578
  Mrv0541 02231214472D          

 27 29  0  0  1  0            999 V2000
    7.6201    0.3193    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4215   -1.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3230   -2.4133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6819   -1.9717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4089   -0.3560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6749    2.4060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0544    2.0333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8354   -0.7606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4215    0.6523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8354    0.0643    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1049   -0.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6201   -1.0156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0036    0.0677    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0036   -0.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7724    0.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7724   -0.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8750   -1.8002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6241    0.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0420    1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2446    0.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2571    1.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0295    0.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6625    1.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2322   -0.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8651    1.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7335    0.7164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 11  1  0  0  0  0
  2 14  2  0  0  0  0
  3 17  1  0  0  0  0
  4 17  2  0  0  0  0
  5 18  2  0  0  0  0
  6 21  1  0  0  0  0
  7 21  2  0  0  0  0
  8 10  1  0  0  0  0
  8 12  1  0  0  0  0
  8 14  1  0  0  0  0
 13  9  1  1  0  0  0
  9 18  1  0  0  0  0
 10 13  1  0  0  0  0
 10 27  1  6  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 16  1  0  0  0  0
 12 17  1  6  0  0  0
 13 14  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  2  0  0  0  0
 20 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  2  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
DB00578

> <DATABASE_NAME>
drugbank

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1

> <INCHI_KEY>
FPPNZSSZRUTDAP-UWFZAAFLSA-N

> <FORMULA>
C17H18N2O6S

> <MOLECULAR_WEIGHT>
378.4

> <EXACT_MASS>
378.088557008

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.9991563478730319

> <JCHEM_AVERAGE_POLARIZABILITY>
36.38718012127376

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.13

> <JCHEM_LOGP>
0.8153568303333337

> <ALOGPS_LOGS>
-2.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-2

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.861609022252315

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1068085753126673

> <JCHEM_PKA_STRONGEST_BASIC>
-6.32383417433641

> <JCHEM_POLAR_SURFACE_AREA>
124.01

> <JCHEM_REFRACTIVITY>
90.81950000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biotin

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB00578

> <SECONDARY_ACCESSION_NUMBERS>
APRD00846

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Carbenicillin

> <SYNONYMS>
(2S,5R,6R)-6-{[carboxy(phenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; Carbenicilina; Carbenicillin; Carbenicilline; Carbenicillinum; Carboxybenzylpenicillin; CBPC; N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenylmalonamic acid; α-carboxybenzylpencillin; α-phenyl(carboxymethylpenicillin)

> <INTERNATIONAL_BRANDS>
Carbenicillin; Pyopen

> <SALTS>
Carbenicillin disodium

$$$$