(1R,2R,4R,5S)-1,2,4-trichloro-5-(2-chlorovinyl)-1,5-dimethylcyclohexane

ID: ALA2271708

PubChem CID: 76308826

Max Phase: Preclinical

Molecular Formula: C10H14Cl4

Molecular Weight: 276.03

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@]1(Cl)C[C@@](C)(/C=C/Cl)[C@H](Cl)C[C@H]1Cl

Standard InChI:  InChI=1S/C10H14Cl4/c1-9(3-4-11)6-10(2,14)8(13)5-7(9)12/h3-4,7-8H,5-6H2,1-2H3/b4-3+/t7-,8-,9-,10-/m1/s1

Standard InChI Key:  UIRLQTKDEMKKKG-ZCFOMSGHSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
    2.3750  -11.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3750  -12.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0870  -12.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990  -12.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990  -11.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0870  -11.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5147  -11.3519    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5750  -12.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9583  -13.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3668  -14.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9503  -14.7288    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6593  -11.3519    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2041  -13.2998    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5916  -12.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  1
  2  8  1  6
  2  9  1  0
  9 10  2  0
 10 11  1  0
  1 12  1  6
  4 13  1  6
  4 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271708

   (1R,2R,4R,5S)-1,2,4-trichloro-5-[(E)-2-chloroethenyl]-1,5-dimethylcyclohexane

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: 276.03

Molecular Weight (Monoisotopic): 273.9850

AlogP: 4.75

#Rotatable Bonds: 1

Polar Surface Area: 0.00

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.29

CX LogD: 4.29

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.61

Np Likeness Score: 2.49

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