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Showing NP-Card for 1-chloro-5-isocyano-8-[5-(2-isocyanopropan-2-yl)-2-methyloxolan-2-yl]-2,5-dimethyl-octahydronaphthalen-2-ol (NP0237053)

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Record Information
Version2.0
Created at2022-09-06 20:05:57 UTC
Updated at2022-09-06 20:05:58 UTC
NP-MRD IDNP0237053
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-chloro-5-isocyano-8-[5-(2-isocyanopropan-2-yl)-2-methyloxolan-2-yl]-2,5-dimethyl-octahydronaphthalen-2-ol
Description1-Chloro-5-isocyano-8-[5-(2-isocyanopropan-2-yl)-2-methyloxolan-2-yl]-2,5-dimethyl-decahydronaphthalen-2-ol belongs to the class of organic compounds known as biflorane and serrulatane diterpenoids. These are diterpenoids with a structure based either on the biflorane or the serrulatane skeleton. 1-Chloro-5-isocyano-8-[5-(2-isocyanopropan-2-yl)-2-methyloxolan-2-yl]-2,5-dimethyl-decahydronaphthalen-2-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0237053 (1-chloro-5-isocyano-8-[5-(2-isocyanopropan-2-yl)-2-methyloxolan-2-yl]-2,5-dimethyl-octahydronaphthalen-2-ol)


  Mrv1533004231514572D          

 27 29  0  0  0  0            999 V2000
    3.5635   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3920   -3.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2204   -4.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1989   -3.4855    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.0059   -3.6570    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    2.5850   -3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719   -3.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2574   -3.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6085   -2.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494   -2.3888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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   -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
    0.8986    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592    0.6320    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.4895    1.2640    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8545   -2.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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
  2  4  1  0  0  0  0
  4  5  3  0  0  0  0
  2  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
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  3  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 12 27  1  0  0  0  0
 19 27  1  0  0  0  0
M  CHG  4   4   1   5  -1  17   1  18  -1
M  END
Download

3D MOL for NP0237053 (1-chloro-5-isocyano-8-[5-(2-isocyanopropan-2-yl)-2-methyloxolan-2-yl]-2,5-dimethyl-octahydronaphthalen-2-ol)

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3D SDF for NP0237053 (1-chloro-5-isocyano-8-[5-(2-isocyanopropan-2-yl)-2-methyloxolan-2-yl]-2,5-dimethyl-octahydronaphthalen-2-ol)

  Mrv1533004231514572D          

 27 29  0  0  0  0            999 V2000
    3.5635   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3920   -3.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2204   -4.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1989   -3.4855    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.0059   -3.6570    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    2.5850   -3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719   -3.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2574   -3.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6085   -2.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494   -2.3888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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   -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
    0.8986    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592    0.6320    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.4895    1.2640    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8545   -2.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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
  2  4  1  0  0  0  0
  4  5  3  0  0  0  0
  2  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
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  3  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 12 27  1  0  0  0  0
 19 27  1  0  0  0  0
M  CHG  4   4   1   5  -1  17   1  18  -1
M  END
> <DATABASE_ID>
NP0237053

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)([N+]#[C-])C1CCC(C)(O1)C1CCC(C)([N+]#[C-])C2CCC(C)(O)C(Cl)C12

> <INCHI_IDENTIFIER>
InChI=1S/C22H33ClN2O2/c1-19(2,24-6)16-10-13-22(5,27-16)15-8-11-20(3,25-7)14-9-12-21(4,26)18(23)17(14)15/h14-18,26H,8-13H2,1-5H3

> <INCHI_KEY>
JQNXEHXQUMCRSH-UHFFFAOYSA-N

> <FORMULA>
C22H33ClN2O2

> <MOLECULAR_WEIGHT>
392.97

> <EXACT_MASS>
392.223056

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
43.740598905979056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-chloro-5-isocyano-8-[5-(2-isocyanopropan-2-yl)-2-methyloxolan-2-yl]-2,5-dimethyl-decahydronaphthalen-2-ol

> <ALOGPS_LOGP>
5.07

> <JCHEM_LOGP>
-0.6051115980852249

> <ALOGPS_LOGS>
-5.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
15.823595729547783

