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Showing NP-Card for (5r)-2-methyl-5-[(2s)-1-oxopropan-2-yl]cyclopent-1-ene-1-carbaldehyde (NP0195058)

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Record Information
Version2.0
Created at2022-09-04 12:50:42 UTC
Updated at2022-09-04 12:50:42 UTC
NP-MRD IDNP0195058
Secondary Accession NumbersNone
Natural Product Identification
Common Name(5r)-2-methyl-5-[(2s)-1-oxopropan-2-yl]cyclopent-1-ene-1-carbaldehyde
DescriptionZINC14659212 belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. (5r)-2-methyl-5-[(2s)-1-oxopropan-2-yl]cyclopent-1-ene-1-carbaldehyde is found in Actinidia polygama. Based on a literature review very few articles have been published on ZINC14659212.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0195058 ((5r)-2-methyl-5-[(2s)-1-oxopropan-2-yl]cyclopent-1-ene-1-carbaldehyde)


  Mrv1652309042214502D          

 12 12  0  0  1  0            999 V2000
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0198    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6329    0.3323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2857   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6145   -2.2438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    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  2  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
M  END
Download

3D MOL for NP0195058 ((5r)-2-methyl-5-[(2s)-1-oxopropan-2-yl]cyclopent-1-ene-1-carbaldehyde)

     RDKit          3D

 26 26  0  0  0  0  0  0  0  0999 V2000
    3.1993    0.2402   -0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7822   -0.2266    0.0284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7087    0.4642    0.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8446    1.8929    0.7411 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9342    2.4892    0.7532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4785   -0.3550    0.3047 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7213    0.2471   -0.2741 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3251    1.3734    0.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7012   -0.8546   -0.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6155   -1.6117   -1.3412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0869   -1.4884   -0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3941   -1.6151   -0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8579   -0.6448   -0.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3848    0.9027   -0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5071    0.7795    0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0436    2.4144    1.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6726   -0.8558    1.2712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5177    0.5915   -1.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1631    2.3536   -0.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4527    1.2578    0.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1226    1.4069    1.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4768   -0.9755    0.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1477   -1.1326   -1.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6190   -2.4127   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908   -1.9412   -1.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5405   -2.2996    0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  9  1  0
  9 10  2  0
  7  6  1  0
  6 11  1  0
 11 12  1  0
 12  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  3  6  1  0
  8 19  1  0
  8 20  1  0
  8 21  1  0
  7 18  1  6
  9 22  1  0
  6 17  1  1
 11 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  4 16  1  0
M  END
Download

3D SDF for NP0195058 ((5r)-2-methyl-5-[(2s)-1-oxopropan-2-yl]cyclopent-1-ene-1-carbaldehyde)


  Mrv1652309042214502D          

 12 12  0  0  1  0            999 V2000
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0198    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6329    0.3323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2857   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6145   -2.2438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    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  2  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0195058

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](C=O)[C@H]1CCC(C)=C1C=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H14O2/c1-7-3-4-9(8(2)5-11)10(7)6-12/h5-6,8-9H,3-4H2,1-2H3/t8-,9-/m1/s1

> <INCHI_KEY>
OPYIDDKLXUUEPE-RKDXNWHRSA-N

> <FORMULA>
C10H14O2

> <MOLECULAR_WEIGHT>
166.22

> <EXACT_MASS>
166.099379691

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
18.311532022259364

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R)-2-methyl-5-[(2S)-1-oxopropan-2-yl]cyclopent-1-ene-1-carbaldehyde

> <JCHEM_LOGP>
1.1764365806666663

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.288923912646162

> <JCHEM_PKA_STRONGEST_BASIC>
-4.303998782477072

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
47.941500000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5R)-2-methyl-5-[(2S)-1-oxopropan-2-yl]cyclopent-1-ene-1-carbaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0195058 ((5r)-2-methyl-5-[(2s)-1-oxopropan-2-yl]cyclopent-1-ene-1-carbaldehyde)

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PDB for NP0195058 ((5r)-2-methyl-5-[(2s)-1-oxopropan-2-yl]cyclopent-1-ene-1-carbaldehyde)
HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.770   1.651   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.915   0.620   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.735  -1.536   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.267  -1.375   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.109  -2.943   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.014  -4.188   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3    7   11                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9                                                            
CONECT   11    6   12                                                       
CONECT   12   11    2                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

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3D PDB for NP0195058 ((5r)-2-methyl-5-[(2s)-1-oxopropan-2-yl]cyclopent-1-ene-1-carbaldehyde)
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SMILES for NP0195058 ((5r)-2-methyl-5-[(2s)-1-oxopropan-2-yl]cyclopent-1-ene-1-carbaldehyde)
C[C@H](C=O)[C@H]1CCC(C)=C1C=O
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INCHI for NP0195058 ((5r)-2-methyl-5-[(2s)-1-oxopropan-2-yl]cyclopent-1-ene-1-carbaldehyde)
InChI=1S/C10H14O2/c1-7-3-4-9(8(2)5-11)10(7)6-12/h5-6,8-9H,3-4H2,1-2H3/t8-,9-/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H14O2
Average Mass166.2200 Da
Monoisotopic Mass166.09938 Da
IUPAC Name(5R)-2-methyl-5-[(2S)-1-oxopropan-2-yl]cyclopent-1-ene-1-carbaldehyde
Traditional Name(5R)-2-methyl-5-[(2S)-1-oxopropan-2-yl]cyclopent-1-ene-1-carbaldehyde
CAS Registry NumberNot Available
SMILES
C[C@H](C=O)[C@H]1CCC(C)=C1C=O
InChI Identifier
InChI=1S/C10H14O2/c1-7-3-4-9(8(2)5-11)10(7)6-12/h5-6,8-9H,3-4H2,1-2H3/t8-,9-/m1/s1
InChI KeyOPYIDDKLXUUEPE-RKDXNWHRSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Actinidia polygamaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentMonocyclic monoterpenoids  
Alternative Parents
Substituents
  • Monocyclic monoterpenoid
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aldehyde
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic 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
logP1.18ChemAxon
pKa (Strongest Acidic)17.29ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity47.94 m³·mol⁻¹ChemAxon
Polarizability18.31 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID9194406  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11019224  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]