Mrv1909 11061920372D          

 35 37  0  0  0  0            999 V2000
   -1.4966    1.1674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0428    1.5799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2591   -0.9760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1466   -0.2615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7341    1.8818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3860    2.4050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0428    2.4050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3841    1.8818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6716   -1.6904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9237    1.6084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3841    1.5998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9091   -0.9760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4966   -0.2615    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9091    0.4528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6716   -0.2615    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2591    0.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6716    1.1674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7341    0.4528    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1466    1.1674    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6716    1.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9716    1.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4966   -1.6904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7574    1.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9091   -2.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4718    1.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7574    0.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1863    1.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1863    0.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4718   -0.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9237   -0.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6713    0.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6713    1.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9142   -0.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2391    1.0246    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4206   -0.9760    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  1 17  1  0  0  0  0
 17  2  1  6  0  0  0
  2 23  1  0  0  0  0
 15  3  1  6  0  0  0
 18  4  1  6  0  0  0
 19  5  1  1  0  0  0
  6 20  1  0  0  0  0
  7 20  2  0  0  0  0
  8 21  1  0  0  0  0
  9 22  2  0  0  0  0
 10 27  1  0  0  0  0
 10 32  1  0  0  0  0
 11 32  2  0  0  0  0
 13 12  1  1  0  0  0
 12 22  1  0  0  0  0
 12 35  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 18  1  0  0  0  0
 14 34  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 20  1  0  0  0  0
 18 19  1  0  0  0  0
 19 21  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
 23 26  1  0  0  0  0
 25 27  1  0  0  0  0
 26 29  2  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 33  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
DB01768

> <DATABASE_NAME>
drugbank

> <SMILES>
[H]N([C@@H]1[C@@H](O)C[C@@](OC2=CC3=C(C=C2)C(C)=CC(=O)O3)(O[C@@]1([H])[C@H](O)[C@H](O)CO)C(O)=O)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H25NO11/c1-9-5-16(27)31-15-6-11(3-4-12(9)15)32-21(20(29)30)7-13(25)17(22-10(2)24)19(33-21)18(28)14(26)8-23/h3-6,13-14,17-19,23,25-26,28H,7-8H2,1-2H3,(H,22,24)(H,29,30)/t13-,14+,17+,18+,19+,21+/m0/s1

> <INCHI_KEY>
KKDWIUJBUSOPGC-GKHMPSLRSA-N

> <FORMULA>
C21H25NO11

> <MOLECULAR_WEIGHT>
467.4233

> <EXACT_MASS>
467.142760647

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
44.68271869667764

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,4S,5R,6R)-5-acetamido-4-hydroxy-2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

> <ALOGPS_LOGP>
-0.90

> <JCHEM_LOGP>
-1.1202774956666663

> <ALOGPS_LOGS>
-2.08

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.45223915260022

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8146547983515924

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3427549303141977

> <JCHEM_POLAR_SURFACE_AREA>
192.07999999999998

> <JCHEM_REFRACTIVITY>
107.8139

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.88e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-carbamoyl-1-[(2R,3R,4S,5R)-5-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-{imidazo[2,1-f]purin-3-yl}oxolan-2-yl]methoxy(hydroxy)phosphoryl phosphonato}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-ylium

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01768

> <SECONDARY_ACCESSION_NUMBERS>
EXPT02257

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Methylumbelliferyl sialic acid

$$$$