1413
  Mrv0541 02231215282D          

 33 36  0  0  1  0            999 V2000
    4.6868   -0.2673    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.3250   -0.6762    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.8152    1.5582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4012    2.6203    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.9722    2.6203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8278    0.5655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1823   -1.8238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5433    0.9702    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.4012    0.9702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8152   -0.4428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9796   -1.6119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2894    0.1661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6337    0.7612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9558    0.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363    0.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2577    1.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4037   -0.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3718    1.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9722    0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4012    0.1452    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2331    0.1418    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6868    1.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9722    0.1452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2331    0.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6868    2.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6126   -0.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1947   -0.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9921   -0.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6322   -1.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1132    0.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9671   -2.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5707   -0.4926    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0  0  0  0
  1 24  1  0  0  0  0
  2 30  1  0  0  0  0
  2 31  1  0  0  0  0
  3 25  2  0  0  0  0
  4 26  1  0  0  0  0
  5 26  2  0  0  0  0
  6 27  2  0  0  0  0
  7 11  1  0  0  0  0
  7 32  1  0  0  0  0
  8 14  1  0  0  0  0
  8 15  1  0  0  0  0
  8 16  1  0  0  0  0
  8 19  1  0  0  0  0
  9 21  1  0  0  0  0
  9 23  1  0  0  0  0
  9 25  1  0  0  0  0
 22 10  1  1  0  0  0
 10 27  1  0  0  0  0
 11 28  2  0  0  0  0
 12 29  1  0  0  0  0
 12 31  2  0  0  0  0
 13 31  1  0  0  0  0
 14 17  1  0  0  0  0
 15 18  1  0  0  0  0
 16 20  1  0  0  0  0
 17 18  1  0  0  0  0
 20 23  2  0  0  0  0
 20 24  1  0  0  0  0
 21 22  1  0  0  0  0
 21 33  1  6  0  0  0
 22 25  1  0  0  0  0
 23 26  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
M  CHG  2   4  -1   8   1
M  END
> <DATABASE_ID>
DB01413

> <DATABASE_NAME>
drugbank

> <SMILES>
CO\N=C(/C(=O)N[C@@H]1C(=O)N2[C@]1([H])SCC(C[N+]1(C)CCCC1)=C2C([O-])=O)C1=CSC(N)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C19H24N6O5S2/c1-25(5-3-4-6-25)7-10-8-31-17-13(16(27)24(17)14(10)18(28)29)22-15(26)12(23-30-2)11-9-32-19(20)21-11/h9,13,17H,3-8H2,1-2H3,(H3-,20,21,22,26,28,29)/b23-12-/t13-,17-/m1/s1

> <INCHI_KEY>
HVFLCNVBZFFHBT-ZKDACBOMSA-N

> <FORMULA>
C19H24N6O5S2

> <MOLECULAR_WEIGHT>
480.561

> <EXACT_MASS>
480.124959288

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.00032054678013393456

> <JCHEM_AVERAGE_POLARIZABILITY>
47.52971026493263

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-1-methylpyrrolidin-1-ium

> <ALOGPS_LOGP>
-0.37

> <JCHEM_LOGP>
-4.219336860956763

> <ALOGPS_LOGS>
-4.49

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.15042078124019

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.82288357808893

> <JCHEM_PKA_STRONGEST_BASIC>
3.6170602131440495

> <JCHEM_POLAR_SURFACE_AREA>
150.04

> <JCHEM_REFRACTIVITY>
141.97529999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biotin

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01413

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Cefepime

> <SYNONYMS>
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(1-methylpyrrolidinium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; Cefepima; Cefepime; Cefepimum

> <PRODUCTS>
Apo-cefepime; Cefepime; Cefepime Hydrochloride; Cefepime Hydrochloride and Dextrose; Cefepime for Injection; Cefepime for Injection USP; Cefepime for Injection, USP; Exblifep; Maxipime; Maxipime for Injection -pws IV Im 1g; Maxipime for Injection-pws IV 2gm

> <INTERNATIONAL_BRANDS>
Axepim; Cepimax; Cepimex; Maxipime

> <SALTS>
Cefepime hydrochloride

$$$$