Showing metabocard for cyclohexyl isocyanide (MMDBc0054415)

Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-06-05 23:11:23 UTC
Update Date2025-10-07 16:08:30 UTC
Metabolite IDMMDBc0054415
Metabolite Identification
Common Namecyclohexyl isocyanide
DescriptionCyclohexyl isocyanide is a member of the isocyanide chemical class, characterized by the presence of a cyano group (-N=C=O) attached to a cyclohexyl group. Its unique structure, featuring a cyclic alkane linked to an isocyanide functional group, allows it to participate in various chemical reactions, particularly in coordination chemistry and catalysis. Cyclohexyl isocyanide has been investigated for its role in nickel(II) complex catalysis, where it serves as a substrate in oligomerization processes of selected olefins, enhancing the efficiency of the reaction (PMID:40040579 ). Additionally, it has been optimized as a catalyst in high-yield oligomerization reactions, showcasing its potential in synthetic applications (PMID:40029946 ). The compound has also been involved in cross-coupling reactions, leading to the formation of diverse amidoamidinatoguanidinate products when combined with other isocyanides (PMID:38578866 ). Furthermore, cyclohexyl isocyanide has been utilized in the synthesis of depsipeptides, demonstrating its versatility in organic synthesis within environmentally friendly reaction conditions (PMID:37806049 ). Overall, cyclohexyl isocyanide plays a significant role in various synthetic pathways, highlighting its importance in both chemistry and potential biological applications.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f9ab1829df0>


  Mrv0541 05041402172D          

  8  8  0  0  0  0            999 V2000
    0.7145    2.8875    0.0000 C   0  5  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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  1  3  0  0  0  0
  8  7  1  0  0  0  0
M  CHG  2   1  -1   8   1
M  END
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3D MOL for #<Metabolite:0x00007f9ab1829df0>

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3D SDF for #<Metabolite:0x00007f9ab1829df0>

  Mrv0541 05041402172D          

  8  8  0  0  0  0            999 V2000
    0.7145    2.8875    0.0000 C   0  5  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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  1  3  0  0  0  0
  8  7  1  0  0  0  0
M  CHG  2   1  -1   8   1
M  END
> <DATABASE_ID>
MMDBc0054415

> <DATABASE_NAME>
MIME

> <SMILES>
[C-]#[N+]C1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C7H11N/c1-8-7-5-3-2-4-6-7/h7H,2-6H2

> <INCHI_KEY>
XYZMOVWWVXBHDP-UHFFFAOYSA-N

> <FORMULA>
C7H11N

> <MOLECULAR_WEIGHT>
109.1689

> <EXACT_MASS>
109.089149357

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
13.025761518175516

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
isocyanocyclohexane

> <ALOGPS_LOGP>
3.02

> <JCHEM_LOGP>
-0.1591384715426122

> <ALOGPS_LOGS>
-3.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.160283408405487

> <JCHEM_POLAR_SURFACE_AREA>
4.36

> <JCHEM_REFRACTIVITY>
42.525800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cyclohexyl isocyanide

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for #<Metabolite:0x00007f9ab1829df0>
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PDB for #<Metabolite:0x00007f9ab1829df0>
HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C-1
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+1
CONECT    1    8                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    7                                                       
CONECT    7    5    6    8                                                  
CONECT    8    1    7                                                       
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END

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3D PDB for #<Metabolite:0x00007f9ab1829df0>
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SMILES for #<Metabolite:0x00007f9ab1829df0>
[C-]#[N+]C1CCCCC1
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INCHI for #<Metabolite:0x00007f9ab1829df0>
InChI=1S/C7H11N/c1-8-7-5-3-2-4-6-7/h7H,2-6H2
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Synonyms
ValueSource
CyclohexaneisonitrileChEBI
N-CyclohexylisocyanideChEBI
IsocyanocyclohexaneMeSH
Molecular FormulaC7H11N
Average Mass109.1689
Monoisotopic Mass109.089149357
IUPAC Nameisocyanocyclohexane
Traditional Namecyclohexyl isocyanide
CAS Registry NumberNot Available
SMILES
[C-]#[N+]C1CCCCC1
InChI Identifier
InChI=1S/C7H11N/c1-8-7-5-3-2-4-6-7/h7H,2-6H2
InChI KeyXYZMOVWWVXBHDP-UHFFFAOYSA-N