NP-MRD: Showing NP-Card for ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate (NP0299122)

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Record Information

Version

2.0

Created at

2022-09-10 10:46:18 UTC

Updated at

2022-09-10 10:46:18 UTC

NP-MRD ID

NP0299122

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate

Description

Ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate belongs to the class of organic compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group. Ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 30  0  0  0  0  0  0  0  0999 V2000
   -6.3700    0.0237   -1.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9073    0.1471   -0.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0637   -0.3946   -1.5854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4214   -0.3247   -1.2167 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0580    0.4558    0.3462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0237    0.8770    1.0247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6987    0.6091    0.8363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934    1.2207    2.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7788    1.3771    2.5333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300    0.9108    1.7797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6297    0.2980    0.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7819   -0.1877   -0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6460   -0.7489   -1.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0518   -0.0255    0.2823 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2215   -0.4667   -0.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1725   -1.9638   -0.6284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3703    0.1642    0.1267 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5414   -0.9814   -1.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6089    0.8339   -1.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0463    0.1550   -0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6964    1.2341   -0.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8748   -0.3523    0.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3134    1.5835    2.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0099    1.8482    3.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8336    1.0236    2.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3398    0.0391   -1.3846 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0733   -0.2728    0.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1646   -2.3390   -0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3202   -2.2361   -1.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8935   -2.5072    0.0339 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  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 17  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 17  7  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 15 26  1  0
 15 27  1  0
 16 28  1  0
 16 29  1  0
 16 30  1  0
M  END


  Mrv1533004251515552D          

 17 17  0  0  0  0            999 V2000
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0299122

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOSC(=O)C1=CC=CC(=N1)C(=O)OCC

> <INCHI_IDENTIFIER>
InChI=1S/C11H13NO4S/c1-3-15-10(13)8-6-5-7-9(12-8)11(14)17-16-4-2/h5-7H,3-4H2,1-2H3

> <INCHI_KEY>
PDOJYFBROITFMY-UHFFFAOYSA-N

> <FORMULA>
C11H13NO4S

> <MOLECULAR_WEIGHT>
255.29

> <EXACT_MASS>
255.056529077

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.33838251972239

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate

> <ALOGPS_LOGP>
2.18

> <JCHEM_LOGP>
2.442242421333333

> <ALOGPS_LOGS>
-2.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
1.42093695170797

> <JCHEM_POLAR_SURFACE_AREA>
65.49

> <JCHEM_REFRACTIVITY>
64.4984

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    4  S   UNK     0       1.334  -3.850   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.667  -6.160   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       5.335  -4.620   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.002  -6.160   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       9.336  -3.850   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11    7                                                       
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol

Synonyms

Value	Source
Ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylic acid	Generator
Ethyl 6-[(ethoxysulphanyl)carbonyl]pyridine-2-carboxylate	Generator
Ethyl 6-[(ethoxysulphanyl)carbonyl]pyridine-2-carboxylic acid	Generator

Chemical Formula

C₁₁H₁₃NO₄S

Average Mass

255.2900 Da

Monoisotopic Mass

255.05653 Da

IUPAC Name

ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate

Traditional Name

ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate

CAS Registry Number

Not Available

SMILES

CCOSC(=O)C1=CC=CC(=N1)C(=O)OCC

InChI Identifier

InChI=1S/C11H13NO4S/c1-3-15-10(13)8-6-5-7-9(12-8)11(14)17-16-4-2/h5-7H,3-4H2,1-2H3

InChI Key

PDOJYFBROITFMY-UHFFFAOYSA-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 pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridinecarboxylic acids and derivatives

Direct Parent

Pyridinecarboxylic acids

Alternative Parents

Substituents

Pyridine carboxylic acid
Heteroaromatic compound
Carboxylic acid ester
Organic thioperoxide
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Thiocarboxylic acid or derivatives
Azacycle
Sulfenyl compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen 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	2.18	ALOGPS
logP	2.44	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Basic)	1.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.49 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	64.5 m³·mol⁻¹	ChemAxon
Polarizability	26.34 Å³	ChemAxon
Number of Rings	1	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

13715973

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate (NP0299122)

MOL for NP0299122 (ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate)

3D MOL for NP0299122 (ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate)

3D SDF for NP0299122 (ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate)

3D-SDF for NP0299122 (ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate)

PDB for NP0299122 (ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate)

3D PDB for NP0299122 (ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate)

SMILES for NP0299122 (ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate)

INCHI for NP0299122 (ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate)

Structure for NP0299122 (ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate)

3D Structure for NP0299122 (ethyl 6-[(ethoxysulfanyl)carbonyl]pyridine-2-carboxylate)