NP-MRD: Showing NP-Card for Histidylglutamine (NP0136492)

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Record Information

Version

1.0

Created at

2022-05-12 15:15:55 UTC

Updated at

2022-05-12 15:15:55 UTC

NP-MRD ID

NP0136492

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Histidylglutamine

Description

Histidinyl-glutamine 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. Histidinyl-glutamine is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 37  0  0  0  0  0  0  0  0999 V2000
   -4.8197    1.9462   -1.0765 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2319    1.3540    0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5752    1.7769    1.2061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2207    0.2449   -0.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7506   -0.2100    1.2817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7453   -1.3187    1.1118 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5938   -0.9188    0.3619 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6802   -0.9876    0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8397   -1.3924    2.1269 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8749   -0.5757    0.1829 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4974   -0.1462   -1.1295 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6499    0.4885    0.9277 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8749    0.7955    0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0565    1.7292   -0.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3388    1.6352   -1.2307 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9491    0.6570   -0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0439    0.1333    0.3466 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4657   -2.4499    0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9941   -2.8842   -0.6395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5992   -2.9859    0.9954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1769    1.3239   -1.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8726    2.9927   -1.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7603   -0.5899   -0.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3942    0.5413   -0.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3159    0.6295    1.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6036   -0.6278    1.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4511   -1.6742    2.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7128   -0.5837   -0.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5903   -1.4347    0.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0901   -0.9266   -1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2851    0.2346   -1.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9907    1.3778    1.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8891    0.0688    1.9425 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3307    2.4190   -1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7536    2.2398   -1.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9818    0.3364   -0.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4332   -3.2183    0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 10  8  1  0
  8  9  2  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  6 18  1  0
 18 20  1  0
 18 19  2  0
 17 13  1  0
 11 30  1  0
 11 31  1  0
 10 29  1  6
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
  7 28  1  0
  6 27  1  1
  5 25  1  0
  5 26  1  0
  4 23  1  0
  4 24  1  0
  1 21  1  0
  1 22  1  0
 20 37  1  0
M  END


  Mrv1652304062013472D          

 20 20  0  0  0  0            999 V2000
 9998.182510000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8969 9999.6070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.611410000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3263 9999.6070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.040310000.0195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.7543 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.468410000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.1845 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.898510000.0195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10003.1845 9998.7821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.040310000.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.754310001.2578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.326310001.2578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.611410000.8450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8969 9998.7821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.795810000.1013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1284 9999.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3833 9998.8317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2083 9998.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4632 9999.6163    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 15  1  1  0  0  0
  3  4  1  0  0  0  0
  3 14  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 11  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 19 20  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 16 17  2  0  0  0  0
 16 20  1  0  0  0  0
  1 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0136492

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H17N5O4/c12-7(3-6-4-14-5-15-6)10(18)16-8(11(19)20)1-2-9(13)17/h4-5,7-8H,1-3,12H2,(H2,13,17)(H,14,15)(H,16,18)(H,19,20)/t7-,8-/m0/s1

> <INCHI_KEY>
CTCFZNBRZBNKAX-YUMQZZPRSA-N

> <FORMULA>
C11H17N5O4

> <MOLECULAR_WEIGHT>
283.288

> <EXACT_MASS>
283.128054047

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.693020129850893

> <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]-4-carbamoylbutanoic acid

> <ALOGPS_LOGP>
-3.08

> <JCHEM_LOGP>
-4.9142942700149

> <ALOGPS_LOGS>
-1.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.867259542160369

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3442800443845324

> <JCHEM_PKA_STRONGEST_BASIC>
7.838518255590056

> <JCHEM_POLAR_SURFACE_AREA>
164.18999999999997

> <JCHEM_REFRACTIVITY>
67.4033

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-4-carbamoylbutanoic 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    8663.2748666.703   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8664.6088665.933   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8665.9418666.703   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0    8667.2768665.933   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0    8668.6098666.703   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8669.9418665.933   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8671.2748666.703   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8672.6118665.933   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0    8673.9448666.703   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0    8672.6118664.393   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8668.6098668.244   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    8669.9418669.015   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8667.2768669.015   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8665.9418668.244   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0    8664.6088664.393   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0    8660.6858666.856   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0    8659.4408665.950   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0    8659.9158664.486   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0    8661.4558664.486   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8661.9318665.950   0.000  0.00  0.00           C+0
CONECT    1    2   20                                                       
CONECT    2    1    3   15                                                  
CONECT    3    2    4   14                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    3                                                            
CONECT   15    2                                                            
CONECT   16   17   20                                                       
CONECT   17   18   16                                                       
CONECT   18   17   19                                                       
CONECT   19   20   18                                                       
CONECT   20   19   16    1                                                  
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

View in JSmol

Synonyms

Value	Source
H-Q dipeptide	HMDB
HQ dipeptide	HMDB
His-Gln	HMDB
Histidine glutamine dipeptide	HMDB
Histidine-glutamine dipeptide	HMDB
Histidinyl-glutamine	HMDB
Histidinylglutamine	HMDB
Histidyl-glutamine	HMDB
Histidylglutamine	HMDB
L-His-L-Gln	HMDB
L-Histidinyl-L-glutamine	HMDB
L-Histidyl-L-glutamine	HMDB
N-Histidinylglutamine	HMDB
N-Histidylglutamine	HMDB
N-L-Histidinyl-L-glutamine	HMDB
N-L-Histidyl-L-glutamine	HMDB

Chemical Formula

C₁₁H₁₇N₅O₄

Average Mass

283.2880 Da

Monoisotopic Mass

283.12805 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C11H17N5O4/c12-7(3-6-4-14-5-15-6)10(18)16-8(11(19)20)1-2-9(13)17/h4-5,7-8H,1-3,12H2,(H2,13,17)(H,14,15)(H,16,18)(H,19,20)/t7-,8-/m0/s1

InChI Key

CTCFZNBRZBNKAX-YUMQZZPRSA-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

Not Available

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

Molecular Framework

Aromatic heteromonocyclic 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	-3.1	ALOGPS
logP	-4.9	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	3.34	ChemAxon
pKa (Strongest Basic)	7.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	164.19 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	67.4 m³·mol⁻¹	ChemAxon
Polarizability	27.69 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

HMDB0028883

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8076082

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9900427

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Histidylglutamine (NP0136492)

MOL for NP0136492 (Histidylglutamine)

3D MOL for NP0136492 (Histidylglutamine)

3D SDF for NP0136492 (Histidylglutamine)

3D-SDF for NP0136492 (Histidylglutamine)

PDB for NP0136492 (Histidylglutamine)

3D PDB for NP0136492 (Histidylglutamine)

SMILES for NP0136492 (Histidylglutamine)

INCHI for NP0136492 (Histidylglutamine)

Structure for NP0136492 (Histidylglutamine)

3D Structure for NP0136492 (Histidylglutamine)