10355824
  -OEChem-06132013083D

 37 41  0     1  0  0  0  0  0999 V2000
   -1.5907   -0.9260    1.2151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5515   -3.1021   -0.4052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8529    0.7674    0.4824 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1196    1.2073    0.5487 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7186   -0.4394    0.6830 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8564   -0.7205   -0.3035 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4866    0.6522   -0.6658 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2964   -1.5576    0.9657 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3322    0.1559    1.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2396    0.5298    0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3972   -1.5422   -1.5141 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4799    1.6597   -1.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2079    1.3856    1.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0699    1.5520   -0.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7350   -2.8340   -1.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4794   -2.5315   -0.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5282    0.2345    0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9853    2.3644   -1.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5818    1.0308    0.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2978    2.1136   -0.7516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6207   -1.3296    0.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998    0.4894   -1.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0180   -2.1492    1.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9479   -0.6116    2.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5554    0.4368    2.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2626   -1.7827   -2.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6988   -0.9772   -2.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4472    1.4539   -2.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8413    2.6890   -1.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5754    2.2651    1.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8016    1.6118    2.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5636    2.0984    0.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4246   -3.4484   -0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4195   -3.4185   -1.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8088    3.1847   -1.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1046    2.7597   -1.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8417   -0.0219    1.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  1 17  1  0  0  0  0
  2 16  2  0  0  0  0
  3 19  1  0  0  0  0
  3 37  1  0  0  0  0
  4  7  1  0  0  0  0
  4 13  1  0  0  0  0
  4 32  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  6 21  1  0  0  0  0
  7 12  1  0  0  0  0
  7 22  1  0  0  0  0
  8 16  1  0  0  0  0
  8 23  1  0  0  0  0
  9 13  1  0  0  0  0
  9 24  1  0  0  0  0
  9 25  1  0  0  0  0
 10 14  2  0  0  0  0
 10 17  1  0  0  0  0
 11 15  1  0  0  0  0
 11 26  1  0  0  0  0
 11 27  1  0  0  0  0
 12 14  1  0  0  0  0
 12 28  1  0  0  0  0
 12 29  1  0  0  0  0
 13 30  1  0  0  0  0
 13 31  1  0  0  0  0
 14 18  1  0  0  0  0
 15 16  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
 17 19  2  0  0  0  0
 18 20  2  0  0  0  0
 18 35  1  0  0  0  0
 19 20  1  0  0  0  0
 20 36  1  0  0  0  0
M  END
> <DATABASE_ID>
DBMET00179

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/SWIRXSKBBSJXGY-UIHHKEIPSA-N/SDF?record_type=3d

> <SMILES>
[H]N1CC[C@@]23C4=C5C[C@]1([H])[C@]2([H])CCC(=O)[C@]3([H])OC4=C(O)C=C5

> <INCHI_IDENTIFIER>
InChI=1S/C16H17NO3/c18-11-3-1-8-7-10-9-2-4-12(19)15-16(9,5-6-17-10)13(8)14(11)20-15/h1,3,9-10,15,17-18H,2,4-7H2/t9-,10+,15-,16-/m0/s1

> <INCHI_KEY>
SWIRXSKBBSJXGY-UIHHKEIPSA-N

> <FORMULA>
C16H17NO3

> <MOLECULAR_WEIGHT>
271.3111

> <EXACT_MASS>
271.120843415

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.9978832150221328

> <JCHEM_AVERAGE_POLARIZABILITY>
27.823926083360238

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5R,13R,17R)-10-hydroxy-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-one

> <ALOGPS_LOGP>
1.10

> <JCHEM_LOGP>
0.8148099530461311

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
19.375230326436352

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.75088875744565

> <JCHEM_PKA_STRONGEST_BASIC>
10.461672593811066

> <JCHEM_POLAR_SURFACE_AREA>
58.56

> <JCHEM_REFRACTIVITY>
72.96770000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.15e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6R)-6-[5-(4'-{[2-butyl-4-chloro-5-(hydroxymethyl)imidazol-1-yl]methyl}-[1,1'-biphenyl]-2-yl)-1,2,3,4-tetrazol-2-yl]-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$