Mrv1718012131813422D          

 46 50  0  0  0  0            999 V2000
    1.2620   -1.3368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2799    1.6357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068   -1.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068   -0.5190    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2620   -0.5190    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8937    2.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8937    0.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1434   -3.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9637   -1.7603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8036   -2.6114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3302   -3.7822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2799    3.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2021   -3.7947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3848   -3.0556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4275   -0.5190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9637   -0.0955    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -1.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0592    0.9050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8262    0.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1434    3.0556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6606    0.2033    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9637   -2.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1434    1.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3961   -2.6114    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -0.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1660   -1.9098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3961   -1.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0468    2.3332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2799    0.2033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5378    2.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8812    3.7947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0592   -0.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4275    0.9050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -3.0225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8937   -0.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6606   -1.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8036   -1.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2620   -3.0225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8937   -1.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2799   -1.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0592   -1.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5502    3.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3171   -2.6737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3848    3.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2620    0.3154    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076    0.2822    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  7  1  0  0  0  0
  3  1  1  0  0  0  0
  4  5  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7 18  1  0  0  0  0
  8 24  1  0  0  0  0
  9  1  1  0  0  0  0
 10  8  1  0  0  0  0
 11  8  2  0  0  0  0
 12  6  1  0  0  0  0
 13 11  1  0  0  0  0
 14 10  1  0  0  0  0
  4 15  1  1  0  0  0
 16  5  1  0  0  0  0
 17  9  2  0  0  0  0
 18 21  1  0  0  0  0
 19 15  1  0  0  0  0
 20 30  1  0  0  0  0
 21 19  1  0  0  0  0
 22  9  1  0  0  0  0
 23  2  1  0  0  0  0
 24 27  1  0  0  0  0
 25 17  1  0  0  0  0
 26  3  2  0  0  0  0
 27 17  1  0  0  0  0
 28  6  2  0  0  0  0
 29  7  2  0  0  0  0
 30 23  1  0  0  0  0
 31 12  2  0  0  0  0
 21 32  1  1  0  0  0
 33 19  2  0  0  0  0
 34 22  2  0  0  0  0
 35 32  2  0  0  0  0
 36 32  1  0  0  0  0
 37 10  1  0  0  0  0
 38 22  1  0  0  0  0
 39 41  1  0  0  0  0
 40 35  1  0  0  0  0
 41 36  2  0  0  0  0
 42 20  1  0  0  0  0
 43 39  1  0  0  0  0
 44 42  1  0  0  0  0
  5 45  1  6  0  0  0
  4 46  1  6  0  0  0
  4  3  1  0  0  0  0
 25 16  1  0  0  0  0
 14 13  2  0  0  0  0
 40 39  2  0  0  0  0
 20 12  1  0  0  0  0
M  END
> <DATABASE_ID>
DB01329

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@@]2([H])NC(=O)[C@H](NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=C(O)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H27N9O8S2/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41)/t15-,16-,22-/m1/s1

> <INCHI_KEY>
GCFBRXLSHGKWDP-XCGNWRKASA-N

> <FORMULA>
C25H27N9O8S2

> <MOLECULAR_WEIGHT>
645.67

> <EXACT_MASS>
645.142401213

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
60.97068811468259

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R,7R)-7-[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetamido]-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
-0.11

> <JCHEM_LOGP>
-0.900489388

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.468711661560674

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1859065257356476

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6662581142823032

> <JCHEM_POLAR_SURFACE_AREA>
220.25999999999993

> <JCHEM_REFRACTIVITY>
169.0570999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.86e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cefoperazone

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01329

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Cefoperazone

> <SYNONYMS>
(6R,7R)-7-((R)-2-(4-Ethyl-2,3-dioxo-1-piperazinylcarboxamido)-2-(4-hydroxyphenyl)acetamido)-3-((1-methyl-1H-tetrazol-5-yl)thiomethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-2-carbonsaeure; (6R,7R)-7-[[2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; Cefoperazone; Cefoperazono; Cefoperazonum

> <PRODUCTS>
Cefobid

> <INTERNATIONAL_BRANDS>
Cefobine; Cefobis; Cefoperazin

> <SALTS>
Cefoperazone sodium

$$$$