Mrv1572004111619582D          

 36 39  0  0  0  0            999 V2000
   -1.5847    1.0212    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5847    0.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1645   -0.3875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7556    0.1963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0439   -0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6719    0.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6719    1.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0439    1.4337    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7556    1.0212    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9708    1.8204    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0439   -1.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7556   -1.4536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6719   -1.4536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9635    1.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5474    1.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1745    0.5950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1644    1.6051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3423    1.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9846    2.2787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6746    1.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4636    1.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6361    0.9916    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3878   -0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0995    0.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8153   -0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8153   -1.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5312   -1.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2429   -1.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2429   -0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5312    0.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9588   -1.4536    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.6746   -1.0412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9588   -2.2786    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.0995   -1.4536    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.3878   -1.0412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0995   -2.2786    0.0000 O   0  5  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
  5  6  2  0  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  6  0  0  0
  4  9  1  0  0  0  0
  1  9  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  5 11  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 15 18  1  0  0  0  0
  1 17  1  1  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 25 30  2  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 28 31  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 26 34  1  0  0  0  0
  6 23  1  0  0  0  0
M  CHG  4  31   1  33  -1  34   1  36  -1
M  END
> <DATABASE_ID>
DB11592

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@]12SCC(\C=C\C3=CC=C(C=C3[N+]([O-])=O)[N+]([O-])=O)=C(N1C(=O)[C@H]2NC(=O)CC1=CC=CS1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H16N4O8S2/c26-16(9-14-2-1-7-34-14)22-17-19(27)23-18(21(28)29)12(10-35-20(17)23)4-3-11-5-6-13(24(30)31)8-15(11)25(32)33/h1-8,17,20H,9-10H2,(H,22,26)(H,28,29)/b4-3+/t17-,20-/m1/s1

> <INCHI_KEY>
LHNIIDJCEODSHA-OQRUQETBSA-N

> <FORMULA>
C21H16N4O8S2

> <MOLECULAR_WEIGHT>
516.5

> <EXACT_MASS>
516.040955839

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
46.681068562332044

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R,7R)-3-[(E)-2-(2,4-dinitrophenyl)ethenyl]-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
2.4796066776666668

> <ALOGPS_LOGS>
-5.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.28768100361518

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.06544049230861

> <JCHEM_PKA_STRONGEST_BASIC>
-3.239019145111928

> <JCHEM_POLAR_SURFACE_AREA>
172.99

> <JCHEM_REFRACTIVITY>
125.92239999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.20e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6R,7R)-3-[(E)-2-(2,4-dinitrophenyl)ethenyl]-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB11592

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Nitrocefin

$$$$