NP-MRD: Showing NP-Card for n-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-n-methyltetradec-4-enamide (NP0216780)

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Record Information

Version

2.0

Created at

2022-09-05 16:52:47 UTC

Updated at

2022-09-05 16:52:47 UTC

NP-MRD ID

NP0216780

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-n-methyltetradec-4-enamide

Description

N-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-N-methyltetradec-4-enamide belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. N-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-N-methyltetradec-4-enamide is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004161514072D          

 32 32  0  0  0  0            999 V2000
   -1.3502   -9.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5401   -9.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101   -9.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3502  -10.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1604  -10.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7004  -10.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5106  -10.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0507  -11.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8608  -11.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4009  -11.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2110  -11.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4811  -10.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2912  -10.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8313  -11.3032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5612   -9.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0212   -9.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3714   -9.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6414   -8.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1013   -8.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3714   -7.5613    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.4516   -8.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7216   -8.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5317   -7.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0718   -8.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8820   -8.3409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8018   -9.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3419   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9917   -9.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7216  -10.2118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7806   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5908   -9.7441    0.0000 C   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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  4  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  2  0  0  0  0
  8 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END


  Mrv1533004161514072D          

 32 32  0  0  0  0            999 V2000
   -1.3502   -9.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5401   -9.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101   -9.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3502  -10.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1604  -10.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7004  -10.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5106  -10.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0507  -11.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8608  -11.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4009  -11.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2110  -11.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4811  -10.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2912  -10.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8313  -11.3032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5612   -9.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0212   -9.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3714   -9.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6414   -8.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1013   -8.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3714   -7.5613    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.4516   -8.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7216   -8.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5317   -7.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0718   -8.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8820   -8.3409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8018   -9.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3419   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9917   -9.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7216  -10.2118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7806   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5908   -9.7441    0.0000 C   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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  4  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  2  0  0  0  0
  8 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0216780

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC(CC=CCCC(=O)N(C)CC(=CCl)C1=CCC(O)C(C)C1=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C26H42ClNO4/c1-5-6-7-8-10-13-22(32-4)14-11-9-12-15-25(30)28(3)19-21(18-27)23-16-17-24(29)20(2)26(23)31/h9,11,16,18,20,22,24,29H,5-8,10,12-15,17,19H2,1-4H3

> <INCHI_KEY>
GPOZTCNXXQOJHN-UHFFFAOYSA-N

> <FORMULA>
C26H42ClNO4

> <MOLECULAR_WEIGHT>
468.08

> <EXACT_MASS>
467.2802365

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
54.053424692282235

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-N-methyltetradec-4-enamide

> <ALOGPS_LOGP>
5.62

> <JCHEM_LOGP>
5.035030129666666

> <ALOGPS_LOGS>
-5.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.437481990155252

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.71214421879625

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7313025906230096

> <JCHEM_POLAR_SURFACE_AREA>
66.84

> <JCHEM_REFRACTIVITY>
134.06439999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.85e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-N-methyltetradec-4-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -2.520 -17.607   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.008 -17.316   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000 -18.480   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.512 -18.189   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.520 -19.353   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.033 -19.062   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.041 -20.226   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.553 -19.935   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.561 -21.099   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.073 -20.808   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.082 -21.972   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.594 -21.681   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.098 -20.226   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.610 -19.935   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      14.618 -21.099   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      14.114 -18.480   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      13.106 -17.316   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.627 -18.189   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.131 -16.734   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.122 -15.570   0.000  0.00  0.00           C+0
HETATM   21 Cl   UNK     0      15.627 -14.115   0.000  0.00  0.00          Cl+0
HETATM   22  C   UNK     0      17.643 -16.443   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.147 -14.988   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      19.659 -14.697   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      20.667 -15.861   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      22.180 -15.570   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      20.163 -17.316   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      21.171 -18.480   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      18.651 -17.607   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      18.147 -19.062   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       7.057 -18.480   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       8.569 -18.189   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   31                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23   29                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   22   30                                                  
CONECT   30   29                                                            
CONECT   31    8   32                                                       
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₄₂ClNO₄

Average Mass

468.0800 Da

Monoisotopic Mass

467.28024 Da

IUPAC Name

N-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-N-methyltetradec-4-enamide

Traditional Name

N-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-N-methyltetradec-4-enamide

CAS Registry Number

Not Available

SMILES

CCCCCCCC(CC=CCCC(=O)N(C)CC(=CCl)C1=CCC(O)C(C)C1=O)OC

InChI Identifier

InChI=1S/C26H42ClNO4/c1-5-6-7-8-10-13-22(32-4)14-11-9-12-15-25(30)28(3)19-21(18-27)23-16-17-24(29)20(2)26(23)31/h9,11,16,18,20,22,24,29H,5-8,10,12-15,17,19H2,1-4H3

InChI Key

GPOZTCNXXQOJHN-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Monocyclic monoterpenoids

Alternative Parents

Substituents

Monocyclic monoterpenoid
Cyclohexenone
N-acyl-amine
Tertiary carboxylic acid amide
Carboxamide group
Ketone
Secondary alcohol
Cyclic ketone
Carboxylic acid derivative
Dialkyl ether
Ether
Chloroalkene
Vinyl chloride
Vinyl halide
Haloalkene
Organochloride
Organohalogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Alcohol
Carbonyl group
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	5.62	ALOGPS
logP	5.04	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	14.71	ChemAxon
pKa (Strongest Basic)	-0.73	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.84 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	134.06 m³·mol⁻¹	ChemAxon
Polarizability	54.05 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	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

73821466

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-n-methyltetradec-4-enamide (NP0216780)

MOL for NP0216780 (n-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-n-methyltetradec-4-enamide)

3D MOL for NP0216780 (n-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-n-methyltetradec-4-enamide)

3D SDF for NP0216780 (n-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-n-methyltetradec-4-enamide)

3D-SDF for NP0216780 (n-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-n-methyltetradec-4-enamide)

PDB for NP0216780 (n-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-n-methyltetradec-4-enamide)

3D PDB for NP0216780 (n-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-n-methyltetradec-4-enamide)

SMILES for NP0216780 (n-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-n-methyltetradec-4-enamide)

INCHI for NP0216780 (n-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-n-methyltetradec-4-enamide)

Structure for NP0216780 (n-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-n-methyltetradec-4-enamide)

3D Structure for NP0216780 (n-[3-chloro-2-(4-hydroxy-5-methyl-6-oxocyclohex-1-en-1-yl)prop-2-en-1-yl]-7-methoxy-n-methyltetradec-4-enamide)