Mrv1652306231722432D          

 36 39  0  0  1  0            999 V2000
   -4.6158   -1.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0324   -0.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2355   -0.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0220   -1.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6054   -2.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4023   -2.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2251   -1.9292    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6418   -1.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8553   -0.5489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8449   -1.5593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2615   -0.9760    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5635   -0.9760    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5635   -0.1510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2615   -0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8449    0.4324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924   -0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924   -0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780   -1.3885    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7069    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4214   -0.1510    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.1358    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8503   -0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8503   -0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1358   -1.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4214   -0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5648   -1.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2793   -0.9760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5648   -2.2135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    1.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924    1.4990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635    1.4990    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.0116   -2.7261    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7981   -3.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147   -2.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8085   -2.9396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 13 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 16 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
  7 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  2  0  0  0  0
 33 36  1  0  0  0  0
M  CHG  2  21   1  32  -1
M  END
> <DATABASE_ID>
DB13499

> <DATABASE_NAME>
drugbank

> <SMILES>
NC(=O)C1=CC=[N+](CC2=C(N3[C@H](SC2)[C@H](NC(=O)[C@@H](C2=CC=CC=C2)S(O)(=O)=O)C3=O)C([O-])=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H20N4O8S2/c23-18(27)13-6-8-25(9-7-13)10-14-11-35-21-15(20(29)26(21)16(14)22(30)31)24-19(28)17(36(32,33)34)12-4-2-1-3-5-12/h1-9,15,17,21H,10-11H2,(H4-,23,24,27,28,30,31,32,33,34)/t15-,17-,21-/m1/s1

> <INCHI_KEY>
SYLKGLMBLAAGSC-QLVMHMETSA-N

> <FORMULA>
C22H20N4O8S2

> <MOLECULAR_WEIGHT>
532.54

> <EXACT_MASS>
532.072255968

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
49.57525993800371

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-carbamoyl-1-{[(6R,7R)-2-carboxy-8-oxo-7-[(2R)-2-phenyl-2-sulfoacetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}pyridin-1-ium

> <ALOGPS_LOGP>
-1.76

> <JCHEM_LOGP>
-5.8330260445588715

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.8932635733269856

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.3720203977258176

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6985643588080975

> <JCHEM_POLAR_SURFACE_AREA>
190.88

> <JCHEM_REFRACTIVITY>
139.4431

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.86e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-carbamoyl-1-{[(6R,7R)-2-carboxy-8-oxo-7-[(2R)-2-phenyl-2-sulfoacetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}pyridin-1-ium

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB13499

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Cefsulodin

> <SYNONYMS>
Cefsulodin; cefsulodino

$$$$