Showing metabocard for 1-Methyladenine (MMDBc0000450)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:38:02 UTC
Update Date2024-04-30 19:32:27 UTC
Metabolite IDMMDBc0000450
Metabolite Identification
Common Name1-Methyladenine
Description1-Methyladenine is the product of reaction between 1-methyladenosine and water which is catalyzed by 1-methyladenosine nucleosidase (EC:3.2.2.13). 1-Methyladenine is a product of alkylation damage in DNA which can be repaired by damage reversal by oxidative demethylation, a reaction requiring ferrous iron and 2-oxoglutarate as cofactor and co-substrate, respectively (PMID:15576352 ). 1-Methyladenine is found to be associated with adenosine deaminase (ADA) deficiency, which is an inborn error of metabolism.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00005645c9ad6b68>


  Mrv1652305261923512D          

 11 12  0  0  0  0            999 V2000
   11.2805   -8.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2805   -8.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5660   -7.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5660   -9.3136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8515   -8.0761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8515   -8.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0650   -7.8212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5499   -8.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0649   -9.1560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5659   -6.8386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1370   -7.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  2  1  1  0  0  0  0
  8  7  2  0  0  0  0
  9  8  1  0  0  0  0
  9  2  2  0  0  0  0
 10  3  1  0  0  0  0
 11  5  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00005645c9ad6b68>

HMDB0011599
     RDKit          3D
1-Methyladenine
 18 19  0  0  0  0  0  0  0  0999 V2000
   -2.4825    0.1532   -0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0840    0.4364    0.1046 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7224    1.5498    0.7681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5733    1.7701    1.0559 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5633    0.9279    0.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8955    0.8869    0.8632 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3498   -0.2452    0.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3233   -0.9536   -0.2304 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1872   -0.2835   -0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1514   -0.4647   -0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5194   -1.6401   -0.9744 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0940    1.0596   -0.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8816   -0.6645    0.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5491   -0.1200   -1.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5068    2.2443    1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3946   -0.5335    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9388   -2.4438   -0.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3571   -1.6792   -2.0171 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10  2  1  0
  9  5  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  7 16  1  0
 11 17  1  0
 11 18  1  0
M  END
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3D SDF for #<Metabolite:0x00005645c9ad6b68>


  Mrv1652305261923512D          

 11 12  0  0  0  0            999 V2000
   11.2805   -8.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2805   -8.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5660   -7.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5660   -9.3136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8515   -8.0761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8515   -8.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0650   -7.8212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5499   -8.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0649   -9.1560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5659   -6.8386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1370   -7.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  2  1  1  0  0  0  0
  8  7  2  0  0  0  0
  9  8  1  0  0  0  0
  9  2  2  0  0  0  0
 10  3  1  0  0  0  0
 11  5  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000450

> <DATABASE_NAME>
MIME

> <SMILES>
CN1C=NC2=NC=NC2=C1N

> <INCHI_IDENTIFIER>
InChI=1S/C6H7N5/c1-11-3-10-6-4(5(11)7)8-2-9-6/h2-3H,7H2,1H3

> <INCHI_KEY>
HPZMWTNATZPBIH-UHFFFAOYSA-N

> <FORMULA>
C6H7N5

> <MOLECULAR_WEIGHT>
149.1533

> <EXACT_MASS>
149.070145249

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
14.426283428034452

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-methyl-1H-purin-6-amine

> <ALOGPS_LOGP>
-1.15

> <JCHEM_LOGP>
-0.4985114843333334

> <ALOGPS_LOGS>
-1.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
0.24199938140795818

> <JCHEM_POLAR_SURFACE_AREA>
69.62

> <JCHEM_REFRACTIVITY>
41.8065

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.91e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-methyl-1H-purin-6-amine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00005645c9ad6b68>

