NP-MRD: Showing NP-Card for 1-chloro-n-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride (NP0153923)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 10:39:51 UTC

Updated at

2022-09-02 10:39:52 UTC

NP-MRD ID

NP0153923

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-chloro-n-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride

Description

64789-89-5 Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 1-chloro-n-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride is found in Stylissa massa. 64789-89-5 Is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 43  0  0  0  0  0  0  0  0999 V2000
   -3.5663    2.2783   -1.6594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0764    1.0987   -1.2365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3536    1.0009    0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9623    0.4796   -0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1505    0.3378    0.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    1.0108    1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4058    1.9014    0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7807    0.8479    2.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1619    0.3115    2.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1126   -1.0131    1.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7009   -1.2171    0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4419   -0.1732   -0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6011   -2.6010   -0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2812   -0.0576   -2.0963 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9775    0.4245   -3.6791 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.1369   -1.0969   -1.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5438   -1.5726   -0.2595 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0964   -2.3150    0.6128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7599   -2.8226    0.3681 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1613   -2.7877    2.0104 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.0956    2.3794   -2.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4234    3.1428   -1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2869    2.0108    0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9247    0.3735    0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0529   -0.4686   -0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5044    1.2076   -0.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4789   -0.3198    1.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6608    2.7116   -0.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5185    1.3244   -0.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3818    2.3918    0.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2914    0.1569    3.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8592    1.8255    2.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7886    1.0475    1.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6743    0.1639    3.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5923   -1.8041    1.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854    0.5619   -0.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.6711   -1.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1710    0.3272    0.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5522   -2.8824   -0.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2807   -3.3239    0.4389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8383   -2.5429   -1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3035   -0.5590   -2.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1107   -0.6111   -1.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3344   -1.8924   -2.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 13  1  0
 11 10  2  3
 10  9  1  0
  9  8  1  0
  8  6  1  0
  6  7  1  0
  6  5  2  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  2 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  3
 18 19  1  0
 18 20  1  0
 12 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
 10 35  1  0
  9 33  1  0
  9 34  1  0
  8 31  1  0
  8 32  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  5 27  1  0
  4 25  1  0
  4 26  1  0
  3 23  1  0
  3 24  1  0
  1 21  1  0
  1 22  1  0
 14 42  1  6
 16 43  1  0
 16 44  1  0
M  END


  Mrv1533004191515582D          

 20 19  0  0  0  0            999 V2000
   -0.3829    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    0.6039    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    5.5539    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
  3  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  4  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  6 19  1  0  0  0  0
  2 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0153923

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCCC(C)=CCCC(=C)C(Cl)CN=C(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C16H24Cl3N/c1-12(2)7-5-8-13(3)9-6-10-14(4)15(17)11-20-16(18)19/h7,9,15H,4-6,8,10-11H2,1-3H3

> <INCHI_KEY>
GNOWEICYAZVPHG-UHFFFAOYSA-N

> <FORMULA>
C16H24Cl3N

> <MOLECULAR_WEIGHT>
336.73

> <EXACT_MASS>
335.0974329

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
36.760028716368154

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-chloro-N-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride

> <ALOGPS_LOGP>
6.26

> <JCHEM_LOGP>
6.5713447936666665

> <ALOGPS_LOGS>
-6.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
0.7979754699297583

> <JCHEM_POLAR_SURFACE_AREA>
12.36

> <JCHEM_REFRACTIVITY>
94.23240000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.04e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-chloro-N-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -0.715  10.367   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.619   9.597   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.619   8.057   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.953   7.287   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.953   5.747   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.287   1.127   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   13 Cl   UNK     0       8.621   4.977   0.000  0.00  0.00          Cl+0
HETATM   14  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      11.288   3.437   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      12.622   2.667   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0      13.956   3.437   0.000  0.00  0.00          Cl+0
HETATM   18 Cl   UNK     0      12.622   1.127   0.000  0.00  0.00          Cl+0
HETATM   19  C   UNK     0       4.620   5.747   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.953  10.367   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   19                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    6                                                            
CONECT   20    2                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₄Cl₃N

Average Mass

336.7300 Da

Monoisotopic Mass

335.09743 Da

IUPAC Name

1-chloro-N-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride

Traditional Name

1-chloro-N-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride

CAS Registry Number

Not Available

SMILES

CC(C)=CCCC(C)=CCCC(=C)C(Cl)CN=C(Cl)Cl

InChI Identifier

InChI=1S/C16H24Cl3N/c1-12(2)7-5-8-13(3)9-6-10-14(4)15(17)11-20-16(18)19/h7,9,15H,4-6,8,10-11H2,1-3H3

InChI Key

GNOWEICYAZVPHG-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
Stylissa massa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Isocyanide dichloride
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organochloride
Organohalogen compound
Alkyl halide
Alkyl chloride
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	6.26	ALOGPS
logP	6.57	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Basic)	0.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.36 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	94.23 m³·mol⁻¹	ChemAxon
Polarizability	36.76 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

71401243

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-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride (NP0153923)

MOL for NP0153923 (1-chloro-n-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride)

3D MOL for NP0153923 (1-chloro-n-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride)

3D SDF for NP0153923 (1-chloro-n-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride)

3D-SDF for NP0153923 (1-chloro-n-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride)

PDB for NP0153923 (1-chloro-n-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride)

3D PDB for NP0153923 (1-chloro-n-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride)

SMILES for NP0153923 (1-chloro-n-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride)

INCHI for NP0153923 (1-chloro-n-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride)

Structure for NP0153923 (1-chloro-n-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride)

3D Structure for NP0153923 (1-chloro-n-(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)methanecarbonimidoyl chloride)