Showing metabocard for Phosphonoacetate (MMDBc0030377)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:05:52 UTC
Update Date2024-10-11 00:41:30 UTC
Metabolite IDMMDBc0030377
Metabolite Identification
Common NamePhosphonoacetate
DescriptionA simple organophosphorus compound that inhibits DNA polymerase, especially in viruses and is used as an antiviral agent.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00005645c9f21e48>


  Mrv1652305271900262D          

  8  7  0  0  0  0            999 V2000
    0.1105   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00005645c9f21e48>

HMDB0004110
     RDKit          3D
Phosphonoacetate
 13 12  0  0  0  0  0  0  0  0999 V2000
    1.6175    0.4155   -1.6206 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6641    0.0100   -0.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9001   -0.1905    0.1628 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4662   -0.2785    0.3848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0754    0.0073   -0.4693 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.9185    0.2949   -1.9300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1255   -1.3382   -0.3399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9278    1.3210    0.2146 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1057    0.0750    1.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5135    0.4201    1.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5305   -1.3065    0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0629   -1.0333   -0.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6875    1.3397    1.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  3  9  1  0
  4 10  1  0
  4 11  1  0
  7 12  1  0
  8 13  1  0
M  END
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3D SDF for #<Metabolite:0x00005645c9f21e48>


  Mrv1652305271900262D          

  8  7  0  0  0  0            999 V2000
    0.1105   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030377

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)CP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C2H5O5P/c3-2(4)1-8(5,6)7/h1H2,(H,3,4)(H2,5,6,7)

> <INCHI_KEY>
XUYJLQHKOGNDPB-UHFFFAOYSA-N

> <FORMULA>
C2H5O5P

> <MOLECULAR_WEIGHT>
140.0319

> <EXACT_MASS>
139.987459782

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
9.62935134077581

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-phosphonoacetic acid

> <ALOGPS_LOGP>
-2.58

> <JCHEM_LOGP>
-1.6011253753333332

> <ALOGPS_LOGS>
-0.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.175716720456989

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6377235892899562

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
23.634

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.51e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phosphonoacetic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00005645c9f21e48>

HMDB0004110
     RDKit          3D
Phosphonoacetate
 13 12  0  0  0  0  0  0  0  0999 V2000
    1.6175    0.4155   -1.6206 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6641    0.0100   -0.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9001   -0.1905    0.1628 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4662   -0.2785    0.3848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0754    0.0073   -0.4693 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.9185    0.2949   -1.9300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1255   -1.3382   -0.3399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9278    1.3210    0.2146 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1057    0.0750    1.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5135    0.4201    1.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5305   -1.3065    0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0629   -1.0333   -0.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6875    1.3397    1.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  3  9  1  0
  4 10  1  0
  4 11  1  0
  7 12  1  0
  8 13  1  0
M  END
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PDB for #<Metabolite:0x00005645c9f21e48>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0       0.206  -3.850   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.206  -2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.127  -1.540   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.540  -1.540   0.000  0.00  0.00           C+0
HETATM    5  P   UNK     0       1.540   0.000   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0       1.540   1.540   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       3.080   0.000   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for #<Metabolite:0x00005645c9f21e48>

COMPND    HMDB0004110
HETATM    1  O1  UNL     1       1.617   0.415  -1.621  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.664   0.010  -0.439  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.900  -0.191   0.163  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.466  -0.278   0.385  1.00  0.00           C  
HETATM    5  P1  UNL     1      -1.075   0.007  -0.469  1.00  0.00           P  
HETATM    6  O3  UNL     1      -0.918   0.295  -1.930  1.00  0.00           O  
HETATM    7  O4  UNL     1      -2.126  -1.338  -0.340  1.00  0.00           O  
HETATM    8  O5  UNL     1      -1.928   1.321   0.215  1.00  0.00           O  
HETATM    9  H1  UNL     1       3.106   0.075   1.116  1.00  0.00           H  
HETATM   10  H2  UNL     1       0.514   0.420   1.259  1.00  0.00           H  
HETATM   11  H3  UNL     1       0.531  -1.307   0.834  1.00  0.00           H  
HETATM   12  H4  UNL     1      -3.063  -1.033  -0.361  1.00  0.00           H  
HETATM   13  H5  UNL     1      -1.688   1.340   1.188  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3    9
CONECT    4    5   10   11
CONECT    5    6    6    7    8
CONECT    7   12
CONECT    8   13
END
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SMILES for #<Metabolite:0x00005645c9f21e48>

OC(=O)CP(O)(O)=O
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INCHI for #<Metabolite:0x00005645c9f21e48>

InChI=1S/C2H5O5P/c3-2(4)1-8(5,6)7/h1H2,(H,3,4)(H2,5,6,7)
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Synonyms
ValueSource
FosfonetChEBI
Phosphonoacetic acidKegg
CarboxymethanephosphonateHMDB
Carboxymethanephosphonic acidHMDB
Disodium carboxymethylphosphonateHMDB
Disodium phosphonoacetateHMDB, MeSH
Disodium phosphonoacetate monohydrateHMDB
Fosfonet sodiumHMDB, MeSH
FosfonoacetateHMDB
Fosfonoacetic acidHMDB
Lopac-P-6909HMDB
PAEHMDB
PhosphonacetateHMDB
Phosphonacetic acidHMDB, MeSH
PPAHMDB
Acid, phosphonoaceticMeSH, HMDB
Phosphonoacetate, disodiumMeSH, HMDB
Sodium, fosfonetMeSH, HMDB
Acid, phosphonaceticMeSH, HMDB
PhosphonoacetateChEBI
Molecular FormulaC2H5O5P
Average Mass140.0319
Monoisotopic Mass139.987459782
IUPAC Name2-phosphonoacetic acid
Traditional Namephosphonoacetic acid
CAS Registry Number4408-78-0
SMILES
OC(=O)CP(O)(O)=O
InChI Identifier
InChI=1S/C2H5O5P/c3-2(4)1-8(5,6)7/h1H2,(H,3,4)(H2,5,6,7)
InChI KeyXUYJLQHKOGNDPB-UHFFFAOYSA-N