Ketcher 12111915162D 1   1.00000     0.00000     0

 22 25  0     1  0            999 V2000
   11.3789  -11.2010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4278  -10.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3789  -12.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2449  -10.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8401  -11.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.2449  -12.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1110  -11.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2449   -9.7010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1188  -13.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1110  -12.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0266   -9.8739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.9645   -9.8161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7566  -10.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.4257  -11.5374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   14.9475  -12.1955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0     0  0
  1  3  1  0     0  0
  1  4  1  0     0  0
  2  5  2  0     0  0
  3  6  2  0     0  0
  3  7  1  0     0  0
  4  8  1  0     0  0
  4  9  2  0     0  0
  6 10  1  0     0  0
  7 11  1  0     0  0
  5  6  1  0     0  0
  8 11  1  0     0  0
  5 12  1  0     0  0
 12 13  2  0     0  0
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  8 19  1  1     0  0
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 21 22  2  0     0  0
 18 22  1  0     0  0
M  END
> <ID>
CHEBI:31588

> <NAME>
fabesetron

> <DEFINITION>
An organic heterotricyclic compound that is 8,9-dihydropyrido[1,2-a]indol-6(7H)-one substituted by a (5-methyl-1H-imidazol-4-yl)methyl group at position 7R and a methyl group at position 10. It is a dual 5-HT3 and 5-HT4 receptors antagonist whose clinical development was terminated in phase II. It was being developed for the treatment of chemotherapy-induced emesis and irritable bowel syndrome.

> <STAR>
3

> <SYNONYM>
FK1052; FK-1052; FK 1052; (+)-(R)-8,9-dihydro-10-methyl-7-((5-methylimidazol-4-yl)methyl)pyrido[1,2-a]indol-6(7H)-one

> <IUPAC_NAME>
(7R)-10-methyl-7-[(5-methyl-1H-imidazol-4-yl)methyl]-8,9-dihydropyrido[1,2-a]indol-6(7H)-one

> <INN>
fabesetronum; fabesetron; fabesetron; fabesetron

> <FORMULA>
C18H19N3O

> <MASS>
293.370

> <MONOISOTOPIC_MASS>
293.15281

> <CHARGE>
0

> <SMILES>
N12C3=C(C(=C1CC[C@@H](C2=O)CC4=C(C)NC=N4)C)C=CC=C3

> <INCHI>
InChI=1S/C18H19N3O/c1-11-14-5-3-4-6-17(14)21-16(11)8-7-13(18(21)22)9-15-12(2)19-10-20-15/h3-6,10,13H,7-9H2,1-2H3,(H,19,20)/t13-/m1/s1

> <INCHIKEY>
AEKQMJRJRAHOAP-CYBMUJFWSA-N

> <CAS_REGISTRY_NUMBER>
129300-27-2

> <CHEMIDPLUS>
129300-27-2

> <PUBMED_CITATION>
10688616; 11560875; 16079468; 7553979; 7697771; 7697772; 8331576; 8496821; 8944700

$$$$