Mrv1652306231722432D          

 32 35  0  0  1  0            999 V2000
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   -1.9402    2.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6445    3.6387    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8207    3.5955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6071    2.7986    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2990    2.3493    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1898    3.0121    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0238    3.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3887    4.5235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042    2.5996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6187    3.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6187    3.8371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3332    2.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3332    1.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476    1.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476    0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3332    0.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6187    0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6187    1.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476    3.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476    3.8371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7621    2.5996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4766    3.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4766    3.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1911    4.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9055    3.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9055    3.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1911    2.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939    4.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9177    4.2874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7193    5.0657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6753    3.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
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  7 10  1  1  0  0  0
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 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
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  3 29  1  6  0  0  0
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  2 32  1  0  0  0  0
M  END
> <DATABASE_ID>
DB13506

> <DATABASE_NAME>
drugbank

> <SMILES>
CC1(C)S[C@@H]2[C@H](NC(=O)C(C(=O)OC3=CC=CC=C3)C3=CC=CC=C3)C(=O)N2[C@H]1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H22N2O6S/c1-23(2)17(21(28)29)25-19(27)16(20(25)32-23)24-18(26)15(13-9-5-3-6-10-13)22(30)31-14-11-7-4-8-12-14/h3-12,15-17,20H,1-2H3,(H,24,26)(H,28,29)/t15?,16-,17+,20-/m1/s1

> <INCHI_KEY>
NZDASSHFKWDBBU-KVMCETHSSA-N

> <FORMULA>
C23H22N2O6S

> <MOLECULAR_WEIGHT>
454.5

> <EXACT_MASS>
454.11985761

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
45.340411760189454

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.80

> <JCHEM_LOGP>
2.6192093350000003

> <ALOGPS_LOGS>
-4.40

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.801498124324233

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2879058494739604

> <JCHEM_PKA_STRONGEST_BASIC>
-6.290357580232331

> <JCHEM_POLAR_SURFACE_AREA>
113.01

> <JCHEM_REFRACTIVITY>
115.36620000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.80e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[2-phenyl-2-(phenyl carboxy)acetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB13506

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Carfecillin

> <SYNONYMS>
Carbenicillin phenyl; Carfecilina; Carfecillin; Carfecilline; Carfecillinum

$$$$