Showing metabocard for 7-Aminomethyl-7-carbaguanine (MMDBc0030380)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:06:01 UTC
Update Date2024-10-13 13:00:17 UTC
Metabolite IDMMDBc0030380
Metabolite Identification
Common Name7-Aminomethyl-7-carbaguanine
Description7-Aminomethyl-7-carbaguanine is one of the precursors of nucleoside Q (queuosine) biosynthesis. It is a substrate for preQ1 synthase (EC 1.7.1.13) which catalyzes the NADPH-dependent reduction of 7-cyano-7-carbaguanine (preQ0) to 7-aminomethyl-7-carbaguanine (preQ1). More specifically, this enzyme catalyzes the chemical reaction
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9220cb6538>


  Mrv0541 02241201502D          

 13 14  0  0  0  0            999 V2000
   10.8729   -9.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8729   -8.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1584   -9.9795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1584   -8.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4440   -9.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4440   -8.7420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6575   -9.8218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1423   -9.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6574   -8.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1584   -7.5045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7295   -9.9795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9122   -7.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7191   -7.5308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  2  1  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
  9  2  1  0  0  0  0
 10  4  2  0  0  0  0
 11  5  1  0  0  0  0
 12  9  1  0  0  0  0
 13 12  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f9220cb6538>

HMDB0011690
     RDKit          3D
7-Aminomethyl-7-carbaguanine
 22 23  0  0  0  0  0  0  0  0999 V2000
    3.4589   -0.0852    0.8188 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5342   -0.6380   -0.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3464    0.2607   -0.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3665    1.4807   -1.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0657    1.8855   -1.2059 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7393    0.9630   -0.6528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0519    0.8424   -0.4518 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6196   -0.2301    0.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0275   -0.2155    0.4420 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8514   -1.2040    0.6455 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4987   -1.1027    0.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2239   -2.0558    0.9240 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0759   -0.0309   -0.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9058    0.7192    1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5955   -0.8130    1.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2225   -0.5208   -1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264   -1.6729   -0.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2558    1.9672   -1.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2112    2.7761   -1.6845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7239   -0.9433    0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4068    0.6532    0.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2472   -2.0357    1.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13  3  1  0
 13  6  2  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  4 18  1  0
  5 19  1  0
  9 20  1  0
  9 21  1  0
 10 22  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f9220cb6538>


  Mrv0541 02241201502D          

 13 14  0  0  0  0            999 V2000
   10.8729   -9.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8729   -8.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1584   -9.9795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1584   -8.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4440   -9.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4440   -8.7420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6575   -9.8218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1423   -9.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6574   -8.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1584   -7.5045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7295   -9.9795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9122   -7.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7191   -7.5308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  2  1  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
  9  2  1  0  0  0  0
 10  4  2  0  0  0  0
 11  5  1  0  0  0  0
 12  9  1  0  0  0  0
 13 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030380

> <DATABASE_NAME>
MIME

> <SMILES>
NCC1=CNC2=C1C(=O)NC(N)=N2

> <INCHI_IDENTIFIER>
InChI=1S/C7H9N5O/c8-1-3-2-10-5-4(3)6(13)12-7(9)11-5/h2H,1,8H2,(H4,9,10,11,12,13)

> <INCHI_KEY>
MEYMBLGOKYDGLZ-UHFFFAOYSA-N

> <FORMULA>
C7H9N5O

> <MOLECULAR_WEIGHT>
179.1793

> <EXACT_MASS>
179.080709935

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
17.440777443981148

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-5-(aminomethyl)-3H,4H,7H-pyrrolo[2,3-d]pyrimidin-4-one

> <ALOGPS_LOGP>
-1.43

> <JCHEM_LOGP>
-1.207994808333333

> <ALOGPS_LOGS>
-1.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.120217269603746

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.037900308457573

> <JCHEM_PKA_STRONGEST_BASIC>
8.601212537607308

> <JCHEM_POLAR_SURFACE_AREA>
109.28999999999999

> <JCHEM_REFRACTIVITY>
48.6742

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.93e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-aminomethyl-7-deazaguanine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f9220cb6538>

HMDB0011690
     RDKit          3D
7-Aminomethyl-7-carbaguanine
 22 23  0  0  0  0  0  0  0  0999 V2000
    3.4589   -0.0852    0.8188 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5342   -0.6380   -0.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3464    0.2607   -0.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3665    1.4807   -1.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0657    1.8855   -1.2059 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7393    0.9630   -0.6528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0519    0.8424   -0.4518 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6196   -0.2301    0.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0275   -0.2155    0.4420 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8514   -1.2040    0.6455 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4987   -1.1027    0.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2239   -2.0558    0.9240 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0759   -0.0309   -0.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9058    0.7192    1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5955   -0.8130    1.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2225   -0.5208   -1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264   -1.6729   -0.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2558    1.9672   -1.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2112    2.7761   -1.6845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7239   -0.9433    0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4068    0.6532    0.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2472   -2.0357    1.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13  3  1  0
 13  6  2  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  4 18  1  0
  5 19  1  0
  9 20  1  0
  9 21  1  0
 10 22  1  0
M  END
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PDB for #<Metabolite:0x00007f9220cb6538>

