Mrv1909 01152019062D          

 30 30  0  0  0  0            999 V2000
   -1.7308    3.9187    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7308   -1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3019   -3.5062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454   -3.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454   -4.7437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7308    4.7437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5558    3.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1269    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    3.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5558   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3019   -1.0312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1269   -1.0312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    0.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -2.2687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0164   -3.0937    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3019    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3019    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3019   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4124    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7308   -3.5062    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0164    2.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4124   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7308    3.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7308   -4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1269    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7449   -0.7755    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1269   -1.5427    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2843    0.4620    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  1  9  2  0  0  0  0
  1 24  1  0  0  0  0
 14  2  1  1  0  0  0
 15  3  1  6  0  0  0
 21  4  1  1  0  0  0
  5 25  1  0  0  0  0
  8 26  2  0  0  0  0
 10 27  2  0  0  0  0
 11 19  1  0  0  0  0
 11 23  1  0  0  0  0
 11 28  1  0  0  0  0
 12 23  1  0  0  0  0
 12 27  1  0  0  0  0
 12 29  1  0  0  0  0
 13 26  1  0  0  0  0
 13 27  1  0  0  0  0
 13 30  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 21  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 20  1  0  0  0  0
 18 22  1  0  0  0  0
 20 23  2  0  0  0  0
 20 26  1  0  0  0  0
 21 25  1  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
DB04266

> <DATABASE_NAME>
drugbank

> <SMILES>
[H]N(C[C@H](O)[C@H](O)[C@H](O)CO)C1=C(CCCCCP(O)(O)=O)C(=O)N([H])C(=O)N1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H26N3O9P/c18-7-10(20)11(21)9(19)6-15-12-8(13(22)17-14(23)16-12)4-2-1-3-5-27(24,25)26/h9-11,18-21H,1-7H2,(H2,24,25,26)(H3,15,16,17,22,23)/t9-,10+,11-/m0/s1

> <INCHI_KEY>
BMATWAHJJFXMFA-AXFHLTTASA-N

> <FORMULA>
C14H26N3O9P

> <MOLECULAR_WEIGHT>
411.3447

> <EXACT_MASS>
411.140665957

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.1126988811396281

> <JCHEM_AVERAGE_POLARIZABILITY>
39.33598140743253

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[5-(2,4-dioxo-6-{[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]amino}-1,2,3,4-tetrahydropyrimidin-5-yl)pentyl]phosphonic acid

> <ALOGPS_LOGP>
-1.55

> <JCHEM_LOGP>
-3.409161444000001

> <ALOGPS_LOGS>
-2.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.20645854386611

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8105619904592758

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9741785782507915

> <JCHEM_POLAR_SURFACE_AREA>
208.68

> <JCHEM_REFRACTIVITY>
101.59000000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.75e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-5-methyl-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB04266

> <SECONDARY_ACCESSION_NUMBERS>
EXPT01888

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
5-(6-D-ribitylamino-2,4-dihydroxypyrimidin-5-yl)-1-pentyl-phosphonic acid

$$$$