Mrv1909 01262017112D          

 18 20  0  0  0  0            999 V2000
   -0.8962   -0.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8962   -1.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5975   -2.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3401   -1.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3401   -0.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5975   -0.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1123   -0.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3827   -1.3781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1123   -2.0381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5975    0.2720    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0099    0.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1849    0.9734    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4687    1.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2316    0.9748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9367    1.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6330    0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9367    2.2031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3401    1.3769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  9  1  0  0  0  0
 10  6  1  6  0  0  0
 11 12  1  0  0  0  0
 11 10  1  0  0  0  0
 12 10  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
DB09071

> <DATABASE_NAME>
drugbank

> <SMILES>
CCC(=O)NC[C@@H]1C[C@H]1C1=CC=CC2=C1CCO2

> <INCHI_IDENTIFIER>
InChI=1S/C15H19NO2/c1-2-15(17)16-9-10-8-13(10)11-4-3-5-14-12(11)6-7-18-14/h3-5,10,13H,2,6-9H2,1H3,(H,16,17)/t10-,13+/m0/s1

> <INCHI_KEY>
PTOIAAWZLUQTIO-GXFFZTMASA-N

> <FORMULA>
C15H19NO2

> <MOLECULAR_WEIGHT>
245.322

> <EXACT_MASS>
245.141578856

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.05966247600853131

> <JCHEM_AVERAGE_POLARIZABILITY>
27.515584969904353

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{[(1R,2R)-2-(2,3-dihydro-1-benzofuran-4-yl)cyclopropyl]methyl}propanamide

> <ALOGPS_LOGP>
2.53

> <JCHEM_LOGP>
1.9775411676666674

> <ALOGPS_LOGS>
-3.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.739439078225127

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1975952704927078

> <JCHEM_POLAR_SURFACE_AREA>
38.33

> <JCHEM_REFRACTIVITY>
70.3479

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.81e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tasimelteon

> <JCHEM_VEBER_RULE>
1

> <DRUGBANK_ID>
DB09071

> <SECONDARY_ACCESSION_NUMBERS>
DB05359

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Tasimelteon

> <SYNONYMS>
N-{[(1R,2R)-2-(2,3-dihydro-1-benzofuran-4-yl)cyclopropyl]methyl}propanamide; Tasimeltéon; Tasimelteon; Tasimelteón; Tasimelteonum

> <PRODUCTS>
Hetlioz; Hetlioz LQ; Tasimelteon

> <INTERNATIONAL_BRANDS>
Hetlioz

$$$$