NP-MRD: Showing NP-Card for {2-[6,7-dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine (NP0201602)

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Record Information

Version

2.0

Created at

2022-09-04 20:40:58 UTC

Updated at

2022-09-04 20:40:58 UTC

NP-MRD ID

NP0201602

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{2-[6,7-dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine

Description

{2-[6,7-Dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine. {2-[6,7-Dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 40  0  0  0  0  0  0  0  0999 V2000
    3.9202    1.3569    1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8799    0.4769    1.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0059   -0.1001    0.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3032   -1.2869   -0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5239   -1.8753    0.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222   -2.7930    1.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423   -1.9250   -1.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2754   -1.3656   -1.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0373   -0.1324   -0.7462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284    0.5092   -1.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2720    0.2360    0.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5755    0.8162   -0.0637 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3043    0.1454   -1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3190    0.4885    1.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8057    0.4752    0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3792    2.0351    0.9313 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9536    3.4564   -0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7835   -2.1833   -2.5653 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0568   -4.2015   -2.3273 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9090   -3.4830   -1.8115 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1690    2.0193    1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6598    1.9094    0.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8017    0.7166    0.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5636   -2.5596    1.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7636   -2.7463    1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7721   -3.8046    0.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2084    1.6067   -1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7993    0.0952   -1.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3272   -0.8579    0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8270    0.7012    1.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8328    0.3452   -2.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3953   -0.9544   -0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3279    0.5285   -1.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6127   -0.6011    1.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6147    0.5886    2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2042    1.0981    1.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3373    4.3385    0.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6962    3.2647   -1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0424    3.6622    0.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  1  0
  3 15  1  0
 15 16  1  0
 16 17  1  0
 15  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  9  8  1  0
  8  7  2  0
  7 20  1  0
 20 19  1  0
 19 18  1  0
  7  4  1  0
 18  8  1  0
  6 24  1  0
  6 25  1  0
  6 26  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
M  END


  Mrv1533004191517082D          

 20 21  0  0  0  0            999 V2000
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    4.4104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    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  1  0  0  0  0
  4  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
  7 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 12 18  2  0  0  0  0
  3 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0201602

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C(SC)=C(CCN(C)C)C2=C1SSS2

> <INCHI_IDENTIFIER>
InChI=1S/C13H19NO2S4/c1-14(2)7-6-8-11(17-5)9(15-3)10(16-4)13-12(8)18-20-19-13/h6-7H2,1-5H3

> <INCHI_KEY>
VDPRVSQPQCVGDF-UHFFFAOYSA-N

> <FORMULA>
C13H19NO2S4

> <MOLECULAR_WEIGHT>
349.54

> <EXACT_MASS>
349.029863552

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
36.6339038294297

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{2-[6,7-dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine

> <ALOGPS_LOGP>
3.10

> <JCHEM_LOGP>
3.7378302573333335

> <ALOGPS_LOGS>
-3.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.730758579404583

> <JCHEM_POLAR_SURFACE_AREA>
21.700000000000003

> <JCHEM_REFRACTIVITY>
91.141

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{2-[6,7-dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine

> <JCHEM_VEBER_RULE>
1

$$$$

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       6.531   2.073   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.198   1.303   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.530  -0.237   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.864  -1.007   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0      -0.268   1.597   0.000  0.00  0.00           S+0
HETATM    9  S   UNK     0      -1.173   2.843   0.000  0.00  0.00           S+0
HETATM   10  S   UNK     0      -0.268   4.089   0.000  0.00  0.00           S+0
HETATM   11  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.530   5.923   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.197   6.693   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.197   8.233   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -0.137   9.003   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.530   9.003   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   19  S   UNK     0       5.198   4.383   0.000  0.00  0.00           S+0
HETATM   20  C   UNK     0       6.531   3.613   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    7   12                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   12    3   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Value	Source
{2-[6,7-dimethoxy-5-(methylsulphanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine	Generator

Chemical Formula

C₁₃H₁₉NO₂S₄

Average Mass

349.5400 Da

Monoisotopic Mass

349.02986 Da

IUPAC Name

{2-[6,7-dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine

Traditional Name

{2-[6,7-dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C(SC)=C(CCN(C)C)C2=C1SSS2

InChI Identifier

InChI=1S/C13H19NO2S4/c1-14(2)7-6-8-11(17-5)9(15-3)10(16-4)13-12(8)18-20-19-13/h6-7H2,1-5H3

InChI Key

VDPRVSQPQCVGDF-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 phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Phenethylamines

Alternative Parents

Substituents

Phenethylamine
Aryl thioether
Anisole
Phenol ether
Thiophenol ether
Alkyl aryl ether
Aralkylamine
Alkylarylthioether
Organic trisulfide
Tertiary aliphatic amine
Tertiary amine
Thioether
Organoheterocyclic compound
Ether
Sulfenyl compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Amine
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	3.1	ALOGPS
logP	3.74	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	8.73	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	21.7 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	91.14 m³·mol⁻¹	ChemAxon
Polarizability	36.63 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

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

9997973

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {2-[6,7-dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine (NP0201602)

MOL for NP0201602 ({2-[6,7-dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine)

3D MOL for NP0201602 ({2-[6,7-dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine)

3D SDF for NP0201602 ({2-[6,7-dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine)

3D-SDF for NP0201602 ({2-[6,7-dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine)

PDB for NP0201602 ({2-[6,7-dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine)

3D PDB for NP0201602 ({2-[6,7-dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine)

SMILES for NP0201602 ({2-[6,7-dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine)

INCHI for NP0201602 ({2-[6,7-dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine)

Structure for NP0201602 ({2-[6,7-dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine)

3D Structure for NP0201602 ({2-[6,7-dimethoxy-5-(methylsulfanyl)-1,2,3-benzotrithiol-4-yl]ethyl}dimethylamine)