(R)-2-(9-(1H-1,2,3-Triazol-1-yl)nonyl)-2,5,7,8-tetramethylchroman-6-ol

ID: ALA523260

PubChem CID: 25119043

Max Phase: Preclinical

Molecular Formula: C24H37N3O2

Molecular Weight: 399.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C)c2c(c(C)c1O)CC[C@@](C)(CCCCCCCCCn1ccnn1)O2

Standard InChI:  InChI=1S/C24H37N3O2/c1-18-19(2)23-21(20(3)22(18)28)12-14-24(4,29-23)13-10-8-6-5-7-9-11-16-27-17-15-25-26-27/h15,17,28H,5-14,16H2,1-4H3/t24-/m1/s1

Standard InChI Key:  HQIQCTAFFFMLKO-XMMPIXPASA-N

Molfile:  

     RDKit          2D

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    0.6574   -6.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6574   -5.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0546   -4.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7667   -6.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7641   -5.1813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4747   -4.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1882   -5.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1868   -6.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4757   -6.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4730   -3.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9027   -4.7667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0626   -6.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3668   -5.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0843   -5.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7958   -5.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5133   -5.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2248   -5.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9423   -5.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6538   -5.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3713   -5.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0828   -5.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8003   -5.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8894   -6.7677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6977   -6.9331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1049   -6.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5482   -5.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8 14  1  0
  6  7  1  0
  2 15  1  6
  1  2  1  0
  2 16  1  0
  7  8  2  0
 16 17  1  0
  2  3  1  0
 17 18  1  0
  8  9  1  0
 18 19  1  0
  3  4  1  0
 19 20  1  0
  9 10  2  0
 20 21  1  0
 10  5  1  0
 21 22  1  0
 22 23  1  0
  9 11  1  0
 23 24  1  0
  6  4  1  0
 24 25  1  0
 25 26  1  0
 10 12  1  0
  5  6  2  0
  7 13  1  0
  5  1  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA523260

   (R)-2-(9-(1H-1,2,3-Triazol-1-yl)nonyl)-2,5,7,8-tetramethylchroman-6-ol

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: 399.58

Molecular Weight (Monoisotopic): 399.2886

AlogP: 5.81

#Rotatable Bonds: 10

Polar Surface Area: 60.17

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.80

CX Basic pKa: 0.70

CX LogP: 6.97

CX LogD: 6.97

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: 0.53

References

1. Ohnmacht S, Nava P, West R, Parker R, Atkinson J..  (2008)  Inhibition of oxidative metabolism of tocopherols with omega-N-heterocyclic derivatives of vitamin E.,  16  (16): [PMID:18656365] [10.1016/j.bmc.2008.07.020]

Source

Source(1):

• Scientific Literature