NP-MRD: Showing NP-Card for Rutalexin (NP0045789)

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Record Information

Version

2.0

Created at

2022-03-17 19:40:40 UTC

Updated at

2022-03-17 19:40:40 UTC

NP-MRD ID

NP0045789

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rutalexin

Description

Rutalexin is found in Brassica napus L.ssp.rapifera and Brassica napus spp.rapifera .

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241212262D          

 16 18  0  0  0  0            999 V2000
   -1.7679    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4823    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4823   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7679   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0534   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0534    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2688    0.6675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2688   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2161    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0667   -1.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8872   -1.5074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3721   -0.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0366   -0.0863    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4182   -2.0885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2227   -2.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1926   -0.9262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 13  1  0  0  0  0
  8  9  2  0  0  0  0
  8 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
 10 14  2  0  0  0  0
 11 15  1  0  0  0  0
 12 16  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0045789

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C(=O)SC2=C(C3=CC=CC=C3N2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H8N2O2S/c1-13-10(14)8-6-4-2-3-5-7(6)12-9(8)16-11(13)15/h2-5,12H,1H3

> <INCHI_KEY>
NJGJFPPBMOBRGB-UHFFFAOYSA-N

> <FORMULA>
C11H8N2O2S

> <MOLECULAR_WEIGHT>
232.258

> <EXACT_MASS>
232.0306482

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
22.924942408209976

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-2H,3H,4H,9H-[1,3]thiazino[6,5-b]indole-2,4-dione

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
2.0027817629999998

> <ALOGPS_LOGS>
-2.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.277619462234695

> <JCHEM_PKA_STRONGEST_BASIC>
-8.021601192187468

> <JCHEM_POLAR_SURFACE_AREA>
53.17

> <JCHEM_REFRACTIVITY>
61.725300000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-9H-[1,3]thiazino[6,5-b]indole-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.300   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.634   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.634  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.300  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.966  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.966   0.770   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -0.502   1.246   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -0.502  -1.246   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.403   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.125  -2.653   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.656  -2.814   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.561  -1.568   0.000  0.00  0.00           C+0
HETATM   13  S   UNK     0       1.935  -0.161   0.000  0.00  0.00           S+0
HETATM   14  O   UNK     0      -0.781  -3.899   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.282  -4.221   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.093  -1.729   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6    9                                                       
CONECT    8    5    9   10                                                  
CONECT    9    7   13    8                                                  
CONECT   10    8   11   14                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11   13   16                                                  
CONECT   13    9   12                                                       
CONECT   14   10                                                            
CONECT   15   11                                                            
CONECT   16   12                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₈N₂O₂S

Average Mass

232.2580 Da

Monoisotopic Mass

232.03065 Da

IUPAC Name

3-methyl-2H,3H,4H,9H-[1,3]thiazino[6,5-b]indole-2,4-dione

Traditional Name

3-methyl-9H-[1,3]thiazino[6,5-b]indole-2,4-dione

CAS Registry Number

722455-60-9

SMILES

CN1C(=O)SC2=C(C3=CC=CC=C3N2)C1=O

InChI Identifier

InChI=1S/C11H8N2O2S/c1-13-10(14)8-6-4-2-3-5-7(6)12-9(8)16-11(13)15/h2-5,12H,1H3

InChI Key

NJGJFPPBMOBRGB-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Brassica napus L.ssp.rapifera	Plant	KNApSAcK
Brassica napus spp.rapifera	Plant	KNApSAcK
Brassica rapa	FooDB	KNAPSACK

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
Benzenoid
Heteroaromatic compound
Vinylogous amide
Pyrrole
Lactam
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen 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	1.75	ALOGPS
logP	2	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	10.28	ChemAxon
pKa (Strongest Basic)	-8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	53.17 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	61.73 m³·mol⁻¹	ChemAxon
Polarizability	22.92 Å³	ChemAxon
Number of Rings	3	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

FDB001779

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

11195626

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Rutalexin (NP0045789)

MOL for NP0045789 (Rutalexin)

3D MOL for NP0045789 (Rutalexin)

3D SDF for NP0045789 (Rutalexin)

3D-SDF for NP0045789 (Rutalexin)

PDB for NP0045789 (Rutalexin)

3D PDB for NP0045789 (Rutalexin)

SMILES for NP0045789 (Rutalexin)

INCHI for NP0045789 (Rutalexin)

Structure for NP0045789 (Rutalexin)

3D Structure for NP0045789 (Rutalexin)