Np mrd loader

Showing NP-Card for N-carbamoylglycine (NP0334370)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2024-09-09 23:22:20 UTC
Updated at2024-09-09 23:22:21 UTC
NP-MRD IDNP0334370
Secondary Accession NumbersNone
Natural Product Identification
Common NameN-carbamoylglycine
DescriptionN-carbamoylglycine, also known as glycoluric acid or hydantoic acid, is a member of the class of compounds known as N-carbamoyl-alpha amino acids. N-carbamoyl-alpha amino acids are compounds containing an alpha amino acid which bears an carbamoyl group at its terminal nitrogen atom. N-carbamoylglycine is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). N-carbamoylglycine can be found in a number of food items such as persimmon, summer savory, tarragon, and coriander, which makes N-carbamoylglycine a potential biomarker for the consumption of these food products.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0334370 (N-carbamoylglycine)


  Mrv1533007131517152D          

  8  7  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
   -1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6  2  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
M  END
Download

3D MOL for NP0334370 (N-carbamoylglycine)

Download
3D SDF for NP0334370 (N-carbamoylglycine)

  Mrv1533007131517152D          

  8  7  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
   -1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6  2  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334370

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)CNC(O)=N

> <INCHI_IDENTIFIER>
InChI=1S/C3H6N2O3/c4-3(8)5-1-2(6)7/h1H2,(H,6,7)(H3,4,5,8)

> <INCHI_KEY>
KZVRXPPUJQRGFN-UHFFFAOYSA-N

> <FORMULA>
C3H6N2O3

> <MOLECULAR_WEIGHT>
118.092

> <EXACT_MASS>
118.037842061

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
10.004605006102786

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(C-hydroxycarbonimidoyl)amino]acetic acid

> <ALOGPS_LOGP>
-1.63

> <JCHEM_LOGP>
-2.376947502225756

> <ALOGPS_LOGS>
-1.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.9928961975992556

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.5164866890254673

> <JCHEM_PKA_STRONGEST_BASIC>
15.000000000177273

> <JCHEM_POLAR_SURFACE_AREA>
93.41000000000001

> <JCHEM_REFRACTIVITY>
35.060500000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.28e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(C-hydroxycarbonimidoylamino)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0334370 (N-carbamoylglycine)
Download
PDB for NP0334370 (N-carbamoylglycine)
HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.104  -0.564   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.897  -1.334   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       3.231  -0.564   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       0.564  -0.564   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0      -3.437  -1.334   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -2.104   0.976   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.897  -2.874   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    6    7                                                  
CONECT    3    4    5    8                                                  
CONECT    4    3                                                            
CONECT    5    1    3                                                       
CONECT    6    2                                                            
CONECT    7    2                                                            
CONECT    8    3                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END

Download
3D PDB for NP0334370 (N-carbamoylglycine)
Download
SMILES for NP0334370 (N-carbamoylglycine)
OC(=O)CNC(O)=N
Download
INCHI for NP0334370 (N-carbamoylglycine)
InChI=1S/C3H6N2O3/c4-3(8)5-1-2(6)7/h1H2,(H,6,7)(H3,4,5,8)
Download
View in JSmol
Synonyms
ValueSource
CarbamoylglycineChEBI
Glycoluric acidChEBI
Hydantoic acidChEBI
N-CarbamylglycineChEBI
GlycolateGenerator
Glycolic acidGenerator
HydantoateGenerator
Chemical FormulaC3H6N2O3
Average Mass118.0920 Da
Monoisotopic Mass118.03784 Da
IUPAC Name2-[(C-hydroxycarbonimidoyl)amino]acetic acid
Traditional Name(C-hydroxycarbonimidoylamino)acetic acid
CAS Registry NumberNot Available
SMILES
OC(=O)CNC(O)=N
InChI Identifier
InChI=1S/C3H6N2O3/c4-3(8)5-1-2(6)7/h1H2,(H,6,7)(H3,4,5,8)
InChI KeyKZVRXPPUJQRGFN-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-carbamoyl-alpha amino acids. N-carbamoyl-alpha amino acids are compounds containing an alpha amino acid which bears an carbamoyl group at its terminal nitrogen atom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentN-carbamoyl-alpha amino acids  
Alternative Parents
Substituents
  • N-carbamoyl-alpha-amino acid
    • 

  • Urea
    • 

  • Carbonic acid derivative
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.6ALOGPS
logP-2.4ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)-2.5ChemAxon
pKa (Strongest Basic)15ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area93.41 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity35.06 m³·mol⁻¹ChemAxon
Polarizability10 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB031034  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDN-CARBAMOYLGLYCINE  
BiGG IDNot Available
Wikipedia LinkHydantoic acid  
METLIN IDNot Available
PubChem Compound10020  
PDB IDNot Available
ChEBI ID133351  
Good Scents IDNot Available
References
General References
  1. Kim JM, Shimizu S, Yamada H: Purification and characterization of a novel enzyme, N-carbamoylsarcosine amidohydrolase, from Pseudomonas putida 77. J Biol Chem. 1986 Sep 5;261(25):11832-9. [PubMed:3745168  ] 
  2. Nelson KE, Levy M, Miller SL: Peptide nucleic acids rather than RNA may have been the first genetic molecule. Proc Natl Acad Sci U S A. 2000 Apr 11;97(8):3868-71. doi: 10.1073/pnas.97.8.3868. [PubMed:10760258  ] 
  3. Forster R, Blowers SD, Cinelli S, Marquardt H, Westendorf J: Mutagenicity testing of imidazole and related compounds. Mutat Res. 1992 Dec;298(2):71-9. doi: 10.1016/0165-1218(92)90031-t. [PubMed:1282214  ] 
  4. Foster IM, Dorrington RD, Burton SG: Enhanced hydantoinase and N-carbamoylase activity on immobilisation of Agrobacterium tumefaciens. Biotechnol Lett. 2003 Jan;25(1):67-72. doi: 10.1023/a:1021798602499. [PubMed:12882309  ] 
  5. Sakurai M, Yanagawa H: Prebiotic synthesis of amino acids from formaldehyde and hydroxylamine in a modified sea medium. Orig Life. 1984;14(1-4):171-6. doi: 10.1007/BF00933655. [PubMed:6462666  ] 
  6. Yamagata Y, Kusano Y, Inomata K: Amino acids derivatives synthesis from nitrogen, carbon and water by electric discharges. Orig Life. 1981 Dec;11(4):317-20. doi: 10.1007/BF00931485. [PubMed:6799889  ] 
  7. Ogawa J, Shimizu S: Beta-ureidopropionase with N-carbamoyl-alpha-L-amino acid amidohydrolase activity from an aerobic bacterium, Pseudomonas putida IFO 12996. Eur J Biochem. 1994 Jul 15;223(2):625-30. doi:  10.1111/j.1432-1033.1994.tb19034.x. [PubMed:8055933  ] 
  8. Ogawa J, Shimizu S: Purification and characterization of dihydroorotase from Pseudomonas putida. Arch Microbiol. 1995 Nov;164(5):353-7. doi: 10.1007/BF02529982. [PubMed:8572888  ]