6beta-(2-ethoxynaphthalene-1-carboxamido)-2,2-dimethylpenam-3alpha-carboxylic acid
Drug Type
Small molecular drug
Indication Arthritis [ICD9: 710-719; ICD10:M00-M25] Approved [538206], [551871]
Therapeutic Class
Antibiotics
Structure
Download
2D MOL

3D MOL
Formula
C21H22N2O5S
Canonical SMILES
CCOC1=C(C2=CC=CC=C2C=C1)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(<br />=O)O
InChI
1S/C21H22N2O5S/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27)/t15-,16+,19-/m1/s1
InChIKey
GPXLMGHLHQJAGZ-JTDSTZFVSA-N
CAS Number
CAS 985-16-0
PubChem Compound ID
8982
PubChem Substance ID
9459, 7837028, 7980062, 8156385, 11466871, 11467991, 11486482, 14929045, 29227608, 46508100, 47721866, 48170687, 48319749, 48319750, 48416302, 50050800, 50714300, 57269566, 57325356, 81061276, 85787326, 96024930, 103512925, 104319234, 124766353, 134223045, 134338411, 134975099, 136199684, 137003442, 139694248, 160963952, 175268322, 175442923, 179116801, 226431763, 250135017, 252354407
ChEBI ID
ChEBI:7448
SuperDrug ATC ID
J01CF06
Target and Pathway
Target(s) DNA Target Info Binder [537679]
References
Ref 538206FDA Approved Drug Products from FDA Official Website. 2009. Application Number: (ANDA) 062527.
Ref 551871Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
Ref 537679Binding affinity for penicillin-binding protein 2a correlates with in vivo activity of beta-lactam antibiotics against methicillin-resistant Staphylococcus aureus. J Infect Dis. 1990 Sep;162(3):705-10.

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