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Showing NP-Card for O-(L-Norvalyl-5)isourea (NP0062311)

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Record Information
Version2.0
Created at2022-04-28 07:00:04 UTC
Updated at2022-04-28 07:00:04 UTC
NP-MRD IDNP0062311
Secondary Accession NumbersNone
Natural Product Identification
Common NameO-(L-Norvalyl-5)isourea
DescriptionO-(L-Norvalyl-5)-isourea belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. O-(L-Norvalyl-5)isourea is found in Neurospora crassa. O-(L-Norvalyl-5)isourea was first documented in 1973 (PMID: 4781279). Based on a literature review very few articles have been published on O-(L-Norvalyl-5)-isourea.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0062311 (O-(L-Norvalyl-5)isourea)


  Mrv1652304282209002D          

 12 11  0  0  1  0            999 V2000
    2.9980    2.5559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.3184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    3.3809    0.0000 N   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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  6  0  0  0
M  END
Download

3D MOL for NP0062311 (O-(L-Norvalyl-5)isourea)

     RDKit          3D

 25 24  0  0  0  0  0  0  0  0999 V2000
    3.4610    2.3603   -0.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8095    1.5592   -0.1353 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1452    0.3275   -0.3244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4937   -0.0381   -0.6504 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1296   -0.6059   -0.1932 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7596   -0.2653   -0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1525   -1.4100   -0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5941   -1.0997   -0.3627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2904   -0.1984    0.5735 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7017   -0.1357    0.0571 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8820    1.1976    0.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1384    2.0745   -0.2090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1499    1.6315    1.7771 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8651   -0.9786   -0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0838    0.7206   -1.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4529    0.6156    0.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.0057   -1.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0444   -1.8344    0.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1114   -2.2742   -0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7599   -0.6397   -1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1900   -2.0747   -0.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3901   -0.5913    1.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2733    0.4104    0.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0605   -1.1285   -0.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4876    2.3830    1.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  9 11  1  0
 11 13  1  0
 11 12  2  0
 10 23  1  0
 10 24  1  0
  9 22  1  1
  8 20  1  0
  8 21  1  0
  7 18  1  0
  7 19  1  0
  6 16  1  0
  6 17  1  0
  4 14  1  0
  4 15  1  0
  2  1  1  0
 13 25  1  0
M  END
Download

3D SDF for NP0062311 (O-(L-Norvalyl-5)isourea)


  Mrv1652304282209002D          

 12 11  0  0  1  0            999 V2000
    2.9980    2.5559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.3184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    3.3809    0.0000 N   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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0062311

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@H](CCCOC(N)=N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-12-6(8)9/h4H,1-3,7H2,(H3,8,9)(H,10,11)/t4-/m0/s1

> <INCHI_KEY>
WJGYUTHBDPPYCA-BYPYZUCNSA-N

> <FORMULA>
C6H13N3O3

> <MOLECULAR_WEIGHT>
175.188

> <EXACT_MASS>
175.095691291

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
17.321681309913025

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-5-(carbamimidoyloxy)pentanoic acid

> <ALOGPS_LOGP>
-3.67

> <JCHEM_LOGP>
-3.207662701526406

> <ALOGPS_LOGS>
-1.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.220035232255833

> <JCHEM_PKA_STRONGEST_BASIC>
9.776075431722434

> <JCHEM_POLAR_SURFACE_AREA>
122.42000000000002

> <JCHEM_REFRACTIVITY>
52.242200000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.55e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-5-(carbamimidoyloxy)pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0062311 (O-(L-Norvalyl-5)isourea)

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PDB for NP0062311 (O-(L-Norvalyl-5)isourea)
HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  N   UNK     0       5.596   4.771   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       6.930   2.461   0.000  0.00  0.00           N+0
HETATM    4  O   UNK     0       8.264   4.771   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      13.598   6.311   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

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3D PDB for NP0062311 (O-(L-Norvalyl-5)isourea)
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SMILES for NP0062311 (O-(L-Norvalyl-5)isourea)
N[C@@H](CCCOC(N)=N)C(O)=O
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INCHI for NP0062311 (O-(L-Norvalyl-5)isourea)
InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-12-6(8)9/h4H,1-3,7H2,(H3,8,9)(H,10,11)/t4-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC6H13N3O3
Average Mass175.1880 Da
Monoisotopic Mass175.09569 Da
IUPAC Name(2S)-2-amino-5-(carbamimidoyloxy)pentanoic acid
Traditional Name(2S)-2-amino-5-(carbamimidoyloxy)pentanoic acid
CAS Registry NumberNot Available
SMILES
N[C@@H](CCCOC(N)=N)C(O)=O
InChI Identifier
InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-12-6(8)9/h4H,1-3,7H2,(H3,8,9)(H,10,11)/t4-/m0/s1
InChI KeyWJGYUTHBDPPYCA-BYPYZUCNSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Neurospora crassaFungi
Chemical Taxonomy
Description Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentL-alpha-amino acids  
Alternative Parents
Substituents
  • L-alpha-amino acid
    • 

  • Fatty acid
    • 

  • Isourea
    • 

  • Amino acid
    • 

  • Carboximidic acid derivative
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboximidamide
    • 

  • Amine
    • 

  • Hydrocarbon derivative
    • 

  • Primary amine
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxide
    • 

  • Primary aliphatic amine
    • 

  • Organopnictogen compound
    • 

  • Imine
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen 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-3.7ALOGPS
logP-3.2ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)2.22ChemAxon
pKa (Strongest Basic)9.78ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area122.42 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity52.24 m³·mol⁻¹ChemAxon
Polarizability17.32 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 IDNot Available
KNApSAcK IDNot Available
Chemspider ID165900  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound191034  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Konig WA, Kneifel H, Bayer E, Muller G, Zahner H: Metabolic products of microorganisms 116, o-(L-norvalyl-5)-isourea, a new arginine antagonist. J Antibiot (Tokyo). 1973 Jan;26(1):44-50. doi: 10.7164/antibiotics.26.44. [PubMed:4781279  ]