Mrv1909 02062023102D          

 30 33  0  0  0  0            999 V2000
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    1.6405   -0.2902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8156   -1.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8156   -0.2824    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4316   -1.3674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4239   -0.0482    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8975   -0.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6893   -2.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5325   -1.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  5  1  1  0  0  0  0
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  4  9  1  1  0  0  0
 10  7  1  0  0  0  0
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  2 30  1  6  0  0  0
  6  8  1  0  0  0  0
  2  4  1  0  0  0  0
 18 20  1  0  0  0  0
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M  END
> <DATABASE_ID>
DB00607

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(OCC)C=CC2=CC=CC=C12)C(O)=O

> <INCHI_IDENTIFIER>
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

> <INCHI_KEY>
GPXLMGHLHQJAGZ-JTDSTZFVSA-N

> <FORMULA>
C21H22N2O5S

> <MOLECULAR_WEIGHT>
414.475

> <EXACT_MASS>
414.124942514

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.9997962657360288

> <JCHEM_AVERAGE_POLARIZABILITY>
42.22398600842352

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,5R,6R)-6-(2-ethoxynaphthalene-1-amido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
2.2891260173333334

> <ALOGPS_LOGS>
-4.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.984842945392675

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3094089455406515

> <JCHEM_PKA_STRONGEST_BASIC>
-1.8757405625251076

> <JCHEM_POLAR_SURFACE_AREA>
95.94

> <JCHEM_REFRACTIVITY>
108.13840000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.72e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cefazolin sodium

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB00607

> <SECONDARY_ACCESSION_NUMBERS>
APRD01130; DB08269

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Nafcillin

> <SYNONYMS>
(2-ethoxy-1-naphthalenyl)penicillin; (2-ethoxy-1-naphthyl)penicillin; (2S,5R,6R)-6-[(2-ethoxy-1-naphthoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 6-(2-ethoxy-1-naphthamido)penicillanic acid; Nafcilina; Nafcillin; Nafcilline; Nafcillinum; Naphcillin

> <PRODUCTS>
Nafcillin; Nafcillin Sodium; Unipen Injection Pws 500mg/vial

> <INTERNATIONAL_BRANDS>
Nallpen; Unipen

> <SALTS>
Nafcillin sodium

$$$$