Showing metabocard for (Z)-2-methylureidoacrylic acid (MMDBc0055081)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 19:41:31 UTC
Update Date2022-08-12 20:09:13 UTC
Metabolite IDMMDBc0055081
Metabolite Identification
Common Name(Z)-2-methylureidoacrylic acid
Description(Z)-2-methylureidoacrylate belongs to the class of organic compounds known as vinylogous amides. These are organic compounds containing an amine group, which is indirectly attached to a carbonyl via an intervening vinyl (>C=C<) moiety. Based on a literature review very few articles have been published on (Z)-2-methylureidoacrylate.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x0000556b6726ab38>


  Mrv1652306172221412D          

 11 10  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
   -1.2375   -0.7145    0.0000 O   0  5  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
    1.2375    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  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  2  1  0  0  0  0
M  CHG  1   9  -1
M  END
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3D MOL for #<Metabolite:0x0000556b6726ab38>

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3D SDF for #<Metabolite:0x0000556b6726ab38>

  Mrv1652306172221412D          

 11 10  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
   -1.2375   -0.7145    0.0000 O   0  5  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
    1.2375    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  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  2  1  0  0  0  0
M  CHG  1   9  -1
M  END
> <DATABASE_ID>
MMDBc0055081

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H8N2O3/c1-3(4(8)9)2-7-5(6)10/h2H,1H3,(H,8,9)(H3,6,7,10)/p-1/b3-2-

> <INCHI_KEY>
XHTOIFCGKIBYRK-IHWYPQMZSA-M

> <FORMULA>
C5H7N2O3

> <MOLECULAR_WEIGHT>
143.123

> <EXACT_MASS>
143.046215673

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
12.852584460258022

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
-1.5285389521881325

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.129097973733975

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.2560526599474846

> <JCHEM_PKA_STRONGEST_BASIC>
15.000000000159984

> <JCHEM_POLAR_SURFACE_AREA>
96.24000000000001

> <JCHEM_REFRACTIVITY>
55.1779

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

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

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x0000556b6726ab38>
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PDB for #<Metabolite:0x0000556b6726ab38>
HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   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      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       4.620  -2.667   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       2.310  -1.334   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O-1
HETATM   10  O   UNK     0       4.620  -0.000   0.000  0.00  0.00           O+0
HETATM   11  H   UNK     0       2.310   1.334   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    3    7   11                                                  
CONECT    3    1    2    4                                                  
CONECT    4    3    8    9                                                  
CONECT    5    6    7   10                                                  
CONECT    6    5                                                            
CONECT    7    2    5                                                       
CONECT    8    4                                                            
CONECT    9    4                                                            
CONECT   10    5                                                            
CONECT   11    2                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

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3D PDB for #<Metabolite:0x0000556b6726ab38>
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SMILES for #<Metabolite:0x0000556b6726ab38>
[H]\C(NC(O)=N)=C(/C)C([O-])=O
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INCHI for #<Metabolite:0x0000556b6726ab38>
InChI=1S/C5H8N2O3/c1-3(4(8)9)2-7-5(6)10/h2H,1H3,(H,8,9)(H3,6,7,10)/p-1/b3-2-
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Synonyms
ValueSource
(Z)-2-Methylureidoacrylic acidGenerator
Molecular FormulaC5H7N2O3
Average Mass143.123
Monoisotopic Mass143.046215673
IUPAC Name(2Z)-3-[(C-hydroxycarbonimidoyl)amino]-2-methylprop-2-enoate
Traditional Name(2Z)-3-(C-hydroxycarbonimidoylamino)-2-methylprop-2-enoate
CAS Registry NumberNot Available
SMILES
[H]\C(NC(O)=N)=C(/C)C([O-])=O
InChI Identifier
InChI=1S/C5H8N2O3/c1-3(4(8)9)2-7-5(6)10/h2H,1H3,(H,8,9)(H3,6,7,10)/p-1/b3-2-
InChI KeyXHTOIFCGKIBYRK-IHWYPQMZSA-M