3-(3',5'-Di-tert-butyl-4'-hydroxy-4-biphenyl)octahydropyrido-[2,1-c][1,4]oxazin-3-ol Hydrobromide

ID: ALA2332555

PubChem CID: 71624093

Max Phase: Preclinical

Molecular Formula: C28H40BrNO3

Molecular Weight: 437.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Br.CC(C)(C)c1cc(-c2ccc(C3(O)CN4CCCCC4CO3)cc2)cc(C(C)(C)C)c1O

Standard InChI:  InChI=1S/C28H39NO3.BrH/c1-26(2,3)23-15-20(16-24(25(23)30)27(4,5)6)19-10-12-21(13-11-19)28(31)18-29-14-8-7-9-22(29)17-32-28;/h10-13,15-16,22,30-31H,7-9,14,17-18H2,1-6H3;1H

Standard InChI Key:  IAKIULQHWXPEBH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
    4.2222  -10.6441    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.3368   -8.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3357   -9.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0437  -10.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7534   -9.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7505   -8.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0419   -8.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6311   -8.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6322   -7.7212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9252   -7.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2166   -7.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2195   -8.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9270   -8.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5053   -7.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5059   -6.4969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8017   -6.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8003   -7.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0915   -7.3139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0887   -6.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3861   -6.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6818   -6.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6846   -7.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -7.7257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2086   -6.9007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4617  -10.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0435  -10.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3357  -11.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7511  -11.4023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0357  -11.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4567   -8.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1659   -8.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4536   -7.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1612   -8.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  2  8  1  0
 14 15  1  0
 14 17  1  0
 15 16  1  0
 16 19  1  0
 18 17  1  0
 11 14  1  0
 18 19  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 14 24  1  0
  5 25  1  0
  4 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
  6 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  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: 437.62

Molecular Weight (Monoisotopic): 437.2930

AlogP: 5.68

#Rotatable Bonds: 2

Polar Surface Area: 52.93

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.74

CX Basic pKa: 6.95

CX LogP: 6.91

CX LogD: 6.78

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.63

Np Likeness Score: 0.35

References

1. Ladopoulou E, Matralis AN, Kourounakis AP..  (2013)  New multifunctional Di-tert-butylphenoloctahydro(pyrido/benz)oxazine derivatives with antioxidant, antihyperlipidemic, and antidiabetic action.,  56  (8): [PMID:23581491] [10.1021/jm400101e]

Source

Source(1):

• Scientific Literature