Mrv0541 02231216402D          

 34 36  0  0  1  0            999 V2000
   -1.5210    0.2942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1854   -0.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3649   -0.5457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0294   -1.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7911   -1.3856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5143   -1.9668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3348   -1.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6703   -1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1787   -2.7205    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6282   -2.8920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 P   0  0  2  0  0  0  0  0  0  0  0  0
    2.4454   -4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -3.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 P   0  0  1  0  0  0  0  0  0  0  0  0
    4.6993   -4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8743   -3.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0392   -4.0481    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2107   -4.8550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5912   -3.4350    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4117   -3.5212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  9  6  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  1  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  6  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
 22 21  1  1  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  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  6  0  0  0
 11 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
  9 33  1  0  0  0  0
 33 34  1  1  0  0  0
M  END
> <DATABASE_ID>
DB03069

> <DATABASE_NAME>
drugbank

> <SMILES>
NC1=NC(=O)N(C=C1)[C@@H]1O[C@@H](CO[P@](O)(=O)O[P@@](O)(=O)O[C@H]2OC[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C14H23N3O15P2/c15-7-1-2-17(14(23)16-7)12-10(21)9(20)6(30-12)4-29-33(24,25)32-34(26,27)31-13-11(22)8(19)5(18)3-28-13/h1-2,5-6,8-13,18-22H,3-4H2,(H,24,25)(H,26,27)(H2,15,16,23)/t5-,6-,8+,9-,10+,11-,12+,13+/m0/s1

> <INCHI_KEY>
InChIKey=NWSKPSPTJOAICE-FNZWCNKGSA-N

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
43.54675349467854

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_EXACT_MASS>
535.060440105

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_FORMULA>
C14H23N3O15P2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2S,3R,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[hydroxy({[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy})phosphoryl]oxy})phosphinic acid

> <ALOGPS_LOGP>
-1.22

> <JCHEM_LOGP>
-5.038379281436729

> <ALOGPS_LOGS>
-1.38

> <JCHEM_MASS>
535.291

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.158343915923188

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7346744952356272

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5844088507879505

> <JCHEM_POLAR_SURFACE_AREA>
280.59

> <JCHEM_REFRACTIVITY>
102.47250000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.23e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3R,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy({hydroxy[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyphosphoryl}oxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB03069

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Cytidine-5'-Diphospho-Beta-D-Xylose

$$$$