1H-Indole-3-carboxylic acid 9-methyl-3-oxa-9-aza-tricyclo[3.3.1.0*2,4*]non-7-yl ester

ID: ALA143197

PubChem CID: 14403147

Max Phase: Preclinical

Molecular Formula: C17H18N2O3

Molecular Weight: 298.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C2CC(OC(=O)c3c[nH]c4ccccc34)CC1C1OC12

Standard InChI:  InChI=1S/C17H18N2O3/c1-19-13-6-9(7-14(19)16-15(13)22-16)21-17(20)11-8-18-12-5-3-2-4-10(11)12/h2-5,8-9,13-16,18H,6-7H2,1H3

Standard InChI Key:  NVYPANNIKFKQTB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 26  0  0  0  0  0  0  0  0999 V2000
    8.0000   -8.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4250   -7.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6375   -8.3417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2000   -6.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6417   -6.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7167   -6.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3292   -6.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8250   -5.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1042   -6.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5792   -5.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4292   -6.8917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7375   -6.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1042   -5.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9917   -5.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4042   -6.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1000   -6.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8625   -5.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3875   -6.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3792   -5.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4292   -6.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7042   -4.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292   -5.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  8  1  0
  5  7  1  0
  6  2  1  0
  7  1  1  0
  8 15  1  0
  9  4  2  0
 10  4  1  0
 11  9  1  0
 12  7  1  0
 13  6  1  0
 14 12  1  0
 15 14  1  0
 16 10  2  0
 17  8  2  0
 18  5  1  0
 19 10  1  0
 20 16  1  0
 21 19  2  0
 22 21  1  0
  3  2  1  0
  6  5  1  0
 14 13  1  0
 16 11  1  0
 22 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA143197

   9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl 1H-indole-3-carboxylate

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: 298.34

Molecular Weight (Monoisotopic): 298.1317

AlogP: 1.94

#Rotatable Bonds: 2

Polar Surface Area: 57.86

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.18

CX Basic pKa: 6.91

CX LogP: 1.95

CX LogD: 1.83

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.68

Np Likeness Score: 0.96

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