Mrv1909 11261905012D          

 23 24  0  0  0  0            999 V2000
    1.4820   -2.5753    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532   -0.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6180   -1.9941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9972   -1.9078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1495    0.7678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206    3.2427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1495   -2.0904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9670   -3.2427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4226    2.0052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8146   -3.0602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206    0.7678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4351    2.0052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1331   -1.3267    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3081   -1.3267    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7206   -0.0571    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3881   -0.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1767   -1.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0061    1.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4351    1.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0061    2.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206    2.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7082    2.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8780    2.2610    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  1  7  1  0  0  0  0
  1  8  1  0  0  0  0
  1 10  2  0  0  0  0
  2 14  1  0  0  0  0
  2 15  1  0  0  0  0
 13  3  1  1  0  0  0
  4 17  1  0  0  0  0
  5 19  2  0  0  0  0
  6 21  2  0  0  0  0
  9 22  1  0  0  0  0
 15 11  1  6  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 23  1  0  0  0  0
 13 14  1  0  0  0  0
 13 16  1  0  0  0  0
 14 17  1  6  0  0  0
 15 16  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
DB03846

> <DATABASE_NAME>
drugbank

> <SMILES>
[H]N1C(=O)N(C=C(CO)C1=O)[C@H]1C[C@H](O)[C@@H](COP(O)(O)=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C10H15N2O9P/c13-3-5-2-12(10(16)11-9(5)15)8-1-6(14)7(21-8)4-20-22(17,18)19/h2,6-8,13-14H,1,3-4H2,(H,11,15,16)(H2,17,18,19)/t6-,7+,8+/m0/s1

> <INCHI_KEY>
WEBVWKFGRVLCNS-XLPZGREQSA-N

> <FORMULA>
C10H15N2O9P

> <MOLECULAR_WEIGHT>
338.2079

> <EXACT_MASS>
338.0515166

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
28.740580042978678

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,5R)-3-hydroxy-5-[5-(hydroxymethyl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl]oxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-1.57

> <JCHEM_LOGP>
-2.523390777333333

> <ALOGPS_LOGS>
-1.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.258372395159537

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2327576500851711

> <JCHEM_PKA_STRONGEST_BASIC>
-2.846124078632508

> <JCHEM_POLAR_SURFACE_AREA>
165.86

> <JCHEM_REFRACTIVITY>
68.05959999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.39e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1-methyl-3H-pyrimidine-2,4-dione

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB03846

> <SECONDARY_ACCESSION_NUMBERS>
EXPT00248

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
2'-deoxy-5-(hydroxymethyl)uridine 5'-(dihydrogen phosphate)

> <SYNONYMS>
5-hydroxymethyluridine-2'-deoxy-5'-monophosphate

$$$$