NP-MRD: Showing NP-Card for 1-isothiocyanato-9-methanesulfinylnonane (NP0156582)

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Record Information

Version

2.0

Created at

2022-09-02 13:48:32 UTC

Updated at

2022-09-02 13:48:33 UTC

NP-MRD ID

NP0156582

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-isothiocyanato-9-methanesulfinylnonane

Description

1-Isothiocyanato-9-(methylsulfinyl)nonane belongs to the class of organic compounds known as sulfoxides. Sulfoxides are compounds containing a sulfoxide functional group, with the structure RS(=O)R' (R,R' not H). 1-isothiocyanato-9-methanesulfinylnonane is found in Arabis alpina and Rorippa indica. 1-Isothiocyanato-9-(methylsulfinyl)nonane is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 35  0  0  0  0  0  0  0  0999 V2000
    6.2249    0.5660   -0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4523    0.6769    0.0954 S   0  0  0  0  0  4  0  0  0  0  0  0
    4.0208    2.1133   -0.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6904   -0.4681   -1.0615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1791   -0.4203   -0.9692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7962   -0.7996    0.4442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2921   -0.7801    0.6360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3012    0.5620    0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7931    0.4987    0.5966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4888   -0.4810   -0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9693   -0.5241   -0.0596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6467    0.7964   -0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0876    0.6239   -0.0414 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4895   -0.1986    0.8493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8782   -0.7642    2.3297 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7180    1.5647   -0.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6308    0.0199    0.8298 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5447   -0.0407   -0.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0209   -0.2732   -2.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344   -1.4787   -0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7995   -1.2207   -1.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8256    0.5674   -1.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3048   -0.1653    1.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1279   -1.8464    0.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0922   -1.1219    1.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1208   -1.5270   -0.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1312    1.3713    0.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1666    0.8014   -0.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2638    1.4934    0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274    0.1154    1.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3389   -0.1602   -1.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1231   -1.5228   -0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1269   -0.8881    0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4424   -1.3012   -0.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639    1.1420   -1.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2577    1.5194    0.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  2  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
M  END


  Mrv1533004261512132D          

 15 14  0  0  0  0            999 V2000
    3.5211   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355   -3.2704    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355   -4.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645   -3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934   -3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224   -3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513   -3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802   -3.2704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8092   -2.4454    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0156582

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CS(=O)CCCCCCCCCN=C=S

> <INCHI_IDENTIFIER>
InChI=1S/C11H21NOS2/c1-15(13)10-8-6-4-2-3-5-7-9-12-11-14/h2-10H2,1H3

> <INCHI_KEY>
MQFLXLMNOHHPTC-UHFFFAOYSA-N

> <FORMULA>
C11H21NOS2

> <MOLECULAR_WEIGHT>
247.42

> <EXACT_MASS>
247.106456648

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
29.71421505442378

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-isothiocyanato-9-methanesulfinylnonane

> <ALOGPS_LOGP>
3.61

> <JCHEM_LOGP>
2.4426144159999996

> <ALOGPS_LOGS>
-3.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.102762211090352

> <JCHEM_POLAR_SURFACE_AREA>
29.43

> <JCHEM_REFRACTIVITY>
72.57270000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.20e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-isothiocyanato-9-methanesulfinylnonane

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       6.573  -5.335   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0       7.906  -6.105   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0       7.906  -7.645   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       9.240  -5.335   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.574  -6.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.907  -5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.241  -6.105   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.575  -5.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.908  -6.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.242  -5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.576  -6.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.909  -5.335   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      21.243  -6.105   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      22.577  -5.335   0.000  0.00  0.00           C+0
HETATM   15  S   UNK     0      23.910  -4.565   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

View in JSmol

Synonyms

Value	Source
1-Isothiocyanato-9-(methylsulphinyl)nonane	Generator

Chemical Formula

C₁₁H₂₁NOS₂

Average Mass

247.4200 Da

Monoisotopic Mass

247.10646 Da

IUPAC Name

1-isothiocyanato-9-methanesulfinylnonane

Traditional Name

1-isothiocyanato-9-methanesulfinylnonane

CAS Registry Number

Not Available

SMILES

CS(=O)CCCCCCCCCN=C=S

InChI Identifier

InChI=1S/C11H21NOS2/c1-15(13)10-8-6-4-2-3-5-7-9-12-11-14/h2-10H2,1H3

InChI Key

MQFLXLMNOHHPTC-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

Species Name	Source	Reference
Arabis alpina	LOTUS Database	35616633
Rorippa indica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfoxides. Sulfoxides are compounds containing a sulfoxide functional group, with the structure RS(=O)R' (R,R' not H).

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Sulfoxides

Sub Class

Not Available

Direct Parent

Sulfoxides

Alternative Parents

Substituents

Sulfoxide
Isothiocyanate
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfinyl compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	3.61	ALOGPS
logP	2.44	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.43 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	72.57 m³·mol⁻¹	ChemAxon
Polarizability	29.71 Å³	ChemAxon
Number of Rings	0	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

9921221

PDB ID

Not Available

ChEBI ID

138768

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-isothiocyanato-9-methanesulfinylnonane (NP0156582)

MOL for NP0156582 (1-isothiocyanato-9-methanesulfinylnonane)

3D MOL for NP0156582 (1-isothiocyanato-9-methanesulfinylnonane)

3D SDF for NP0156582 (1-isothiocyanato-9-methanesulfinylnonane)

3D-SDF for NP0156582 (1-isothiocyanato-9-methanesulfinylnonane)

PDB for NP0156582 (1-isothiocyanato-9-methanesulfinylnonane)

3D PDB for NP0156582 (1-isothiocyanato-9-methanesulfinylnonane)

SMILES for NP0156582 (1-isothiocyanato-9-methanesulfinylnonane)

INCHI for NP0156582 (1-isothiocyanato-9-methanesulfinylnonane)

Structure for NP0156582 (1-isothiocyanato-9-methanesulfinylnonane)

3D Structure for NP0156582 (1-isothiocyanato-9-methanesulfinylnonane)