Mrv1909 12241914192D          

 23 24  0  0  0  0            999 V2000
   -0.3648   -1.9924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0891   -2.6815    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.5429   -3.3704    0.0000 N   0  5  0  0  0  0  0  0  0  0  0  0
    1.6622    1.2578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0691    1.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2630    1.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0691    2.3141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3419    1.1977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2630    2.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6622    2.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8339    2.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6584    3.3704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6570   -0.3843    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6933   -0.0187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2789   -1.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2865   -0.5507    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0732   -1.2933    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8720   -0.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6965   -0.0423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1349   -0.7413    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4358   -1.1797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5731   -1.4404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8339   -0.3030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  1  2  2  0  0  0  0
  2  3  2  0  0  0  0
  5  7  1  0  0  0  0
  5  8  2  0  0  0  0
  6  9  2  0  0  0  0
  7 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  2  0  0  0  0
  9 10  1  0  0  0  0
 13  4  1  1  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  1  0  0  0
 17  1  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  2  0  0  0  0
 16 17  1  0  0  0  0
M  CHG  2   2   1   3  -1
M  END
> <DATABASE_ID>
DB03666

> <DATABASE_NAME>
drugbank

> <SMILES>
CC1=CN([C@H]2C[C@H](N=[N+]=[N-])[C@@H](COP(O)(O)=O)O2)C(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N5O7P/c1-5-3-15(10(17)12-9(5)16)8-2-6(13-14-11)7(22-8)4-21-23(18,19)20/h3,6-8H,2,4H2,1H3,(H,12,16,17)(H2,18,19,20)/t6-,7+,8+/m0/s1

> <INCHI_KEY>
OIFWQOKDSPDILA-XLPZGREQSA-N

> <FORMULA>
C10H14N5O7P

> <MOLECULAR_WEIGHT>
347.2212

> <EXACT_MASS>
347.063084339

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.9132893995627245

> <JCHEM_AVERAGE_POLARIZABILITY>
29.320845996408554

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
-0.422275189666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-2

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.284404887112201

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2587413543611154

> <JCHEM_PKA_STRONGEST_BASIC>
-4.188444791693674

> <JCHEM_POLAR_SURFACE_AREA>
154.83

> <JCHEM_REFRACTIVITY>
72.5774

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,5R)-5-(5-fluoro-2,4-dioxo-3H-pyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB03666

> <SECONDARY_ACCESSION_NUMBERS>
EXPT00583

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Zidovudine monophosphate

> <SYNONYMS>
3'-Azido-2',3'-deoxythymidine 5'-monophosphate; 3'-Azido-3'-deoxythymidine 5'-phosphate; AZTMP; Zdv 5'-monophosphate; ZDVMP; Zidovudine 5'-monophosphate

$$$$