25267009
  -OEChem-07092014253D

 32 33  0     1  0  0  0  0  0999 V2000
    0.1117   -1.9710   -1.0101 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.7718   -2.3674    0.3452 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3024    0.5416    1.1343 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9309   -1.0217   -1.6524 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2971    2.5333    0.9336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3458    0.6075   -1.8061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0944   -1.7021    1.5480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8806   -0.0029    0.5239 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416   -0.0957    0.4153 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3948   -0.5505    0.8929 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0171   -1.3879   -0.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8804   -0.3988   -0.9441 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3993    0.4418    0.2078 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8576    1.1756   -0.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1423    1.9819   -0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8429    1.8311   -0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3228    1.0569   -0.4584 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0633   -0.6715    0.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3035   -1.1289    1.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026    0.1911   -1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2229   -0.0597    0.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7222    0.8322   -1.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0469    1.8549   -0.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2084    2.4338    0.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    2.7886   -0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0239    2.4062   -0.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6639    1.7746   -0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2653    1.5735   -0.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1100   -0.5670    0.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5290   -1.6387   -2.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5819    3.4139    0.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0117   -0.0992   -1.8534 H   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 10  1  0  0  0  0
  3 13  1  0  0  0  0
  4 12  1  0  0  0  0
  4 30  1  0  0  0  0
  5 16  1  0  0  0  0
  5 31  1  0  0  0  0
  6 17  1  0  0  0  0
  6 32  1  0  0  0  0
  7 18  2  0  0  0  0
  8 10  1  0  0  0  0
  8 14  1  0  0  0  0
  8 18  1  0  0  0  0
  9 17  1  0  0  0  0
  9 18  1  0  0  0  0
  9 29  1  0  0  0  0
 10 11  1  0  0  0  0
 10 19  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 20  1  0  0  0  0
 13 16  1  0  0  0  0
 13 21  1  0  0  0  0
 14 15  1  0  0  0  0
 14 22  1  0  0  0  0
 14 23  1  0  0  0  0
 15 17  1  0  0  0  0
 15 24  1  0  0  0  0
 15 25  1  0  0  0  0
 16 26  1  0  0  0  0
 16 27  1  0  0  0  0
 17 28  1  0  0  0  0
M  END
> <DATABASE_ID>
DB15694

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/VUDZSIYXZUYWSC-DBRKOABJSA-N/SDF?record_type=3d

> <SMILES>
OC[C@H]1O[C@@H](N2CC[C@@H](O)NC2=O)C(F)(F)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C9H14F2N2O5/c10-9(11)6(16)4(3-14)18-7(9)13-2-1-5(15)12-8(13)17/h4-7,14-16H,1-3H2,(H,12,17)/t4-,5-,6-,7-/m1/s1

> <INCHI_KEY>
VUDZSIYXZUYWSC-DBRKOABJSA-N

> <FORMULA>
C9H14F2N2O5

> <MOLECULAR_WEIGHT>
268.217

> <EXACT_MASS>
268.087077885

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.0015360506313166218

> <JCHEM_AVERAGE_POLARIZABILITY>
22.706456310779394

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.64

> <JCHEM_LOGP>
-1.4109009796666667

> <ALOGPS_LOGS>
-0.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.69037280910183

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.000571990556669

> <JCHEM_PKA_STRONGEST_BASIC>
-2.983177788597496

> <JCHEM_POLAR_SURFACE_AREA>
102.26

> <JCHEM_REFRACTIVITY>
51.7505

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.82e+02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$