NP-MRD: Showing NP-Card for 4,6-dibromo-3-[(r)-methanesulfinyl]-2-(methylsulfanyl)-1h-indole (NP0300413)

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Record Information

Version

2.0

Created at

2022-09-10 12:47:55 UTC

Updated at

2022-09-10 12:47:55 UTC

NP-MRD ID

NP0300413

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,6-dibromo-3-[(r)-methanesulfinyl]-2-(methylsulfanyl)-1h-indole

Description

4,6-Dibromo-3-[(R)-methanesulfinyl]-2-(methylsulfanyl)-1H-indole belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. 4,6-dibromo-3-[(r)-methanesulfinyl]-2-(methylsulfanyl)-1h-indole is found in Laurencia brongniartii. Based on a literature review very few articles have been published on 4,6-dibromo-3-[(R)-methanesulfinyl]-2-(methylsulfanyl)-1H-indole.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102214472D          

 16 17  0  0  1  0            999 V2000
   -0.5837   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 S   0  3  1  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 O   0  5  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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
  3 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  6  0  0  0
M  CHG  2  14   1  16  -1
M  END
> <DATABASE_ID>
NP0300413

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CSC1=C([S@@+](C)[O-])C2=C(Br)C=C(Br)C=C2N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H9Br2NOS2/c1-15-10-9(16(2)14)8-6(12)3-5(11)4-7(8)13-10/h3-4,13H,1-2H3/t16-/m1/s1

> <INCHI_KEY>
JIIUXPPTKXBSSZ-MRXNPFEDSA-N

> <FORMULA>
C10H9Br2NOS2

> <MOLECULAR_WEIGHT>
383.12

> <EXACT_MASS>
380.849232

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
30.54527912896184

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,6-dibromo-3-[(R)-methanesulfinyl]-2-(methylsulfanyl)-1H-indole

> <JCHEM_LOGP>
3.0604358449999998

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.283990057119752

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.67348237659025

> <JCHEM_PKA_STRONGEST_BASIC>
-6.902676459005234

> <JCHEM_POLAR_SURFACE_AREA>
32.86

> <JCHEM_REFRACTIVITY>
78.7639

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4,6-dibromo-3-[(R)-methanesulfinyl]-2-(methylsulfanyl)-1H-indole

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.090  -2.637   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      -0.320  -1.303   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    8 Br   UNK     0       7.591   0.237   0.000  0.00  0.00          Br+0
HETATM    9  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   11 Br   UNK     0       4.924  -4.383   0.000  0.00  0.00          Br+0
HETATM   12  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0       1.650  -4.013   0.000  0.00  0.00           S+1
HETATM   15  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.680  -5.158   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    5   13                                                  
CONECT   13   12    3   14                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol

Synonyms

Value	Source
4,6-Dibromo-3-[(R)-methanesulphinyl]-2-(methylsulphanyl)-1H-indole	Generator

Chemical Formula

C₁₀H₉Br₂NOS₂

Average Mass

383.1200 Da

Monoisotopic Mass

380.84923 Da

IUPAC Name

4,6-dibromo-3-[(R)-methanesulfinyl]-2-(methylsulfanyl)-1H-indole

Traditional Name

4,6-dibromo-3-[(R)-methanesulfinyl]-2-(methylsulfanyl)-1H-indole

CAS Registry Number

Not Available

SMILES

CSC1=C([S@@+](C)[O-])C2=C(Br)C=C(Br)C=C2N1

InChI Identifier

InChI=1S/C10H9Br2NOS2/c1-15-10-9(16(2)14)8-6(12)3-5(11)4-7(8)13-10/h3-4,13H,1-2H3/t16-/m1/s1

InChI Key

JIIUXPPTKXBSSZ-MRXNPFEDSA-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
Laurencia brongniartii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

Indoles

Alternative Parents

Substituents

Indole
Aryl thioether
Alkylarylthioether
Aryl bromide
Aryl halide
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Sulfoxide
Azacycle
Sulfenyl compound
Sulfinyl compound
Thioether
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organonitrogen compound
Organobromide
Organohalogen compound
Organopnictogen 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	3.06	ChemAxon
pKa (Strongest Acidic)	11.67	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.86 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.76 m³·mol⁻¹	ChemAxon
Polarizability	30.55 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

163193779

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,6-dibromo-3-[(r)-methanesulfinyl]-2-(methylsulfanyl)-1h-indole (NP0300413)

MOL for NP0300413 (4,6-dibromo-3-[(r)-methanesulfinyl]-2-(methylsulfanyl)-1h-indole)

3D MOL for NP0300413 (4,6-dibromo-3-[(r)-methanesulfinyl]-2-(methylsulfanyl)-1h-indole)

3D SDF for NP0300413 (4,6-dibromo-3-[(r)-methanesulfinyl]-2-(methylsulfanyl)-1h-indole)

3D-SDF for NP0300413 (4,6-dibromo-3-[(r)-methanesulfinyl]-2-(methylsulfanyl)-1h-indole)

PDB for NP0300413 (4,6-dibromo-3-[(r)-methanesulfinyl]-2-(methylsulfanyl)-1h-indole)

3D PDB for NP0300413 (4,6-dibromo-3-[(r)-methanesulfinyl]-2-(methylsulfanyl)-1h-indole)

SMILES for NP0300413 (4,6-dibromo-3-[(r)-methanesulfinyl]-2-(methylsulfanyl)-1h-indole)

INCHI for NP0300413 (4,6-dibromo-3-[(r)-methanesulfinyl]-2-(methylsulfanyl)-1h-indole)

Structure for NP0300413 (4,6-dibromo-3-[(r)-methanesulfinyl]-2-(methylsulfanyl)-1h-indole)

3D Structure for NP0300413 (4,6-dibromo-3-[(r)-methanesulfinyl]-2-(methylsulfanyl)-1h-indole)