Mrv1718005281814002D          

 36 40  0  0  0  0            999 V2000
    0.2768   -0.8757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6825   -0.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6825   -0.0644    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2768   -0.0500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7040   -0.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9879   -1.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5320   -0.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9688   -0.8757    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -2.8160    0.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8327   -0.8233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4127    0.3556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1287   -0.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9879    0.3127    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6251   -0.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3531   -1.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9784   -2.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2193    0.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8923   -0.0644    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7945   -1.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7040   -0.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8160    1.1241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1979   -1.3244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1287   -0.7182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7040   -2.4271    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.3341   -2.4557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4867   -0.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1406   -1.3532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9688   -0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1192    1.5154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0380   -2.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7707    0.3270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9258   -2.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4867   -0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1406   -1.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1192    2.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0009    1.0616    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  4  1  0  0  0  0
  4  1  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  7  9  1  0  0  0  0
  8 15  1  0  0  0  0
  9 12  1  0  0  0  0
 10  7  1  0  0  0  0
  3 11  1  1  0  0  0
 12 11  1  0  0  0  0
  4 13  1  0  0  0  0
 14 10  2  0  0  0  0
 15  5  1  0  0  0  0
 16  6  1  0  0  0  0
 17  7  2  0  0  0  0
 18 17  1  0  0  0  0
 19  8  2  0  0  0  0
 20 13  1  0  0  0  0
 21  9  2  0  0  0  0
 22  2  2  0  0  0  0
 23 12  2  0  0  0  0
 24 16  1  0  0  0  0
 25 16  2  0  0  0  0
 26 19  1  0  0  0  0
 27 14  1  0  0  0  0
 28  8  1  0  0  0  0
 29 21  1  0  0  0  0
 30 19  1  0  0  0  0
 31 28  2  0  0  0  0
 32 30  1  0  0  0  0
 33 31  1  0  0  0  0
 34 26  1  0  0  0  0
 35 29  1  0  0  0  0
  2  3  1  0  0  0  0
 20  5  1  0  0  0  0
 26 33  2  0  0  0  0
 34 32  1  0  0  0  0
 18 14  1  0  0  0  0
  4 36  1  6  0  0  0
M  CHG  2   8   1  24  -1
M  END
> <DATABASE_ID>
DB13682

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@]12SCC(C[N+]3=C4CCCC4=CC=C3)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CSC(N)=N1)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H22N6O5S2/c1-33-26-15(13-10-35-22(23)24-13)18(29)25-16-19(30)28-17(21(31)32)12(9-34-20(16)28)8-27-7-3-5-11-4-2-6-14(11)27/h3,5,7,10,16,20H,2,4,6,8-9H2,1H3,(H3-,23,24,25,29,31,32)/b26-15-/t16-,20-/m1/s1

> <INCHI_KEY>
DKOQGJHPHLTOJR-WHRDSVKCSA-N

> <FORMULA>
C22H22N6O5S2

> <MOLECULAR_WEIGHT>
514.577

> <EXACT_MASS>
514.109309224

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
50.940347049398554

> <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-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-5H,6H,7H-cyclopenta[b]pyridin-1-ium

> <ALOGPS_LOGP>
-1.01

> <JCHEM_LOGP>
-4.020851634450208

> <ALOGPS_LOGS>
-4.90

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.806327547127056

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.674932085784361

> <JCHEM_PKA_STRONGEST_BASIC>
3.5370084810363314

> <JCHEM_POLAR_SURFACE_AREA>
153.92

> <JCHEM_REFRACTIVITY>
141.296

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.21e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-5H,6H,7H-cyclopenta[b]pyridin-1-ium

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB13682

> <DRUG_GROUPS>
approved

> <GENERIC_NAME>
Cefpirome

> <SYNONYMS>
cefpiroma; Cefpirome; cefpiromum

> <SALTS>
Cefpirome sulfate

$$$$