Mrv1909 02052022492D          

 29 31  0  0  0  0            999 V2000
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   -1.4674    0.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1981    0.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4608   -0.4503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0453    0.4011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7596   -0.4372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7596    0.3978    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0453   -0.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4768   -0.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4768    0.8088    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7535   -0.8938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1915   -0.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4768   -1.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1915    0.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7797   -2.1129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1717   -2.0929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7596    1.1974    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9064   -0.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6205   -0.4360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3353   -0.8479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0494   -0.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3360   -1.6729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178    0.4449    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6268    0.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6125    1.6914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3205    2.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0412    1.7097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0494    0.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3403    0.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 13  1  0  0  0  0
 10 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  2  0  0  0  0
  8  5  1  0  0  0  0
 12 14  1  0  0  0  0
  7 17  1  6  0  0  0
  2  4  2  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
  5  1  1  1  0  0  0
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  1  2  1  0  0  0  0
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  2  3  1  0  0  0  0
 20 22  2  0  0  0  0
  6  7  1  0  0  0  0
  3 23  1  0  0  0  0
  6  8  1  0  0  0  0
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  6  9  1  0  0  0  0
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  7  5  1  0  0  0  0
 25 26  1  0  0  0  0
  7 10  1  0  0  0  0
 26 27  2  0  0  0  0
  8 11  2  0  0  0  0
 27 28  1  0  0  0  0
  9 12  2  0  0  0  0
 28 29  2  0  0  0  0
 29 24  1  0  0  0  0
M  END
> <DATABASE_ID>
DB01139

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CSC1=CC=NC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H17N3O6S2/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25)/t13-,16-/m1/s1

> <INCHI_KEY>
UQLLWWBDSUHNEB-CZUORRHYSA-N

> <FORMULA>
C17H17N3O6S2

> <MOLECULAR_WEIGHT>
423.463

> <EXACT_MASS>
423.055876671

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.9900425552281477

> <JCHEM_AVERAGE_POLARIZABILITY>
40.62512857543864

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(pyridin-4-ylsulfanyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
0.18

> <JCHEM_LOGP>
-2.053037928674132

> <ALOGPS_LOGS>
-3.45

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.539261441674375

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3542781760615754

> <JCHEM_PKA_STRONGEST_BASIC>
4.993812157943755

> <JCHEM_POLAR_SURFACE_AREA>
125.9

> <JCHEM_REFRACTIVITY>
102.4307

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cephalexin

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01139

> <SECONDARY_ACCESSION_NUMBERS>
APRD00860

> <DRUG_GROUPS>
approved; vet_approved

> <GENERIC_NAME>
Cefapirin

> <SYNONYMS>
(6R,7R)-3-(acetoxymethyl)-8-oxo-7-{[(pyridin-4-ylsulfanyl)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; Cefapirin; Cefapirina; Cefapirine; Cefapirinum; Cefaprin; Cephapirin; Cephapirine; CEPR

> <INTERNATIONAL_BRANDS>
Cefadyl

> <SALTS>
Cefapirin benzathine; Cefapirin sodium

$$$$