NP-MRD: Showing NP-Card for 1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene (NP0217103)

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Record Information

Version

2.0

Created at

2022-09-05 17:19:58 UTC

Updated at

2022-09-05 17:19:58 UTC

NP-MRD ID

NP0217103

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene

Description

1-[2-Methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene belongs to the class of organic compounds known as tosyl compounds. These are organosulfur compounds containing a tosyl group, with the general formula CH3C6H4S(O2)R (R = any atom). 1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene is found in Cardiospermum corindum. Based on a literature review very few articles have been published on 1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    1.9162   -3.3247    0.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7180   -1.9753    1.0645 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5363   -1.1716   -0.0396 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1971   -0.4364    0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1529   -1.5853    0.0614 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.1425   -2.4118   -1.1788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0743   -2.4101    1.3121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6329   -0.6432    0.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1287   -0.2957    1.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2916    0.4448    1.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9608    0.8407    0.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2033    1.6333    0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4421    0.4785   -0.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2759   -0.2649   -1.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5842   -0.1408   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0218    0.6077    0.9303 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0052    1.5589    0.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5994    1.8138   -0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6170    2.7977   -0.6155 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.0914    2.9533   -1.7578 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0860    3.5631    0.4027 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.1469    1.0538   -1.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637    0.0963   -1.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0453   -3.7188    0.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8281   -3.3734    0.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1217   -3.9408    1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5965   -1.8161   -0.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2128    0.2190    0.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1271    0.2126   -0.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6158   -0.5984    2.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7112    0.7369    2.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6116    1.7864   -0.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9580    1.1241    0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9527    2.6482    0.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9624    0.7854   -1.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457   -0.5630   -1.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5504    0.4043    1.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3314    2.1327    1.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6073    1.2449   -2.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8588   -0.4659   -2.2586 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  2  0
  5  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  3 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 22  1  0
 22 23  2  0
 18 19  1  0
 19 21  1  0
 19 20  2  0
 14  8  1  0
 23 15  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  6
  4 28  1  0
  4 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 22 39  1  0
 23 40  1  0
M  CHG  2  19   1  21  -1
M  END


  Mrv1652309052219192D          

 23 24  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    0.7145    2.0625    0.0000 N   0  3  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
    1.4289    2.4750    0.0000 O   0  5  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
  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  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
M  CHG  2  19   1  21  -1
M  END
> <DATABASE_ID>
NP0217103

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(CS(=O)(=O)C1=CC=C(C)C=C1)C1=CC=C(C=C1)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H17NO5S/c1-12-3-9-15(10-4-12)23(20,21)11-16(22-2)13-5-7-14(8-6-13)17(18)19/h3-10,16H,11H2,1-2H3

> <INCHI_KEY>
GESQYWJODXSVOU-UHFFFAOYSA-N

> <FORMULA>
C16H17NO5S

> <MOLECULAR_WEIGHT>
335.37

> <EXACT_MASS>
335.082743825

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
34.152261169992386

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene

> <JCHEM_LOGP>
3.1564138336666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.02366555246557

> <JCHEM_PKA_STRONGEST_BASIC>
-4.163253660652771

> <JCHEM_POLAR_SURFACE_AREA>
86.51

> <JCHEM_REFRACTIVITY>
86.253

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  S   UNK     0       2.667  -4.620   0.000  0.00  0.00           S+0
HETATM    6  O   UNK     0       4.207  -4.620   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       1.127  -4.620   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667 -10.780   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+1
HETATM   20  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O-1
HETATM   22  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    8                                                       
CONECT   15    3   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   18   23                                                       
CONECT   23   22   15                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

View in JSmol

Synonyms

Value	Source
1-[2-Methoxy-2-(4-nitrophenyl)ethanesulphonyl]-4-methylbenzene	Generator

Chemical Formula

C₁₆H₁₇NO₅S

Average Mass

335.3700 Da

Monoisotopic Mass

335.08274 Da

IUPAC Name

1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene

Traditional Name

1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene

CAS Registry Number

Not Available

SMILES

COC(CS(=O)(=O)C1=CC=C(C)C=C1)C1=CC=C(C=C1)[N+]([O-])=O

InChI Identifier

InChI=1S/C16H17NO5S/c1-12-3-9-15(10-4-12)23(20,21)11-16(22-2)13-5-7-14(8-6-13)17(18)19/h3-10,16H,11H2,1-2H3

InChI Key

GESQYWJODXSVOU-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

Species Name	Source	Reference
Cardiospermum corindum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tosyl compounds. These are organosulfur compounds containing a tosyl group, with the general formula CH3C6H4S(O2)R (R = any atom).

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Toluenes

Direct Parent

Tosyl compounds

Alternative Parents

Substituents

Tosyl compound
Benzylether
Nitrobenzene
Benzenesulfonyl group
Nitroaromatic compound
Sulfone
Sulfonyl
C-nitro compound
Organic nitro compound
Dialkyl ether
Ether
Organic oxoazanium
Organic 1,3-dipolar compound
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Organic zwitterion
Organic oxygen compound
Organopnictogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	3.16	ChemAxon
pKa (Strongest Acidic)	18.02	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	86.51 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	86.25 m³·mol⁻¹	ChemAxon
Polarizability	34.15 Å³	ChemAxon
Number of Rings	2	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

13873808

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene (NP0217103)

MOL for NP0217103 (1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene)

3D MOL for NP0217103 (1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene)

3D SDF for NP0217103 (1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene)

3D-SDF for NP0217103 (1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene)

PDB for NP0217103 (1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene)

3D PDB for NP0217103 (1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene)

SMILES for NP0217103 (1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene)

INCHI for NP0217103 (1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene)

Structure for NP0217103 (1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene)

3D Structure for NP0217103 (1-[2-methoxy-2-(4-nitrophenyl)ethanesulfonyl]-4-methylbenzene)