trans-4N-{2-[2-(2,3-Dimethylphenoxy)ethoxy]ethyl}aminocyclohexan-1-ol

ID: ALA3775404

PubChem CID: 117858469

Max Phase: Preclinical

Molecular Formula: C18H29NO3

Molecular Weight: 307.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(OCCOCCN[C@H]2CC[C@H](O)CC2)c1C

Standard InChI:  InChI=1S/C18H29NO3/c1-14-4-3-5-18(15(14)2)22-13-12-21-11-10-19-16-6-8-17(20)9-7-16/h3-5,16-17,19-20H,6-13H2,1-2H3/t16-,17-

Standard InChI Key:  VTFAREQFKLQVFP-QAQDUYKDSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    6.4833   -9.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4855   -8.2648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1873   -7.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1894   -6.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8912   -5.2578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7798  -10.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7746  -12.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4729  -12.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1765  -12.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1817  -10.5112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4688  -13.9657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  6  7  1  0
  5  6  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 14  2  0
  8  9  1  0
 11 15  1  0
 10 16  1  0
  7  8  1  0
  4  5  1  0
  2  3  1  0
  1  2  1  1
  1 17  1  0
  1 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA3775404

   4-[2-[2-(2,3-Dimethylphenoxy)ethoxy]ethylamino]cyclohexan-1-ol

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: 307.43

Molecular Weight (Monoisotopic): 307.2147

AlogP: 2.59

#Rotatable Bonds: 8

Polar Surface Area: 50.72

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.79

CX LogP: 2.84

CX LogD: 0.51

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.72

Np Likeness Score: -0.69

References

1. Waszkielewicz AM, Gunia-Krzyżak A, Powroźnik B, Słoczyńska K, Pękala E, Walczak M, Bednarski M, Żesławska E, Nitek W, Marona H..  (2016)  Design, physico-chemical properties and biological evaluation of some new N-[(phenoxy)alkyl]- and N-{2-[2-(phenoxy)ethoxy]ethyl}aminoalkanols as anticonvulsant agents.,  24  (8): [PMID:26988801] [10.1016/j.bmc.2016.03.006]

Source

Source(1):

• Scientific Literature