Mrv1652310211600542D          

 37 38  0  0  1  0            999 V2000
   -5.6498   -8.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9354   -8.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2209   -8.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5064   -8.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7919   -8.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0775   -8.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3630   -8.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6485   -8.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0659   -8.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7804   -8.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4949   -8.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2094   -8.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9238   -8.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6383   -8.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3528   -8.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0672   -8.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7817   -8.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4962   -8.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4962   -9.6839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2107   -8.4464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9251   -8.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6396   -8.4464    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7258   -7.6260    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5328   -7.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9453   -8.1689    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3933   -8.7820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7658   -8.2551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2507   -7.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0712   -7.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4067   -8.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9218   -9.0950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1013   -9.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6164   -9.6763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2272   -8.5138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4552   -6.6331    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.1951   -6.9625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.1127   -7.0739    0.0000 O   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 25 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 27 32  1  0  0  0  0
 32 33  2  0  0  0  0
 30 34  1  0  0  0  0
 24 35  1  0  0  0  0
 24 36  1  0  0  0  0
 23 37  1  1  0  0  0
M  END
> <DATABASE_ID>
DB12564

> <DATABASE_NAME>
drugbank

> <SMILES>
CCCCCCCC\C=C\CCCCCCCC(=O)OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H43F2N3O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(33)36-20-21-24(34)27(28,29)25(37-21)32-19-18-22(30)31-26(32)35/h9-10,18-19,21,24-25,34H,2-8,11-17,20H2,1H3,(H2,30,31,35)/b10-9+/t21-,24-,25-/m1/s1

> <INCHI_KEY>
HESSNRGIEVBPRB-QDDPNBLJSA-N

> <FORMULA>
C27H43F2N3O5

> <MOLECULAR_WEIGHT>
527.654

> <EXACT_MASS>
527.317077823

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
58.28522191570589

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-4,4-difluoro-3-hydroxyoxolan-2-yl]methyl (9E)-octadec-9-enoate

> <ALOGPS_LOGP>
6.37

> <JCHEM_LOGP>
5.981729947666666

> <ALOGPS_LOGS>
-6.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.485594034109173

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.515829398662865

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9587642482819111

> <JCHEM_POLAR_SURFACE_AREA>
114.45

> <JCHEM_REFRACTIVITY>
137.16029999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.50e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-4,4-difluoro-3-hydroxyoxolan-2-yl]methyl (9E)-octadec-9-enoate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB12564

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Gemcitabine elaidate

> <SYNONYMS>
2'-Deoxy-2',2'-difluorocytidine 5'-(9E)-octadec-9-enoate; 5'-O-(TRANS-9''-OCTADECENOYL)-1-.BETA.-D-2'DEOXY-2',2'-DIFLUOROCYTIDINE; 5'-O-(trans-9"-octadecenoyl)-1-beta-D-2'deoxy-2',2'-difluorocytidine; Gemcitabine elaidate

$$$$