Mrv1909 02152015412D          

 27 29  0  0  0  0            999 V2000
   -0.5109    3.2296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5109    2.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2254    1.9921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2255    1.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5110    0.7546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2034    1.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2034    1.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9880    2.2470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4730    1.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9880    0.9121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2430    0.1273    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7580   -0.5399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2429   -1.2075    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0275   -0.9525    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6950   -1.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0276   -0.1275    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6950    0.3573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1629   -1.9921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5515   -3.2296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5515   -2.4046    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5515   -1.5796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9804   -3.2296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9804   -2.4046    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9804   -1.5599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6950   -1.9921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9879   -1.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2659   -1.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 26  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 18 20  1  0  0  0  0
 20 19  2  0  0  0  0
 20 27  1  0  0  0  0
 20 21  1  0  0  0  0
 27 23  1  0  0  0  0
 23 22  2  0  0  0  0
 23 25  1  0  0  0  0
 23 24  1  0  0  0  0
 26 18  1  0  0  0  0
M  END
> <DATABASE_ID>
DB03148

> <DATABASE_NAME>
drugbank

> <SMILES>
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)CP(O)(O)=O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C11H17N5O9P2/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(25-11)1-24-27(22,23)4-26(19,20)21/h2-3,5,7-8,11,17-18H,1,4H2,(H,22,23)(H2,12,13,14)(H2,19,20,21)/t5-,7-,8-,11-/m1/s1

> <INCHI_KEY>
OLCWZBFDIYXLAA-IOSLPCCCSA-N

> <FORMULA>
C11H17N5O9P2

> <MOLECULAR_WEIGHT>
425.2283

> <EXACT_MASS>
425.050150191

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-2.0956566898628033

> <JCHEM_AVERAGE_POLARIZABILITY>
35.56060423231999

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.94

> <JCHEM_LOGP>
-5.994550183089288

> <ALOGPS_LOGS>
-2.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-2

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
0.9841878204458313

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8893346134179767

> <JCHEM_PKA_STRONGEST_BASIC>
4.921286902941953

> <JCHEM_POLAR_SURFACE_AREA>
223.36999999999995

> <JCHEM_REFRACTIVITY>
87.29509999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.36e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8aS)-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB03148

> <SECONDARY_ACCESSION_NUMBERS>
EXPT00533; EXPT00363

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Adenosine 5'-methylenediphosphate

> <SYNONYMS>
Adenosine 5'-(hydrogen (phosphonomethyl)phosphonate); Adenosine, 5'-(trihydrogen methylenebis(phosphonate)); Phosphomethylphosphonic acid adenosyl ester

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