Mrv1572004011623362D          

 44 48  0  0  0  0            999 V2000
    0.8772   -0.3633    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8772   -1.1884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5787   -1.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2800   -1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2800   -0.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5787    0.0492    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0519   -0.3633    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0519   -1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6906    0.0492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921   -0.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921   -1.1884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6906   -1.6011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0935    0.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0227   -1.6011    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8362   -0.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772    0.4619    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4551    0.1318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1565   -0.3220    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9089   -1.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838   -1.1472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0935    0.8745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5787   -2.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2800   -2.8389    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.8359   -2.8389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4042   -1.8073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921    1.2871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6741    0.8803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0222    1.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2293   -1.8073    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0546   -1.8073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2293   -0.9821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2293   -2.6325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7276   -1.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4811   -1.4993    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5979   -0.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7998   -0.3629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9132    0.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7315    0.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0546    1.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5586    2.0795    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.7403    1.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4174    1.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8817    2.8389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  7  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 12  2  0  0  0  0
 10 13  1  0  0  0  0
  4 14  1  0  0  0  0
 13 15  1  0  0  0  0
  1 16  1  6  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 13 21  2  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 19 25  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 32  2  0  0  0  0
 14 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 33 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 38 43  1  0  0  0  0
 41 44  1  0  0  0  0
M  CHG  2  23  -1  41   1
M  END
> <DATABASE_ID>
DB06590

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@]12SCC(SC3=NC(=CS3)C3=CC=[N+](C)C=C3)=C(N1C(=O)[C@H]2NC(=O)C(=N/OCC)\C1=NSC(NP(O)(O)=O)=N1)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H21N8O8PS4/c1-3-38-26-13(16-25-21(43-28-16)27-39(35,36)37)17(31)24-14-18(32)30-15(20(33)34)12(9-40-19(14)30)42-22-23-11(8-41-22)10-4-6-29(2)7-5-10/h4-8,14,19H,3,9H2,1-2H3,(H4-,24,25,27,28,31,33,34,35,36,37)/b26-13-/t14-,19-/m1/s1

> <INCHI_KEY>
ZCCUWMICIWSJIX-NQJJCJBVSA-N

> <FORMULA>
C22H21N8O8PS4

> <MOLECULAR_WEIGHT>
684.67

> <EXACT_MASS>
684.010281362

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
63.89905812073626

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(2-{[(6R,7R)-2-carboxylato-7-[(2Z)-2-(ethoxyimino)-2-[5-(phosphonoamino)-1,2,4-thiadiazol-3-yl]acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]sulfanyl}-1,3-thiazol-4-yl)-1-methylpyridin-1-ium

> <ALOGPS_LOGP>
-0.79

> <JCHEM_LOGP>
-3.7164005042955233

> <ALOGPS_LOGS>
-4.48

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.8535693876028914

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8008863314816121

> <JCHEM_PKA_STRONGEST_BASIC>
0.389556139760198

> <JCHEM_POLAR_SURFACE_AREA>
223.23999999999995

> <JCHEM_REFRACTIVITY>
171.62909999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(2-{[(6R,7R)-2-carboxylato-7-[(2Z)-2-(ethoxyimino)-2-[5-(phosphonoamino)-1,2,4-thiadiazol-3-yl]acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]sulfanyl}-1,3-thiazol-4-yl)-1-methylpyridin-1-ium

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB06590

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Ceftaroline fosamil

> <SYNONYMS>
(6R,7R)-7-[(2Z)-2-ethoxyimino-2-[5-(phosphonoamino)-1,2,4-thiadiazol-3-yl]acetyl]amino]-3-[4-(1-methylpyridin-1-ium-4-yl)-1,3-thiazol-2-yl]sulfanyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; Ceftarolina fosamilo; Ceftaroline; Ceftaroline fosamil; Ceftarolinum fosamilum

> <PRODUCTS>
Teflaro; Zinforo

> <SALTS>
Ceftaroline fosamil acetate; Ceftaroline fosamil acetate monohydrate

$$$$