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Showing NP-Card for 7,8-dichloro-9-mehtyl-beta-carboline (NP0083456)

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Record Information
Version2.0
Created at2022-04-29 04:29:42 UTC
Updated at2022-04-29 04:29:42 UTC
NP-MRD IDNP0083456
Secondary Accession NumbersNone
Natural Product Identification
Common Name7,8-dichloro-9-mehtyl-beta-carboline
DescriptionBauerine B belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. 7,8-dichloro-9-mehtyl-beta-carboline is found in Dichothrix baueriana and Dichothrix paueriana (Grun.) Bornet & Flahault. Based on a literature review very few articles have been published on Bauerine B.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0083456 (7,8-dichloro-9-mehtyl-beta-carboline)


  Mrv1652304292206292D          

 16 18  0  0  0  0            999 V2000
    1.9339   -1.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633   -1.1567    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.0694    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
M  END
Download

3D MOL for NP0083456 (7,8-dichloro-9-mehtyl-beta-carboline)

     RDKit          3D

 24 26  0  0  0  0  0  0  0  0999 V2000
    0.0451    2.6572   -0.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381    1.2102   -0.0482 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2956    0.5264   -0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6363    0.8953   -0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6147   -0.0498   -0.0921 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3275   -1.3616   -0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0059   -1.7338    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9724   -0.8102    0.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4040   -0.8905    0.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2815   -1.9656    0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6406   -1.7246    0.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1832   -0.4571    0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9310   -0.2052    0.1469 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3035    0.6008    0.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9441    2.2289   -0.0053 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9277    0.3853    0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2304    3.1094    0.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6695    2.9473   -0.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0277    3.0980   -0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8456    1.9539   -0.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1152   -2.0989   -0.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990   -2.7757    0.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8738   -2.9703    0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3337   -2.5694    0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  8  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16  2  1  0
  4  3  1  0
 16  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  7 22  1  0
  6 21  1  0
  4 20  1  0
 10 23  1  0
 11 24  1  0
M  END
Download

3D SDF for NP0083456 (7,8-dichloro-9-mehtyl-beta-carboline)


  Mrv1652304292206292D          

 16 18  0  0  0  0            999 V2000
    1.9339   -1.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633   -1.1567    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.0694    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0083456

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C2=C(C=CN=C2)C2=CC=C(Cl)C(Cl)=C12

> <INCHI_IDENTIFIER>
InChI=1S/C12H8Cl2N2/c1-16-10-6-15-5-4-7(10)8-2-3-9(13)11(14)12(8)16/h2-6H,1H3

> <INCHI_KEY>
XGTYSLIGRKUXED-UHFFFAOYSA-N

> <FORMULA>
C12H8Cl2N2

> <MOLECULAR_WEIGHT>
251.11

> <EXACT_MASS>
250.0064537

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
24.53787806367746

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,8-dichloro-9-methyl-9H-pyrido[3,4-b]indole

> <ALOGPS_LOGP>
3.62

> <JCHEM_LOGP>
3.304978680666666

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.511947478885155

> <JCHEM_POLAR_SURFACE_AREA>
17.82

> <JCHEM_REFRACTIVITY>
65.82159999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,8-dichloro-9-methylpyrido[3,4-b]indole

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0083456 (7,8-dichloro-9-mehtyl-beta-carboline)

Download
PDB for NP0083456 (7,8-dichloro-9-mehtyl-beta-carboline)
HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       3.610  -2.820   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM    5 Cl   UNK     0       6.838  -2.159   0.000  0.00  0.00          Cl+0
HETATM    6  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM    7 Cl   UNK     0       8.899   0.130   0.000  0.00  0.00          Cl+0
HETATM    8  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.410   2.235   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -0.173   0.450   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    3   11                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11    2   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

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3D PDB for NP0083456 (7,8-dichloro-9-mehtyl-beta-carboline)
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SMILES for NP0083456 (7,8-dichloro-9-mehtyl-beta-carboline)
CN1C2=C(C=CN=C2)C2=CC=C(Cl)C(Cl)=C12
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INCHI for NP0083456 (7,8-dichloro-9-mehtyl-beta-carboline)
InChI=1S/C12H8Cl2N2/c1-16-10-6-15-5-4-7(10)8-2-3-9(13)11(14)12(8)16/h2-6H,1H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC12H8Cl2N2
Average Mass251.1100 Da
Monoisotopic Mass250.00645 Da
IUPAC Name7,8-dichloro-9-methyl-9H-pyrido[3,4-b]indole
Traditional Name7,8-dichloro-9-methylpyrido[3,4-b]indole
CAS Registry NumberNot Available
SMILES
CN1C2=C(C=CN=C2)C2=CC=C(Cl)C(Cl)=C12
InChI Identifier
InChI=1S/C12H8Cl2N2/c1-16-10-6-15-5-4-7(10)8-2-3-9(13)11(14)12(8)16/h2-6H,1H3
InChI KeyXGTYSLIGRKUXED-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Dichothrix bauerianaLOTUS Database
Dichothrix paueriana (Grun.) Bornet & Flahault-
Chemical Taxonomy
Description Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndoles and derivatives  
Sub ClassPyridoindoles  
Direct ParentBeta carbolines  
Alternative Parents
Substituents
  • Beta-carboline
    • 

  • N-alkylindole
    • 

  • Indole
    • 

  • Aryl chloride
    • 

  • Aryl halide
    • 

  • N-methylpyrrole
    • 

  • Pyridine
    • 

  • Substituted pyrrole
    • 

  • Benzenoid
    • 

  • Pyrrole
    • 

  • Heteroaromatic compound
    • 

  • Azacycle
    • 

  • Organic nitrogen compound
    • 

  • Organonitrogen compound
    • 

  • Organochloride
    • 

  • Organohalogen compound
    • 

  • Organopnictogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP3.62ALOGPS
logP3.3ChemAxon
logS-4ALOGPS
pKa (Strongest Basic)5.51ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.82 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity65.82 m³·mol⁻¹ChemAxon
Polarizability24.54 ųChemAxon
Number of Rings3ChemAxon
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 IDC00052170  
Chemspider ID164911  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound189884  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References