NP-MRD: Showing NP-Card for N2-(3-Carboxy-2-hydroxy-1-oxopropyl)arginine (NP0084570)

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Record Information

Version

2.0

Created at

2022-04-29 05:16:16 UTC

Updated at

2022-04-29 05:16:16 UTC

NP-MRD ID

NP0084570

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N2-(3-Carboxy-2-hydroxy-1-oxopropyl)arginine

Description

N2-(3-Carboxy-2-hydroxy-1-oxopropyl)arginine is found in Vicia faba .

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 37  0  0  0  0  0  0  0  0999 V2000
    5.9896    0.3076   -0.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6621    1.2762   -0.7557 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4250    1.5646   -0.9514 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0548    2.9189   -1.1598 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4361    0.5361   -0.9590 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4532   -0.3702    0.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3403   -1.4197    0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0464   -0.6777    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1802   -1.5176   -0.1128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3139   -0.5749   -0.1289 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5194   -1.0683   -0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7392   -2.4369   -0.3020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7099   -0.1879   -0.2434 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4179   -0.3753   -1.4316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2478    1.2402   -0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3907    2.1832   -0.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5870    1.7746   -0.2877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1754    3.5388   -0.1724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958   -2.4329    1.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4958   -3.3692    1.2666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3526   -2.2702    1.9319 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7187    3.5481   -0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1256    3.2952   -2.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7587    0.4651   -1.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4447   -0.8800    0.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2497    0.2267    1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4912   -1.9691   -0.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3748   -2.0887    0.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9439   -0.1097    0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0071    0.0893   -0.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2245   -2.0813   -1.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2794   -2.9728   -1.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3671   -0.4089    0.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1859   -0.9943   -1.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6410    1.4371    0.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6560    1.4428   -1.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4842    3.9884    0.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2500   -1.6274    2.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 18  1  0
 16 17  2  0
 13 11  1  0
 11 12  1  0
 11 10  2  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 19  1  0
 19 21  1  0
 19 20  2  0
 13 33  1  1
 14 34  1  0
 15 35  1  0
 15 36  1  0
 18 37  1  0
 12 32  1  0
  9 31  1  6
  8 29  1  0
  8 30  1  0
  7 27  1  0
  7 28  1  0
  6 25  1  0
  6 26  1  0
  5 24  1  0
  4 22  1  0
  4 23  1  0
  2  1  1  0
 21 38  1  0
M  END


  Mrv1652305221920402D          

 22 21  0  0  1  0            999 V2000
   -1.2672   -1.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8073   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4571   -1.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2377   -3.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6175   -1.4940    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5078   -2.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7778   -3.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9677   -1.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8931   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4332   -0.0908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1632   -1.4940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0830   -0.5586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1575   -2.1177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3179   -2.4295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5078   -4.7681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5879   -3.8327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2377   -1.1822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976   -0.5586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3474   -0.0908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0774   -0.8704    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976   -2.7413    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12 10  1  0  0  0  0
 13  3  1  0  0  0  0
 13 10  1  0  0  0  0
  5 14  1  1  0  0  0
 14  8  2  0  0  0  0
 15  6  1  0  0  0  0
 16  7  2  0  0  0  0
 17  7  1  0  0  0  0
  8 18  1  4  0  0  0
 19  9  2  0  0  0  0
 20  9  1  0  0  0  0
  5 21  1  1  0  0  0
 22  6  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084570

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H18N4O6/c11-10(12)13-3-1-2-5(9(19)20)14-8(18)6(15)4-7(16)17/h5-6,15H,1-4H2,(H,14,18)(H,16,17)(H,19,20)(H4,11,12,13)/t5-,6?/m0/s1

> <INCHI_KEY>
JRDIRZIEGSCMRP-ZBHICJROSA-N

> <FORMULA>
C10H18N4O6

> <MOLECULAR_WEIGHT>
290.2731

> <EXACT_MASS>
290.122634328

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
27.404008071003876

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-5-carbamimidamido-2-[(3-carboxy-1,2-dihydroxypropylidene)amino]pentanoic acid

