NP-MRD: Showing NP-Card for (2s)-3-({[(2r)-2-amino-2-carboxyethyl]sulfanyl}methanesulfonyl)-2-hydroxypropanoic acid (NP0223396)

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Record Information

Version

2.0

Created at

2022-09-06 01:28:33 UTC

Updated at

2022-09-06 01:28:33 UTC

NP-MRD ID

NP0223396

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-3-({[(2r)-2-amino-2-carboxyethyl]sulfanyl}methanesulfonyl)-2-hydroxypropanoic acid

Description

ZINC12153671 belongs to the class of organic compounds known as l-cysteine-s-conjugates. L-cysteine-S-conjugates are compounds containing L-cysteine where the thio-group is conjugated. Based on a literature review very few articles have been published on ZINC12153671.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 29  0  0  0  0  0  0  0  0999 V2000
    2.9120   -0.0691   -1.0530 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0504    1.0464   -0.1596 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7106    1.4460    0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5180    1.9233   -0.8351 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0502    0.5282   -1.8790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8400   -0.6364   -0.8919 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.2254   -1.8266   -1.7514 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0839   -1.1509    0.1730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3046    0.0609   -0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9756   -1.0280    0.6268 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0624   -1.4009    1.6063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2024   -0.5448    1.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3073   -0.5053    2.5204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3103   -0.1063    0.5446 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9563    0.6828    0.9541 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2133    1.4988    1.8640 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5268   -0.5787    0.9883 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3294    0.1845   -1.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2609   -0.9697   -0.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5153    1.9331   -0.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8641    2.3212    1.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3405    0.6161    1.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000    0.9323   -2.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9166    0.0450   -2.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9916    0.3337   -1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0654    0.9324    0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1521   -1.8687   -0.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3015   -2.2750    1.9962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1254   -0.6805    0.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2159   -0.8438    1.6799 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  2  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 14  1  0
 12 13  2  0
  2 15  1  0
 15 17  1  0
 15 16  2  0
  1 18  1  0
  1 19  1  0
  2 20  1  6
  3 21  1  0
  3 22  1  0
  5 23  1  0
  5 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  6
 11 28  1  0
 14 29  1  0
 17 30  1  0
M  END


  Mrv1652309062203282D          

 17 16  0  0  1  0            999 V2000
    2.0625    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    3.5724    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    5.0013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4125    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    5.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0223396

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H13NO7S2/c8-4(6(10)11)1-16-3-17(14,15)2-5(9)7(12)13/h4-5,9H,1-3,8H2,(H,10,11)(H,12,13)/t4-,5+/m0/s1

> <INCHI_KEY>
FUSRIFABMMOUAA-CRCLSJGQSA-N

> <FORMULA>
C7H13NO7S2

> <MOLECULAR_WEIGHT>
287.3

> <EXACT_MASS>
287.013344111

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.011496915821574

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-3-({[(2R)-2-amino-2-carboxyethyl]sulfanyl}methanesulfonyl)-2-hydroxypropanoic acid

> <JCHEM_LOGP>
-5.01559516963876

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.224183451322249

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.312310290700148

> <JCHEM_PKA_STRONGEST_BASIC>
8.719599828192948

> <JCHEM_POLAR_SURFACE_AREA>
154.99

> <JCHEM_REFRACTIVITY>
58.12510000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-3-({[(2R)-2-amino-2-carboxyethyl]sulfanyl}methanesulfonyl)-2-hydroxypropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  N   UNK     0       3.850   1.334   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0       2.310   4.001   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0       1.540   5.335   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0       2.310   6.668   0.000  0.00  0.00           S+0
HETATM    7  O   UNK     0       0.976   7.438   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       3.644   5.898   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.080   8.002   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.310   9.336   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.770   9.336   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.080  10.669   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.310  12.003   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.620  10.669   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    2   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₇H₁₃NO₇S₂

Average Mass

287.3000 Da

Monoisotopic Mass

287.01334 Da

IUPAC Name

(2S)-3-({[(2R)-2-amino-2-carboxyethyl]sulfanyl}methanesulfonyl)-2-hydroxypropanoic acid

Traditional Name

(2S)-3-({[(2R)-2-amino-2-carboxyethyl]sulfanyl}methanesulfonyl)-2-hydroxypropanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C7H13NO7S2/c8-4(6(10)11)1-16-3-17(14,15)2-5(9)7(12)13/h4-5,9H,1-3,8H2,(H,10,11)(H,12,13)/t4-,5+/m0/s1

InChI Key

FUSRIFABMMOUAA-CRCLSJGQSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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 l-cysteine-s-conjugates. L-cysteine-S-conjugates are compounds containing L-cysteine where the thio-group is conjugated.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-cysteine-S-conjugates

Alternative Parents

Substituents

L-cysteine-s-conjugate
Alpha-amino acid
L-alpha-amino acid
Alpha-hydroxy acid
Dicarboxylic acid or derivatives
Hydroxy acid
Sulfone
Sulfonyl
Amino acid
Secondary alcohol
Carboxylic acid
Dialkylthioether
Sulfenyl compound
Thioether
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Amine
Primary amine
Organic nitrogen compound
Organic oxygen 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	-5	ChemAxon
pKa (Strongest Acidic)	1.31	ChemAxon
pKa (Strongest Basic)	8.72	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	154.99 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	58.13 m³·mol⁻¹	ChemAxon
Polarizability	26.01 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

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

92417130

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-3-({[(2r)-2-amino-2-carboxyethyl]sulfanyl}methanesulfonyl)-2-hydroxypropanoic acid (NP0223396)

MOL for NP0223396 ((2s)-3-({[(2r)-2-amino-2-carboxyethyl]sulfanyl}methanesulfonyl)-2-hydroxypropanoic acid)

3D MOL for NP0223396 ((2s)-3-({[(2r)-2-amino-2-carboxyethyl]sulfanyl}methanesulfonyl)-2-hydroxypropanoic acid)

3D SDF for NP0223396 ((2s)-3-({[(2r)-2-amino-2-carboxyethyl]sulfanyl}methanesulfonyl)-2-hydroxypropanoic acid)

3D-SDF for NP0223396 ((2s)-3-({[(2r)-2-amino-2-carboxyethyl]sulfanyl}methanesulfonyl)-2-hydroxypropanoic acid)

PDB for NP0223396 ((2s)-3-({[(2r)-2-amino-2-carboxyethyl]sulfanyl}methanesulfonyl)-2-hydroxypropanoic acid)

3D PDB for NP0223396 ((2s)-3-({[(2r)-2-amino-2-carboxyethyl]sulfanyl}methanesulfonyl)-2-hydroxypropanoic acid)

SMILES for NP0223396 ((2s)-3-({[(2r)-2-amino-2-carboxyethyl]sulfanyl}methanesulfonyl)-2-hydroxypropanoic acid)

INCHI for NP0223396 ((2s)-3-({[(2r)-2-amino-2-carboxyethyl]sulfanyl}methanesulfonyl)-2-hydroxypropanoic acid)

Structure for NP0223396 ((2s)-3-({[(2r)-2-amino-2-carboxyethyl]sulfanyl}methanesulfonyl)-2-hydroxypropanoic acid)

3D Structure for NP0223396 ((2s)-3-({[(2r)-2-amino-2-carboxyethyl]sulfanyl}methanesulfonyl)-2-hydroxypropanoic acid)