12803287
  -OEChem-01152014013D

 37 38  0     1  0  0  0  0  0999 V2000
    3.7465   -1.3995   -0.0845 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.4257    1.1492   -1.1325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4281    3.0961    1.2407 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6361    4.0176   -0.2852 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8522   -0.1654   -0.6313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6592    1.3322   -0.5396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5952   -3.1930    0.2775 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7930   -2.1075    1.0132 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8678   -0.6618    0.8174 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.3104   -1.1479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5824    0.2935   -0.2957 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6127   -0.9243   -0.1311 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4509    2.1666    0.8198 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8650    2.8319    0.4759 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5123    1.8033   -0.4413 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8140    1.4899   -0.4907 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3045    0.7414    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9075   -0.8992   -0.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9943    0.3139   -0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5024   -2.0822    0.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9881   -2.1396    0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7550   -3.3526    0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2976    1.4378    1.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633    3.1066    1.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3687    2.1670   -1.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1422    2.2663   -1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6877    0.1974    1.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1216    1.2206    0.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2618    2.6098    1.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1974    3.7794   -1.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1708   -0.8663   -0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6286   -0.9324   -0.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0076   -3.7569    1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3288   -3.2049    0.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0084   -4.1008   -0.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0945   -2.9381    1.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5995   -1.1951    1.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  8  1  0  0  0  0
  1  9  1  0  0  0  0
  1 10  2  0  0  0  0
  2 15  1  0  0  0  0
  2 16  1  0  0  0  0
  3 13  1  0  0  0  0
  3 29  1  0  0  0  0
  4 14  1  0  0  0  0
  4 30  1  0  0  0  0
  5 17  1  0  0  0  0
  6 19  2  0  0  0  0
  7 21  2  0  0  0  0
  8 36  1  0  0  0  0
  9 37  1  0  0  0  0
 11 16  1  0  0  0  0
 11 18  1  0  0  0  0
 11 19  1  0  0  0  0
 12 19  1  0  0  0  0
 12 21  1  0  0  0  0
 12 32  1  0  0  0  0
 13 14  1  0  0  0  0
 13 16  1  0  0  0  0
 13 23  1  0  0  0  0
 14 15  1  0  0  0  0
 14 24  1  0  0  0  0
 15 17  1  0  0  0  0
 15 26  1  0  0  0  0
 16 25  1  0  0  0  0
 17 27  1  0  0  0  0
 17 28  1  0  0  0  0
 18 20  2  0  0  0  0
 18 31  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 33  1  0  0  0  0
 22 34  1  0  0  0  0
 22 35  1  0  0  0  0
M  END
> <DATABASE_ID>
DB04243

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
CC1=CN([C@@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]2O)C(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H15N2O9P/c1-4-2-12(10(16)11-8(4)15)9-7(14)6(13)5(21-9)3-20-22(17,18)19/h2,5-7,9,13-14H,3H2,1H3,(H,11,15,16)(H2,17,18,19)/t5-,6-,7-,9-/m1/s1

> <INCHI_KEY>
IGWHDMPTQKSDTL-JXOAFFINSA-N

> <FORMULA>
C10H15N2O9P

> <MOLECULAR_WEIGHT>
338.2079

> <EXACT_MASS>
338.0515166

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.048066930830971404

> <JCHEM_AVERAGE_POLARIZABILITY>
28.474097846771897

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-5-methyl-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-1.67

> <JCHEM_LOGP>
-1.775756879333333

> <ALOGPS_LOGS>
-1.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-2

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.228688855681122

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.225705521462592

> <JCHEM_PKA_STRONGEST_BASIC>
-2.099484991772913

> <JCHEM_POLAR_SURFACE_AREA>
169.35

> <JCHEM_REFRACTIVITY>
68.1173

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.91e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-5-methyl-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$