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

ID: ALA497279

PubChem CID: 25119393

Max Phase: Preclinical

Molecular Formula: C28H39N3O2

Molecular Weight: 449.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C)c2c(c(C)c1O)CC[C@@](C)(CCCCCCCCCn1nnc3ccccc31)O2

Standard InChI:  InChI=1S/C28H39N3O2/c1-20-21(2)27-23(22(3)26(20)32)16-18-28(4,33-27)17-12-8-6-5-7-9-13-19-31-25-15-11-10-14-24(25)29-30-31/h10-11,14-15,32H,5-9,12-13,16-19H2,1-4H3/t28-/m1/s1

Standard InChI Key:  VEXAQKBTMMMJFK-MUUNZHRXSA-N

Molfile:  

     RDKit          2D

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   -1.4927    0.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7922    0.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5036    0.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2212    0.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9326    0.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6502    0.2484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9548   -0.0151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3980    0.5937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5475   -0.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7425   -0.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1956   -1.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4528   -1.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2618   -2.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8050   -1.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 16  1  0
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  8  9  1  0
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  3  4  1  0
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  9 10  2  0
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 10  5  1  0
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  9 11  1  0
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  6  4  1  0
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  8 14  1  0
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  6  7  1  0
 30 31  2  0
  2 15  1  6
 31 32  1  0
  1  2  1  0
 32 33  2  0
 33 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA497279

   (2R)-2-[9-(benzotriazol-1-yl)nonyl]-2,5,7,8-tetramethyl-3,4-dihydrochromen-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: 449.64

Molecular Weight (Monoisotopic): 449.3042

AlogP: 6.97

#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: 0.44

CX LogP: 8.38

CX LogD: 8.38

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.34

Np Likeness Score: 0.18

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