Mrv1909 12021921532D          

 24 26  0  0  0  0            999 V2000
   -1.6029    2.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3174    1.6798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6030    0.4424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8885    0.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8885    1.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1039    1.9348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3809    1.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1039    0.5998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1509   -0.1849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3339   -0.8521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1509   -1.5198    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1040   -2.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4479   -2.9174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9354   -1.2648    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6029   -1.7498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9356   -0.4397    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6029    0.0450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3175    0.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0320    0.4424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6029    2.9173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3175   -0.3673    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320    0.0450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3175   -1.1924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3175    0.4576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 20  1  2  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2 18  1  0  0  0  0
 18  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 16  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 14  1  0  0  0  0
 12 13  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 19  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 21 24  1  0  0  0  0
M  END
> <DATABASE_ID>
DB01937

> <DATABASE_NAME>
drugbank

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(23-24(19,20)21)5(17)3(1-16)22-9/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1

> <INCHI_KEY>
WTIFIAZWCCBCGE-UUOKFMHZSA-N

> <FORMULA>
C10H14N5O8P

> <MOLECULAR_WEIGHT>
363.2206

> <EXACT_MASS>
363.057998961

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.556697164275704

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3R,4R,5R)-2-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-1.95

> <JCHEM_LOGP>
-3.3248031398492106

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.716908100889141

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.9151620473802056

> <JCHEM_PKA_STRONGEST_BASIC>
0.28915124847332085

> <JCHEM_POLAR_SURFACE_AREA>
201.74999999999997

> <JCHEM_REFRACTIVITY>
75.49399999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.56e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3R,4R,5R)-2-(2-amino-6-oxo-1H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01937

> <SECONDARY_ACCESSION_NUMBERS>
EXPT00121

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Guanosine-2'-monophosphate

> <SYNONYMS>
2'-GMP; 2'-guanylic acid; 2'-O-phosphoguanosine; Guanosine 2'-phosphate

$$$$