3-(4-Cyclohexylphenyl)octahydro-1,4-pyrido[2,1-c]oxazin-3-ol hydrobromide

ID: ALA3623678

PubChem CID: 122192685

Max Phase: Preclinical

Molecular Formula: C20H30BrNO2

Molecular Weight: 315.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Br.OC1(c2ccc(C3CCCCC3)cc2)CN2CCCCC2CO1

Standard InChI:  InChI=1S/C20H29NO2.BrH/c22-20(15-21-13-5-4-8-19(21)14-23-20)18-11-9-17(10-12-18)16-6-2-1-3-7-16;/h9-12,16,19,22H,1-8,13-15H2;1H

Standard InChI Key:  VLTDRXRHDLVYQE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    5.0929    4.1150    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6379    0.1276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5723    2.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2541    2.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2148    4.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4937    5.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8119    4.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8512    3.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4544    6.7282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1373    7.4461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1003    8.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3805    9.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976    9.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7346    7.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  5  9  1  0
  5  7  1  0
  8  6  1  0
  6  3  1  0
  3  7  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  4 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  4  1  0
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 16 19  1  0
M  END

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: 315.46

Molecular Weight (Monoisotopic): 315.2198

AlogP: 3.76

#Rotatable Bonds: 2

Polar Surface Area: 32.70

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.99

CX Basic pKa: 6.93

CX LogP: 4.59

CX LogD: 4.46

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.90

Np Likeness Score: 0.34

References

1. Ladopoulou EM, Matralis AN, Nikitakis A, Kourounakis AP..  (2015)  Antihyperlipidemic morpholine derivatives with antioxidant activity: An investigation of the aromatic substitution.,  23  (21): [PMID:26433631] [10.1016/j.bmc.2015.09.034]

Source

Source(1):

• Scientific Literature