NP-MRD: Showing NP-Card for 4-Bromo-1,5-dichloro-2-chloroethenyl-1,5-dimethylcyclohexane (NP0057381)

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Record Information

Version

2.0

Created at

2022-04-28 02:50:07 UTC

Updated at

2022-04-28 02:50:07 UTC

NP-MRD ID

NP0057381

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-Bromo-1,5-dichloro-2-chloroethenyl-1,5-dimethylcyclohexane

Description

(1R,2S,4S,5R)-2-bromo-1,5-dichloro-4-[(E)-2-chloroethenyl]-1,5-dimethylcyclohexane belongs to the class of organic compounds known as cyclohexyl halides. These are organohalogen compounds containing a monocyclic cyclohexane moiety that is substituted at one or more positions by an halogen atom. 4-Bromo-1,5-dichloro-2-chloroethenyl-1,5-dimethylcyclohexane is found in Plocamium cartilagineum. Based on a literature review very few articles have been published on (1R,2S,4S,5R)-2-bromo-1,5-dichloro-4-[(E)-2-chloroethenyl]-1,5-dimethylcyclohexane.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282204502D          

 14 14  0  0  1  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018    1.9659    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4372   -0.6996    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8245   -0.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  6  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4 10  1  6  0  0  0
  4 11  1  1  0  0  0
  2 12  1  6  0  0  0
  2 13  1  1  0  0  0
  1 14  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0057381

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]1(Cl)C[C@@](C)(Cl)[C@@H](C[C@@H]1Br)\C=C\Cl

> <INCHI_IDENTIFIER>
InChI=1S/C10H14BrCl3/c1-9(13)6-10(2,14)8(11)5-7(9)3-4-12/h3-4,7-8H,5-6H2,1-2H3/b4-3+/t7-,8+,9-,10-/m1/s1

> <INCHI_KEY>
QTRXDVBEFHKZQF-YEBTWRFZSA-N

> <FORMULA>
C10H14BrCl3

> <MOLECULAR_WEIGHT>
320.48

> <EXACT_MASS>
317.934447

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
27.39138006548481

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,4S,5R)-2-bromo-1,5-dichloro-4-[(E)-2-chloroethenyl]-1,5-dimethylcyclohexane

> <ALOGPS_LOGP>
5.28

> <JCHEM_LOGP>
4.379452522333333

> <ALOGPS_LOGS>
-6.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
67.5941

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.42e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,4S,5R)-2-bromo-1,5-dichloro-4-[(E)-2-chloroethenyl]-1,5-dimethylcyclohexane

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    9 Cl   UNK     0       6.668   2.310   0.000  0.00  0.00          Cl+0
HETATM   10  C   UNK     0       0.611   3.670   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0       2.057   3.670   0.000  0.00  0.00          Cl+0
HETATM   12 Cl   UNK     0      -0.816  -1.306   0.000  0.00  0.00          Cl+0
HETATM   13  C   UNK     0      -1.539  -0.054   0.000  0.00  0.00           C+0
HETATM   14 Br   UNK     0       1.334  -2.310   0.000  0.00  0.00          Br+0
CONECT    1    2    6   14                                                  
CONECT    2    1    3   12   13                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   10   11                                             
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    4                                                            
CONECT   11    4                                                            
CONECT   12    2                                                            
CONECT   13    2                                                            
CONECT   14    1                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₄BrCl₃

Average Mass

320.4800 Da

Monoisotopic Mass

317.93445 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

C[C@@]1(Cl)C[C@@](C)(Cl)[C@@H](C[C@@H]1Br)\C=C\Cl

InChI Identifier

InChI=1S/C10H14BrCl3/c1-9(13)6-10(2,14)8(11)5-7(9)3-4-12/h3-4,7-8H,5-6H2,1-2H3/b4-3+/t7-,8+,9-,10-/m1/s1

InChI Key

QTRXDVBEFHKZQF-YEBTWRFZSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Plocamium cartilagineum	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexyl halides. These are organohalogen compounds containing a monocyclic cyclohexane moiety that is substituted at one or more positions by an halogen atom.

Kingdom

Organic compounds

Super Class

Organohalogen compounds

Class

Alkyl halides

Sub Class

Cyclohexyl halides

Direct Parent

Cyclohexyl halides

Alternative Parents

Substituents

Cyclohexyl halide
Chloroalkene
Haloalkene
Vinyl halide
Vinyl chloride
Hydrocarbon derivative
Organochloride
Organobromide
Alkyl chloride
Alkyl bromide
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.28	ALOGPS
logP	4.38	ChemAxon
logS	-6.4	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	67.59 m³·mol⁻¹	ChemAxon
Polarizability	27.39 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10260881

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21631050

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 4-Bromo-1,5-dichloro-2-chloroethenyl-1,5-dimethylcyclohexane (NP0057381)

MOL for NP0057381 (4-Bromo-1,5-dichloro-2-chloroethenyl-1,5-dimethylcyclohexane)

3D MOL for NP0057381 (4-Bromo-1,5-dichloro-2-chloroethenyl-1,5-dimethylcyclohexane)

3D SDF for NP0057381 (4-Bromo-1,5-dichloro-2-chloroethenyl-1,5-dimethylcyclohexane)

3D-SDF for NP0057381 (4-Bromo-1,5-dichloro-2-chloroethenyl-1,5-dimethylcyclohexane)

PDB for NP0057381 (4-Bromo-1,5-dichloro-2-chloroethenyl-1,5-dimethylcyclohexane)

3D PDB for NP0057381 (4-Bromo-1,5-dichloro-2-chloroethenyl-1,5-dimethylcyclohexane)

SMILES for NP0057381 (4-Bromo-1,5-dichloro-2-chloroethenyl-1,5-dimethylcyclohexane)

INCHI for NP0057381 (4-Bromo-1,5-dichloro-2-chloroethenyl-1,5-dimethylcyclohexane)

Structure for NP0057381 (4-Bromo-1,5-dichloro-2-chloroethenyl-1,5-dimethylcyclohexane)

3D Structure for NP0057381 (4-Bromo-1,5-dichloro-2-chloroethenyl-1,5-dimethylcyclohexane)