NP-MRD: Showing NP-Card for Histidylcysteine (NP0136491)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-05-12 15:15:53 UTC

Updated at

2022-05-12 15:15:54 UTC

NP-MRD ID

NP0136491

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Histidylcysteine

Description

Histidinyl cysteine 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 cysteine is possibly neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 31  0  0  0  0  0  0  0  0999 V2000
    0.9206   -0.7327    1.0891 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9692    0.4898    0.3241 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8471    0.3791   -0.8854 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2272    0.0505   -0.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2786   -0.1212   -1.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3659   -0.4069   -0.5454 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9534   -0.4017    0.7326 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6587   -0.1262    0.8151 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3882    0.8605   -0.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6128    1.8869   -0.8175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4771    0.0373    0.2190 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8440    0.3037   -0.1698 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4221   -0.7875   -1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1278   -0.3086   -1.4367 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6661    0.3880    1.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1412    0.2348    2.1799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0360    0.6369    1.0110 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5690   -1.5379    0.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4109   -0.6150    1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3308    1.3127    0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4853   -0.3830   -1.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8309    1.3625   -1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2637   -0.0474   -2.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3153   -0.5873   -0.9341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6114   -0.5997    1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3207   -0.8095    0.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8426    1.2358   -0.7619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8181   -0.9254   -1.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4675   -1.7635   -0.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1983    1.1003   -1.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6758   -0.1252    1.2784 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
 12 15  1  0
 15 17  1  0
 15 16  2  0
  8  4  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  1
  3 21  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
 11 26  1  0
 12 27  1  6
 13 28  1  0
 13 29  1  0
 14 30  1  0
 17 31  1  0
M  END


  Mrv1652304062013472D          

 17 17  0  0  0  0            999 V2000
 9998.881210000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.5957 9999.6070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.309510000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0235 9999.6070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.741710000.0195    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.4557 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.169810000.0195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.4557 9998.7821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.741710000.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.455710001.2578    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10000.309510000.8450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.5957 9998.7821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.496110000.1013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8287 9999.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0836 9998.8317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9086 9998.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1635 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 12  1  1  0  0  0
  3  4  1  0  0  0  0
  3 11  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  1  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  9 10  1  0  0  0  0
 16 17  2  0  0  0  0
 13 14  2  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  1 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0136491

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H14N4O3S/c10-6(1-5-2-11-4-12-5)8(14)13-7(3-17)9(15)16/h2,4,6-7,17H,1,3,10H2,(H,11,12)(H,13,14)(H,15,16)/t6-,7-/m0/s1

> <INCHI_KEY>
MAJYPBAJPNUFPV-BQBZGAKWSA-N

> <FORMULA>
C9H14N4O3S

> <MOLECULAR_WEIGHT>
258.3

> <EXACT_MASS>
258.078661501

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
25.138791599546188

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.22

> <JCHEM_LOGP>
-3.705969624785507

> <ALOGPS_LOGS>
-2.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.05130067271193

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3501974081693544

> <JCHEM_PKA_STRONGEST_BASIC>
7.835878195359198

> <JCHEM_POLAR_SURFACE_AREA>
121.1

> <JCHEM_REFRACTIVITY>
62.516999999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-3-sulfanylpropanoic 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    8664.5788666.703   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8665.9128665.933   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8667.2448666.703   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0    8668.5778665.933   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0    8669.9188666.703   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8671.2518665.933   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8672.5848666.703   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8671.2518664.393   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8669.9188668.244   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0    8671.2518669.015   0.000  0.00  0.00           S+0
HETATM   11  O   UNK     0    8667.2448668.244   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0    8665.9128664.393   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0    8661.9938666.856   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0    8660.7478665.950   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0    8661.2238664.486   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0    8662.7638664.486   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8663.2398665.950   0.000  0.00  0.00           C+0
CONECT    1    2   17                                                       
CONECT    2    1    3   12                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    5   10                                                       
CONECT   10    9                                                            
CONECT   11    3                                                            
CONECT   12    2                                                            
CONECT   13   14   17                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   17   15                                                       
CONECT   17   16   13    1                                                  
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol

Synonyms

Value	Source
H-C dipeptide	HMDB
HC dipeptide	HMDB
His-Cys	HMDB
Histidine cysteine dipeptide	HMDB
Histidine-cysteine dipeptide	HMDB
Histidinyl-cysteine	HMDB
Histidinylcysteine	HMDB
Histidyl-cysteine	HMDB
Histidylcysteine	HMDB
L-His-L-Cys	HMDB
L-Histidinyl-L-cysteine	HMDB
L-Histidyl-L-cysteine	HMDB
N-Histidinylcysteine	HMDB
N-Histidylcysteine	HMDB
N-L-Histidinyl-L-cysteine	HMDB
N-L-Histidyl-L-cysteine	HMDB

Chemical Formula

C₉H₁₄N₄O₃S

Average Mass

258.3000 Da

Monoisotopic Mass

258.07866 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C9H14N4O3S/c10-6(1-5-2-11-4-12-5)8(14)13-7(3-17)9(15)16/h2,4,6-7,17H,1,3,10H2,(H,11,12)(H,13,14)(H,15,16)/t6-,7-/m0/s1

InChI Key

MAJYPBAJPNUFPV-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

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
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid or derivatives
Imidazolyl carboxylic acid derivative
Aralkylamine
Fatty amide
Fatty acyl
Azole
Imidazole
Heteroaromatic compound
Amino acid
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Alkylthiol
Azacycle
Carboxylic acid
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Primary amine
Amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organosulfur compound
Primary aliphatic amine
Organic oxide
Organooxygen compound
Organonitrogen 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	-2.2	ALOGPS
logP	-3.7	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.35	ChemAxon
pKa (Strongest Basic)	7.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	121.1 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	62.52 m³·mol⁻¹	ChemAxon
Polarizability	25.14 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

HMDB0028882

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

15294281

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Histidylcysteine (NP0136491)

MOL for NP0136491 (Histidylcysteine)

3D MOL for NP0136491 (Histidylcysteine)

3D SDF for NP0136491 (Histidylcysteine)

3D-SDF for NP0136491 (Histidylcysteine)

PDB for NP0136491 (Histidylcysteine)

3D PDB for NP0136491 (Histidylcysteine)

SMILES for NP0136491 (Histidylcysteine)

INCHI for NP0136491 (Histidylcysteine)

Structure for NP0136491 (Histidylcysteine)

3D Structure for NP0136491 (Histidylcysteine)