Showing metabocard for (Z)-2-Methyl-ureidoacrylate peracid (MMDBc0031759)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 01:48:10 UTC
Update Date2022-08-31 18:24:25 UTC
Metabolite IDMMDBc0031759
Metabolite Identification
Common Name(Z)-2-Methyl-ureidoacrylate peracid
Description(Z)-2-Methyl-ureidoacrylate peracid is a substrate of a Putative aminoacrylate peracid reductase which appears to reduce aminoacrylate peracid to aminoacrylate. Cells lacking this protein fail to grow on uridine as the sole source of nitrogen at room temperature indicating a probably accumulation of a toxic intermediate, the peracid aminoacrylate.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f46e4616138>


  Mrv0541 10101211162D          

 12 11  0  0  0  0            999 V2000
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  2  0  0  0  0
  4  3  1  0  0  0  0
  6  5  2  0  0  0  0
  7  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 11  4  1  0  0  0  0
 11 10  1  0  0  0  0
 12  2  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f46e4616138>

HMDB0304003
     RDKit          3D
(Z)-2-methylureidoacrylate peracid
 19 18  0  0  0  0  0  0  0  0999 V2000
    1.0162    2.4970    0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6479    1.0612    0.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5200    0.7245    0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8526   -0.6499    0.7279 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8231   -1.1462   -0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8303   -0.7614   -1.4078 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7577   -2.0522    0.2879 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5193   -0.0003   -0.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6294    0.3450   -0.7988 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2167   -1.3347   -0.2539 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1268   -2.1956   -0.7183 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4236    3.1146    0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1007    2.6581    0.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7672    2.8206   -0.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2363    1.4541    1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4358   -1.3209    1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1531   -0.0927   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7070   -1.9847   -0.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8680   -3.1368   -0.5923 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  1  0
  5  6  2  3
  5  7  1  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
 11 19  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f46e4616138>


  Mrv0541 10101211162D          

 12 11  0  0  0  0            999 V2000
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  2  0  0  0  0
  4  3  1  0  0  0  0
  6  5  2  0  0  0  0
  7  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 11  4  1  0  0  0  0
 11 10  1  0  0  0  0
 12  2  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031759

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(NC(O)=N)=C(/C)C(=O)OO

> <INCHI_IDENTIFIER>
InChI=1S/C5H8N2O4/c1-3(4(8)11-10)2-7-5(6)9/h2,10H,1H3,(H3,6,7,9)/b3-2-

> <INCHI_KEY>
GHIKATUDZMBUJC-IHWYPQMZSA-N

> <FORMULA>
C5H8N2O4

> <MOLECULAR_WEIGHT>
160.128

> <EXACT_MASS>
160.048406754

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
14.206067251534062

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-3-[(C-hydroxycarbonimidoyl)amino]-2-methylprop-2-eneperoxoic acid

> <ALOGPS_LOGP>
-0.51

> <JCHEM_LOGP>
-0.26135709256319345

> <ALOGPS_LOGS>
-2.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
8.790927310377915

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.577716630998853

> <JCHEM_PKA_STRONGEST_BASIC>
6.941345113267627

> <JCHEM_POLAR_SURFACE_AREA>
102.64000000000001

> <JCHEM_REFRACTIVITY>
45.9778

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-3-(C-hydroxycarbonimidoylamino)-2-methylprop-2-eneperoxoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f46e4616138>

HMDB0304003
     RDKit          3D
(Z)-2-methylureidoacrylate peracid
 19 18  0  0  0  0  0  0  0  0999 V2000
    1.0162    2.4970    0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6479    1.0612    0.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5200    0.7245    0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8526   -0.6499    0.7279 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8231   -1.1462   -0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8303   -0.7614   -1.4078 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7577   -2.0522    0.2879 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5193   -0.0003   -0.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6294    0.3450   -0.7988 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2167   -1.3347   -0.2539 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1268   -2.1956   -0.7183 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4236    3.1146    0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1007    2.6581    0.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7672    2.8206   -0.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2363    1.4541    1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4358   -1.3209    1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1531   -0.0927   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7070   -1.9847   -0.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8680   -3.1368   -0.5923 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  1  0
  5  6  2  3
  5  7  1  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
 11 19  1  0
M  END
Download

