2-(8-Aza-bicyclo[3.2.1]oct-3-yl)-1-(6-hydroxy-1H-indol-3-yl)-ethanone

ID: ALA337591

PubChem CID: 44361157

Max Phase: Preclinical

Molecular Formula: C17H20N2O2

Molecular Weight: 284.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CC1CC2CCC(C1)N2)c1c[nH]c2cc(O)ccc12

Standard InChI:  InChI=1S/C17H20N2O2/c20-13-3-4-14-15(9-18-16(14)8-13)17(21)7-10-5-11-1-2-12(6-10)19-11/h3-4,8-12,18-20H,1-2,5-7H2

Standard InChI Key:  IEUXRHDPSSNADT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   12.5292   -5.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1917   -6.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9125   -4.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3667   -6.1375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1917   -5.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2417   -5.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5875   -5.5750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4792   -4.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9125   -4.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9542   -5.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6667   -5.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9667   -5.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1792   -4.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2417   -4.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4667   -5.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2542   -5.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4792   -4.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2000   -3.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9625   -4.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1750   -4.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7667   -3.6667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  2  1  0
  5  3  1  0
  6  1  1  0
  7 12  1  0
  8  5  2  0
  9  3  2  0
 10  6  1  0
 11 10  1  0
 12 16  1  0
 13 15  1  0
 14  6  2  0
 15 11  1  0
 16 11  1  0
 17 18  2  0
 18  9  1  0
 19 12  1  0
 20 13  1  0
 21 17  1  0
  4  5  1  0
 17  8  1  0
  7 13  1  0
 20 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA337591

   2-(8-azabicyclo[3.2.1]octan-3-yl)-1-(6-hydroxy-1H-indol-3-yl)ethanone

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 284.36

Molecular Weight (Monoisotopic): 284.1525

AlogP: 2.98

#Rotatable Bonds: 3

Polar Surface Area: 65.12

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.51

CX Basic pKa: 11.25

CX LogP: 0.95

CX LogD: -0.76

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.76

Np Likeness Score: 0.75

References

1. Blum E, Buchheit K, Buescher H, Gamse R, Kloeppner E, Meigel H, Papageorgiou C, Waelchli R, Revesz L.  (1992)  Design and synthesis of novel ligands for the 5-HT3 and the 5-HT4 receptor,  2  (5): [10.1016/S0960-894X(00)80170-5]

Source

Source(1):

• Scientific Literature