2-(3',5'-Di-tert-butyl-4'hydroxy-4-biphenyl)-4-methyloctahydro-1,4-benzoxazin-2-ol Hydrobromide

ID: ALA2332556

PubChem CID: 60162272

Max Phase: Preclinical

Molecular Formula: C29H42BrNO3

Molecular Weight: 451.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Br.CN1CC(O)(c2ccc(-c3cc(C(C)(C)C)c(O)c(C(C)(C)C)c3)cc2)OC2CCCCC21

Standard InChI:  InChI=1S/C29H41NO3.BrH/c1-27(2,3)22-16-20(17-23(26(22)31)28(4,5)6)19-12-14-21(15-13-19)29(32)18-30(7)24-10-8-9-11-25(24)33-29;/h12-17,24-25,31-32H,8-11,18H2,1-7H3;1H

Standard InChI Key:  CNFRXVLYDLPPCN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   16.3067  -11.2632    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   19.5286  -10.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5275  -11.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2355  -11.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9452  -11.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9424  -10.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2337  -10.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8229  -10.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8240   -9.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1171   -8.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4085   -9.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4113  -10.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1188  -10.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6971   -8.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6978   -7.9580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9921   -9.1869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2833   -8.7749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4004   -8.3618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6535  -11.6354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2353  -12.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5275  -12.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9429  -12.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2275  -13.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6485   -9.9940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3578  -10.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6454   -9.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3531   -9.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2805   -7.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9920   -7.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9937   -6.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2857   -6.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5743   -6.7313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5708   -7.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5758   -9.1838    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 16  1  0
 15 29  1  0
 17 16  1  0
 11 14  1  0
 17 28  1  0
 14 18  1  0
  5 19  1  0
  4 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
  6 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 17 34  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: 451.65

Molecular Weight (Monoisotopic): 451.3086

AlogP: 6.07

#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: 7.38

CX LogP: 7.41

CX LogD: 7.12

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.58

Np Likeness Score: 0.55

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