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      20.296 -17.858   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.296 -16.318   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      18.962 -18.628   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      18.962 -15.548   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.629 -17.858   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      17.629 -16.318   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      21.761 -18.334   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      22.666 -17.088   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.760 -15.842   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      18.962 -14.008   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      16.295 -18.628   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      22.236 -14.378   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      23.742 -14.057   0.000  0.00  0.00           N+0
CONECT    1    3    7    2                                                  
CONECT    2    4    1    9                                                  
CONECT    3    1    5                                                       
CONECT    4    2    6   10                                                  
CONECT    5    3    6   11                                                  
CONECT    6    4    5                                                       
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    2   12                                                  
CONECT   10    4                                                            
CONECT   11    5                                                            
CONECT   12    9   13                                                       
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END
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3D PDB for #<Metabolite:0x00007f9220cb6538>

COMPND    HMDB0011690
HETATM    1  N1  UNL     1       3.459  -0.085   0.819  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.534  -0.638  -0.202  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.346   0.261  -0.444  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.366   1.481  -1.092  1.00  0.00           C  
HETATM    5  N2  UNL     1       0.066   1.886  -1.206  1.00  0.00           N  
HETATM    6  C4  UNL     1      -0.739   0.963  -0.653  1.00  0.00           C  
HETATM    7  N3  UNL     1      -2.052   0.842  -0.452  1.00  0.00           N  
HETATM    8  C5  UNL     1      -2.620  -0.230   0.196  1.00  0.00           C  
HETATM    9  N4  UNL     1      -4.027  -0.216   0.442  1.00  0.00           N  
HETATM   10  N5  UNL     1      -1.851  -1.204   0.646  1.00  0.00           N  
HETATM   11  C6  UNL     1      -0.499  -1.103   0.460  1.00  0.00           C  
HETATM   12  O1  UNL     1       0.224  -2.056   0.924  1.00  0.00           O  
HETATM   13  C7  UNL     1       0.076  -0.031  -0.183  1.00  0.00           C  
HETATM   14  H1  UNL     1       2.906   0.719   1.330  1.00  0.00           H  
HETATM   15  H2  UNL     1       3.595  -0.813   1.595  1.00  0.00           H  
HETATM   16  H3  UNL     1       3.223  -0.521  -1.172  1.00  0.00           H  
HETATM   17  H4  UNL     1       2.326  -1.673  -0.080  1.00  0.00           H  
HETATM   18  H5  UNL     1       2.256   1.967  -1.518  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.211   2.776  -1.684  1.00  0.00           H  
HETATM   20  H7  UNL     1      -4.724  -0.943   0.237  1.00  0.00           H  
HETATM   21  H8  UNL     1      -4.407   0.653   0.932  1.00  0.00           H  
HETATM   22  H9  UNL     1      -2.247  -2.036   1.105  1.00  0.00           H  
CONECT    1    2   14   15
CONECT    2    3   16   17
CONECT    3    4    4   13
CONECT    4    5   18
CONECT    5    6   19
CONECT    6    7   13   13
CONECT    7    8    8
CONECT    8    9   10
CONECT    9   20   21
CONECT   10   11   22
CONECT   11   12   12   13
END
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SMILES for #<Metabolite:0x00007f9220cb6538>

NCC1=CNC2=C1C(=O)NC(N)=N2
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INCHI for #<Metabolite:0x00007f9220cb6538>

InChI=1S/C7H9N5O/c8-1-3-2-10-5-4(3)6(13)12-7(9)11-5/h2H,1,8H2,(H4,9,10,11,12,13)
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Synonyms
ValueSource
7-DEAZA-7-aminomethyl-guanineChEBI
7-Aminomethyl-7-deazaguanineKegg
PreQ1HMDB
Molecular FormulaC7H9N5O
Average Mass179.1793
Monoisotopic Mass179.080709935
IUPAC Name2-amino-5-(aminomethyl)-3H,4H,7H-pyrrolo[2,3-d]pyrimidin-4-one
Traditional Name7-aminomethyl-7-deazaguanine
CAS Registry NumberNot Available
SMILES
NCC1=CNC2=C1C(=O)NC(N)=N2
InChI Identifier
InChI=1S/C7H9N5O/c8-1-3-2-10-5-4(3)6(13)12-7(9)11-5/h2H,1,8H2,(H4,9,10,11,12,13)
InChI KeyMEYMBLGOKYDGLZ-UHFFFAOYSA-N