2-Hydroxy-5-methoxy-3-pentylcyclohexa-2,5-diene-1,4-dione

ID: ALA2228911

PubChem CID: 10036564

Max Phase: Preclinical

Molecular Formula: C12H16O4

Molecular Weight: 224.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCC1=C(O)C(=O)C=C(OC)C1=O

Standard InChI:  InChI=1S/C12H16O4/c1-3-4-5-6-8-11(14)9(13)7-10(16-2)12(8)15/h7,14H,3-6H2,1-2H3

Standard InChI Key:  FBMXTRQNDXOPJU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   15.6463   -2.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6463   -3.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3516   -3.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0569   -3.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0569   -2.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3516   -1.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3516   -1.0607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3516   -4.3295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7658   -1.8841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9392   -3.5174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2309   -3.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7640   -3.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7628   -4.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4699   -4.7442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4687   -5.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1759   -5.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  3  8  2  0
  5  9  1  0
  2 10  1  0
 10 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2228911

   2-Hydroxy-5-methoxy-3-pentylcyclohexa-2,5-diene-1,4-dione

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: 224.26

Molecular Weight (Monoisotopic): 224.1049

AlogP: 2.06

#Rotatable Bonds: 5

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.70

CX Basic pKa: ┄

CX LogP: 2.27

CX LogD: 0.57

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.57

Np Likeness Score: 2.26

References

1. Mizuno CS, Rimando AM, Duke SO..  (2010)  Phytotoxic activity of quinones and resorcinolic lipid derivatives.,  58  (7): [PMID:20232851] [10.1021/jf100108c]

Source

Source(1):

• Scientific Literature