Mrv1909 11151915542D          

 37 38  0  0  0  0            999 V2000
    2.8414   -0.4190    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6319   -0.1613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1987    0.0517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6008   -1.2266    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2507   -0.7110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8039    0.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5285   -0.4395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7725   -1.2266    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0854   -1.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0377   -0.4500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0856   -1.5154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5805    0.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7415   -0.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2845   -1.8865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2061    0.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1571   -0.7593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6642   -0.7593    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4856   -0.7593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6676   -1.5807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6676    0.0621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3071   -0.7559    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3140   -1.5773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3140    0.0045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9898    0.6155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1319   -0.7559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8463   -0.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9898   -0.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9898   -1.5809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5608   -0.7559    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5608   -1.5809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8587    0.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2753   -0.3434    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6919    0.2400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8669    1.0650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5169    1.0650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6919    1.0650    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6919    1.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  6  0  0  0
  5 10  1  0  0  0  0
  5 11  2  0  0  0  0
  6 12  2  0  0  0  0
  7 13  1  1  0  0  0
  7  8  1  0  0  0  0
  8 14  1  6  0  0  0
 10 15  2  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 15 24  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  2  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 25  1  0  0  0  0
 21 23  2  0  0  0  0
 25 26  1  0  0  0  0
 26 29  1  0  0  0  0
 29 32  1  0  0  0  0
 32 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 30  1  1  0  0  0
 32 31  1  1  0  0  0
 32 33  1  6  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  2  0  0  0  0
 36 37  1  0  0  0  0
M  END
> <DATABASE_ID>
DB01859

> <DATABASE_NAME>
drugbank

> <SMILES>
C[C@@](CO)(OP(O)(O)=O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H26N3O17P3/c1-14(6-18,33-35(23,24)25)8(19)5-31-37(28,29)34-36(26,27)30-4-7-10(20)11(21)12(32-7)17-3-2-9(15)16-13(17)22/h2-3,7-8,10-12,18-21H,4-6H2,1H3,(H,26,27)(H,28,29)(H2,15,16,22)(H2,23,24,25)/t7-,8-,10-,11-,12-,14+/m1/s1

> <INCHI_KEY>
HTJXTKBIUVFUAR-XHIBXCGHSA-N

> <FORMULA>
C14H26N3O17P3

> <MOLECULAR_WEIGHT>
601.2874

> <EXACT_MASS>
601.047505957

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
48.76210925377099

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2S,3R)-4-({[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-1,3-dihydroxy-2-methylbutan-2-yl]oxy}phosphonic acid

> <JCHEM_LOGP>
-4.13939466482852

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.9128244720603091

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.0627836959761143

> <JCHEM_PKA_STRONGEST_BASIC>
3.5586717096513913

> <JCHEM_POLAR_SURFACE_AREA>
318.88000000000005

> <JCHEM_REFRACTIVITY>
125.91379999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(L)-canavanine

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01859

> <SECONDARY_ACCESSION_NUMBERS>
EXPT02978

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
4-CDP-2-C-methyl-D-erythritol 2-phosphate

> <SYNONYMS>
2-Phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol

$$$$