14146232
  -OEChem-03132018303D

 43 45  0     1  0  0  0  0  0999 V2000
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   -4.5684   -1.8292    1.2384 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1133    1.7323    0.3531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9492    0.3332    0.6387 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3305   -0.9447    0.0852 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0333   -0.0283   -0.2357 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5452    0.0879   -0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1753    1.2628   -0.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5085    2.5665   -0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4207   -1.0053   -1.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5467    0.9362    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6847   -0.4517    1.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9969    2.4057    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6165   -0.4553    0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8258   -1.1344    0.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8502   -0.5710   -2.6837 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7403    1.6829    0.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1776   -0.5607    0.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9957   -0.3718    0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9060   -2.6182    0.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9559    1.0152    0.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0835   -3.3171   -0.8426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0606    3.3488    0.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4051    2.8613   -1.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5093   -1.0471   -1.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0815   -2.0231   -1.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749   -1.4134    1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4883    0.2591    1.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0752   -1.9208    0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1851    0.4301   -2.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9527   -0.8705    0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7378   -2.8884    1.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0028   -3.0012    0.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2448   -3.1033   -1.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1379   -4.4011   -0.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0038   -2.9922   -1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5402   -1.9385    1.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8580    1.1209    0.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1 13  1  0  0  0  0
  2 18  1  0  0  0  0
  2 42  1  0  0  0  0
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  7  8  2  0  0  0  0
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M  END
> <DATABASE_ID>
DBMET00148

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
CCC1=CC(O)=CC2=C1NC1=C2CCOC1(CC)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H21NO4/c1-3-10-7-11(19)8-13-12-5-6-22-17(4-2,9-14(20)21)16(12)18-15(10)13/h7-8,18-19H,3-6,9H2,1-2H3,(H,20,21)

> <INCHI_KEY>
GQHWDDBALZVXBU-UHFFFAOYSA-N

> <FORMULA>
C17H21NO4

> <MOLECULAR_WEIGHT>
303.3529

> <EXACT_MASS>
303.147058165

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.9997019295879126

> <JCHEM_AVERAGE_POLARIZABILITY>
33.01808155690105

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{1,8-diethyl-6-hydroxy-1H,3H,4H,9H-pyrano[3,4-b]indol-1-yl}acetic acid

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
3.1399610859999996

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.597565172035464

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.451125147348033

> <JCHEM_PKA_STRONGEST_BASIC>
-4.212879002237413

> <JCHEM_POLAR_SURFACE_AREA>
82.55

> <JCHEM_REFRACTIVITY>
83.13820000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.72e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene}propan-1-amine

> <JCHEM_VEBER_RULE>
0

$$$$