1H-Indole-3-carboxylic acid 1-aza-bicyclo[2.2.2]oct-3-yl ester

ID: ALA108799

Chembl Id: CHEMBL108799

PubChem CID: 10015966

Max Phase: Preclinical

Molecular Formula: C16H18N2O2

Molecular Weight: 270.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(OC1CN2CCC1CC2)c1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C16H18N2O2/c19-16(13-9-17-14-4-2-1-3-12(13)14)20-15-10-18-7-5-11(15)6-8-18/h1-4,9,11,15,17H,5-8,10H2

Standard InChI Key:  VUADLQGWANQBFT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA108799

   1H-Indole-3-carboxylic acid 1-aza-bicyclo[2.2.2]oct-3-yl ester

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: 270.33

Molecular Weight (Monoisotopic): 270.1368

AlogP: 2.42

#Rotatable Bonds: 2

Polar Surface Area: 45.33

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.18

CX Basic pKa: 8.90

CX LogP: 2.45

CX LogD: 0.94

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.85

Np Likeness Score: 0.30

References

1. Macor JE, Gurley D, Lanthorn T, Loch J, Mack RA, Mullen G, Tran O, Wright N, Gordon JC..  (2001)  The 5-HT3 antagonist tropisetron (ICS 205-930) is a potent and selective alpha7 nicotinic receptor partial agonist.,  11  (3): [PMID:11212100] [10.1016/s0960-894x(00)00670-3]

2. Bourdin CM, Lebreton J, Mathé-Allainmat M, Thany SH..  (2015)  Pharmacological profile of zacopride and new quaternarized fluorobenzamide analogues on mammalian α7 nicotinic acetylcholine receptor.,  25  (16): [PMID:26087938] [10.1016/j.bmcl.2015.05.094]

Source

Source(1):

• Scientific Literature