General Information of the Compound
Compound ID
CP0406451
Compound Name
CHEBI:7447
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Synonyms
(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
NAFCILLIN SODIUM
Nafcilin-1
Nafcilina
Nafcilina [INN-Spanish]
Nafcillin
Nafcillin & VRC3375
Nafcillin (INN)
Nafcillin [INN:BAN]
Nafcillin sodium for injection
Nafcillin, Monosodium Salt, Anhydrous
Nafcilline
Nafcilline [INN-French]
Nafcillinum
Nafcillinum [INN-Latin]
Nallpen
Nallpen In Plastic Container
Naphcillin
Naphthamidopenicillin
Unipen
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Structure
Formula
C21H22N2O5S
Molecular Weight
414.483
Canonical SMILES
CCOc1ccc2ccccc2c1C(=O)N[C@H]1[C@H]2SC(C)(C)[C@@H](N2C1=O)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
CAS
147-52-4
Physicochemical Property
logP
2.4838
Rotatable Bonds
5
Heavy Atom Count
29
Polar Areas
95.94
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Complexity
29

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 8982
SID: 14929045
ChEMBL ID
CHEMBL1443
DrugBank ID
DB00607
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT06258, Organic anion transporter 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
IC50 = 34900 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Nafcillin )
Drug Name Nafcillin
Indication
Arthritis
Approved