Showing metabocard for (1R,6S)-1,6-dihydroxycyclohexa-2,4-diene-1-carboxylic acid (MMDBc0054705)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-06 16:06:04 UTC
Update Date2024-04-30 20:55:37 UTC
Metabolite IDMMDBc0054705
Metabolite Identification
Common Name(1R,6S)-1,6-dihydroxycyclohexa-2,4-diene-1-carboxylic acid
Description7,8-dichloro-1,2,3,4-tetrahydroisoquinoline belongs to the class of organic compounds known as tetrahydroisoquinolines. These are tetrahydrogenated isoquinoline derivatives. Based on a literature review a significant number of articles have been published on 7,8-dichloro-1,2,3,4-tetrahydroisoquinoline.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fa4b1491878>

SKA
  Mrv0541 02241214102D          

 12 13  0  0  0  0            999 V2000
   -0.1839    1.8361    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1839    1.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5306    0.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2450    1.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9595    0.5986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9595   -0.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2450   -0.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5306   -0.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1839   -0.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8984   -0.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8984    0.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6128    1.0111    0.0000 Cl  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
  2 11  1  0  0  0  0
  3  4  1  0  0  0  0
  3  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007fa4b1491878>

HMDB0247292
     RDKit          3D
7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline
 21 22  0  0  0  0  0  0  0  0999 V2000
    4.1606    1.2328   -0.6590 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6113    0.4840   -0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5532   -0.8550   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3404   -1.4299    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1834   -0.6879    0.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2306    0.6480   -0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4595    1.2148   -0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5203    2.9304   -0.7297 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9924    1.5056   -0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0879    0.7667    0.4283 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1952   -0.5543   -0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0916   -1.3938    0.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500   -1.4842    0.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3290   -2.5073    0.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1638    1.7276   -1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8408    2.4238    0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9683    1.2862    0.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8977   -0.5149   -1.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1773   -1.0159   -0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1014   -2.4312    0.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3219   -1.3455    1.6393 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
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  7  2  1  0
 12  5  1  0
  3 13  1  0
  4 14  1  0
  9 15  1  0
  9 16  1  0
 10 17  1  0
 11 18  1  0
 11 19  1  0
 12 20  1  0
 12 21  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007fa4b1491878>

SKA
  Mrv0541 02241214102D          

 12 13  0  0  0  0            999 V2000
   -0.1839    1.8361    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1839    1.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5306    0.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2450    1.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9595    0.5986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9595   -0.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2450   -0.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5306   -0.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1839   -0.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8984   -0.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8984    0.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6128    1.0111    0.0000 Cl  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
  2 11  1  0  0  0  0
  3  4  1  0  0  0  0
  3  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054705

> <DATABASE_NAME>
MIME

> <SMILES>
ClC1=CC=C2CCNCC2=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C9H9Cl2N/c10-8-2-1-6-3-4-12-5-7(6)9(8)11/h1-2,12H,3-5H2

> <INCHI_KEY>
WFPUBEDBBOGGIQ-UHFFFAOYSA-N

> <FORMULA>
C9H9Cl2N

> <MOLECULAR_WEIGHT>
202.08

> <EXACT_MASS>
201.011204707

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
19.817266838952193

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,8-dichloro-1,2,3,4-tetrahydroisoquinoline

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
2.7795725046666666

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.351108045251497

> <JCHEM_POLAR_SURFACE_AREA>
12.03

> <JCHEM_REFRACTIVITY>
52.2252

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,8-dichloro-1,2,3,4-tetrahydroisoquinoline

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00007fa4b1491878>

HMDB0247292
     RDKit          3D
7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline
 21 22  0  0  0  0  0  0  0  0999 V2000
    4.1606    1.2328   -0.6590 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6113    0.4840   -0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5532   -0.8550   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3404   -1.4299    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1834   -0.6879    0.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2306    0.6480   -0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4595    1.2148   -0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5203    2.9304   -0.7297 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9924    1.5056   -0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0879    0.7667    0.4283 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1952   -0.5543   -0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0916   -1.3938    0.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500   -1.4842    0.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3290   -2.5073    0.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1638    1.7276   -1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8408    2.4238    0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9683    1.2862    0.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8977   -0.5149   -1.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1773   -1.0159   -0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1014   -2.4312    0.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3219   -1.3455    1.6393 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
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  7  2  1  0
 12  5  1  0
  3 13  1  0
  4 14  1  0
  9 15  1  0
  9 16  1  0
 10 17  1  0
 11 18  1  0
 11 19  1  0
 12 20  1  0
 12 21  1  0
M  END
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PDB for #<Metabolite:0x00007fa4b1491878>

