NP-MRD: Showing NP-Card for [4-(4-bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate (NP0230098)

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Record Information

Version

2.0

Created at

2022-09-06 10:26:29 UTC

Updated at

2022-09-06 10:26:29 UTC

NP-MRD ID

NP0230098

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[4-(4-bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate

Description

[4-(4-Bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. [4-(4-Bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
    7.2721   -0.8987   -0.5076 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2796    0.2068   -0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7239    1.3842   -0.4216 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9302   -0.0235   -0.2713 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0451    1.0603   -0.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6617    0.5126   -0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4227   -0.8485   -0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1245   -1.2933    0.0733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0310   -0.4608    0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3668   -0.9506    0.3156 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9431   -0.6039    1.6712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160   -0.8824    1.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1182    0.0234    0.7845 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9298   -0.6956    0.5843 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.4485    0.2247   -0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1931    1.7251   -0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4983   -0.0847   -1.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2524   -0.5921   -0.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3148    0.9024    0.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6107    1.3776    0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8627   -1.7711   -1.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5621   -1.2202    0.5291 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1817   -0.5397   -1.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0383    1.6589   -1.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2808    1.7260    0.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2702   -1.5362   -0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9643   -2.3620    0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2835   -2.0805    0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4573   -1.1971    2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7688    0.4645    1.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5553   -1.9491    1.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625   -0.6883    2.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2769    0.9953    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3098    1.8984   -1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0130    2.1807    0.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0467    2.2465   -1.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2448    0.7140   -1.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9532   -1.0422   -1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -0.1711   -2.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6210   -0.0003   -1.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5532   -1.4921   -1.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4595    1.6442    0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8237    2.4381    0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 19  1  0
 19 20  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 20  6  1  0
 18 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
 19 42  1  0
 20 43  1  0
 10 28  1  1
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  1
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
M  END


  Mrv1533004261512022D          

 20 21  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  0  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -5.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125   -4.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 12 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0230098

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OCC1=CC=C(C=C1)C1CCC(Br)C(C)(C)C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H23BrO2/c1-12(19)20-11-13-4-6-14(7-5-13)15-8-9-16(18)17(2,3)10-15/h4-7,15-16H,8-11H2,1-3H3

> <INCHI_KEY>
KLBOHOIFWGYTRS-UHFFFAOYSA-N

> <FORMULA>
C17H23BrO2

> <MOLECULAR_WEIGHT>
339.273

> <EXACT_MASS>
338.088143

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.668652589640274

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[4-(4-bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate

> <ALOGPS_LOGP>
5.74

> <JCHEM_LOGP>
4.65835297

> <ALOGPS_LOGS>
-6.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.005728630659018

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
84.79070000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[4-(4-bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   16 Br   UNK     0       1.334 -11.550   0.000  0.00  0.00          Br+0
HETATM   17  C   UNK     0      -0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.527 -10.687   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.517  -8.973   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
CONECT   12    9   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17   12                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Value	Source
[4-(4-Bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetic acid	Generator

Chemical Formula

C₁₇H₂₃BrO₂

Average Mass

339.2730 Da

Monoisotopic Mass

338.08814 Da

IUPAC Name

[4-(4-bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate

Traditional Name

[4-(4-bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OCC1=CC=C(C=C1)C1CCC(Br)C(C)(C)C1

InChI Identifier

InChI=1S/C17H23BrO2/c1-12(19)20-11-13-4-6-14(7-5-13)15-8-9-16(18)17(2,3)10-15/h4-7,15-16H,8-11H2,1-3H3

InChI Key

KLBOHOIFWGYTRS-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzyloxycarbonyls

Direct Parent

Benzyloxycarbonyls

Alternative Parents

Substituents

Benzyloxycarbonyl
Cyclohexyl halide
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organobromide
Organohalogen compound
Carbonyl group
Alkyl halide
Alkyl bromide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic 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	5.74	ALOGPS
logP	4.66	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	84.79 m³·mol⁻¹	ChemAxon
Polarizability	34.67 Å³	ChemAxon
Number of Rings	2	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74396670

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [4-(4-bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate (NP0230098)

MOL for NP0230098 ([4-(4-bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate)

3D MOL for NP0230098 ([4-(4-bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate)

3D SDF for NP0230098 ([4-(4-bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate)

3D-SDF for NP0230098 ([4-(4-bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate)

PDB for NP0230098 ([4-(4-bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate)

3D PDB for NP0230098 ([4-(4-bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate)

SMILES for NP0230098 ([4-(4-bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate)

INCHI for NP0230098 ([4-(4-bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate)

Structure for NP0230098 ([4-(4-bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate)

3D Structure for NP0230098 ([4-(4-bromo-3,3-dimethylcyclohexyl)phenyl]methyl acetate)