NP-MRD: Showing NP-Card for n-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-n-methyltetradec-4-enamide (NP0241683)

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Record Information

Version

2.0

Created at

2022-09-07 01:49:21 UTC

Updated at

2022-09-07 01:49:22 UTC

NP-MRD ID

NP0241683

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-n-methyltetradec-4-enamide

Description

N-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]Hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-N-methyltetradec-4-enamide belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. n-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-n-methyltetradec-4-enamide is found in Stylocheilus longicauda. N-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]Hept-3-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 3D MOL SDF PDB SMILES InChI


  Mrv1533004241510452D          

 32 33  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1533004241510452D          

 32 33  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0241683

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC(CC=CCCC(=O)N(C)CC(Cl)=CC12OC1CC=C(C)C2=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C26H40ClNO4/c1-5-6-7-8-10-13-22(31-4)14-11-9-12-15-24(29)28(3)19-21(27)18-26-23(32-26)17-16-20(2)25(26)30/h9,11,16,18,22-23H,5-8,10,12-15,17,19H2,1-4H3

> <INCHI_KEY>
XJIJYQSUBSXMEX-UHFFFAOYSA-N

> <FORMULA>
C26H40ClNO4

> <MOLECULAR_WEIGHT>
466.06

> <EXACT_MASS>
465.2645865

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
53.6246879175484

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-N-methyltetradec-4-enamide

> <ALOGPS_LOGP>
5.88

> <JCHEM_LOGP>
5.668055334000003

> <ALOGPS_LOGS>
-6.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9679860784600977

> <JCHEM_POLAR_SURFACE_AREA>
59.14

> <JCHEM_REFRACTIVITY>
133.10639999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.20e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-N-methyltetradec-4-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0     -10.427 -15.901   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.914 -15.610   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.906 -16.774   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.394 -16.483   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.386 -17.647   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.874 -17.356   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.865 -18.520   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.353 -18.229   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.345 -19.393   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.167 -19.102   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.175 -20.267   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.688 -19.976   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.192 -18.520   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.704 -18.229   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.712 -19.393   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       6.208 -16.774   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       5.200 -15.610   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.720 -16.483   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.224 -15.028   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.737 -14.737   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.241 -13.282   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.786 -12.778   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.950 -11.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.114 -10.761   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.569 -11.265   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.860 -12.778   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.315 -13.282   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.696 -13.786   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      11.987 -15.298   0.000  0.00  0.00           O+0
HETATM   30 Cl   UNK     0       7.216 -13.864   0.000  0.00  0.00          Cl+0
HETATM   31  O   UNK     0      -0.849 -16.774   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       0.663 -16.483   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   30                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23   28                                             
CONECT   22   21   23                                                       
CONECT   23   22   21   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   21   29                                                  
CONECT   29   28                                                            
CONECT   30   19                                                            
CONECT   31    8   32                                                       
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₄₀ClNO₄

Average Mass

466.0600 Da

Monoisotopic Mass

465.26459 Da

IUPAC Name

N-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-N-methyltetradec-4-enamide

Traditional Name

N-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-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(Cl)=CC12OC1CC=C(C)C2=O)OC

InChI Identifier

InChI=1S/C26H40ClNO4/c1-5-6-7-8-10-13-22(31-4)14-11-9-12-15-24(29)28(3)19-21(27)18-26-23(32-26)17-16-20(2)25(26)30/h9,11,16,18,22-23H,5-8,10,12-15,17,19H2,1-4H3

InChI Key

XJIJYQSUBSXMEX-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

Species Name	Source	Reference
Stylocheilus longicauda	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
N-acyl-amine
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Vinyl chloride
Vinyl halide
Organoheterocyclic compound
Haloalkene
Oxacycle
Chloroalkene
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	5.88	ALOGPS
logP	5.67	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Basic)	-0.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	59.14 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	133.11 m³·mol⁻¹	ChemAxon
Polarizability	53.62 Å³	ChemAxon
Number of Rings	2	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-n-methyltetradec-4-enamide (NP0241683)

MOL for NP0241683 (n-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-n-methyltetradec-4-enamide)

3D MOL for NP0241683 (n-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-n-methyltetradec-4-enamide)

3D SDF for NP0241683 (n-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-n-methyltetradec-4-enamide)

3D-SDF for NP0241683 (n-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-n-methyltetradec-4-enamide)

PDB for NP0241683 (n-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-n-methyltetradec-4-enamide)

3D PDB for NP0241683 (n-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-n-methyltetradec-4-enamide)

SMILES for NP0241683 (n-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-n-methyltetradec-4-enamide)

INCHI for NP0241683 (n-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-n-methyltetradec-4-enamide)

Structure for NP0241683 (n-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-n-methyltetradec-4-enamide)

3D Structure for NP0241683 (n-(2-chloro-3-{3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl}prop-2-en-1-yl)-7-methoxy-n-methyltetradec-4-enamide)