NP-MRD: Showing NP-Card for 2-(Sulfomethyl)-4-thiazolidinecarboxylic acid (NP0050510)

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Record Information

Version

2.0

Created at

2022-04-27 21:46:35 UTC

Updated at

2022-04-27 21:46:35 UTC

NP-MRD ID

NP0050510

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(Sulfomethyl)-4-thiazolidinecarboxylic acid

Description

(2S,4R)-2-(sulfomethyl)-1,3-thiazolidine-4-carboxylic acid belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. 2-(Sulfomethyl)-4-thiazolidinecarboxylic acid is found in Methanobacterium formicicum and Methanosarcina strain TM-1. Based on a literature review very few articles have been published on (2S,4R)-2-(sulfomethyl)-1,3-thiazolidine-4-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304272223462D          

 13 13  0  0  1  0            999 V2000
    0.5678    1.1143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2857   -0.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    2.7643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2658    3.0663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5592    1.6373    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  3  6  1  6  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  1  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  2  0  0  0  0
 10 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050510

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)[C@@H]1CS[C@@H](CS(O)(=O)=O)N1

> <INCHI_IDENTIFIER>
InChI=1S/C5H9NO5S2/c7-5(8)3-1-12-4(6-3)2-13(9,10)11/h3-4,6H,1-2H2,(H,7,8)(H,9,10,11)/t3-,4-/m0/s1

> <INCHI_KEY>
HYGZRLVEUKTESI-IMJSIDKUSA-N

> <FORMULA>
C5H9NO5S2

> <MOLECULAR_WEIGHT>
227.25

> <EXACT_MASS>
226.992214742

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
19.37480483332383

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,4R)-2-(sulfomethyl)-1,3-thiazolidine-4-carboxylic acid

> <ALOGPS_LOGP>
-2.21

> <JCHEM_LOGP>
-2.151874207798486

> <ALOGPS_LOGS>
-0.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.2324872487426792

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.788301428345794

> <JCHEM_PKA_STRONGEST_BASIC>
6.6764301531546995

> <JCHEM_POLAR_SURFACE_AREA>
103.7

> <JCHEM_REFRACTIVITY>
45.3451

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.25e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4R)-2-(sulfomethyl)-1,3-thiazolidine-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-22         0                                  
HETATM    1  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.306   1.175   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    5  S   UNK     0      -0.186   1.175   0.000  0.00  0.00           S+0
HETATM    6  C   UNK     0       2.735  -1.536   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.109  -2.943   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.267  -1.375   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0      -0.274   4.390   0.000  0.00  0.00           S+0
HETATM   11  O   UNK     0      -1.608   5.160   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.496   5.724   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.044   3.056   0.000  0.00  0.00           O+0
CONECT    1    2    5    9                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1                                                       
CONECT    6    3    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    1   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

View in JSmol

Synonyms

Value	Source
(2S,4R)-2-(Sulfomethyl)-1,3-thiazolidine-4-carboxylate	Generator
(2S,4R)-2-(Sulphomethyl)-1,3-thiazolidine-4-carboxylate	Generator
(2S,4R)-2-(Sulphomethyl)-1,3-thiazolidine-4-carboxylic acid	Generator

Chemical Formula

C₅H₉NO₅S₂

Average Mass

227.2500 Da

Monoisotopic Mass

226.99221 Da

IUPAC Name

(2S,4R)-2-(sulfomethyl)-1,3-thiazolidine-4-carboxylic acid

Traditional Name

(2S,4R)-2-(sulfomethyl)-1,3-thiazolidine-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)[C@@H]1CS[C@@H](CS(O)(=O)=O)N1

InChI Identifier

InChI=1S/C5H9NO5S2/c7-5(8)3-1-12-4(6-3)2-13(9,10)11/h3-4,6H,1-2H2,(H,7,8)(H,9,10,11)/t3-,4-/m0/s1

InChI Key

HYGZRLVEUKTESI-IMJSIDKUSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Methanobacterium formicicum	Euryarchaeota	KNApSAcK
Methanosarcina strain TM-1	Euryarchaeota	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Alkanesulfonic acid
Thiazolidine
Sulfonyl
Organosulfonic acid
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Amino acid
Azacycle
Organoheterocyclic compound
Dialkylthioether
Hemithioaminal
Thioether
Secondary amine
Monocarboxylic acid or derivatives
Secondary aliphatic amine
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	-2.2	ChemAxon
logS	-0.84	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	6.68	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	103.7 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	45.35 m³·mol⁻¹	ChemAxon
Polarizability	19.37 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

Not Available

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

163104362

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2-(Sulfomethyl)-4-thiazolidinecarboxylic acid (NP0050510)

MOL for NP0050510 (2-(Sulfomethyl)-4-thiazolidinecarboxylic acid)

3D MOL for NP0050510 (2-(Sulfomethyl)-4-thiazolidinecarboxylic acid)

3D SDF for NP0050510 (2-(Sulfomethyl)-4-thiazolidinecarboxylic acid)

3D-SDF for NP0050510 (2-(Sulfomethyl)-4-thiazolidinecarboxylic acid)

PDB for NP0050510 (2-(Sulfomethyl)-4-thiazolidinecarboxylic acid)

3D PDB for NP0050510 (2-(Sulfomethyl)-4-thiazolidinecarboxylic acid)

SMILES for NP0050510 (2-(Sulfomethyl)-4-thiazolidinecarboxylic acid)

INCHI for NP0050510 (2-(Sulfomethyl)-4-thiazolidinecarboxylic acid)

Structure for NP0050510 (2-(Sulfomethyl)-4-thiazolidinecarboxylic acid)

3D Structure for NP0050510 (2-(Sulfomethyl)-4-thiazolidinecarboxylic acid)