NP-MRD: Showing NP-Card for 3-Indolylmethylthiohydroximate (NP0054948)

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Record Information

Version

2.0

Created at

2022-04-28 01:08:38 UTC

Updated at

2022-04-28 01:08:38 UTC

NP-MRD ID

NP0054948

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-Indolylmethylthiohydroximate

Description

3-Indolylmethylthiohydroximate is found in Arabidopsis thaliana.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652303082008132D          

 14 15  0  0  0  0            999 V2000
    1.3492    0.9064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3492    1.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6347    0.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6347    2.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1192   -0.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492    1.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8643    0.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0796    0.9064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0796    1.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5672   -0.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8643    1.9863    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.8221   -1.5308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2701   -2.1439    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.2397   -0.5746    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  3  2  0  0  0  0
  8  7  1  0  0  0  0
  9  4  2  0  0  0  0
  9  8  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
 12 13  1  4  0  0  0
 14 10  1  0  0  0  0
M  CHG  2  11   1  13  -1
M  END
> <DATABASE_ID>
NP0054948

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[O-]N=C(S)CC1=C[NH2+]C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C10H10N2OS/c13-12-10(14)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11,13H,5H2,(H,12,14)

> <INCHI_KEY>
NPTAQBFHUNRJAR-UHFFFAOYSA-N

> <FORMULA>
C10H10N2OS

> <MOLECULAR_WEIGHT>
206.26

> <EXACT_MASS>
206.051384124

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
21.19083061646099

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{[oxidothio(carbonoimidyl)]methyl}-1H-indol-1-ium

> <ALOGPS_LOGP>
3.11

> <JCHEM_LOGP>
2.232750237333333

> <ALOGPS_LOGS>
-4.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.095637994188579

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.820497232632007

> <JCHEM_PKA_STRONGEST_BASIC>
1.5391872546218508

> <JCHEM_POLAR_SURFACE_AREA>
52.03

> <JCHEM_REFRACTIVITY>
68.95080000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.20e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[oxidothio(carbonoimidyl)]methyl}-1H-indol-1-ium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAR-20         0                                  
HETATM    1  C   UNK     0       2.519   1.692   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.519   3.232   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.185   0.922   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.185   4.002   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.089  -0.248   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.519   2.462   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.613   1.216   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.149   1.692   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.149   3.232   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.059  -1.393   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -1.613   3.708   0.000  0.00  0.00           N+1
HETATM   12  N   UNK     0      -1.535  -2.857   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0      -0.504  -4.002   0.000  0.00  0.00           O-1
HETATM   14  S   UNK     0       0.447  -1.073   0.000  0.00  0.00           S+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    8                                                       
CONECT    4    2    9                                                       
CONECT    5    7   10                                                       
CONECT    6    7   11                                                       
CONECT    7    5    6    8                                                  
CONECT    8    3    7    9                                                  
CONECT    9    4    8   11                                                  
CONECT   10    5   12   14                                                  
CONECT   11    6    9                                                       
CONECT   12   10   13                                                       
CONECT   13   12                                                            
CONECT   14   10                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

View in JSmol

Synonyms

Value	Source
(e)-2-(1H-indol-3-yl)-1-Thioacetohydroximic acid	ChEBI
Indolylmethylthiohydroximic acid	ChEBI
(e)-2-(1H-indol-3-yl)-1-Thioacetohydroximate	Kegg

Chemical Formula

C₁₀H₁₀N₂OS

Average Mass

206.2600 Da

Monoisotopic Mass

206.05138 Da

IUPAC Name

3-{[oxidothio(carbonoimidyl)]methyl}-1H-indol-1-ium

Traditional Name

3-{[oxidothio(carbonoimidyl)]methyl}-1H-indol-1-ium

CAS Registry Number

Not Available

SMILES

[O-]N=C(S)CC1=C[NH2+]C2=CC=CC=C12

InChI Identifier

InChI=1S/C10H10N2OS/c13-12-10(14)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11,13H,5H2,(H,12,14)

InChI Key

NPTAQBFHUNRJAR-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
Arabidopsis thaliana	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Thioamide
Pyrrole
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Thiocarbonyl group
Organosulfur compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indoles (CHEBI:80544 )

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	3.11	ALOGPS
logP	2.23	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	5.82	ChemAxon
pKa (Strongest Basic)	1.54	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.03 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	68.95 m³·mol⁻¹	ChemAxon
Polarizability	21.19 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

Not Available

KNApSAcK ID

C00007397

Chemspider ID

Not Available

KEGG Compound ID

C16516

BioCyc ID

CPD-1861

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24892785

PDB ID

Not Available

ChEBI ID

137211

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3-Indolylmethylthiohydroximate (NP0054948)

MOL for NP0054948 (3-Indolylmethylthiohydroximate)

3D MOL for NP0054948 (3-Indolylmethylthiohydroximate)

3D SDF for NP0054948 (3-Indolylmethylthiohydroximate)

3D-SDF for NP0054948 (3-Indolylmethylthiohydroximate)

PDB for NP0054948 (3-Indolylmethylthiohydroximate)

3D PDB for NP0054948 (3-Indolylmethylthiohydroximate)

SMILES for NP0054948 (3-Indolylmethylthiohydroximate)

INCHI for NP0054948 (3-Indolylmethylthiohydroximate)

Structure for NP0054948 (3-Indolylmethylthiohydroximate)

3D Structure for NP0054948 (3-Indolylmethylthiohydroximate)