441
  Mrv1909 04122117592D          

 18 19  0  0  1  0            999 V2000
    5.1206   -1.3156    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.8209   -0.3932    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.0011   -1.0607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5660   -2.5127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9506   -2.4265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2396    0.2492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6685    0.2492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9541    1.4867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6685    2.7242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0810   -1.8453    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3361   -1.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560   -1.8453    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6685   -0.5758    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7711   -2.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3831    0.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9541    0.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3831    1.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6685    1.8992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  2 11  1  0  0  0  0
  3 12  1  0  0  0  0
  3 13  1  0  0  0  0
 10  4  1  6  0  0  0
  5 14  1  0  0  0  0
  6 16  2  0  0  0  0
 13  7  1  1  0  0  0
  7 15  1  0  0  0  0
  7 16  1  0  0  0  0
  8 16  1  0  0  0  0
  8 18  2  0  0  0  0
  9 18  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  1  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
DB00441

> <DATABASE_NAME>
drugbank

> <SMILES>
NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)C1(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C9H11F2N3O4/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17)/t4-,6-,7-/m1/s1

> <INCHI_KEY>
SDUQYLNIPVEERB-QPPQHZFASA-N

> <FORMULA>
C9H11F2N3O4

> <MOLECULAR_WEIGHT>
263.1981

> <EXACT_MASS>
263.071762265

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.000413558131252493

> <JCHEM_AVERAGE_POLARIZABILITY>
21.62331760577378

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one

> <ALOGPS_LOGP>
0.14

> <JCHEM_LOGP>
-1.466539628

> <ALOGPS_LOGS>
-1.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.67865974719476

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.517069799137504

> <JCHEM_PKA_STRONGEST_BASIC>
3.6475582642344992

> <JCHEM_POLAR_SURFACE_AREA>
108.37999999999998

> <JCHEM_REFRACTIVITY>
53.2503

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.23e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dimethoxy-6-(piperazin-1-ylmethyl)phenyl sulfate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB00441

> <SECONDARY_ACCESSION_NUMBERS>
APRD00201

> <DRUG_GROUPS>
approved

> <GENERIC_NAME>
Gemcitabine

> <SYNONYMS>
2'-Deoxy-2',2'-difluorocytidine; 2',2'-Difluorodeoxycytidine; 4-amino-1-((2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidin-2(1H)-one; Gemcitabin; Gemcitabina; Gemcitabine; Gemcitabinum

> <PRODUCTS>
Act Gemcitabine; Aj-gemcitabine; Gemcitabine; Gemcitabine HCl; Gemcitabine Hydrochloride; Gemcitabine Hydrochloride for Injection; Gemcitabine Injection; Gemcitabine Sun for Injection; Gemcitabine for Injection; Gemcitabine for Injection Concentrate; Gemcitabine for Injection USP; Gemcitabine for Injection, USP; Gemcitabine hydrochloride; Gemzar; Gemzar (1gm/vial); Gemzar (200mg/vial); Infugem

> <INTERNATIONAL_BRANDS>
Abine; Abingem; Acytabin; Celgem; Celzar; Cytogem; Daplax; Dercin; Eriogem; Fotinex; Gebina; Gembio; Gemcired; Gemita; Gezt; Gitrabin; Gramagen; Jemta; Nallian; Oncogem; Ribozar; Tabin; Xtroz

> <SALTS>
Gemcitabine hydrochloride

$$$$