1101
  Mrv0541 02231215142D          

 25 26  0  0  1  0            999 V2000
    5.9370   -0.0354    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.1754   -2.9954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0559   -2.7404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6105   -4.4474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.6854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.0272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.7896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.6854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.4479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.7896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8405   -2.9954    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0955   -3.7800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5080   -2.5104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9205   -3.7800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4054   -4.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    3.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    4.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    4.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0  0  0  0
  2 13  1  0  0  0  0
  2 14  1  0  0  0  0
 11  3  1  1  0  0  0
 12  4  1  1  0  0  0
  5 17  2  0  0  0  0
  6 23  1  0  0  0  0
  6 24  1  0  0  0  0
  7 24  2  0  0  0  0
 13  8  1  6  0  0  0
  8 16  1  0  0  0  0
  8 17  1  0  0  0  0
  9 17  1  0  0  0  0
  9 19  2  0  0  0  0
 10 19  1  0  0  0  0
 10 24  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 25  1  0  0  0  0
M  END
> <DATABASE_ID>
DB01101

> <DATABASE_NAME>
drugbank

> <SMILES>
CCCCCOC(=O)NC1=NC(=O)N(C=C1F)[C@@H]1O[C@H](C)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H22FN3O6/c1-3-4-5-6-24-15(23)18-12-9(16)7-19(14(22)17-12)13-11(21)10(20)8(2)25-13/h7-8,10-11,13,20-21H,3-6H2,1-2H3,(H,17,18,22,23)/t8-,10-,11-,13-/m1/s1

> <INCHI_KEY>
GAGWJHPBXLXJQN-UORFTKCHSA-N

> <FORMULA>
C15H22FN3O6

> <MOLECULAR_WEIGHT>
359.3501

> <EXACT_MASS>
359.149263656

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.02311135068885848

> <JCHEM_AVERAGE_POLARIZABILITY>
35.93609197046743

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
pentyl N-{1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl}carbamate

> <ALOGPS_LOGP>
1.17

> <JCHEM_LOGP>
0.7680360469999987

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.58846629011208

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.626069347893116

> <JCHEM_PKA_STRONGEST_BASIC>
0.07348816553113491

> <JCHEM_POLAR_SURFACE_AREA>
120.69

> <JCHEM_REFRACTIVITY>
82.746

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biotin

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01101

> <SECONDARY_ACCESSION_NUMBERS>
APRD00203

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Capecitabine

> <SYNONYMS>
(1-(5-Deoxy-beta-D-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4-pyrimidinyl)-carbamic acid pentyl ester; Capecitabin; Capecitabina; Capécitabine; Capecitabine; Capecitabinum; Pentyl [1-(5-deoxy-β-D-ribofuranosyl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl]carbamate; pentyl 1-(5-deoxy-β-D-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4-pyrimidinecarbamate

> <PRODUCTS>
Ach-capecitabine; Apo-capecitabine; Capecitabine; Capecitabine 150mg; Capecitabine 500mg; Capecitabine Accord; Capecitabine Medac; Capecitabine Sun; Capecitabine Tablets, 150 mg; Capecitabine Tablets, 500 mg; Capecitabine Teva; Ecansya; Mint-capecitabine; Sandoz Capecitabine; Taro-capecitabine; Teva-capecitabine; Xeloda

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