> <ALOGPS_LOGP>
-1.61

> <JCHEM_LOGP>
-3.664723321192704

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.6071457413970847

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9525068646929475

> <JCHEM_PKA_STRONGEST_BASIC>
12.094678643528086

> <JCHEM_POLAR_SURFACE_AREA>
189.31999999999996

> <JCHEM_REFRACTIVITY>
76.1201

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.65e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-5-carbamimidamido-2-[(3-carboxy-1,2-dihydroxypropylidene)amino]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0      -2.366  -1.916   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.374  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.853  -2.207   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.910  -6.281   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.886  -2.789   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.414  -4.826   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.919  -7.445   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.406  -3.662   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.390  -1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.667  -1.334   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.675  -0.170   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       2.171  -2.789   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       0.155  -1.043   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      -5.894  -3.953   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      -9.927  -4.535   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -8.414  -8.901   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0     -10.431  -7.154   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -7.910  -2.207   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -6.902  -1.043   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.382  -0.170   0.000  0.00  0.00           O+0
HETATM   21  H   UNK     0      -3.878  -1.625   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0      -6.902  -5.117   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    5                                                       
CONECT    3    1   13                                                       
CONECT    4    6    7                                                       
CONECT    5    2    9   14   21                                             
CONECT    6    4    8   15   22                                             
CONECT    7    4   16   17                                                  
CONECT    8    6   14   18                                                  
CONECT    9    5   19   20                                                  
CONECT   10   11   12   13                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    3   10                                                       
CONECT   14    5    8                                                       
CONECT   15    6                                                            
CONECT   16    7                                                            
CONECT   17    7                                                            
CONECT   18    8                                                            
CONECT   19    9                                                            
CONECT   20    9                                                            
CONECT   21    5                                                            
CONECT   22    6                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₈N₄O₆

Average Mass

290.2731 Da

Monoisotopic Mass

290.12263 Da

IUPAC Name

(2S)-5-carbamimidamido-2-[(3-carboxy-1,2-dihydroxypropylidene)amino]pentanoic acid

Traditional Name

(2S)-5-carbamimidamido-2-[(3-carboxy-1,2-dihydroxypropylidene)amino]pentanoic acid

CAS Registry Number

Not Available

SMILES

[H]C(O)(CC(O)=O)C(O)=N[C@@]([H])(CCCNC(N)=N)C(O)=O

InChI Identifier

InChI=1S/C10H18N4O6/c11-10(12)13-3-1-2-5(9(19)20)14-8(18)6(15)4-7(16)17/h5-6,15H,1-4H2,(H,14,18)(H,16,17)(H,19,20)(H4,11,12,13)/t5-,6?/m0/s1

InChI Key

JRDIRZIEGSCMRP-ZBHICJROSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Vicia faba	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as arginine and derivatives. Arginine and derivatives are compounds containing arginine or a derivative thereof resulting from reaction of arginine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Arginine and derivatives

Alternative Parents

Substituents

Arginine or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Short-chain hydroxy acid
Beta-hydroxy acid
Fatty acyl
Fatty acid
N-acyl-amine
Hydroxy acid
Fatty amide
Dicarboxylic acid or derivatives
Secondary carboxylic acid amide
Secondary alcohol
Guanidine
Carboxamide group
Carboximidamide
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Carbonyl group
Alcohol
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	-1.6	ALOGPS
logP	-3.7	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	2.95	ChemAxon
pKa (Strongest Basic)	12.09	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	189.32 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	76.12 m³·mol⁻¹	ChemAxon
Polarizability	27.4 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

FDB018984

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

Not Available

Showing NP-Card for N2-(3-Carboxy-2-hydroxy-1-oxopropyl)arginine (NP0084570)

MOL for NP0084570 (N2-(3-Carboxy-2-hydroxy-1-oxopropyl)arginine)

3D MOL for NP0084570 (N2-(3-Carboxy-2-hydroxy-1-oxopropyl)arginine)

3D SDF for NP0084570 (N2-(3-Carboxy-2-hydroxy-1-oxopropyl)arginine)

3D-SDF for NP0084570 (N2-(3-Carboxy-2-hydroxy-1-oxopropyl)arginine)

PDB for NP0084570 (N2-(3-Carboxy-2-hydroxy-1-oxopropyl)arginine)

3D PDB for NP0084570 (N2-(3-Carboxy-2-hydroxy-1-oxopropyl)arginine)

SMILES for NP0084570 (N2-(3-Carboxy-2-hydroxy-1-oxopropyl)arginine)

INCHI for NP0084570 (N2-(3-Carboxy-2-hydroxy-1-oxopropyl)arginine)

Structure for NP0084570 (N2-(3-Carboxy-2-hydroxy-1-oxopropyl)arginine)

3D Structure for NP0084570 (N2-(3-Carboxy-2-hydroxy-1-oxopropyl)arginine)