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Showing NP-Card for 2,4-dichloro-5-(prop-1-en-1-yl)cyclopent-4-ene-1,3-diol (NP0148366)

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Record Information
Version2.0
Created at2022-09-02 04:06:44 UTC
Updated at2022-09-02 04:06:44 UTC
NP-MRD IDNP0148366
Secondary Accession NumbersNone
Natural Product Identification
Common Name2,4-dichloro-5-(prop-1-en-1-yl)cyclopent-4-ene-1,3-diol
Description2,4-Dichloro-5-(prop-1-en-1-yl)cyclopent-4-ene-1,3-diol belongs to the class of organic compounds known as chlorohydrins. These are alcohols substituted by a chlorine atom at a saturated carbon atom otherwise bearing only hydrogen or hydrocarbyl groups. 2,4-dichloro-5-(prop-1-en-1-yl)cyclopent-4-ene-1,3-diol is found in Helminthosporium velutinum. Based on a literature review very few articles have been published on 2,4-dichloro-5-(prop-1-en-1-yl)cyclopent-4-ene-1,3-diol.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0148366 (2,4-dichloro-5-(prop-1-en-1-yl)cyclopent-4-ene-1,3-diol)


  Mrv1652309022206062D          

 12 12  0  0  0  0            999 V2000
   -0.1467    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    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
   -0.3297   -0.8227    0.0000 Cl  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
   -0.8843    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
M  END
Download

3D MOL for NP0148366 (2,4-dichloro-5-(prop-1-en-1-yl)cyclopent-4-ene-1,3-diol)

     RDKit          3D

 22 22  0  0  0  0  0  0  0  0999 V2000
    3.5391   -0.6378    0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1204   -0.2138    0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2472   -0.4889   -0.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1282   -0.0547   -0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0906   -0.2716   -1.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0024   -1.1344   -2.7709 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3634    0.3395   -0.7877 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1111   -0.6381   -0.1117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9334    1.3508    0.2516 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6509    2.9512   -0.4459 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6683    0.7241    0.7719 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9863   -0.1674    1.7800 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8267   -0.6828   -0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1500    0.1422    0.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7013   -1.6087    0.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7965    0.3473    1.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5871   -1.0528   -1.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9474    0.7787   -1.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6956   -1.5359   -0.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6368    1.4319    1.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0120    1.5293    1.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7660   -1.1082    1.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11  4  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  7 18  1  6
  8 19  1  0
  9 20  1  1
 11 21  1  1
 12 22  1  0
M  END
Download

3D SDF for NP0148366 (2,4-dichloro-5-(prop-1-en-1-yl)cyclopent-4-ene-1,3-diol)


  Mrv1652309022206062D          

 12 12  0  0  0  0            999 V2000
   -0.1467    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    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
   -0.3297   -0.8227    0.0000 Cl  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
   -0.8843    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0148366

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC=CC1=C(Cl)C(O)C(Cl)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C8H10Cl2O2/c1-2-3-4-5(9)8(12)6(10)7(4)11/h2-3,6-8,11-12H,1H3

> <INCHI_KEY>
CHSXQUZDKBHQRP-UHFFFAOYSA-N

> <FORMULA>
C8H10Cl2O2

> <MOLECULAR_WEIGHT>
209.07

> <EXACT_MASS>
208.005785

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
19.71336627777649

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,4-dichloro-5-(prop-1-en-1-yl)cyclopent-4-ene-1,3-diol

> <ALOGPS_LOGP>
1.65

> <JCHEM_LOGP>
0.9981427473333333

> <ALOGPS_LOGS>
-1.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.54311565265833

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.592909779730977

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5243720348409138

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
50.5739

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4-dichloro-5-(prop-1-en-1-yl)cyclopent-4-ene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0148366 (2,4-dichloro-5-(prop-1-en-1-yl)cyclopent-4-ene-1,3-diol)

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PDB for NP0148366 (2,4-dichloro-5-(prop-1-en-1-yl)cyclopent-4-ene-1,3-diol)
HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.274   5.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.274   4.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    6 Cl   UNK     0       3.770   1.651   0.000  0.00  0.00          Cl+0
HETATM    7  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.735  -1.536   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   10 Cl   UNK     0      -0.615  -1.536   0.000  0.00  0.00          Cl+0
HETATM   11  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.651   1.651   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    4   12                                                  
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

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3D PDB for NP0148366 (2,4-dichloro-5-(prop-1-en-1-yl)cyclopent-4-ene-1,3-diol)
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SMILES for NP0148366 (2,4-dichloro-5-(prop-1-en-1-yl)cyclopent-4-ene-1,3-diol)
CC=CC1=C(Cl)C(O)C(Cl)C1O
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INCHI for NP0148366 (2,4-dichloro-5-(prop-1-en-1-yl)cyclopent-4-ene-1,3-diol)
InChI=1S/C8H10Cl2O2/c1-2-3-4-5(9)8(12)6(10)7(4)11/h2-3,6-8,11-12H,1H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC8H10Cl2O2
Average Mass209.0700 Da
Monoisotopic Mass208.00578 Da
IUPAC Name2,4-dichloro-5-(prop-1-en-1-yl)cyclopent-4-ene-1,3-diol
Traditional Name2,4-dichloro-5-(prop-1-en-1-yl)cyclopent-4-ene-1,3-diol
CAS Registry NumberNot Available
SMILES
CC=CC1=C(Cl)C(O)C(Cl)C1O
InChI Identifier
InChI=1S/C8H10Cl2O2/c1-2-3-4-5(9)8(12)6(10)7(4)11/h2-3,6-8,11-12H,1H3
InChI KeyCHSXQUZDKBHQRP-UHFFFAOYSA-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
Helminthosporium velutinumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as chlorohydrins. These are alcohols substituted by a chlorine atom at a saturated carbon atom otherwise bearing only hydrogen or hydrocarbyl groups.
KingdomOrganic compounds  
Super ClassOrganohalogen compounds  
ClassHalohydrins  
Sub ClassChlorohydrins  
Direct ParentChlorohydrins  
Alternative Parents
Substituents
  • Secondary alcohol
    • 

  • Chlorohydrin
    • 

  • Chloroalkene
    • 

  • Haloalkene
    • 

  • Vinyl halide
    • 

  • Vinyl chloride
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organochloride
    • 

  • Alkyl halide
    • 

  • Alkyl chloride
    • 

  • Alcohol
    • 

  • 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
logP1.65ALOGPS
logP1ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)12.59ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity50.57 m³·mol⁻¹ChemAxon
Polarizability19.71 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
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 Compound162998502  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]