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Showing NP-Card for 1,1-dibromo-2-iodooct-1-en-3-one (NP0204547)

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Record Information
Version2.0
Created at2022-09-05 00:14:34 UTC
Updated at2022-09-05 00:14:34 UTC
NP-MRD IDNP0204547
Secondary Accession NumbersNone
Natural Product Identification
Common Name1,1-dibromo-2-iodooct-1-en-3-one
Description1,1-Dibromo-2-iodooct-1-en-3-one belongs to the class of organic compounds known as alpha-branched alpha,beta-unsaturated ketones. These are alpha,beta-unsaturated ketones that carry a branch on the alpha carbon. They have the generic structure RC(=O)C(R')=C, R = organyl group and R'= any heteroatom. 1,1-dibromo-2-iodooct-1-en-3-one is found in Osmundaria fimbriata. 1,1-Dibromo-2-iodooct-1-en-3-one is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0204547 (1,1-dibromo-2-iodooct-1-en-3-one)


  Mrv1533004241516552D          

 12 11  0  0  0  0            999 V2000
    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
    4.6184    1.8414    0.0000 C   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
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   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 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    0.6039    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    2.6664    0.0000 I   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
  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
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
M  END
Download

3D MOL for NP0204547 (1,1-dibromo-2-iodooct-1-en-3-one)

     RDKit          3D

 23 22  0  0  0  0  0  0  0  0999 V2000
   -2.9988   -1.7649    0.8457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4757   -0.5238    0.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0159   -0.2506    0.4849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6665    1.0208   -0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7424    1.4357   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7171    0.4481   -0.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3453   -0.6123   -1.1750 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1492    0.6636   -0.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8806    2.3743    0.5361 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.9905   -0.2167   -0.8917 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8509    0.0396   -0.7043 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.3704   -1.7865   -1.7712 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7616   -2.2303    0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5456   -1.5472    1.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2170   -2.5284    1.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6395   -0.5380   -0.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0443    0.3560    0.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3612   -1.0753    0.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9686    0.0021    1.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3218    1.8128    0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9550    0.8681   -1.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0214    1.6829    0.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9035    2.3699   -0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  2  3
 10 11  1  0
 10 12  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
M  END
Download

3D SDF for NP0204547 (1,1-dibromo-2-iodooct-1-en-3-one)


  Mrv1533004241516552D          

 12 11  0  0  0  0            999 V2000
    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
    4.6184    1.8414    0.0000 C   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
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   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 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    0.6039    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    2.6664    0.0000 I   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
  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
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0204547

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(=O)C(I)=C(Br)Br

> <INCHI_IDENTIFIER>
InChI=1S/C8H11Br2IO/c1-2-3-4-5-6(12)7(11)8(9)10/h2-5H2,1H3

> <INCHI_KEY>
LCQSNYOUABJWLH-UHFFFAOYSA-N

> <FORMULA>
C8H11Br2IO

> <MOLECULAR_WEIGHT>
409.887

> <EXACT_MASS>
407.82214

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
26.932150706423016

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,1-dibromo-2-iodooct-1-en-3-one

> <ALOGPS_LOGP>
4.58

> <JCHEM_LOGP>
4.665100735

> <ALOGPS_LOGS>
-4.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.425504842267443

> <JCHEM_PKA_STRONGEST_BASIC>
-7.484096506365969

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
78.2188

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.34e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,1-dibromo-2-iodooct-1-en-3-one

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0204547 (1,1-dibromo-2-iodooct-1-en-3-one)

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PDB for NP0204547 (1,1-dibromo-2-iodooct-1-en-3-one)
HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.622   2.667   0.000  0.00  0.00           C+0
HETATM   10 Br   UNK     0      13.956   3.437   0.000  0.00  0.00          Br+0
HETATM   11 Br   UNK     0      12.622   1.127   0.000  0.00  0.00          Br+0
HETATM   12  I   UNK     0      11.288   4.977   0.000  0.00  0.00           I+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

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3D PDB for NP0204547 (1,1-dibromo-2-iodooct-1-en-3-one)
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SMILES for NP0204547 (1,1-dibromo-2-iodooct-1-en-3-one)
CCCCCC(=O)C(I)=C(Br)Br
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INCHI for NP0204547 (1,1-dibromo-2-iodooct-1-en-3-one)
InChI=1S/C8H11Br2IO/c1-2-3-4-5-6(12)7(11)8(9)10/h2-5H2,1H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC8H11Br2IO
Average Mass409.8870 Da
Monoisotopic Mass407.82214 Da
IUPAC Name1,1-dibromo-2-iodooct-1-en-3-one
Traditional Name1,1-dibromo-2-iodooct-1-en-3-one
CAS Registry NumberNot Available
SMILES
CCCCCC(=O)C(I)=C(Br)Br
InChI Identifier
InChI=1S/C8H11Br2IO/c1-2-3-4-5-6(12)7(11)8(9)10/h2-5H2,1H3
InChI KeyLCQSNYOUABJWLH-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
Osmundaria fimbriataLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-branched alpha,beta-unsaturated ketones. These are alpha,beta-unsaturated ketones that carry a branch on the alpha carbon. They have the generic structure RC(=O)C(R')=C, R = organyl group and R'= any heteroatom.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentAlpha-branched alpha,beta-unsaturated ketones  
Alternative Parents
Substituents
  • Alpha-branched alpha,beta-unsaturated-ketone
    • 

  • Alpha-haloketone
    • 

  • Acryloyl-group
    • 

  • Enone
    • 

  • Vinylogous halide
    • 

  • Ketone
    • 

  • Iodoalkene
    • 

  • Vinyl bromide
    • 

  • Vinyl halide
    • 

  • Vinyl iodide
    • 

  • Bromoalkene
    • 

  • Haloalkene
    • 

  • Organoiodide
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organohalogen compound
    • 

  • Organobromide
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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
logP4.58ALOGPS
logP4.67ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)19.43ChemAxon
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity78.22 m³·mol⁻¹ChemAxon
Polarizability26.93 ųChemAxon
Number of Rings0ChemAxon
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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound23426910  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]