(R)-4-(2-chlorovinyl)-2,4-dimethylcyclohexa-2,5-dienone

ID: ALA2271705

PubChem CID: 76308825

Max Phase: Preclinical

Molecular Formula: C10H11ClO

Molecular Weight: 182.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C[C@](C)(/C=C/Cl)C=CC1=O

Standard InChI:  InChI=1S/C10H11ClO/c1-8-7-10(2,5-6-11)4-3-9(8)12/h3-7H,1-2H3/b6-5+/t10-/m0/s1

Standard InChI Key:  YXIXJSWFTXEXSD-PORFMDCZSA-N

Molfile:  

     RDKit          2D

 12 12  0  0  0  0  0  0  0  0999 V2000
   22.0868   -7.1248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0868   -7.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7988   -8.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5109   -7.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5109   -7.1248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7988   -6.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2265   -6.7144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2247   -8.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2869   -7.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6702   -8.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0788   -9.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6622  -10.0911    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  4  8  1  0
  2  9  1  1
  2 10  1  0
 10 11  2  0
 11 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271705

   (4R)-4-[(E)-2-chloroethenyl]-2,4-dimethylcyclohexa-2,5-dien-1-one

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: 182.65

Molecular Weight (Monoisotopic): 182.0498

AlogP: 2.83

#Rotatable Bonds: 1

Polar Surface Area: 17.07

Molecular Species: ┄

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.61

Np Likeness Score: 1.99

References

1. Argandoña VH, Rovirosa J, San-Martín A, Riquelme A, Díaz-Marrero AR, Cueto M, Darias J, Santana O, Guadaño A, González-Coloma A..  (2002)  Antifeedant effects of marine halogenated monoterpenes.,  50  (24): [PMID:12428955] [10.1021/jf025857p]

Source

Source(1):

• Scientific Literature