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.00889703240033

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2293406595569047

> <JCHEM_POLAR_SURFACE_AREA>
38.18

> <JCHEM_REFRACTIVITY>
125.49790000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-chloro-5-isocyano-8-[5-(2-isocyanopropan-2-yl)-2-methyloxolan-2-yl]-2,5-dimethyl-octahydronaphthalen-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0237053 (1-chloro-5-isocyano-8-[5-(2-isocyanopropan-2-yl)-2-methyloxolan-2-yl]-2,5-dimethyl-octahydronaphthalen-2-ol)
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PDB for NP0237053 (1-chloro-5-isocyano-8-[5-(2-isocyanopropan-2-yl)-2-methyloxolan-2-yl]-2,5-dimethyl-octahydronaphthalen-2-ol)
HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       6.652  -4.680   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.332  -6.186   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.011  -7.692   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       7.838  -6.506   0.000  0.00  0.00           N+1
HETATM    5  C   UNK     0       9.344  -6.826   0.000  0.00  0.00           C-1
HETATM    6  C   UNK     0       4.825  -5.866   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.681  -6.896   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.347  -6.126   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.136  -4.459   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.199  -4.459   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.677   1.180   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       3.657   1.180   0.000  0.00  0.00           N+1
HETATM   18  C   UNK     0       4.647   2.359   0.000  0.00  0.00           C-1
HETATM   19  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.185  -2.043   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.195  -3.757   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   26 Cl   UNK     0       5.335  -4.620   0.000  0.00  0.00          Cl+0
HETATM   27  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    6                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4                                                            
CONECT    6    2    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9    6                                                       
CONECT   12    9   13   27                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   19                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19   15   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   12   19                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

Download
3D PDB for NP0237053 (1-chloro-5-isocyano-8-[5-(2-isocyanopropan-2-yl)-2-methyloxolan-2-yl]-2,5-dimethyl-octahydronaphthalen-2-ol)
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SMILES for NP0237053 (1-chloro-5-isocyano-8-[5-(2-isocyanopropan-2-yl)-2-methyloxolan-2-yl]-2,5-dimethyl-octahydronaphthalen-2-ol)
CC(C)([N+]#[C-])C1CCC(C)(O1)C1CCC(C)([N+]#[C-])C2CCC(C)(O)C(Cl)C12
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INCHI for NP0237053 (1-chloro-5-isocyano-8-[5-(2-isocyanopropan-2-yl)-2-methyloxolan-2-yl]-2,5-dimethyl-octahydronaphthalen-2-ol)
InChI=1S/C22H33ClN2O2/c1-19(2,24-6)16-10-13-22(5,27-16)15-8-11-20(3,25-7)14-9-12-21(4,26)18(23)17(14)15/h14-18,26H,8-13H2,1-5H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC22H33ClN2O2
Average Mass392.9700 Da
Monoisotopic Mass392.22306 Da
IUPAC Name1-chloro-5-isocyano-8-[5-(2-isocyanopropan-2-yl)-2-methyloxolan-2-yl]-2,5-dimethyl-decahydronaphthalen-2-ol
Traditional Name1-chloro-5-isocyano-8-[5-(2-isocyanopropan-2-yl)-2-methyloxolan-2-yl]-2,5-dimethyl-octahydronaphthalen-2-ol
CAS Registry NumberNot Available
SMILES
CC(C)([N+]#[C-])C1CCC(C)(O1)C1CCC(C)([N+]#[C-])C2CCC(C)(O)C(Cl)C12
InChI Identifier
InChI=1S/C22H33ClN2O2/c1-19(2,24-6)16-10-13-22(5,27-16)15-8-11-20(3,25-7)14-9-12-21(4,26)18(23)17(14)15/h14-18,26H,8-13H2,1-5H3
InChI KeyJQNXEHXQUMCRSH-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as biflorane and serrulatane diterpenoids. These are diterpenoids with a structure based either on the biflorane or the serrulatane skeleton.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassDiterpenoids  
Direct ParentBiflorane and serrulatane diterpenoids  
Alternative Parents
Substituents
  • Biflorane diterpenoid
    • 

  • Tetrahydrofuran
    • 

  • Tertiary alcohol
    • 

  • Cyclic alcohol
    • 

  • Halohydrin
    • 

  • Chlorohydrin
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Organic isocyanide
    • 

  • Ether
    • 

  • Dialkyl ether
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organochloride
    • 

  • Organohalogen compound
    • 

  • Alkyl halide
    • 

  • Alkyl chloride
    • 

  • Alcohol
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.07ALOGPS
logP-0.61ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)14.01ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area38.18 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity125.5 m³·mol⁻¹ChemAxon
Polarizability43.74 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound73805185  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]