2-(4-Cyclohexyl-phenyl)-4-methyl-octahydro-1,4-benzoxazin-2-ol hydrobromide

ID: ALA3623679

PubChem CID: 122192687

Max Phase: Preclinical

Molecular Formula: C21H32BrNO2

Molecular Weight: 329.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Br.CN1CC(O)(c2ccc(C3CCCCC3)cc2)OC2CCCCC21

Standard InChI:  InChI=1S/C21H31NO2.BrH/c1-22-15-21(23,24-20-10-6-5-9-19(20)22)18-13-11-17(12-14-18)16-7-3-2-4-8-16;/h11-14,16,19-20,23H,2-10,15H2,1H3;1H

Standard InChI Key:  SYBIGPPHSIXOQL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    5.0929   -1.1959    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5795    1.9482    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
   -3.8783   -0.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 N   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
   -1.2964    1.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928   -2.6973    0.0000 C   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
    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
   -3.8479   -1.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1315   -2.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4454   -1.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4758   -0.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1923    0.7059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7297   -2.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7018   -3.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9866   -4.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2994   -3.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3274   -2.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0426   -1.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
 10  7  1  0
  9  5  1  0
  5  6  1  0
  6  3  1  0
  3  7  1  0
  5  8  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  4 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  4  1  0
 20 21  1  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 17 20  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: 329.48

Molecular Weight (Monoisotopic): 329.2355

AlogP: 4.15

#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: 7.36

CX LogP: 5.10

CX LogD: 4.81

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.88

Np Likeness Score: 0.62

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