NP-MRD: Showing NP-Card for 2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethanol (NP0291047)

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Record Information

Version

2.0

Created at

2022-09-09 21:59:49 UTC

Updated at

2022-09-09 21:59:49 UTC

NP-MRD ID

NP0291047

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethanol

Description

CHEMBL273918 belongs to the class of organic compounds known as imidazopyridines. These are organic polycyclic compounds containing an imidazole ring fused to a pyridine ring. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center. 2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethanol is found in Penicillium roqueforti. Based on a literature review very few articles have been published on CHEMBL273918.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 33  0  0  0  0  0  0  0  0999 V2000
   -5.0442    0.0879    0.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6684   -0.0070    0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6673    0.7239    1.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9783    1.8846    2.5518 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3459    0.6390    0.6098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2632    1.4230    1.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0456   -0.1628   -0.4319 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1410   -0.3764   -1.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4673    0.1205   -0.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3365   -1.0621    0.3082 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0164   -0.4770    0.6367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8855   -0.4869   -0.5930 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3618    0.3252   -1.5650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1274   -1.2965   -2.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4243   -1.5848   -2.0297 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0041   -0.8978   -1.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3045   -0.8043   -0.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6124   -1.8638   -1.4677 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -5.4607   -0.9082    1.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1386    0.7373    1.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6684    0.5439    0.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0051    2.3363    0.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7316    1.8775    2.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5604    0.8583    1.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0656    0.0413   -1.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6687    1.0984   -0.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9508    0.5754    1.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4926   -1.0831    1.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9316   -1.5342   -0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9328   -0.2173   -0.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1123    1.2162   -1.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -1.7265   -2.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0
  5  3  2  0
  3  4  1  0
  3  2  1  0
  2  1  1  0
  2 17  2  0
 17 18  1  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  8  7  1  0
  7  5  1  0
  7 16  1  0
  6 22  1  0
  6 23  1  0
  6 24  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
 14 32  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
M  END


  Mrv1652309092223592D          

 18 19  0  0  0  0            999 V2000
   -4.0146    4.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2077    4.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6556    4.7339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9106    5.5185    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.8487    4.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966    5.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5937    3.7777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8400    3.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1256    3.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5889    3.4422    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3034    3.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0178    3.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7323    3.8547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9263    2.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7332    2.4502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1457    3.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9527    3.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5047    2.7231    0.0000 Br  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
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
  2 17  2  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0291047

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(Br)C(C)=C(Br)C2=NC=C(CSCCO)N12

> <INCHI_IDENTIFIER>
InChI=1S/C12H14Br2N2OS/c1-7-10(13)8(2)16-9(6-18-4-3-17)5-15-12(16)11(7)14/h5,17H,3-4,6H2,1-2H3

> <INCHI_KEY>
IKMDAJQFLYGHII-UHFFFAOYSA-N

> <FORMULA>
C12H14Br2N2OS

> <MOLECULAR_WEIGHT>
394.13

> <EXACT_MASS>
391.91936

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
33.603762763425486

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethan-1-ol

> <JCHEM_LOGP>
2.6953724533333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.539643023458769

> <JCHEM_PKA_STRONGEST_BASIC>
5.493814559923176

> <JCHEM_POLAR_SURFACE_AREA>
37.53

> <JCHEM_REFRACTIVITY>
85.39540000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethanol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -7.494   8.012   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.988   7.692   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.957   8.837   0.000  0.00  0.00           C+0
HETATM    4 Br   UNK     0      -5.433  10.301   0.000  0.00  0.00          Br+0
HETATM    5  C   UNK     0      -3.451   8.516   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.420   9.661   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -2.975   7.052   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.568   6.425   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.234   7.195   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0       1.099   6.425   0.000  0.00  0.00           S+0
HETATM   11  C   UNK     0       2.433   7.195   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.767   6.425   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.100   7.195   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.729   4.894   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -3.235   4.574   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -4.005   5.907   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.512   6.228   0.000  0.00  0.00           C+0
HETATM   18 Br   UNK     0      -6.542   5.083   0.000  0.00  0.00          Br+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   16                                                  
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    8   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    7   17                                                  
CONECT   17   16    2   18                                                  
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₄Br₂N₂OS

Average Mass

394.1300 Da

Monoisotopic Mass

391.91936 Da

IUPAC Name

2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethan-1-ol

Traditional Name

2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethanol

CAS Registry Number

Not Available

SMILES

CC1=C(Br)C(C)=C(Br)C2=NC=C(CSCCO)N12

InChI Identifier

InChI=1S/C12H14Br2N2OS/c1-7-10(13)8(2)16-9(6-18-4-3-17)5-15-12(16)11(7)14/h5,17H,3-4,6H2,1-2H3

InChI Key

IKMDAJQFLYGHII-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
Penicillium roqueforti	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as imidazopyridines. These are organic polycyclic compounds containing an imidazole ring fused to a pyridine ring. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyridines

Sub Class

Not Available

Direct Parent

Imidazopyridines

Alternative Parents

Substituents

Imidazo[1,2-a]pyridine
Imidazopyridine
Polyhalopyridine
Methylpyridine
Aryl bromide
Aryl halide
N-substituted imidazole
Pyridine
Azole
Imidazole
Heteroaromatic compound
Azacycle
Dialkylthioether
Sulfenyl compound
Thioether
Organooxygen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Organosulfur compound
Primary alcohol
Organic nitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	2.7	ChemAxon
pKa (Strongest Acidic)	15.54	ChemAxon
pKa (Strongest Basic)	5.49	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	85.4 m³·mol⁻¹	ChemAxon
Polarizability	33.6 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

446541

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

511752

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethanol (NP0291047)

MOL for NP0291047 (2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethanol)

3D MOL for NP0291047 (2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethanol)

3D SDF for NP0291047 (2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethanol)

3D-SDF for NP0291047 (2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethanol)

PDB for NP0291047 (2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethanol)

3D PDB for NP0291047 (2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethanol)

SMILES for NP0291047 (2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethanol)

INCHI for NP0291047 (2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethanol)

Structure for NP0291047 (2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethanol)

3D Structure for NP0291047 (2-[({6,8-dibromo-5,7-dimethylimidazo[1,2-a]pyridin-3-yl}methyl)sulfanyl]ethanol)