NP-MRD: Showing NP-Card for 4-Thiazolidinecarboxylic acid (NP0054973)

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Record Information

Version

2.0

Created at

2022-04-28 01:09:52 UTC

Updated at

2022-04-28 01:09:52 UTC

NP-MRD ID

NP0054973

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-Thiazolidinecarboxylic acid

Description

ZINC59066240 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. 4-Thiazolidinecarboxylic acid is found in Arabidopsis thaliana. Based on a literature review very few articles have been published on ZINC59066240.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 31  0  0  0  0  0  0  0  0999 V2000
    4.1594    1.6858   -0.8357 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1631    0.6799   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3723    0.1134    0.3041 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8675    0.1164    0.3820 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8511   -1.3357    0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0375   -1.5871   -0.1078 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7035    0.1194   -0.5901 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5869    0.6165   -0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8516    1.8330    0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1784    1.8897    0.7459 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7918    0.7583    0.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0906    0.2925    0.4217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4100   -0.9508   -0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4348   -1.7633   -0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1522   -1.2751   -0.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7948   -0.0409   -0.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8103    0.8269   -0.1167 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7610   -0.5828   -0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9049    0.2017    1.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3454   -1.6201   -0.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2166   -1.9730    0.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400    0.1284   -1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1933    2.6561    0.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6877    2.6862    1.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8677    0.9078    0.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4209   -1.3576   -0.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6394   -2.7491   -0.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3695   -1.8922   -1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5373    1.6156    0.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7 17  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 17  4  1  0
 16  8  1  0
 16 11  1  0
  3 18  1  0
  4 19  1  1
  5 20  1  0
  5 21  1  0
  7 22  1  6
 17 29  1  0
  9 23  1  0
 10 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
M  END


  Mrv1652304282203092D          

 17 19  0  0  1  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396   -1.0396    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5546   -1.7070    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396   -2.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8242   -2.1195    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8242   -1.2945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4916   -2.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4054   -3.4249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2453   -2.2689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  2  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 13 15  1  1  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0054973

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)[C@@H]1CS[C@H](N1)C1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C12H12N2O2S/c15-12(16)10-6-17-11(14-10)8-5-13-9-4-2-1-3-7(8)9/h1-5,10-11,13-14H,6H2,(H,15,16)/t10-,11-/m0/s1

> <INCHI_KEY>
WUEBKLMRCKZPFG-QWRGUYRKSA-N

> <FORMULA>
C12H12N2O2S

> <MOLECULAR_WEIGHT>
248.3

> <EXACT_MASS>
248.061948808

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
25.44426704917627

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.15

> <JCHEM_LOGP>
-0.29630060423289284

> <ALOGPS_LOGS>
-3.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.79140629796095

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1282849234825365

> <JCHEM_PKA_STRONGEST_BASIC>
6.709771657315004

> <JCHEM_POLAR_SURFACE_AREA>
65.12

> <JCHEM_REFRACTIVITY>
66.3579

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.80e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.465   2.016   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -2.370   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.941  -1.941   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0      -1.035  -3.186   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0      -1.941  -4.432   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.405  -3.956   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -3.405  -2.416   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -4.651  -4.862   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.490  -6.393   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -6.058  -4.235   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    3    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    2   10                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13   10                                                       
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₂N₂O₂S

Average Mass

248.3000 Da

Monoisotopic Mass

248.06195 Da

IUPAC Name

(2S,4R)-2-(1H-indol-3-yl)-1,3-thiazolidine-4-carboxylic acid

Traditional Name

(2S,4R)-2-(1H-indol-3-yl)-1,3-thiazolidine-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)[C@@H]1CS[C@H](N1)C1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C12H12N2O2S/c15-12(16)10-6-17-11(14-10)8-5-13-9-4-2-1-3-7(8)9/h1-5,10-11,13-14H,6H2,(H,15,16)/t10-,11-/m0/s1

InChI Key

WUEBKLMRCKZPFG-QWRGUYRKSA-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	Plant	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
3-alkylindole
Indole
Indole or derivatives
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Thiazolidine
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Thioether
Organoheterocyclic compound
Dialkylthioether
Organooxygen compound
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Amine
Organic nitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	0.15	ALOGPS
logP	-0.3	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.13	ChemAxon
pKa (Strongest Basic)	6.71	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	65.12 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	66.36 m³·mol⁻¹	ChemAxon
Polarizability	25.44 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

94840642

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 4-Thiazolidinecarboxylic acid (NP0054973)

MOL for NP0054973 (4-Thiazolidinecarboxylic acid)

3D MOL for NP0054973 (4-Thiazolidinecarboxylic acid)

3D SDF for NP0054973 (4-Thiazolidinecarboxylic acid)

3D-SDF for NP0054973 (4-Thiazolidinecarboxylic acid)

PDB for NP0054973 (4-Thiazolidinecarboxylic acid)

3D PDB for NP0054973 (4-Thiazolidinecarboxylic acid)

SMILES for NP0054973 (4-Thiazolidinecarboxylic acid)

INCHI for NP0054973 (4-Thiazolidinecarboxylic acid)

Structure for NP0054973 (4-Thiazolidinecarboxylic acid)

3D Structure for NP0054973 (4-Thiazolidinecarboxylic acid)