HMDB0011599
     RDKit          3D
1-Methyladenine
 18 19  0  0  0  0  0  0  0  0999 V2000
   -2.4825    0.1532   -0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0840    0.4364    0.1046 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7224    1.5498    0.7681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5733    1.7701    1.0559 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5633    0.9279    0.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8955    0.8869    0.8632 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3498   -0.2452    0.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3233   -0.9536   -0.2304 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1872   -0.2835   -0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1514   -0.4647   -0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5194   -1.6401   -0.9744 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0940    1.0596   -0.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8816   -0.6645    0.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5491   -0.1200   -1.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5068    2.2443    1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3946   -0.5335    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9388   -2.4438   -0.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3571   -1.6792   -2.0171 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10  2  1  0
  9  5  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  7 16  1  0
 11 17  1  0
 11 18  1  0
M  END
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PDB for #<Metabolite:0x00005645c9ad6b68>

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0      21.057 -15.075   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.057 -16.615   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.723 -14.305   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      19.723 -17.385   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      18.389 -15.075   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      18.389 -16.615   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      22.521 -14.600   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      23.426 -15.845   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      22.521 -17.091   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      19.723 -12.765   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      17.056 -14.305   0.000  0.00  0.00           C+0
CONECT    1    3    7    2                                                  
CONECT    2    4    1    9                                                  
CONECT    3    1    5   10                                                  
CONECT    4    2    6                                                       
CONECT    5    3    6   11                                                  
CONECT    6    4    5                                                       
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    2                                                       
CONECT   10    3                                                            
CONECT   11    5                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END
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3D PDB for #<Metabolite:0x00005645c9ad6b68>

COMPND    HMDB0011599
HETATM    1  C1  UNL     1      -2.482   0.153  -0.231  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.084   0.436   0.105  1.00  0.00           N  
HETATM    3  C2  UNL     1      -0.722   1.550   0.768  1.00  0.00           C  
HETATM    4  N2  UNL     1       0.573   1.770   1.056  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.563   0.928   0.716  1.00  0.00           C  
HETATM    6  N3  UNL     1       2.896   0.887   0.863  1.00  0.00           N  
HETATM    7  C4  UNL     1       3.350  -0.245   0.294  1.00  0.00           C  
HETATM    8  N4  UNL     1       2.323  -0.954  -0.230  1.00  0.00           N  
HETATM    9  C5  UNL     1       1.187  -0.284  -0.004  1.00  0.00           C  
HETATM   10  C6  UNL     1      -0.151  -0.465  -0.276  1.00  0.00           C  
HETATM   11  N5  UNL     1      -0.519  -1.640  -0.974  1.00  0.00           N  
HETATM   12  H1  UNL     1      -3.094   1.060  -0.022  1.00  0.00           H  
HETATM   13  H2  UNL     1      -2.882  -0.665   0.411  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.549  -0.120  -1.305  1.00  0.00           H  
HETATM   15  H4  UNL     1      -1.507   2.244   1.053  1.00  0.00           H  
HETATM   16  H5  UNL     1       4.395  -0.534   0.267  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.939  -2.444  -0.473  1.00  0.00           H  
HETATM   18  H7  UNL     1      -0.357  -1.679  -2.017  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   10
CONECT    3    4    4   15
CONECT    4    5
CONECT    5    6    6    9
CONECT    6    7
CONECT    7    8    8   16
CONECT    8    9
CONECT    9   10   10
CONECT   10   11
CONECT   11   17   18
END
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SMILES for #<Metabolite:0x00005645c9ad6b68>

CN1C=NC2=NC=NC2=C1N
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INCHI for #<Metabolite:0x00005645c9ad6b68>

InChI=1S/C6H7N5/c1-11-3-10-6-4(5(11)7)8-2-9-6/h2-3H,7H2,1H3
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Synonyms
ValueSource
N1-MethyladenineChEBI
1, 9-dihydro-1-Methyl-6H-purin-6-imineHMDB
1-Methyl-1H-purin-6-amineHMDB
1-Methyl-1H-purin-6-ylamineHMDB
1-Methyl-adenineHMDB
Molecular FormulaC6H7N5
Average Mass149.1533
Monoisotopic Mass149.070145249
IUPAC Name1-methyl-1H-purin-6-amine
Traditional Name1-methyl-1H-purin-6-amine
CAS Registry NumberNot Available
SMILES
CN1C=NC2=NC=NC2=C1N
InChI Identifier
InChI=1S/C6H7N5/c1-11-3-10-6-4(5(11)7)8-2-9-6/h2-3H,7H2,1H3
InChI KeyHPZMWTNATZPBIH-UHFFFAOYSA-N