PDB for #<Metabolite:0x00007f46e4616138>

HEADER    PROTEIN                                 10-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-OCT-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    3    7   12                                                  
CONECT    3    1    2    4                                                  
CONECT    4    3    8   11                                                  
CONECT    5    6    7    9                                                  
CONECT    6    5                                                            
CONECT    7    2    5                                                       
CONECT    8    4                                                            
CONECT    9    5                                                            
CONECT   10   11                                                            
CONECT   11    4   10                                                       
CONECT   12    2                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
Download

3D PDB for #<Metabolite:0x00007f46e4616138>

COMPND    HMDB0304003
HETATM    1  C1  UNL     1       1.016   2.497   0.061  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.648   1.061   0.145  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.520   0.725   0.657  1.00  0.00           C  
HETATM    4  N1  UNL     1      -0.853  -0.650   0.728  1.00  0.00           N  
HETATM    5  C4  UNL     1      -1.823  -1.146  -0.181  1.00  0.00           C  
HETATM    6  N2  UNL     1      -1.830  -0.761  -1.408  1.00  0.00           N  
HETATM    7  O1  UNL     1      -2.758  -2.052   0.288  1.00  0.00           O  
HETATM    8  C5  UNL     1       1.519  -0.000  -0.314  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.629   0.345  -0.799  1.00  0.00           O  
HETATM   10  O3  UNL     1       1.217  -1.335  -0.254  1.00  0.00           O  
HETATM   11  O4  UNL     1       2.127  -2.196  -0.718  1.00  0.00           O  
HETATM   12  H1  UNL     1       0.424   3.115   0.744  1.00  0.00           H  
HETATM   13  H2  UNL     1       2.101   2.658   0.259  1.00  0.00           H  
HETATM   14  H3  UNL     1       0.767   2.821  -0.978  1.00  0.00           H  
HETATM   15  H4  UNL     1      -1.236   1.454   1.025  1.00  0.00           H  
HETATM   16  H5  UNL     1      -0.436  -1.321   1.399  1.00  0.00           H  
HETATM   17  H6  UNL     1      -1.153  -0.093  -1.786  1.00  0.00           H  
HETATM   18  H7  UNL     1      -3.707  -1.985  -0.093  1.00  0.00           H  
HETATM   19  H8  UNL     1       1.868  -3.137  -0.592  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    3    8
CONECT    3    4   15
CONECT    4    5   16
CONECT    5    6    6    7
CONECT    6   17
CONECT    7   18
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   19
END
Download

SMILES for #<Metabolite:0x00007f46e4616138>

[H]\C(NC(O)=N)=C(/C)C(=O)OO
Download

INCHI for #<Metabolite:0x00007f46e4616138>

InChI=1S/C5H8N2O4/c1-3(4(8)11-10)2-7-5(6)9/h2,10H,1H3,(H3,6,7,9)/b3-2-
Download
Synonyms
ValueSource
(Z)-2-Methyl-ureidoacrylate peracidChEBI
(Z)-2-Methylureidoacrylate peracidChEBI
(Z)-2-Methyl-ureidoacrylic acid peracidGenerator
(Z)-2-Methylureidoacrylic acid peracidGenerator
(Z)-2-MethylureidoperacrylateGenerator
Molecular FormulaC5H8N2O4
Average Mass160.128
Monoisotopic Mass160.048406754
IUPAC Name(2Z)-3-[(C-hydroxycarbonimidoyl)amino]-2-methylprop-2-eneperoxoic acid
Traditional Name(2Z)-3-(C-hydroxycarbonimidoylamino)-2-methylprop-2-eneperoxoic acid
CAS Registry NumberNot Available
SMILES
[H]\C(NC(O)=N)=C(/C)C(=O)OO
InChI Identifier
InChI=1S/C5H8N2O4/c1-3(4(8)11-10)2-7-5(6)9/h2,10H,1H3,(H3,6,7,9)/b3-2-
InChI KeyGHIKATUDZMBUJC-IHWYPQMZSA-N