NP-MRD: Showing NP-Card for Histidylaspartic acid (NP0136490)

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Record Information

Version

2.0

Created at

2022-05-12 15:15:52 UTC

Updated at

2022-05-12 15:15:52 UTC

NP-MRD ID

NP0136490

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Histidylaspartic acid

Description

His-Asp, also known as histidylaspartate or HD, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. His-Asp is a very strong basic compound (based on its pKa). Histidylaspartic acid is found in Arabidopsis thaliana. A dipeptide formed from L-histidine and L-aspartic acid residues.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 33  0  0  0  0  0  0  0  0999 V2000
    1.8066   -0.3645    1.2551 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2671   -0.3751   -0.0867 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0664   -1.3172   -0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4827   -0.8555   -0.9829 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5185   -1.4477   -1.6506 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6258   -0.7242   -1.4351 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3282    0.3141   -0.6496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0172    0.2386   -0.3695 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1849   -0.6748   -0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5702   -1.8462   -0.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405    0.3553    0.0610 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5494    0.2186    0.0675 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2820    0.8236    1.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7298    0.5534    1.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0867   -0.5934    0.6891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6979    1.5269    1.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0817    0.9232   -1.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2893    1.4646   -1.9443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4693    0.9021   -1.3329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9730    0.5925    1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1664   -0.9132    1.9080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4003    0.6473   -0.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0773   -2.3186   -0.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6639   -1.4495   -1.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4658   -2.3541   -2.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5725   -0.9635   -1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0367    1.0721   -0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7604    1.3460    0.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8326   -0.8604    0.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0979    1.9194    1.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0046    0.3115    2.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7469    2.3653    0.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9443    1.4834   -2.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 16  1  0
 14 15  2  0
 12 17  1  0
 17 19  1  0
 17 18  2  0
  8  4  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  6
  3 23  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
 11 28  1  0
 12 29  1  6
 13 30  1  0
 13 31  1  0
 16 32  1  0
 19 33  1  0
M  END


  Mrv1652304062013472D          

 19 19  0  0  0  0            999 V2000
 9999.289410000.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.004010000.3519    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.718410000.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.433210000.3519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10002.147210000.7644    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.861410000.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.575410000.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.291610000.3519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.575410001.5900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.147210001.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.861410002.0028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.433210002.0028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.718410001.5900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.0040 9999.5269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.903410000.8462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.236110000.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4910 9999.5765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3160 9999.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.571010000.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2 14  1  1  0  0  0
  3  4  1  0  0  0  0
  3 13  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  6  0  0  0
  6  7  1  0  0  0  0
  7  9  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 18 19  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 16  2  0  0  0  0
 15 19  1  0  0  0  0
  1 19  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0136490

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@H](CC1=CNC=N1)C(=O)N[C@@H](CC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N4O5/c11-6(1-5-3-12-4-13-5)9(17)14-7(10(18)19)2-8(15)16/h3-4,6-7H,1-2,11H2,(H,12,13)(H,14,17)(H,15,16)(H,18,19)/t6-,7-/m0/s1

> <INCHI_KEY>
MDCTVRUPVLZSPG-BQBZGAKWSA-N

> <FORMULA>
C10H14N4O5

> <MOLECULAR_WEIGHT>
270.245

> <EXACT_MASS>
270.096419567

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
25.10916807901133

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]butanedioic acid

> <ALOGPS_LOGP>
-3.10

> <JCHEM_LOGP>
-5.551323358153725

> <ALOGPS_LOGS>
-1.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.848226837747603

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1192219689779477

> <JCHEM_PKA_STRONGEST_BASIC>
7.838975275848857

> <JCHEM_POLAR_SURFACE_AREA>
158.4

> <JCHEM_REFRACTIVITY>
60.8261

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.91e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]butanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    8665.3408668.094   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8666.6748667.324   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8668.0088668.094   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0    8669.3428667.324   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0    8670.6758668.094   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8672.0088667.324   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8673.3418668.094   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8674.6788667.324   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8673.3418669.635   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8670.6758669.635   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8672.0088670.405   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8669.3428670.405   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8668.0088669.635   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0    8666.6748665.784   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0    8662.7538668.246   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0    8661.5078667.341   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0    8661.9838665.876   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0    8663.5238665.876   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8663.9998667.341   0.000  0.00  0.00           C+0
CONECT    1    2   19                                                       
CONECT    2    1    3   14                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    9    8                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    5   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    3                                                            
CONECT   14    2                                                            
CONECT   15   16   19                                                       
CONECT   16   17   15                                                       
CONECT   17   16   18                                                       
CONECT   18   19   17                                                       
CONECT   19   18   15    1                                                  
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

