Mrv1533005061512312D          

 45 48  0  0  1  0            999 V2000
   -5.9471    9.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3060    9.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6648   10.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8251   10.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5295   10.9693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6400   10.0701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7868    8.9168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0824    8.1466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5632    7.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8589    6.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4096    6.0434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9288    5.4022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6990    5.6979    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6558    6.5217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7152    4.6053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7484    7.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4527    8.4047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2292    6.9934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4144    7.1224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7469    6.6375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2620    7.3050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9294    7.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0585    8.6047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4415    7.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    6.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5909    5.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4114    5.8838    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    6.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0500    5.6251    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.8570    5.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9432    4.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1895    4.2976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6375    4.9107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1829    4.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0180    3.4906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6577    4.2206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3721    4.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3721    5.4581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0866    4.2206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8011    4.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5155    4.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2300    4.6331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0433    7.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8638    7.7999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2922    8.6398    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  2  0  0  0  0
 12 15  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 21 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 20 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 29 33  1  0  0  0  0
 33 34  1  0  0  0  0
 32 35  1  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 24 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
M  CHG  2  29   1  45  -1
M  END
> <DATABASE_ID>
DB09050

> <DATABASE_NAME>
drugbank

> <SMILES>
CN1C(N)=C(NC(=O)NCCN)C=[N+]1CC1=C(N2[C@H](SC1)[C@H](NC(=O)C(=N/OC(C)(C)C(O)=O)\C1=NSC(N)=N1)C2=O)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H30N12O8S2/c1-23(2,20(40)41)43-31-11(15-30-21(26)45-32-15)16(36)29-12-17(37)35-13(19(38)39)9(8-44-18(12)35)6-34-7-10(14(25)33(34)3)28-22(42)27-5-4-24/h7,12,18,25H,4-6,8,24H2,1-3H3,(H7,26,27,28,29,30,32,36,38,39,40,41,42)/b31-11-/t12-,18-/m1/s1

> <INCHI_KEY>
JHFNIHVVXRKLEF-DCZLAGFPSA-N

> <FORMULA>
C23H30N12O8S2

> <MOLECULAR_WEIGHT>
666.69

> <EXACT_MASS>
666.175098322

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
62.03825013958332

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-amino-2-{[(6R,7R)-7-[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-[(1-carboxy-1-methylethoxy)imino]acetamido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-4-{[(2-aminoethyl)carbamoyl]amino}-1-methyl-1H-pyrazol-2-ium

> <ALOGPS_LOGP>
-1.20

> <JCHEM_LOGP>
-8.681195890170303

> <ALOGPS_LOGS>
-3.91

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.0183570652532903

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.4906846933396265

> <JCHEM_PKA_STRONGEST_BASIC>
9.112085945109587

> <JCHEM_POLAR_SURFACE_AREA>
302.21

> <JCHEM_REFRACTIVITY>
194.51190000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.84e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-amino-1-{[(6R,7R)-7-[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-[(1-carboxy-1-methylethoxy)imino]acetamido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-4-{[(2-aminoethyl)carbamoyl]amino}-2-methylpyrazol-1-ium

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB09050

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Ceftolozane

> <SYNONYMS>
(6R,7R)-3-([3-Amino-4-(2-aminoethylcarbamoylamino)-2-methylpyrazol-1-ium-1-yl]methyl)-7-([(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(2-carboxypropan-2-yloxyimino)acetyl]amino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; Ceftolozane; ceftolozano

> <PRODUCTS>
Zerbaxa

> <SALTS>
Ceftolozane sulfate

$$$$