2-Methoxy-6-decyl-1,4-benzoquinone

ID: ALA466558

PubChem CID: 10084963

Max Phase: Preclinical

Molecular Formula: C17H26O3

Molecular Weight: 278.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCC1=CC(=O)C=C(OC)C1=O

Standard InChI:  InChI=1S/C17H26O3/c1-3-4-5-6-7-8-9-10-11-14-12-15(18)13-16(20-2)17(14)19/h12-13H,3-11H2,1-2H3

Standard InChI Key:  AXAINABARGDXOC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   10.1500   -3.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1500   -4.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8620   -4.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5740   -4.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5740   -3.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8620   -3.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8620   -2.4083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8620   -5.7083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4343   -3.2396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4319   -2.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2897   -3.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0030   -3.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7186   -3.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4319   -3.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1476   -3.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8608   -3.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5765   -3.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2898   -3.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0055   -3.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7187   -3.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  3  4  1  0
  5 11  1  0
  4  5  2  0
 11 12  1  0
  5  6  1  0
 12 13  1  0
 13 14  1  0
  6  7  2  0
 14 15  1  0
  1  2  2  0
 15 16  1  0
  3  8  2  0
 16 17  1  0
  1  6  1  0
 17 18  1  0
  1  9  1  0
 18 19  1  0
  2  3  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA466558

   2-Decyl-6-methoxycyclohexa-2,5-diene-1,4-dione

Molecule Features

Natural Product: Yes

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: 278.39

Molecular Weight (Monoisotopic): 278.1882

AlogP: 4.13

#Rotatable Bonds: 10

Polar Surface Area: 43.37

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.01

CX LogD: 5.01

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.45

Np Likeness Score: 1.66

References

1. Gunatilaka AA, Berger JM, Evans R, Miller JS, Wisse JH, Neddermann KM, Bursuker I, Kingston DG..  (2001)  Isolation, synthesis, and structure-activity relationships of bioactive benzoquinones from Miconia lepidota from the Suriname rainforest.,  64  (1): [PMID:11170656] [10.1021/np000219r]

Source

Source(1):

• Scientific Literature