Mrv1909 12241914022D          

 32 34  0  0  0  0            999 V2000
    0.2034    2.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5110    1.9921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2033    0.7546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9178    1.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9178    1.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7024    2.2470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1874    1.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7024    0.9121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574    0.1273    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4724   -0.5399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9573   -1.2075    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7419   -0.9525    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4094   -1.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7420   -0.1275    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4094    0.3573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8773   -1.9921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1628   -3.2296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1628   -2.4046    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.1628   -1.5796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5515   -1.9921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2660   -3.2296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2660   -2.4046    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2660   -1.5599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6949   -3.2296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094   -1.9921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6949   -2.4046    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6949   -1.5796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7023   -1.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5111    1.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2256    0.7546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2034    3.2296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9805   -1.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 31  1  2  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2 29  1  0  0  0  0
 29  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 11 28  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 16 18  1  0  0  0  0
 18 17  2  0  0  0  0
 18 20  1  0  0  0  0
 18 19  1  0  0  0  0
 20 22  1  0  0  0  0
 22 21  2  0  0  0  0
 22 32  1  0  0  0  0
 22 23  1  0  0  0  0
 32 26  1  0  0  0  0
 26 24  2  0  0  0  0
 26 25  1  0  0  0  0
 26 27  1  0  0  0  0
 28 16  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
DB03725

> <DATABASE_NAME>
drugbank

> <SMILES>
NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)CP(O)(O)=O)[C@@H](O)[C@H]2O)C(=O)N1

> <INCHI_IDENTIFIER>
InChI=1S/C11H18N5O13P3/c12-11-14-8-5(9(19)15-11)13-2-16(8)10-7(18)6(17)4(28-10)1-27-32(25,26)29-31(23,24)3-30(20,21)22/h2,4,6-7,10,17-18H,1,3H2,(H,23,24)(H,25,26)(H2,20,21,22)(H3,12,14,15,19)/t4-,6-,7-,10-/m1/s1

> <INCHI_KEY>
PHBDHXOBFUBCJD-KQYNXXCUSA-N

> <FORMULA>
C11H18N5O13P3

> <MOLECULAR_WEIGHT>
521.2076

> <EXACT_MASS>
521.011395223

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-3.1016550332763306

> <JCHEM_AVERAGE_POLARIZABILITY>
40.858847089220255

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
({[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}methyl)phosphonic acid

> <JCHEM_LOGP>
-5.147682301191692

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-3

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.3765068043609576

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.939474171485593

> <JCHEM_PKA_STRONGEST_BASIC>
20.399450985601923

> <JCHEM_POLAR_SURFACE_AREA>
286.57000000000005

> <JCHEM_REFRACTIVITY>
110.17459999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <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>
DB03725

> <SECONDARY_ACCESSION_NUMBERS>
EXPT01659

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
5'-Guanylylmethylenebisphosphonate

> <SYNONYMS>
5'-Guanosyl-methylene-triphosphate; 5'-Guanylylmethylenediphosphonate; GppCp; guanosine 5'-[beta,gamma-methylene]triphosphate

$$$$