(2-Ethoxy-phenyl)-carbamic acid 2-((3S,5R)-3,5-dimethyl-piperidin-1-yl)-ethyl ester

ID: ALA2115017

PubChem CID: 71454555

Max Phase: Preclinical

Molecular Formula: C18H28N2O3

Molecular Weight: 320.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccccc1NC(=O)OCCN1C[C@H](C)C[C@@H](C)C1

Standard InChI:  InChI=1S/C18H28N2O3/c1-4-22-17-8-6-5-7-16(17)19-18(21)23-10-9-20-12-14(2)11-15(3)13-20/h5-8,14-15H,4,9-13H2,1-3H3,(H,19,21)/t14-,15-/m1/s1

Standard InChI Key:  SDVIUVQHUDGVJR-HUUCEWRRSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  1  0  0  0  0  0999 V2000
    7.7058   -8.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5589   -8.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9839   -8.2730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2792   -8.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7058   -9.5105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5573   -8.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2750   -8.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5589   -9.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2636   -9.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9855   -8.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4219   -8.2730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9855   -9.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8484   -8.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5573   -7.4480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1323   -8.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2792   -9.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8469   -8.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2636  -10.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7073   -8.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8469   -7.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1308   -7.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5688   -9.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8469   -9.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 13  1  0
  3  1  1  0
  4  3  1  0
  5  1  2  0
  6  4  2  0
  7  2  1  0
  8  2  1  0
  9  8  1  0
 10  7  1  0
 11  1  1  0
 12  9  1  0
 13 15  1  0
 14  6  1  0
 15 11  1  0
 16  4  1  0
 17  6  1  0
  9 18  1  1
 10 19  1  6
 20 14  1  0
 21 20  1  0
 22 16  2  0
 23 22  1  0
 23 17  2  0
 12 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2115017

   2-[(3R,5R)-3,5-dimethylpiperidin-1-yl]ethyl N-(2-ethoxyphenyl)carbamate

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: 320.43

Molecular Weight (Monoisotopic): 320.2100

AlogP: 3.61

#Rotatable Bonds: 6

Polar Surface Area: 50.80

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.27

CX Basic pKa: 8.93

CX LogP: 3.63

CX LogD: 2.09

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.87

Np Likeness Score: -1.43

References

1. Soulier JL, Yang D, Brémont B, Croci T, Guzzi U, Langlois M..  (1997)  Arylcarbamate derivatives of 1-piperidineethanol as potent ligands for 5-HT4 receptors.,  40  (11): [PMID:9171886] [10.1021/jm960853v]

Source

Source(1):

• Scientific Literature