Mrv0541 02231217432D          

 33 34  0  0  1  0            999 V2000
   -4.3436    1.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1301    1.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7135    2.4781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3332    2.1083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1197    2.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3228    3.1187    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1093    3.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3124    4.1291    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7290    3.5457    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0679    3.3322    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7823    3.7447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4968    3.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4968    2.5072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2113    3.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9258    3.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6402    3.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3547    3.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0692    3.7447    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7836    3.3322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4981    3.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4981    4.5697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2126    3.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9270    3.7447    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.0692    4.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7836    4.9822    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.3547    4.9822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1457    2.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2668    1.8209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9425    2.7489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7394    2.5353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9530    1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7499    1.5249    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.3696    1.1551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 10 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  9 29  1  1  0  0  0
 29 30  1  0  0  0  0
  6 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
M  CHG  3  23   1  25  -1  32  -1
M  END
> <DATABASE_ID>
DB04488

> <DATABASE_NAME>
drugbank

> <SMILES>
CC(=O)OC[C@@H]1CS[C@H]2[C@H](NC(=O)CCCC[C@@H](NC(=O)C[NH3+])C([O-])=O)C(=O)N2[C@H]1C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H28N4O9S/c1-9(24)32-7-10-8-33-17-14(16(27)23(17)15(10)19(30)31)22-12(25)5-3-2-4-11(18(28)29)21-13(26)6-20/h10-11,14-15,17H,2-8,20H2,1H3,(H,21,26)(H,22,25)(H,28,29)(H,30,31)/p-1/t10-,11-,14-,15-,17+/m1/s1

> <INCHI_KEY>
InChIKey=JDAREAJBQYNCGO-GYOFPWAWSA-M

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
47.42476031727009

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_EXACT_MASS>
487.149874172

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_FORMULA>
C19H27N4O9S

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,6S,7R)-3-[(acetyloxy)methyl]-7-[(6R)-6-(2-azaniumylacetamido)-6-carboxylatohexanamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate

> <ALOGPS_LOGP>
-1.47

> <JCHEM_LOGP>
-4.908160264232283

> <ALOGPS_LOGS>
-2.52

> <JCHEM_MASS>
487.504

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.678180718630358

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.021387592549154

> <JCHEM_PKA_STRONGEST_BASIC>
8.139442718773605

> <JCHEM_POLAR_SURFACE_AREA>
212.70999999999998

> <JCHEM_REFRACTIVITY>
144.26819999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.69e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,6S,7R)-3-[(acetyloxy)methyl]-7-[(6R)-6-(2-aminioacetamido)-6-carboxylatohexanamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB04488

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
(6r,7r)-3-[(Acetyloxy)Methyl]-7-{[(6s)-6-(Glycylamino)-7-Oxido-7-Oxoheptanoyl]Amino}-8-Oxo-5-Thia-1-Azabicyclo[4.2.0]Octane-2-Carboxylate

$$$$