1H-Indole-3-carboxylic acid 1-(1-methyl-pyrrolidin-2-ylmethyl)-propyl ester

ID: ALA371808

PubChem CID: 44398013

Max Phase: Preclinical

Molecular Formula: C18H24N2O2

Molecular Weight: 300.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(CC1CCCN1C)OC(=O)c1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C18H24N2O2/c1-3-14(11-13-7-6-10-20(13)2)22-18(21)16-12-19-17-9-5-4-8-15(16)17/h4-5,8-9,12-14,19H,3,6-7,10-11H2,1-2H3

Standard InChI Key:  RYPRZTQYXXYPME-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    0.9042    0.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5167    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9792   -0.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0917    0.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2250   -0.9542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5000    2.0208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3042    0.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3208   -0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1417    0.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4042    0.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3542    1.5583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9167    1.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5625    1.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5667    2.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3125    1.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6875    0.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1375    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1458   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375    0.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1333    1.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2750    1.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5500    0.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  1  1  0
  5  3  1  0
  6  9  1  0
  7  2  1  0
  8  4  1  0
  9 10  1  0
 10 12  1  0
 11  2  2  0
 12  7  1  0
 13  6  1  0
 14  6  1  0
 15  4  2  0
 16  9  1  0
 17 16  1  0
 18  8  2  0
 19 12  1  0
 20 15  1  0
 21 19  1  0
 22 20  2  0
  5  8  1  0
 22 18  1  0
 13 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA371808

   1H-Indole-3-carboxylic acid 1-(1-methyl-pyrrolidin-2-ylmethyl)-propyl 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: 300.40

Molecular Weight (Monoisotopic): 300.1838

AlogP: 3.59

#Rotatable Bonds: 5

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: 9.64

CX LogP: 3.56

CX LogD: 1.34

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.86

Np Likeness Score: 0.09

References

1. Jensen AA, Frølund B, Liljefors T, Krogsgaard-Larsen P..  (2005)  Neuronal nicotinic acetylcholine receptors: structural revelations, target identifications, and therapeutic inspirations.,  48  (15): [PMID:16033252] [10.1021/jm040219e]

Source

Source(1):

• Scientific Literature