NP-MRD: Showing NP-Card for 1-chloro-n-[(6e)-2-chloro-9-(3,3-dimethyloxiran-2-yl)-7-methyl-3-methylidenenon-6-en-1-yl]methanecarbonimidoyl chloride (NP0303974)

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Record Information

Version

2.0

Created at

2022-09-10 18:44:41 UTC

Updated at

2022-09-10 18:44:41 UTC

NP-MRD ID

NP0303974

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-chloro-n-[(6e)-2-chloro-9-(3,3-dimethyloxiran-2-yl)-7-methyl-3-methylidenenon-6-en-1-yl]methanecarbonimidoyl chloride

Description

Axinyssimide A [C16H24Cl3NO] belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. Based on a literature review very few articles have been published on Axinyssimide A [C16H24Cl3NO].

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 45  0  0  0  0  0  0  0  0999 V2000
    3.3229   -0.5768   -2.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998   -0.0781   -0.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5583    1.1822   -0.5575 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4474    1.0105    0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5103    0.0014   -0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7575    0.3474   -0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1999    1.7101   -0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6095   -0.7176   -0.8849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7517   -1.0717    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7034    0.0420    0.2063 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2794    0.4618   -1.0890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1126   -0.0408   -0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0209    1.0008    0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6990   -1.4245   -0.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0220   -0.8063    0.2805 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9227   -2.1782   -0.4015 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.0769    0.1663    0.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8282   -0.4568    1.8782 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0682   -0.7158    1.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8779   -0.3129    0.1923 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.0151   -1.4709    2.9670 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8136   -0.0796   -2.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8511   -1.4874   -2.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2731    1.9186   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1634    1.5745   -1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9055    0.6850    1.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9219    1.9393    0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8543   -1.0310   -0.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4722    2.4801   -0.5186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    1.9348    0.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1148    1.9281   -0.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0082   -1.6378   -1.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9905   -0.4175   -1.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3811   -1.4995    0.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2736   -1.9751   -0.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3785    0.8517    0.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4521    0.6297    1.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5345    1.9823    0.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8981    1.1562   -0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4353   -1.9897    0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7923   -1.4135   -0.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3135   -1.9433   -1.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3689   -1.1908    1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521    0.3972   -0.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6240    1.1156    1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  6  5  2  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  2 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 19 21  1  0
 12 10  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  1
 13 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
  5 28  1  0
  4 26  1  0
  4 27  1  0
  3 24  1  0
  3 25  1  0
  1 22  1  0
  1 23  1  0
 15 43  1  1
 17 44  1  0
 17 45  1  0
M  END


  Mrv1652309102220442D          

 21 21  0  0  0  0            999 V2000
    5.4434   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855    0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855    1.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    1.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.8711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9854    3.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9318    3.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    0.2211    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.8724   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5868   -0.6039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3013   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158   -0.6039    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.3013   -1.8414    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  2 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
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0303974

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(CCC1OC1(C)C)=C/CCC(=C)C(Cl)CN=C(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C16H24Cl3NO/c1-11(8-9-14-16(3,4)21-14)6-5-7-12(2)13(17)10-20-15(18)19/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+

> <INCHI_KEY>
SGSUCMPCVPXNFI-IZZDOVSWSA-N

> <FORMULA>
C16H24Cl3NO

> <MOLECULAR_WEIGHT>
352.72

> <EXACT_MASS>
351.0923475

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
37.67234376996562

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-chloro-N-[(6E)-2-chloro-9-(3,3-dimethyloxiran-2-yl)-7-methyl-3-methylidenenon-6-en-1-yl]methanecarbonimidoyl chloride

> <JCHEM_LOGP>
5.592609555333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
0.7621172170204047

> <JCHEM_POLAR_SURFACE_AREA>
24.89

> <JCHEM_REFRACTIVITY>
93.06990000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
1-chloro-N-[(6E)-2-chloro-9-(3,3-dimethyloxiran-2-yl)-7-methyl-3-methylidenenon-6-en-1-yl]methanecarbonimidoyl chloride

