NP-MRD: Showing NP-Card for 2-imino-5-(4-methoxyphenyl)-3-methyl-1h-imidazole-4-sulfonic acid (NP0327267)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 09:41:37 UTC

Updated at

2022-09-12 09:41:37 UTC

NP-MRD ID

NP0327267

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-imino-5-(4-methoxyphenyl)-3-methyl-1h-imidazole-4-sulfonic acid

Description

921987-38-4 Belongs to the class of organic compounds known as phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond. 2-imino-5-(4-methoxyphenyl)-3-methyl-1h-imidazole-4-sulfonic acid is found in Polycarpa aurata. 921987-38-4 Is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 33  0  0  0  0  0  0  0  0999 V2000
    5.6427    0.1141   -0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7319    0.8449    0.5952 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3682    0.5605    0.5848 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9262   -0.4607   -0.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5918   -0.7577   -0.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6298   -0.0688    0.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7619   -0.4903    0.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2174   -1.7611    0.7131 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5442   -1.8214    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4156   -2.9348    0.6872 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9830   -0.6159    0.1401 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3601   -0.2498   -0.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786    0.2139    0.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0109    1.8605   -0.4267 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.0224    2.7779    0.1879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3858    2.4224   -0.0772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8795    2.0110   -2.0976 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1090    0.9438    1.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4682    1.2747    1.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4673    0.2349   -1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6744    0.3599    0.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5038   -0.9719    0.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6645   -1.0123   -0.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2599   -1.5668   -0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2933   -3.5357    1.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1723   -3.1936    0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9127   -1.1600   -0.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3578    0.5046   -0.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8572    0.2250    0.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2067    2.6806   -2.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4191    1.4880    1.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8029    2.0844    1.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6 18  1  0
 18 19  2  0
  6  7  1  0
  7 13  2  0
 13 11  1  0
 11 12  1  0
 11  9  1  0
  9 10  1  0
  9  8  2  0
 13 14  1  0
 14 17  1  0
 14 15  2  0
 14 16  2  0
 19  3  1  0
  8  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
 18 31  1  0
 19 32  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 10 25  1  0
 10 26  1  0
 17 30  1  0
M  END


  Mrv1533004191514012D          

 19 20  0  0  0  0            999 V2000
   -0.0000    7.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.7661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    5.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    2.9812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119    1.5291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.1965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830    1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470    2.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376    3.2361    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5222    3.4910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4827    4.0207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9925    2.4515    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  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  1  0  0  0  0
 13 15  1  0  0  0  0
  9 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  2  0  0  0  0
 16 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0327267

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1)C1=C(N(C)C(N)=N1)S(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H13N3O4S/c1-14-10(19(15,16)17)9(13-11(14)12)7-3-5-8(18-2)6-4-7/h3-6H,1-2H3,(H2,12,13)(H,15,16,17)

> <INCHI_KEY>
XNUZTNJZFSQVKQ-UHFFFAOYSA-N

> <FORMULA>
C11H13N3O4S

> <MOLECULAR_WEIGHT>
283.3

> <EXACT_MASS>
283.062677085

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
27.421626569769092

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-(4-methoxyphenyl)-1-methyl-1H-imidazole-5-sulfonic acid

> <ALOGPS_LOGP>
-0.67

> <JCHEM_LOGP>
-1.6369463718743293

> <ALOGPS_LOGS>
-2.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.763505024036731

> <JCHEM_PKA_STRONGEST_BASIC>
6.552549745810145

> <JCHEM_POLAR_SURFACE_AREA>
107.44000000000001

> <JCHEM_REFRACTIVITY>
69.18639999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.31e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-5-(4-methoxyphenyl)-3-methylimidazole-4-sulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -0.000  13.400   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334  12.630   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  11.090   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  10.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   8.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   8.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   8.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.000  10.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   6.470   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       2.580   5.565   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.104   4.100   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       3.009   2.854   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       0.564   4.100   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -0.342   2.854   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.088   5.565   0.000  0.00  0.00           C+0
HETATM   16  S   UNK     0      -1.377   6.041   0.000  0.00  0.00           S+0
HETATM   17  O   UNK     0      -2.841   6.517   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.901   7.505   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.853   4.576   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    9   16                                                  
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₃N₃O₄S

Average Mass

283.3000 Da

Monoisotopic Mass

283.06268 Da

IUPAC Name

2-amino-4-(4-methoxyphenyl)-1-methyl-1H-imidazole-5-sulfonic acid

Traditional Name

2-amino-5-(4-methoxyphenyl)-3-methylimidazole-4-sulfonic acid

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C1=C(N(C)C(N)=N1)S(O)(=O)=O

InChI Identifier

InChI=1S/C11H13N3O4S/c1-14-10(19(15,16)17)9(13-11(14)12)7-3-5-8(18-2)6-4-7/h3-6H,1-2H3,(H2,12,13)(H,15,16,17)

InChI Key

XNUZTNJZFSQVKQ-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
Polycarpa aurata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Imidazoles

Direct Parent

Phenylimidazoles

Alternative Parents

Substituents

5-phenylimidazole
4-phenylimidazole
1,2,4,5-tetrasubstituted imidazole
Arylsulfonic acid or derivatives
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Alkyl aryl ether
Benzenoid
Aminoimidazole
Monocyclic benzene moiety
N-substituted imidazole
Sulfonyl
Organosulfonic acid
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Heteroaromatic compound
Azacycle
Ether
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Amine
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Primary amine
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	-0.67	ALOGPS
logP	-1.6	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	-3.8	ChemAxon
pKa (Strongest Basic)	6.55	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	107.44 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	69.19 m³·mol⁻¹	ChemAxon
Polarizability	27.42 Å³	ChemAxon
Number of Rings	2	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

16104598

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-imino-5-(4-methoxyphenyl)-3-methyl-1h-imidazole-4-sulfonic acid (NP0327267)

MOL for NP0327267 (2-imino-5-(4-methoxyphenyl)-3-methyl-1h-imidazole-4-sulfonic acid)

3D MOL for NP0327267 (2-imino-5-(4-methoxyphenyl)-3-methyl-1h-imidazole-4-sulfonic acid)

3D SDF for NP0327267 (2-imino-5-(4-methoxyphenyl)-3-methyl-1h-imidazole-4-sulfonic acid)

3D-SDF for NP0327267 (2-imino-5-(4-methoxyphenyl)-3-methyl-1h-imidazole-4-sulfonic acid)

PDB for NP0327267 (2-imino-5-(4-methoxyphenyl)-3-methyl-1h-imidazole-4-sulfonic acid)

3D PDB for NP0327267 (2-imino-5-(4-methoxyphenyl)-3-methyl-1h-imidazole-4-sulfonic acid)

SMILES for NP0327267 (2-imino-5-(4-methoxyphenyl)-3-methyl-1h-imidazole-4-sulfonic acid)

INCHI for NP0327267 (2-imino-5-(4-methoxyphenyl)-3-methyl-1h-imidazole-4-sulfonic acid)

Structure for NP0327267 (2-imino-5-(4-methoxyphenyl)-3-methyl-1h-imidazole-4-sulfonic acid)

3D Structure for NP0327267 (2-imino-5-(4-methoxyphenyl)-3-methyl-1h-imidazole-4-sulfonic acid)