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: SKA                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1 Cl   UNK     0      -0.343   3.427   0.000  0.00  0.00          Cl+0
HETATM    2  C   UNK     0      -0.343   1.887   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.990   1.117   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.324   1.887   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       3.658   1.117   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       3.658  -0.423   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.324  -1.193   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.990  -0.423   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.343  -1.193   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.677  -0.423   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.677   1.117   0.000  0.00  0.00           C+0
HETATM   12 Cl   UNK     0      -3.011   1.887   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    3    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    2   10   12                                                  
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END
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3D PDB for #<Metabolite:0x00007fa4b1491878>

COMPND    HMDB0247292
HETATM    1 CL1  UNL     1       4.161   1.233  -0.659  1.00  0.00          CL  
HETATM    2  C1  UNL     1       2.611   0.484  -0.312  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.553  -0.855  -0.007  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.340  -1.430   0.261  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.183  -0.688   0.231  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.231   0.648  -0.072  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.460   1.215  -0.341  1.00  0.00           C  
HETATM    8 CL2  UNL     1       1.520   2.930  -0.730  1.00  0.00          CL  
HETATM    9  C7  UNL     1      -0.992   1.506  -0.120  1.00  0.00           C  
HETATM   10  N1  UNL     1      -2.088   0.767   0.428  1.00  0.00           N  
HETATM   11  C8  UNL     1      -2.195  -0.554  -0.122  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.092  -1.394   0.536  1.00  0.00           C  
HETATM   13  H1  UNL     1       3.450  -1.484   0.028  1.00  0.00           H  
HETATM   14  H2  UNL     1       1.329  -2.507   0.503  1.00  0.00           H  
HETATM   15  H3  UNL     1      -1.164   1.728  -1.194  1.00  0.00           H  
HETATM   16  H4  UNL     1      -0.841   2.424   0.489  1.00  0.00           H  
HETATM   17  H5  UNL     1      -2.968   1.286   0.492  1.00  0.00           H  
HETATM   18  H6  UNL     1      -1.898  -0.515  -1.210  1.00  0.00           H  
HETATM   19  H7  UNL     1      -3.177  -1.016  -0.032  1.00  0.00           H  
HETATM   20  H8  UNL     1      -1.101  -2.431   0.192  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.322  -1.346   1.639  1.00  0.00           H  
CONECT    1    2
CONECT    2    3    3    7
CONECT    3    4   13
CONECT    4    5    5   14
CONECT    5    6   12
CONECT    6    7    7    9
CONECT    7    8
CONECT    9   10   15   16
CONECT   10   11   17
CONECT   11   12   18   19
CONECT   12   20   21
END
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SMILES for #<Metabolite:0x00007fa4b1491878>

ClC1=CC=C2CCNCC2=C1Cl
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INCHI for #<Metabolite:0x00007fa4b1491878>

InChI=1S/C9H9Cl2N/c10-8-2-1-6-3-4-12-5-7(6)9(8)11/h1-2,12H,3-5H2
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Synonyms
ValueSource
SK And F 64139MeSH
SK And F-64139MeSH
DCTQMeSH
Molecular FormulaC9H9Cl2N
Average Mass202.08
Monoisotopic Mass201.011204707
IUPAC Name7,8-dichloro-1,2,3,4-tetrahydroisoquinoline
Traditional Name7,8-dichloro-1,2,3,4-tetrahydroisoquinoline
CAS Registry NumberNot Available
SMILES
ClC1=CC=C2CCNCC2=C1Cl
InChI Identifier
InChI=1S/C9H9Cl2N/c10-8-2-1-6-3-4-12-5-7(6)9(8)11/h1-2,12H,3-5H2
InChI KeyWFPUBEDBBOGGIQ-UHFFFAOYSA-N