Mrv1902 04031915332D          

 31 32  0  0  0  0            999 V2000
    2.6265    0.1645    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7525    0.9346    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849    2.1147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9679    1.1896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5159   -1.3253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6109   -1.0896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8029    2.3144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4227    2.6843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0601   -1.7815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5371    0.6797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0074    1.7193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4975    0.1501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9136   -1.6224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1554   -0.5953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585   -1.0033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    1.3040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5791    0.5072    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3548    0.6376    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4410   -0.1828    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6873   -0.5183    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9853   -0.3546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3309    0.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0060    2.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4346   -1.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1289   -1.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9574   -2.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4082   -0.1302    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5984   -0.3395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1554   -1.1067    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5371   -1.4322    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4907   -0.5475    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  2  4  1  0  0  0  0
  2 10  1  0  0  0  0
  2 11  1  0  0  0  0
  2 12  2  0  0  0  0
  3 16  1  0  0  0  0
  3 17  1  0  0  0  0
 18  4  1  1  0  0  0
 20  5  1  6  0  0  0
  5 25  1  0  0  0  0
 21  6  1  6  0  0  0
  7 23  1  0  0  0  0
  8 23  2  0  0  0  0
  9 24  2  0  0  0  0
 13 25  2  0  0  0  0
 19 14  1  6  0  0  0
 14 28  1  0  0  0  0
 14 29  1  0  0  0  0
 15 24  1  0  0  0  0
 15 30  1  0  0  0  0
 15 31  1  0  0  0  0
 16 18  1  0  0  0  0
 16 22  1  0  0  0  0
 16 23  1  1  0  0  0
 17 20  1  0  0  0  0
 17 21  1  0  0  0  0
 17 27  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 24  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
DB04788

> <DATABASE_NAME>
drugbank

> <SMILES>
[H]N([H])[C@H]1[C@@H](OC(C)=O)[C@@]2([H])O[C@](CS[C@@]2(O)C(=O)N([H])[H])([C@@H]1OP(O)(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H17N2O11PS/c1-3(14)22-5-4(12)6(24-25(19,20)21)10(9(16)17)2-26-11(18,8(13)15)7(5)23-10/h4-7,18H,2,12H2,1H3,(H2,13,15)(H,16,17)(H2,19,20,21)/t4-,5+,6+,7+,10+,11+/m0/s1

> <INCHI_KEY>
UVAAUIDYGIWLMB-HGNFPZBQSA-N

> <FORMULA>
C11H17N2O11PS

> <MOLECULAR_WEIGHT>
416.298

> <EXACT_MASS>
416.029066598

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.20977806833392

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4R,5R,6R,7S,8R)-6-(acetyloxy)-7-amino-4-carbamoyl-4-hydroxy-8-(phosphonooxy)-9-oxa-3-thiabicyclo[3.3.1]nonane-1-carboxylic acid

> <ALOGPS_LOGP>
-1.50

> <JCHEM_LOGP>
-3.8289817682571625

> <ALOGPS_LOGS>
-1.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.9883645242951746

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8531402067437502

> <JCHEM_PKA_STRONGEST_BASIC>
8.717465201976024

> <JCHEM_POLAR_SURFACE_AREA>
228.93

> <JCHEM_REFRACTIVITY>
80.57669999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.75e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sulfatide

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB04788

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Tagetitoxin

> <SYNONYMS>
(1R,4R,5R,6R,7S,8R)-6-Acetoxy-7-amino-4-carbamoyl-4-hydroxy-8-(phosphonooxy)-9-oxa-3-thiabicyclo[3.3.1]nonane-1-carboxylic acid

$$$$