Ketcher 02032011592D 1   1.00000     0.00000     0

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   12.4859  -13.2496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9500  -15.2497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   16.8160  -12.7497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   11.6199  -17.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3519  -13.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2179  -15.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.0840  -13.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.8878  -17.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8878  -19.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0218  -18.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0218  -19.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.9500  -13.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9500  -16.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0     0  0
  1 21  1  0     0  0
  2 13  1  0     0  0
  2 23  1  0     0  0
  3 16  1  0     0  0
  4  7  1  0     0  0
  4  9  1  0     0  0
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  6  8  1  0     0  0
  8 10  1  0     0  0
  8 11  2  0     0  0
  9 12  1  0     0  0
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 12 16  1  0     0  0
 12 17  2  0     0  0
 13 15  2  0     0  0
 14 15  1  0     0  0
 15 22  1  0     0  0
 16 18  2  0     0  0
 17 19  1  0     0  0
 18 20  1  0     0  0
 19 20  2  0     0  0
M  END
> <ID>
CHEBI:145979

> <NAME>
4-{2-[(2-hydroxybenzyl)amino]ethyl}-2,5-dimethoxybenzonitrile

> <DEFINITION>
A secondary amino compound that is 4-(2-aminoethyl)-2,5-dimethoxybenzonitrile in which one of the hydrogens of the amino group has been replaced by a 2-hydroxybenzyl group. A 5-hydroxytryptamine 2A receptor agonist.

> <STAR>
3

> <SYNONYM>
NBOH-2C-CN; 4-[2-[(2-hydroxyphenyl)methylamino]ethyl]-2,5-dimethoxybenzonitrile; 25CN-NBOH; 2-([2-(4-cyano-2,5-dimethoxyphenyl)ethylamino]methyl)phenol

> <IUPAC_NAME>
4-{2-[(2-hydroxybenzyl)amino]ethyl}-2,5-dimethoxybenzonitrile

> <FORMULA>
C18H20N2O3

> <MASS>
312.369

> <MONOISOTOPIC_MASS>
312.14739

> <CHARGE>
0

> <SMILES>
O(C=1C(CCNCC=2C(O)=CC=CC2)=CC(OC)=C(C1)C#N)C

> <INCHI>
InChI=1S/C18H20N2O3/c1-22-17-10-15(11-19)18(23-2)9-13(17)7-8-20-12-14-5-3-4-6-16(14)21/h3-6,9-10,20-21H,7-8,12H2,1-2H3

> <INCHIKEY>
VWEDZTZAXHMZIL-UHFFFAOYSA-N

> <WIKIPEDIA_ACCESSION>
25CN-NBOH

> <PUBMED_CITATION>
24397362; 25224567; 28360333; 29467649; 31693871

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