NP-MRD: Showing NP-Card for Rapalexin B (NP0045812)

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Record Information

Version

2.0

Created at

2022-03-17 19:43:39 UTC

Updated at

2022-03-17 19:43:39 UTC

NP-MRD ID

NP0045812

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rapalexin B

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241212262D          

 15 16  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
   -1.7679   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0534   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0138   -1.4520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8226   -1.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6476   -1.4511    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1968   -0.8250    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
  8  9  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  2  0  0  0  0
  3 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045812

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C(NC=C2N=C=S)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C10H8N2O2S/c1-14-10-8(13)3-2-6-9(10)7(4-11-6)12-5-15/h2-4,11,13H,1H3

> <INCHI_KEY>
RIANPHYYVJUMIF-UHFFFAOYSA-N

> <FORMULA>
C10H8N2O2S

> <MOLECULAR_WEIGHT>
220.248

> <EXACT_MASS>
220.0306482

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
21.940631558609546

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-isothiocyanato-4-methoxy-1H-indol-5-ol

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
2.632596448666667

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.283477635367621

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.164287858613925

> <JCHEM_PKA_STRONGEST_BASIC>
-0.34825676327159616

> <JCHEM_POLAR_SURFACE_AREA>
57.61

> <JCHEM_REFRACTIVITY>
62.6515

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-isothiocyanato-4-methoxy-1H-indol-5-ol

> <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  O   UNK     0      -3.300  -3.080   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.966  -3.850   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -0.026  -2.710   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       1.536  -2.701   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0       3.076  -2.709   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0      -5.967  -1.540   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6    9                                                       
CONECT    8    5    9   12                                                  
CONECT    9    7    8                                                       
CONECT   10    4   11                                                       
CONECT   11   10                                                            
CONECT   12    8   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15    3                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₈N₂O₂S

Average Mass

220.2480 Da

Monoisotopic Mass

220.03065 Da

IUPAC Name

3-isothiocyanato-4-methoxy-1H-indol-5-ol

Traditional Name

3-isothiocyanato-4-methoxy-1H-indol-5-ol

CAS Registry Number

929083-73-8

SMILES

COC1=C2C(NC=C2N=C=S)=CC=C1O

InChI Identifier

InChI=1S/C10H8N2O2S/c1-14-10-8(13)3-2-6-9(10)7(4-11-6)12-5-15/h2-4,11,13H,1H3

InChI Key

RIANPHYYVJUMIF-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 rapa	FooDB	KNAPSACK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Hydroxyindoles

Direct Parent

Hydroxyindoles

Alternative Parents

Substituents

Hydroxyindole
Indole
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Isothiocyanate
Organic 1,3-dipolar compound
Azacycle
Ether
Propargyl-type 1,3-dipolar organic compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen 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	2.7	ALOGPS
logP	2.63	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	9.16	ChemAxon
pKa (Strongest Basic)	-0.35	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.61 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	62.65 m³·mol⁻¹	ChemAxon
Polarizability	21.94 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

FDB001863

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

16102149

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Rapalexin B (NP0045812)

MOL for NP0045812 (Rapalexin B)

3D MOL for NP0045812 (Rapalexin B)

3D SDF for NP0045812 (Rapalexin B)

3D-SDF for NP0045812 (Rapalexin B)

PDB for NP0045812 (Rapalexin B)

3D PDB for NP0045812 (Rapalexin B)

SMILES for NP0045812 (Rapalexin B)

INCHI for NP0045812 (Rapalexin B)

Structure for NP0045812 (Rapalexin B)

3D Structure for NP0045812 (Rapalexin B)