Mrv1718009301815292D          

 31 32  0  0  0  0            999 V2000
    3.6190   -1.0417    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1341   -0.3743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3495   -0.6292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3495   -1.4542    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1341   -1.7091    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3891    0.4103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1960    0.5818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8370    1.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4440   -1.0417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4510    1.3664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7481   -0.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0920    1.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3891   -2.4938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8989    1.9795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1539    2.7641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6821   -1.9391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9676   -1.5266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4613   -1.5266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2531   -2.7641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1757   -2.7641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1757   -1.9391    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1757   -1.1141    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.2531   -1.9391    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.2531   -1.1141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8902   -1.5266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6047   -1.9391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3191   -1.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0336   -2.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7481   -2.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0336   -1.9391    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -4.7481   -1.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  6  0  0  0
  2  1  1  0  0  0  0
  2  6  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4 16  1  1  0  0  0
  1  5  1  0  0  0  0
  4  5  1  0  0  0  0
  5 13  1  6  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7 10  1  0  0  0  0
  7 11  2  0  0  0  0
  8 12  2  0  0  0  0
 10 14  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 23  1  0  0  0  0
 23 18  1  0  0  0  0
 18 21  1  0  0  0  0
 23 19  2  0  0  0  0
 21 20  2  0  0  0  0
 21 25  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 30  1  0  0  0  0
 30 28  1  0  0  0  0
 30 29  1  0  0  0  0
 30 31  1  0  0  0  0
M  CHG  2  22  -1  30   1
M  END
> <DATABASE_ID>
DB12153

> <DATABASE_NAME>
drugbank

> <SMILES>
C[N+](C)(C)CCOP([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/C14H26N4O11P2/c1-18(2,3)6-7-26-30(22,23)29-31(24,25)27-8-9-11(19)12(20)13(28-9)17-5-4-10(15)16-14(17)21/h4-5,9,11-13,19-20H,6-8H2,1-3H3,(H3-,15,16,21,22,23,24,25)/t9-,11-,12-,13-/m1/s1

> <INCHI_KEY>
RZZPDXZPRHQOCG-OJAKKHQRSA-N

> <FORMULA>
C14H26N4O11P2

> <MOLECULAR_WEIGHT>
488.324

> <EXACT_MASS>
488.107330718

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
42.53836461969057

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{2-[({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphono)oxy]ethyl}trimethylazanium

> <ALOGPS_LOGP>
-1.38

> <JCHEM_LOGP>
-7.108613166138413

> <ALOGPS_LOGS>
-1.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.258805107194146

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8439200602610413

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5619728051801234

> <JCHEM_POLAR_SURFACE_AREA>
213.49999999999997

> <JCHEM_REFRACTIVITY>
113.58389999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.99e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[2-({[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl phosphono}oxy)ethyl]trimethylazanium

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB12153

> <SECONDARY_ACCESSION_NUMBERS>
EXPT00867; DB04290

> <DRUG_GROUPS>
approved; experimental

> <GENERIC_NAME>
Citicoline

> <SYNONYMS>
CDP-choline; CDP-colina; citicolina; Citicoline; citidin difosfato de colina; Cytidine 5'-(choline diphosphate); Cytidine 5'-(cholinyl pyrophosphate); Cytidine 5'-diphosphocholine; Cytidine 5'-diphosphoric choline; Cytidine-5'-diphosphocholine

> <SALTS>
Citicoline sodium

$$$$