Showing metabocard for 6-Carboxy-5,6,7,8-tetrahydropterin (MMDBc0031589)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 01:40:30 UTC
Update Date2024-04-30 19:51:08 UTC
Metabolite IDMMDBc0031589
Metabolite Identification
Common Name6-Carboxy-5,6,7,8-tetrahydropterin
Description6-carboxy-5,6,7,8-tetrahydropterin is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).6-carboxy-5,6,7,8-tetrahydropterin is catalyzed by QueD. Escherichia coli QueD is a 6-carboxy-5,6,7,8-tetrahydropterin synthase. (PMID 19231875 )
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00005645c6bd7290>

 
  Mrv0541 07091216312D          
 
 15 16  0  0  0  0            999 V2000
    7.9747  -10.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9781   -9.9175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6892  -11.1611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2635  -11.1577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6961   -9.5088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2635   -9.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4073  -10.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5456  -10.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4106   -9.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5456   -9.9175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2635   -8.6774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8310  -11.1577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1149   -9.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8295   -9.9175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1115   -8.6843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  2  0  0  0  0
  8 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00005645c6bd7290>

HMDB0060410
     RDKit          3D
6-Carboxy-5,6,7,8-tetrahydropterin
 24 25  0  0  0  0  0  0  0  0999 V2000
    3.7680    1.0545   -1.3947 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6183    0.5435   -0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4226    0.4509   -1.3314 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3330   -0.0300   -0.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4015   -0.4516    0.6095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6291   -0.3537    1.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7176   -0.7343    2.4329 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6903    0.1336    0.5592 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7540   -0.9627    1.2799 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0525   -0.7334    0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4151    0.7234    0.7269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6626    1.5884    1.2363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6222    1.1187    0.1931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8863   -1.0799   -0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9363   -0.1287   -1.3503 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3439    1.8374   -1.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0470    0.5999   -2.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6126    0.1944    1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967   -1.4700    2.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8085   -1.3650    1.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2971    1.6986    0.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5380   -2.1285   -0.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8850   -0.9838   -1.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1296    0.4784   -2.1753 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
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
  8  2  1  0
 15  4  1  0
  1 16  1  0
  1 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
 13 21  1  0
 14 22  1  0
 14 23  1  0
 15 24  1  0
M  END
Download

3D SDF for #<Metabolite:0x00005645c6bd7290>

 
  Mrv0541 07091216312D          
 
 15 16  0  0  0  0            999 V2000
    7.9747  -10.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9781   -9.9175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6892  -11.1611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2635  -11.1577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6961   -9.5088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2635   -9.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4073  -10.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5456  -10.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4106   -9.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5456   -9.9175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2635   -8.6774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8310  -11.1577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1149   -9.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8295   -9.9175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1115   -8.6843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  2  0  0  0  0
  8 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031589

> <DATABASE_NAME>
MIME

> <SMILES>
NC1=NC2=C(NC(CN2)C(O)=O)C(=O)N1

> <INCHI_IDENTIFIER>
InChI=1S/C7H9N5O3/c8-7-11-4-3(5(13)12-7)10-2(1-9-4)6(14)15/h2,10H,1H2,(H,14,15)(H4,8,9,11,12,13)

> <INCHI_KEY>
QSIYONWVWDSRRO-UHFFFAOYSA-N

> <FORMULA>
C7H9N5O3

> <MOLECULAR_WEIGHT>
211.1781

> <EXACT_MASS>
211.070539179

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
19.00312408400456

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridine-6-carboxylic acid

> <ALOGPS_LOGP>
-1.87

> <JCHEM_LOGP>
-2.970613747538095

> <ALOGPS_LOGS>
-2.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.121145670762168

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6692422568404885

> <JCHEM_PKA_STRONGEST_BASIC>
4.841325540574429

> <JCHEM_POLAR_SURFACE_AREA>
128.84

> <JCHEM_REFRACTIVITY>
58.1195

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.21e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-oxo-5,6,7,8-tetrahydro-3H-pteridine-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00005645c6bd7290>

HMDB0060410
     RDKit          3D
6-Carboxy-5,6,7,8-tetrahydropterin
 24 25  0  0  0  0  0  0  0  0999 V2000
    3.7680    1.0545   -1.3947 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6183    0.5435   -0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4226    0.4509   -1.3314 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3330   -0.0300   -0.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4015   -0.4516    0.6095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6291   -0.3537    1.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7176   -0.7343    2.4329 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6903    0.1336    0.5592 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7540   -0.9627    1.2799 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0525   -0.7334    0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4151    0.7234    0.7269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6626    1.5884    1.2363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6222    1.1187    0.1931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8863   -1.0799   -0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9363   -0.1287   -1.3503 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3439    1.8374   -1.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0470    0.5999   -2.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6126    0.1944    1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967   -1.4700    2.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8085   -1.3650    1.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2971    1.6986    0.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5380   -2.1285   -0.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8850   -0.9838   -1.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1296    0.4784   -2.1753 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
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
  8  2  1  0
 15  4  1  0
  1 16  1  0
  1 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
 13 21  1  0
 14 22  1  0
 14 23  1  0
 15 24  1  0
M  END
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PDB for #<Metabolite:0x00005645c6bd7290>

