Drug Information
| General Information | ||||||
|---|---|---|---|---|---|---|
| Drug ID |
DR01384
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| Drug Name |
Nafcillin
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| 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
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| Drug Type |
Small molecular drug
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| Indication | Bacterial infections [ICD11:1A00-1H0Z] | Approved | [1] | |||
| Therapeutic Class |
Antibiotics
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| Structure |
|
 |
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| 3D MOL | 2D MOL | |||||
| Formula |
C21H22N2O5S
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| Canonical SMILES |
CCOC1=C(C2=CC=CC=C2C=C1)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)O
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| InChI |
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
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| InChIKey |
GPXLMGHLHQJAGZ-JTDSTZFVSA-N
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| CAS Number |
CAS 985-16-0
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| Pharmaceutical Properties | Molecular Weight | 414.5 | Topological Polar Surface Area | 121 | ||
| Heavy Atom Count | 29 | Rotatable Bond Count | 5 | |||
| Hydrogen Bond Donor Count | 2 | Hydrogen Bond Acceptor Count | 6 | |||
| XLogP |
2.9
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| PubChem CID | ||||||
| PubChem SID |
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
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| ChEBI ID |
ChEBI:7448
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| TTD Drug ID | ||||||
| DT(s) Transporting This Drug | OATP1B1 | Transporter Info | Organic anion transporting polypeptide 1B1 | Substrate | [2] | |
| References | ||||||
| 1 | Nafcillin was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019) | |||||
| 2 | Organic anion transporting polypeptide 1B1: a genetically polymorphic transporter of major importance for hepatic drug uptake. Pharmacol Rev. 2011 Mar;63(1):157-81. | |||||
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