NP-MRD: Showing NP-Card for Threonylcysteine (NP0136643)

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Record Information

Version

2.0

Created at

2022-05-12 15:19:49 UTC

Updated at

2022-05-12 15:19:49 UTC

NP-MRD ID

NP0136643

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Threonylcysteine

Description

Threoninyl-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. Threoninyl-Cysteine is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304062014142D          

 14 13  0  0  0  0            999 V2000
10051.016510051.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10051.733810051.5998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10052.448410051.1878    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10053.163010051.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10053.877810051.1878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10053.163010052.4248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10050.302810051.5998    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10049.587210051.1878    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10048.873510051.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10049.587210050.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10050.302810052.4248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10051.016510050.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10052.448410050.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10053.164710049.9489    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 12  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  1  6  0  0  0
  3 13  1  6  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0136643

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H14N2O4S/c1-3(10)5(8)6(11)9-4(2-14)7(12)13/h3-5,10,14H,2,8H2,1H3,(H,9,11)(H,12,13)/t3-,4+,5+/m1/s1

> <INCHI_KEY>
CUTPSEKWUPZFLV-WISUUJSJSA-N

> <FORMULA>
C7H14N2O4S

> <MOLECULAR_WEIGHT>
222.26

> <EXACT_MASS>
222.067428113

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
21.27096440070789

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-3-sulfanylpropanoic acid

> <ALOGPS_LOGP>
-2.41

> <JCHEM_LOGP>
-3.96237216531742

> <ALOGPS_LOGS>
-1.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.052405760142928

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5552334079633083

> <JCHEM_PKA_STRONGEST_BASIC>
7.918907346828447

> <JCHEM_POLAR_SURFACE_AREA>
112.65

> <JCHEM_REFRACTIVITY>
51.48350000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.73e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-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    8761.8978762.217   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8763.2368762.986   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8764.5708762.217   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8765.9048762.986   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8767.2398762.217   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8765.9048764.526   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8760.5658762.986   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8759.2298762.217   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8757.8978762.986   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    8759.2298760.677   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0    8760.5658764.526   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0    8761.8978760.677   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8764.5708760.677   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0    8765.9078759.905   0.000  0.00  0.00           S+0
CONECT    1    2    7   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    1    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7                                                            
CONECT   12    1                                                            
CONECT   13    3   14                                                       
CONECT   14   13                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

View in JSmol

Synonyms

Value	Source
L-Thr-L-Cys	HMDB
L-Threoninyl-L-cysteine	HMDB
L-Threonyl-L-cysteine	HMDB
N-L-Threoninyl-L-cysteine	HMDB
N-L-Threonyl-L-cysteine	HMDB
N-Threoninylcysteine	HMDB
N-Threonylcysteine	HMDB
T-C dipeptide	HMDB
TC dipeptide	HMDB
Thr-Cys	HMDB
Threonine cysteine dipeptide	HMDB
Threonine-cysteine dipeptide	HMDB
Threoninyl-cysteine	HMDB
Threoninylcysteine	HMDB
Threonyl-cysteine	HMDB
Threonylcysteine	HMDB

Chemical Formula

C₇H₁₄N₂O₄S

Average Mass

222.2600 Da

Monoisotopic Mass

222.06743 Da

IUPAC Name

(2R)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-3-sulfanylpropanoic acid

Traditional Name

(2R)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-3-sulfanylpropanoic acid

CAS Registry Number

Not Available

SMILES

C[C@@H](O)[C@H](N)C(=O)N[C@@H](CS)C(O)=O

InChI Identifier

InChI=1S/C7H14N2O4S/c1-3(10)5(8)6(11)9-4(2-14)7(12)13/h3-5,10,14H,2,8H2,1H3,(H,9,11)(H,12,13)/t3-,4+,5+/m1/s1

InChI Key

CUTPSEKWUPZFLV-WISUUJSJSA-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
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid or derivatives
N-acyl-amine
Fatty amide
Fatty acyl
Secondary carboxylic acid amide
Secondary alcohol
Amino acid or derivatives
Amino acid
Carboxamide group
Carboxylic acid
Monocarboxylic acid or derivatives
Alkylthiol
Alcohol
Organonitrogen compound
Organooxygen compound
Primary aliphatic amine
Organosulfur compound
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
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	-2.4	ALOGPS
logP	-4	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	3.56	ChemAxon
pKa (Strongest Basic)	7.92	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	112.65 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	51.48 m³·mol⁻¹	ChemAxon
Polarizability	21.27 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

HMDB0029058

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

88082028

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Threonylcysteine (NP0136643)

MOL for NP0136643 (Threonylcysteine)

3D MOL for NP0136643 (Threonylcysteine)

3D SDF for NP0136643 (Threonylcysteine)

3D-SDF for NP0136643 (Threonylcysteine)

PDB for NP0136643 (Threonylcysteine)

3D PDB for NP0136643 (Threonylcysteine)

SMILES for NP0136643 (Threonylcysteine)

INCHI for NP0136643 (Threonylcysteine)

Structure for NP0136643 (Threonylcysteine)

3D Structure for NP0136643 (Threonylcysteine)