View in JSmol

Synonyms

Value	Source
HD	ChEBI
Histidinyl-aspartate	ChEBI
Histidylaspartate	ChEBI
Histidylaspartic acid	ChEBI
L-His-L-asp	ChEBI
Histidinyl-aspartic acid	Generator
H-D dipeptide	HMDB
HD dipeptide	HMDB
His-Asp	HMDB
Histidine aspartate dipeptide	HMDB
Histidine aspartic acid dipeptide	HMDB
Histidine-aspartate dipeptide	HMDB
Histidine-aspartic acid dipeptide	HMDB
Histidinylaspartate	HMDB
Histidinylaspartic acid	HMDB
Histidyl-aspartate	HMDB
Histidyl-aspartic acid	HMDB
L-Histidinyl-L-aspartate	HMDB
L-Histidinyl-L-aspartic acid	HMDB
L-Histidyl-L-aspartate	HMDB
L-Histidyl-L-aspartic acid	HMDB
N-Histidinylaspartate	HMDB
N-Histidinylaspartic acid	HMDB
N-Histidylaspartate	HMDB
N-Histidylaspartic acid	HMDB
N-L-Histidinyl-L-aspartate	HMDB
N-L-Histidinyl-L-aspartic acid	HMDB
N-L-Histidyl-L-aspartate	HMDB
N-L-Histidyl-L-aspartic acid	HMDB

Chemical Formula

C₁₀H₁₄N₄O₅

Average Mass

270.2450 Da

Monoisotopic Mass

270.09642 Da

IUPAC Name

(2S)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]butanedioic acid

Traditional Name

(2S)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]butanedioic acid

CAS Registry Number

Not Available

SMILES

N[C@@H](CC1=CNC=N1)C(=O)N[C@@H](CC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C10H14N4O5/c11-6(1-5-3-12-4-13-5)9(17)14-7(10(18)19)2-8(15)16/h3-4,6-7H,1-2,11H2,(H,12,13)(H,14,17)(H,15,16)(H,18,19)/t6-,7-/m0/s1

InChI Key

MDCTVRUPVLZSPG-BQBZGAKWSA-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
Arabidopsis thaliana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Histidine or derivatives
Aspartic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Acyl-homoserine
N-acyl-l-alpha-amino acid
Acyl-l-homoserine
Alpha-amino acid amide
Alpha-amino acid or derivatives
Imidazolyl carboxylic acid derivative
Aralkylamine
Dicarboxylic acid or derivatives
Fatty amide
Fatty acyl
Azole
Imidazole
Heteroaromatic compound
Secondary carboxylic acid amide
Amino acid or derivatives
Amino acid
Carboxamide group
Organoheterocyclic compound
Carboxylic acid
Azacycle
Primary amine
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Primary aliphatic amine
Organic oxide
Carbonyl group
Amine
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

dipeptide (CHEBI:73925 )

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	-3.1	ALOGPS
logP	-5.6	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	3.12	ChemAxon
pKa (Strongest Basic)	7.84	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	158.4 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	60.83 m³·mol⁻¹	ChemAxon
Polarizability	25.11 Å³	ChemAxon
Number of Rings	1	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

HMDB0028881

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5383051

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7020094

PDB ID

Not Available

ChEBI ID

73925

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Histidylaspartic acid (NP0136490)

MOL for NP0136490 (Histidylaspartic acid)

3D MOL for NP0136490 (Histidylaspartic acid)

3D SDF for NP0136490 (Histidylaspartic acid)

3D-SDF for NP0136490 (Histidylaspartic acid)

PDB for NP0136490 (Histidylaspartic acid)

3D PDB for NP0136490 (Histidylaspartic acid)

SMILES for NP0136490 (Histidylaspartic acid)

INCHI for NP0136490 (Histidylaspartic acid)

Structure for NP0136490 (Histidylaspartic acid)

3D Structure for NP0136490 (Histidylaspartic acid)