Mrv1533006071510582D          

 33 34  0  0  1  0            999 V2000
    1.3300   -0.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043   -3.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1893   -2.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032   -0.2915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4186   -0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8839   -3.3334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7511   -0.0616    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3386   -1.3311    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0332   -1.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837   -0.5465    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6712    0.1679    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.5483   -2.5797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8537   -1.9985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3989   -4.0009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7511    0.7633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6977   -1.1586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3855   -0.3337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8558   -1.3733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3460    0.1959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8163   -0.8436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1636   -1.3311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6009   -0.5886    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.5476    0.2683    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0160    0.3129    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5238   -1.2020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1701   -0.0788    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.9548    0.1761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7394    0.4310    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.4251   -0.8634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9943   -0.3535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9152    0.7058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4845    1.2156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5240    0.6860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  4  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  1  0  0  0  0
 10  1  1  1  0  0  0
 10  7  1  0  0  0  0
 10  8  1  0  0  0  0
 10 11  1  6  0  0  0
 12  6  2  0  0  0  0
 12  9  1  0  0  0  0
 13  3  1  0  0  0  0
  8 13  1  1  0  0  0
 13  9  1  0  0  0  0
 14  6  1  0  0  0  0
  7 15  1  6  0  0  0
 16  9  2  0  0  0  0
 20  4  1  0  0  0  0
 21  5  1  0  0  0  0
 21  8  1  0  0  0  0
 22 17  1  0  0  0  0
 22 18  1  0  0  0  0
 22 19  2  0  0  0  0
 22 20  1  0  0  0  0
 23  5  1  0  0  0  0
  7 24  1  1  0  0  0
  8 25  1  6  0  0  0
 17 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 33  1  0  0  0  0
 28 32  2  0  0  0  0
 26 31  2  0  0  0  0
M  END
> <DATABASE_ID>
DBMET01383

> <DATABASE_NAME>
drugbank

> <SMILES>
[H]C1(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@@]([H])(N2C=CC(O)=NC2=O)[C@](C)(F)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C10H16FN2O14P3/c1-10(11)7(15)5(25-8(10)13-3-2-6(14)12-9(13)16)4-24-29(20,21)27-30(22,23)26-28(17,18)19/h2-3,5,7-8,15H,4H2,1H3,(H,20,21)(H,22,23)(H,12,14,16)(H2,17,18,19)/t5?,7-,8-,10-/m1/s1

> <INCHI_KEY>
IPHULAIUXUVCHH-WDKMEHGUSA-N

> <FORMULA>
C10H16FN2O14P3

> <MOLECULAR_WEIGHT>
500.158

> <EXACT_MASS>
499.97984236

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
37.16141115666157

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
({[({[(3R,4R,5R)-4-fluoro-3-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)-4-methyloxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid

> <ALOGPS_LOGP>
0.02

> <JCHEM_LOGP>
-1.8432358843333325

> <ALOGPS_LOGS>
-1.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
2.531469903064969

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.895281962123657

> <JCHEM_PKA_STRONGEST_BASIC>
-3.853628399681491

> <JCHEM_POLAR_SURFACE_AREA>
242.17999999999992

> <JCHEM_REFRACTIVITY>
88.45209999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.59e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
({[(3R,4R,5R)-4-fluoro-3-hydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)-4-methyloxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DBMET01383

> <NAME>
GS-461203

> <UNII>
T90A75S60M

$$$$