NP-MRD: Showing NP-Card for 2-amino-4-[(1-carboxy-2-methanesulfonylethyl)-c-hydroxycarbonimidoyl]butanoic acid (NP0248090)

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Record Information

Version

2.0

Created at

2022-09-07 10:12:30 UTC

Updated at

2022-09-07 10:12:30 UTC

NP-MRD ID

NP0248090

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-amino-4-[(1-carboxy-2-methanesulfonylethyl)-c-hydroxycarbonimidoyl]butanoic acid

Description

2-Amino-4-[(1-carboxy-2-methanesulfonylethyl)-C-hydroxycarbonimidoyl]butanoic acid belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. 2-amino-4-[(1-carboxy-2-methanesulfonylethyl)-c-hydroxycarbonimidoyl]butanoic acid is found in Vigna radiata. 2-Amino-4-[(1-carboxy-2-methanesulfonylethyl)-C-hydroxycarbonimidoyl]butanoic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 35 34  0  0  0  0  0  0  0  0999 V2000
   -4.5651   -0.7489   -3.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2234   -0.3940   -1.3920 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.1254    0.7733   -1.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6196   -1.5993   -0.6227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5250   -0.0116   -1.3006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9718    0.3017    0.0438 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5304    0.5948   -0.0864 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4711   -0.2355    0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1424   -1.2737    1.0665 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8902    0.1297    0.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7552   -0.9063    0.9332 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2231   -0.6138    0.8032 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6204   -0.5590   -0.5867 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6234    0.6060    1.5429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2369    1.5660    1.0020 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3334    0.7457    2.8925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5765    1.3994    0.7777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8872    2.3833    1.1339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9159    1.3938    1.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0929    0.0855   -3.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6487   -0.6799   -3.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1472   -1.7172   -3.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9695   -0.8869   -1.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3277    0.8159   -2.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0070   -0.6610    0.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2624    1.4547   -0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0327    1.1414    0.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1287    0.1755   -0.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4931   -1.0123    2.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5805   -1.8665    0.3668 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7594   -1.4888    1.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1310    0.3172   -0.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -1.3534   -0.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1321   -0.0292    3.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3947    2.1538    1.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 16  1  0
 14 15  2  0
  6 17  1  0
 17 19  1  0
 17 18  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  1
  7 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  1
 13 32  1  0
 13 33  1  0
 16 34  1  0
 19 35  1  0
M  END


  Mrv1533004241514382D          

 19 18  0  0  0  0            999 V2000
   -1.0974    1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0296    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7954    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    0.1914    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  2  0  0  0  0
  2  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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0248090

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CS(=O)(=O)CC(NC(=O)CCC(N)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H16N2O7S/c1-19(17,18)4-6(9(15)16)11-7(12)3-2-5(10)8(13)14/h5-6H,2-4,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)

> <INCHI_KEY>
XRQJHDDQPDERJD-UHFFFAOYSA-N

> <FORMULA>
C9H16N2O7S

> <MOLECULAR_WEIGHT>
296.29

> <EXACT_MASS>
296.067822037

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
27.101153127978876

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-[(1-carboxy-2-methanesulfonylethyl)carbamoyl]butanoic acid

> <ALOGPS_LOGP>
-3.26

> <JCHEM_LOGP>
-5.491979499128

> <ALOGPS_LOGS>
-1.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.325700668836958

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3210801166835644

> <JCHEM_PKA_STRONGEST_BASIC>
8.91199431927144

> <JCHEM_POLAR_SURFACE_AREA>
163.86

> <JCHEM_REFRACTIVITY>
61.903900000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-[(1-carboxy-2-methanesulfonylethyl)carbamoyl]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -2.048   1.897   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      -0.715   2.667   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0       0.055   1.334   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.485   4.001   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.619   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.953   2.667   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       3.286   3.437   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.620   1.127   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       8.621   4.977   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.953   1.127   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.286   0.357   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.619   0.357   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7   17                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    6   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

View in JSmol

Synonyms

Value	Source
2-Amino-4-[(1-carboxy-2-methanesulfonylethyl)-C-hydroxycarbonimidoyl]butanoate	Generator
2-Amino-4-[(1-carboxy-2-methanesulphonylethyl)-C-hydroxycarbonimidoyl]butanoate	Generator
2-Amino-4-[(1-carboxy-2-methanesulphonylethyl)-C-hydroxycarbonimidoyl]butanoic acid	Generator

Chemical Formula

C₉H₁₆N₂O₇S

Average Mass

296.2900 Da

Monoisotopic Mass

296.06782 Da

IUPAC Name

2-amino-4-[(1-carboxy-2-methanesulfonylethyl)carbamoyl]butanoic acid

Traditional Name

2-amino-4-[(1-carboxy-2-methanesulfonylethyl)carbamoyl]butanoic acid

CAS Registry Number

Not Available

SMILES

CS(=O)(=O)CC(NC(=O)CCC(N)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C9H16N2O7S/c1-19(17,18)4-6(9(15)16)11-7(12)3-2-5(10)8(13)14/h5-6H,2-4,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)

InChI Key

XRQJHDDQPDERJD-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Vigna radiata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Alpha-amino acid
Dicarboxylic acid or derivatives
Fatty acid
Sulfone
Sulfonyl
Amino acid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Primary aliphatic amine
Organic oxygen compound
Amine
Organic nitrogen compound
Primary amine
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-3.3	ALOGPS
logP	-5.5	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	1.32	ChemAxon
pKa (Strongest Basic)	8.91	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	163.86 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	61.9 m³·mol⁻¹	ChemAxon
Polarizability	27.1 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-amino-4-[(1-carboxy-2-methanesulfonylethyl)-c-hydroxycarbonimidoyl]butanoic acid (NP0248090)

MOL for NP0248090 (2-amino-4-[(1-carboxy-2-methanesulfonylethyl)-c-hydroxycarbonimidoyl]butanoic acid)

3D MOL for NP0248090 (2-amino-4-[(1-carboxy-2-methanesulfonylethyl)-c-hydroxycarbonimidoyl]butanoic acid)

3D SDF for NP0248090 (2-amino-4-[(1-carboxy-2-methanesulfonylethyl)-c-hydroxycarbonimidoyl]butanoic acid)

3D-SDF for NP0248090 (2-amino-4-[(1-carboxy-2-methanesulfonylethyl)-c-hydroxycarbonimidoyl]butanoic acid)

PDB for NP0248090 (2-amino-4-[(1-carboxy-2-methanesulfonylethyl)-c-hydroxycarbonimidoyl]butanoic acid)

3D PDB for NP0248090 (2-amino-4-[(1-carboxy-2-methanesulfonylethyl)-c-hydroxycarbonimidoyl]butanoic acid)

SMILES for NP0248090 (2-amino-4-[(1-carboxy-2-methanesulfonylethyl)-c-hydroxycarbonimidoyl]butanoic acid)

INCHI for NP0248090 (2-amino-4-[(1-carboxy-2-methanesulfonylethyl)-c-hydroxycarbonimidoyl]butanoic acid)

Structure for NP0248090 (2-amino-4-[(1-carboxy-2-methanesulfonylethyl)-c-hydroxycarbonimidoyl]butanoic acid)

3D Structure for NP0248090 (2-amino-4-[(1-carboxy-2-methanesulfonylethyl)-c-hydroxycarbonimidoyl]butanoic acid)