Marvin  03151215572D          

 27 29  0  0  1  0            999 V2000
    8.4178   -9.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4178   -9.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7033  -10.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7033   -8.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9888   -9.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9888   -9.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8468   -9.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8468   -9.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1323  -10.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1323   -8.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5612  -10.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2757   -9.8942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5612  -11.1317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9902  -10.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7054   -9.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3723  -10.3805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9615   -9.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0403   -9.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7866   -9.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3711  -11.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6561  -11.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6549  -12.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9399  -12.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1346  -11.1317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4190  -11.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1346   -7.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1346   -7.0067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  2  0  0  0  0
  8  7  1  0  0  0  0
  9  7  2  0  0  0  0
 10  8  2  0  0  0  0
  1  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2  1  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 12 14  1  0  0  0  0
 15 14  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 19 18  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  1  0  0  0  0
 10 26  1  0  0  0  0
 26 27  3  0  0  0  0
M  END
> <ID>
CHEBI:64191

> <NAME>
nafadotride

> <DEFINITION>
A naphthalenecarboxamide resulting from the formal condensation of the carboxylic acid group of 4-cyano-1-methoxynaphthalene-2-carboxylic acid with the primary amino group of 1-(1-butylpyrrolidin-2-yl]methanamine. It is a highly potent, competitive, preferential dopamine D3 receptor antagonist, centrally active upon systemic administration.

> <STAR>
3

> <SYNONYM>
nafadotride; (+-)-nafadotride

> <IUPAC_NAME>
N-[(1-butylpyrrolidin-2-yl)methyl]-4-cyano-1-methoxynaphthalene-2-carboxamide

> <FORMULA>
C22H27N3O2

> <MASS>
365.46870

> <MONOISOTOPIC_MASS>
365.21033

> <CHARGE>
0

> <SMILES>
CCCCN1CCCC1CNC(=O)c1cc(C#N)c2ccccc2c1OC

> <INCHI>
InChI=1S/C22H27N3O2/c1-3-4-11-25-12-7-8-17(25)15-24-22(26)20-13-16(14-23)18-9-5-6-10-19(18)21(20)27-2/h5-6,9-10,13,17H,3-4,7-8,11-12,15H2,1-2H3,(H,24,26)

> <INCHIKEY>
IDZASIQMRGPBCQ-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
149649-22-9

> <REAXYS_REGISTRY_NUMBER>
8356954

> <CHEMIDPLUS>
149649-22-9

> <LINCS_ACCESSION>
LSM-1755

> <WIKIPEDIA_ACCESSION>
Nafadotride

> <PUBMED_CITATION>
8531087; 9252981

$$$$