Mrv1652310201623502D          

 23 25  0  0  0  0            999 V2000
   -0.9054   -0.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0984   -0.2577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1565    0.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3955    1.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1406    1.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6664    2.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2184    1.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9635    0.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9721    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8859    2.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0789    2.8106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6866    1.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4010    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1155    1.4061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300    2.6436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5445    1.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734    1.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6879    1.8186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734    0.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589    0.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5445    0.5811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
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  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
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 22 23  1  0  0  0  0
 17 23  1  0  0  0  0
M  END
> <DATABASE_ID>
DB12288

> <DATABASE_NAME>
drugbank

> <SMILES>
COC1=CC=C2NC=C(CCNC(=O)C3=CC(=O)C=CO3)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H16N2O4/c1-22-13-2-3-15-14(9-13)11(10-19-15)4-6-18-17(21)16-8-12(20)5-7-23-16/h2-3,5,7-10,19H,4,6H2,1H3,(H,18,21)

> <INCHI_KEY>
PNTNBIHOAPJYDB-UHFFFAOYSA-N

> <FORMULA>
C17H16N2O4

> <MOLECULAR_WEIGHT>
312.325

> <EXACT_MASS>
312.111007003

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
32.53667051607051

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-4-oxo-4H-pyran-2-carboxamide

> <ALOGPS_LOGP>
2.04

> <JCHEM_LOGP>
1.5897645580000004

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.496816835625065

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.724078324649085

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3993899733105537

> <JCHEM_POLAR_SURFACE_AREA>
80.42

> <JCHEM_REFRACTIVITY>
86.87699999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.54e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-4-oxopyran-2-carboxamide

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB12288

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Piromelatine

> <SYNONYMS>
Piromelatine

$$$$