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      10.161  -3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.161  -1.897   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.827  -1.127   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.494  -1.897   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.160  -1.127   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.160   0.413   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.494   1.183   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.826   1.183   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.826   2.723   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.493   3.493   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.953   3.493   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.723   4.826   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.839   6.088   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.606   6.088   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.495  -1.127   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0      11.495   0.413   0.000  0.00  0.00          Cl+0
HETATM   17  C   UNK     0      12.828  -1.897   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      14.162  -1.127   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      15.496  -1.897   0.000  0.00  0.00           C+0
HETATM   20 Cl   UNK     0      16.829  -1.127   0.000  0.00  0.00          Cl+0
HETATM   21 Cl   UNK     0      15.496  -3.437   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10   12                                                       
CONECT   12   11   10   13   14                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    2   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₄Cl₃NO

Average Mass

352.7200 Da

Monoisotopic Mass

351.09235 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C\C(CCC1OC1(C)C)=C/CCC(=C)C(Cl)CN=C(Cl)Cl

InChI Identifier

InChI=1S/C16H24Cl3NO/c1-11(8-9-14-16(3,4)21-14)6-5-7-12(2)13(17)10-20-15(18)19/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+

InChI Key

SGSUCMPCVPXNFI-IZZDOVSWSA-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 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
Isocyanide dichloride
Dialkyl ether
Oxirane
Ether
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Oxacycle
Organonitrogen compound
Organochloride
Organohalogen compound
Organooxygen compound
Organic oxygen compound
Alkyl chloride
Alkyl halide
Organic nitrogen compound
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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

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

8673629

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10498228

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-chloro-n-[(6e)-2-chloro-9-(3,3-dimethyloxiran-2-yl)-7-methyl-3-methylidenenon-6-en-1-yl]methanecarbonimidoyl chloride (NP0303974)

MOL for NP0303974 (1-chloro-n-[(6e)-2-chloro-9-(3,3-dimethyloxiran-2-yl)-7-methyl-3-methylidenenon-6-en-1-yl]methanecarbonimidoyl chloride)

3D MOL for NP0303974 (1-chloro-n-[(6e)-2-chloro-9-(3,3-dimethyloxiran-2-yl)-7-methyl-3-methylidenenon-6-en-1-yl]methanecarbonimidoyl chloride)

3D SDF for NP0303974 (1-chloro-n-[(6e)-2-chloro-9-(3,3-dimethyloxiran-2-yl)-7-methyl-3-methylidenenon-6-en-1-yl]methanecarbonimidoyl chloride)

3D-SDF for NP0303974 (1-chloro-n-[(6e)-2-chloro-9-(3,3-dimethyloxiran-2-yl)-7-methyl-3-methylidenenon-6-en-1-yl]methanecarbonimidoyl chloride)

PDB for NP0303974 (1-chloro-n-[(6e)-2-chloro-9-(3,3-dimethyloxiran-2-yl)-7-methyl-3-methylidenenon-6-en-1-yl]methanecarbonimidoyl chloride)

3D PDB for NP0303974 (1-chloro-n-[(6e)-2-chloro-9-(3,3-dimethyloxiran-2-yl)-7-methyl-3-methylidenenon-6-en-1-yl]methanecarbonimidoyl chloride)

SMILES for NP0303974 (1-chloro-n-[(6e)-2-chloro-9-(3,3-dimethyloxiran-2-yl)-7-methyl-3-methylidenenon-6-en-1-yl]methanecarbonimidoyl chloride)

INCHI for NP0303974 (1-chloro-n-[(6e)-2-chloro-9-(3,3-dimethyloxiran-2-yl)-7-methyl-3-methylidenenon-6-en-1-yl]methanecarbonimidoyl chloride)

Structure for NP0303974 (1-chloro-n-[(6e)-2-chloro-9-(3,3-dimethyloxiran-2-yl)-7-methyl-3-methylidenenon-6-en-1-yl]methanecarbonimidoyl chloride)

3D Structure for NP0303974 (1-chloro-n-[(6e)-2-chloro-9-(3,3-dimethyloxiran-2-yl)-7-methyl-3-methylidenenon-6-en-1-yl]methanecarbonimidoyl chloride)