(6S,10R,14R)-14-hydroxy-2,6,10,14-tetramethyl-16-[5-methyl-3,6-dioxo-2,4-bis(trideuteriomethyl)cyclohexa-1,4-dien-1-yl]hexadecanoic acid

ID: ALA4290310

PubChem CID: 145988007

Max Phase: Preclinical

Molecular Formula: C29H48O5

Molecular Weight: 476.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [2H]C([2H])([2H])C1=C(C)C(=O)C(CC[C@](C)(O)CCC[C@H](C)CCC[C@H](C)CCCC(C)C(=O)O)=C(C([2H])([2H])[2H])C1=O

Standard InChI:  InChI=1S/C29H48O5/c1-19(13-9-15-21(3)28(32)33)11-8-12-20(2)14-10-17-29(7,34)18-16-25-24(6)26(30)22(4)23(5)27(25)31/h19-21,34H,8-18H2,1-7H3,(H,32,33)/t19-,20+,21?,29+/m0/s1/i4D3,6D3

Standard InChI Key:  LXLDOSWLIKSSIO-RMAVTELHSA-N

Molfile:  

     RDKit          2D

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   18.5900  -12.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9295  -13.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2926  -13.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2179  -13.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5088  -13.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2727  -15.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6859  -12.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5067  -12.6724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6345  -13.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2727  -15.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9765  -13.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2727  -13.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0943  -13.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6821  -15.0136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6839  -13.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1669  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5876  -13.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5606  -13.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0469  -13.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8532  -13.3812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5606  -14.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7543  -13.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4594  -13.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2901  -14.6419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0000  -13.4147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9319  -12.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3419  -13.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8013  -13.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7568  -12.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9765  -14.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3889  -13.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8801  -13.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2747  -12.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9835  -12.1510    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5681  -12.1474    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2680  -11.7378    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8553  -15.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452  -14.6166    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8601  -15.8383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1425  -15.4235    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 22  1  0
 30 14  2  0
 23 16  1  0
 11 15  1  0
 15 31  1  0
 22 29  1  6
 21 10  2  0
 11 12  2  0
 16 32  1  0
 13 28  1  0
 18 20  2  0
 28  5  1  0
  2 26  1  6
 10 30  1  0
 30 11  1  0
 17  3  1  0
 32 17  1  0
 27 19  1  0
  8 13  1  0
 17  1  1  0
 22 23  1  0
  2  9  1  0
 18 12  1  0
  4  2  1  0
  5  4  1  0
 13  7  1  1
 31 13  1  0
 10  6  1  0
  3 24  1  0
  3 25  2  0
 18 21  1  0
  9 27  1  0
 12 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 21 37  1  0
 37 38  1  0
 37 39  1  0
 37 40  1  0
M  ISO  6  34   2  35   2  36   2  38   2  39   2  40   2
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: 476.70

Molecular Weight (Monoisotopic): 476.3502

AlogP: 6.83

#Rotatable Bonds: 16

Polar Surface Area: 91.67

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.00

CX Basic pKa: ┄

CX LogP: 7.97

CX LogD: 5.59

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.24

Np Likeness Score: 1.20

References

1. Taylor L, Krueger N, Malysheva O, Atkinson J, Parker RS..  (2018)  ω-Hydroxylation of α-tocopheryl quinone reveals a dual function for cytochrome P450-4F2 in vitamin E metabolism.,  26  (20): [PMID:30316641] [10.1016/j.bmc.2018.10.002]

Source

Source(1):

• Scientific Literature