HEADER    PROTEIN                                 09-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-12         0                                  
HETATM    1  C   UNK     0      14.886 -20.052   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.893 -18.513   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      16.220 -20.834   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      13.559 -20.828   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      16.233 -17.750   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      13.559 -17.743   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.560 -20.065   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.219 -20.052   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.567 -18.519   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      12.219 -18.513   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0      13.559 -16.198   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      10.885 -20.828   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      18.881 -17.750   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      20.215 -18.513   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      18.875 -16.211   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    2   10   11                                                  
CONECT    7    3    9                                                       
CONECT    8    4   12   10                                                  
CONECT    9    5   13    7                                                  
CONECT   10    6    8                                                       
CONECT   11    6                                                            
CONECT   12    8                                                            
CONECT   13    9   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END
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3D PDB for #<Metabolite:0x00005645c6bd7290>

COMPND    HMDB0060410
HETATM    1  N1  UNL     1       3.768   1.055  -1.395  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.618   0.544  -0.720  1.00  0.00           C  
HETATM    3  N2  UNL     1       1.423   0.451  -1.331  1.00  0.00           N  
HETATM    4  C2  UNL     1       0.333  -0.030  -0.702  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.401  -0.452   0.609  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.629  -0.354   1.229  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.718  -0.734   2.433  1.00  0.00           O  
HETATM    8  N3  UNL     1       2.690   0.134   0.559  1.00  0.00           N  
HETATM    9  N4  UNL     1      -0.754  -0.963   1.280  1.00  0.00           N  
HETATM   10  C5  UNL     1      -2.053  -0.733   0.675  1.00  0.00           C  
HETATM   11  C6  UNL     1      -2.415   0.723   0.727  1.00  0.00           C  
HETATM   12  O2  UNL     1      -1.663   1.588   1.236  1.00  0.00           O  
HETATM   13  O3  UNL     1      -3.622   1.119   0.193  1.00  0.00           O  
HETATM   14  C7  UNL     1      -1.886  -1.080  -0.811  1.00  0.00           C  
HETATM   15  N5  UNL     1      -0.936  -0.129  -1.350  1.00  0.00           N  
HETATM   16  H1  UNL     1       4.344   1.837  -1.062  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.047   0.600  -2.294  1.00  0.00           H  
HETATM   18  H3  UNL     1       3.613   0.194   1.063  1.00  0.00           H  
HETATM   19  H4  UNL     1      -0.597  -1.470   2.164  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.809  -1.365   1.161  1.00  0.00           H  
HETATM   21  H6  UNL     1      -4.297   1.699   0.687  1.00  0.00           H  
HETATM   22  H7  UNL     1      -1.538  -2.129  -0.895  1.00  0.00           H  
HETATM   23  H8  UNL     1      -2.885  -0.984  -1.278  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.130   0.478  -2.175  1.00  0.00           H  
CONECT    1    2   16   17
CONECT    2    3    3    8
CONECT    3    4
CONECT    4    5    5   15
CONECT    5    6    9
CONECT    6    7    7    8
CONECT    8   18
CONECT    9   10   19
CONECT   10   11   14   20
CONECT   11   12   12   13
CONECT   13   21
CONECT   14   15   22   23
CONECT   15   24
END
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SMILES for #<Metabolite:0x00005645c6bd7290>

NC1=NC2=C(NC(CN2)C(O)=O)C(=O)N1
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INCHI for #<Metabolite:0x00005645c6bd7290>

InChI=1S/C7H9N5O3/c8-7-11-4-3(5(13)12-7)10-2(1-9-4)6(14)15/h2,10H,1H2,(H,14,15)(H4,8,9,11,12,13)
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Synonyms
ValueSource
6-CarboxytetrahydropterinKegg
Molecular FormulaC7H9N5O3
Average Mass211.1781
Monoisotopic Mass211.070539179
IUPAC Name2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridine-6-carboxylic acid
Traditional Name2-amino-4-oxo-5,6,7,8-tetrahydro-3H-pteridine-6-carboxylic acid
CAS Registry NumberNot Available
SMILES
NC1=NC2=C(NC(CN2)C(O)=O)C(=O)N1
InChI Identifier
InChI=1S/C7H9N5O3/c8-7-11-4-3(5(13)12-7)10-2(1-9-4)6(14)15/h2,10H,1H2,(H,14,15)(H4,8,9,11,12,13)
InChI KeyQSIYONWVWDSRRO-UHFFFAOYSA-N