NP-MRD: Showing NP-Card for 2,5-dihydroxy-5-(4-methoxyphenyl)-3-methylimidazole-4-thione (NP0203329)

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Record Information

Version

2.0

Created at

2022-09-04 22:45:37 UTC

Updated at

2022-09-04 22:45:37 UTC

NP-MRD ID

NP0203329

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,5-dihydroxy-5-(4-methoxyphenyl)-3-methylimidazole-4-thione

Description

1-Methyl-4-(4-methoxyphenyl)-4-hydroxy-5-thioxoimidazolidin-2-one belongs to the class of organic compounds known as phenylimidazolidines. These are polycyclic compounds containing an imidazoline substituted by a phenyl group. Based on a literature review very few articles have been published on 1-Methyl-4-(4-methoxyphenyl)-4-hydroxy-5-thioxoimidazolidin-2-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 30  0  0  0  0  0  0  0  0999 V2000
   -4.8540    0.8162   -0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2410   -0.4473   -0.2325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8622   -0.5741   -0.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2944   -1.8195    0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9391   -2.0200    0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1333   -0.8896    0.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3161   -1.0763    0.1963 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7131   -2.3953    0.0324 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8593   -0.6113    1.4577 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7290    0.3198    1.2668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4224    0.9640    2.2766 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8814    0.5969   -0.1182 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7594    1.5720   -0.7279 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0046   -0.2655   -0.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8148   -0.3288   -2.4459 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6280    0.3784   -0.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0122    0.5017   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3455    1.4947    0.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6559    1.1925   -1.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9320    0.7801   -0.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178   -2.7173    0.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898   -2.9955    0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9864   -2.5799   -0.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1965    1.9040    2.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7089    1.5642   -0.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0296    1.3150   -1.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2772    2.5749   -0.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0197    1.2557   -0.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4131    1.4901   -0.3044 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 16  1  0
 16 17  2  0
  6  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 17  3  1  0
 14  7  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
 16 28  1  0
 17 29  1  0
  8 23  1  0
 11 24  1  0
 13 25  1  0
 13 26  1  0
 13 27  1  0
M  END


  Mrv1652309052200452D          

 17 18  0  0  0  0            999 V2000
    2.1981    6.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4530    5.7382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9010    5.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559    4.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6039    3.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7969    3.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2449    3.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3071    3.8989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9123    2.8009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6574    2.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1423    1.3488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1676    2.0163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6525    1.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4226    2.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2072    3.0558    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5420    4.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0940    5.2966    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  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  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  2  0  0  0  0
  6 16  1  0  0  0  0
 16 17  2  0  0  0  0
  3 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0203329

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H12N2O3S/c1-13-9(17)11(15,12-10(13)14)7-3-5-8(16-2)6-4-7/h3-6,15H,1-2H3,(H,12,14)

> <INCHI_KEY>
PDNVZYVQLWPSRF-UHFFFAOYSA-N

> <FORMULA>
C11H12N2O3S

> <MOLECULAR_WEIGHT>
252.29

> <EXACT_MASS>
252.056863428

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
24.7998620206356

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,4-dihydroxy-4-(4-methoxyphenyl)-1-methyl-4,5-dihydro-1H-imidazole-5-thione

> <JCHEM_LOGP>
2.224192624666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.091951986237692

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.917538385521589

> <JCHEM_PKA_STRONGEST_BASIC>
-1.8821030844333633

> <JCHEM_POLAR_SURFACE_AREA>
65.28999999999999

> <JCHEM_REFRACTIVITY>
66.8189

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2,5-dihydroxy-5-(4-methoxyphenyl)-3-methylimidazole-4-thione

> <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       4.103  12.176   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.579  10.711   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.548   9.567   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.024   8.102   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.994   6.958   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.488   7.278   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.457   6.134   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.573   7.278   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       1.703   5.228   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       1.227   3.764   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.132   2.518   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      -0.313   3.764   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -1.218   2.518   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.789   5.228   0.000  0.00  0.00           C+0
HETATM   15  S   UNK     0      -2.253   5.704   0.000  0.00  0.00           S+0
HETATM   16  C   UNK     0       1.012   8.743   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.042   9.887   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   16                                                  
CONECT    7    6    8    9   14                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    7   15                                                  
CONECT   15   14                                                            
CONECT   16    6   17                                                       
CONECT   17   16    3                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₂N₂O₃S

Average Mass

252.2900 Da

Monoisotopic Mass

252.05686 Da

IUPAC Name

2,4-dihydroxy-4-(4-methoxyphenyl)-1-methyl-4,5-dihydro-1H-imidazole-5-thione

Traditional Name

2,5-dihydroxy-5-(4-methoxyphenyl)-3-methylimidazole-4-thione

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C11H12N2O3S/c1-13-9(17)11(15,12-10(13)14)7-3-5-8(16-2)6-4-7/h3-6,15H,1-2H3,(H,12,14)

InChI Key

PDNVZYVQLWPSRF-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 phenylimidazolidines. These are polycyclic compounds containing an imidazoline substituted by a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolidines

Sub Class

Imidazolidines

Direct Parent

Phenylimidazolidines

Alternative Parents

Substituents

Phenylimidazolidine
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Imidazolidinone
Benzenoid
Carbonic acid derivative
Urea
Alkanolamine
Ether
Azacycle
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organosulfur compound
Organic oxygen compound
Thiocarbonyl group
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	2.22	ChemAxon
pKa (Strongest Acidic)	2.92	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	65.29 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	66.82 m³·mol⁻¹	ChemAxon
Polarizability	24.8 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

15287466

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,5-dihydroxy-5-(4-methoxyphenyl)-3-methylimidazole-4-thione (NP0203329)

MOL for NP0203329 (2,5-dihydroxy-5-(4-methoxyphenyl)-3-methylimidazole-4-thione)

3D MOL for NP0203329 (2,5-dihydroxy-5-(4-methoxyphenyl)-3-methylimidazole-4-thione)

3D SDF for NP0203329 (2,5-dihydroxy-5-(4-methoxyphenyl)-3-methylimidazole-4-thione)

3D-SDF for NP0203329 (2,5-dihydroxy-5-(4-methoxyphenyl)-3-methylimidazole-4-thione)

PDB for NP0203329 (2,5-dihydroxy-5-(4-methoxyphenyl)-3-methylimidazole-4-thione)

3D PDB for NP0203329 (2,5-dihydroxy-5-(4-methoxyphenyl)-3-methylimidazole-4-thione)

SMILES for NP0203329 (2,5-dihydroxy-5-(4-methoxyphenyl)-3-methylimidazole-4-thione)

INCHI for NP0203329 (2,5-dihydroxy-5-(4-methoxyphenyl)-3-methylimidazole-4-thione)

Structure for NP0203329 (2,5-dihydroxy-5-(4-methoxyphenyl)-3-methylimidazole-4-thione)

3D Structure for NP0203329 (2,5-dihydroxy-5-(4-methoxyphenyl)-3-methylimidazole-4-thione)