NP-MRD: Showing NP-Card for 16-o-methylkahweol (NP0050077)

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Record Information

Version

2.0

Created at

2022-03-17 21:22:51 UTC

Updated at

2022-03-17 21:22:51 UTC

NP-MRD ID

NP0050077

Secondary Accession Numbers

None

Natural Product Identification

Common Name

16-o-methylkahweol

Description

16-o-methylkahweol was first documented in 1982 (PMID: 7108146).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652311081820402D          

 16 16  0  0  0  0            999 V2000
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  6  1  4  0  0  0
 11  7  2  0  0  0  0
 12  7  1  0  0  0  0
 12  8  2  0  0  0  0
 13  7  1  0  0  0  0
 13  9  2  0  0  0  0
 14  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15  8  1  0  0  0  0
 15 10  1  0  0  0  0
 16  5  1  0  0  0  0
 16  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050077

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCN=C1N=C(NC(C)(C)C)NC(SC)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H19N5S/c1-6-11-7-12-8(15-10(2,3)4)14-9(13-7)16-5/h6H2,1-5H3,(H2,11,12,13,14,15)

> <INCHI_KEY>
IROINLKCQGIITA-UHFFFAOYSA-N

> <FORMULA>
C10H19N5S

> <MOLECULAR_WEIGHT>
241.356

> <EXACT_MASS>
241.136116323

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
27.190029245138327

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N2-tert-butyl-N4-ethyl-6-(methylsulfanyl)-1,3,5-triazine-2,4-diamine

> <ALOGPS_LOGP>
1.57

> <JCHEM_LOGP>
2.8766310783333333

> <ALOGPS_LOGS>
-2.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.938656949531989

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.306650382503733

> <JCHEM_PKA_STRONGEST_BASIC>
5.71593744226887

> <JCHEM_POLAR_SURFACE_AREA>
62.730000000000004

> <JCHEM_REFRACTIVITY>
74.06029999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.80e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
shortstop

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-NOV-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-NOV-18         0                                  
HETATM    1  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.770   5.954   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770   3.286   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM   16  S   UNK     0      -1.334  -0.770   0.000  0.00  0.00           S+0
CONECT    1    6                                                            
CONECT    2   10                                                            
CONECT    3   10                                                            
CONECT    4   10                                                            
CONECT    5   16                                                            
CONECT    6    1   11                                                       
CONECT    7   11   12   13                                                  
CONECT    8   12   14   15                                                  
CONECT    9   13   14   16                                                  
CONECT   10    2    3    4   15                                             
CONECT   11    6    7                                                       
CONECT   12    7    8                                                       
CONECT   13    7    9                                                       
CONECT   14    8    9                                                       
CONECT   15    8   10                                                       
CONECT   16    5    9                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Value	Source
2-(Tert-butylamino)-4-(ethylamino)-6-(methylthio)-S-triazine	ChEBI
2-(Tert-butylamino)-4-(ethylamino)-6-(methylthio)triazine	ChEBI
2-T-BUTYLAMINO-4-ethylamino-6-methylthio-S-triazine	ChEBI
2-Tert-butylamino-4-ethylamino-6-methylthio-[1,3,5]triazine	ChEBI
N-(1,1-Dimethylethyl)-n'-ethyl-6-(methylthio)-1,3,5-triazine-2,4-diamine	ChEBI
N-(Tert-butyl)-n'-ethyl-6-(methylthio)-1,3,5-triazine-2,4-diamine	ChEBI
N(2)-Tert-butyl-N(4)-ethyl-6-methylthio-1,3,5-triazine-2,4-diamine	ChEBI
Terbutryne	ChEBI
2-Ethylamino-6-methylthio-4-tert-butylamino-1,3, 5-triazine	MeSH
Terbutrin	MeSH
Clarosan	MeSH

Chemical Formula

C₁₀H₁₉N₅S

Average Mass

241.3560 Da

Monoisotopic Mass

241.13612 Da

IUPAC Name

N2-tert-butyl-N4-ethyl-6-(methylsulfanyl)-1,3,5-triazine-2,4-diamine

Traditional Name

shortstop

CAS Registry Number

Not Available

SMILES

CCN=C1N=C(NC(C)(C)C)NC(SC)=N1

InChI Identifier

InChI=1S/C10H19N5S/c1-6-11-7-12-8(15-10(2,3)4)14-9(13-7)16-5/h6H2,1-5H3,(H2,11,12,13,14,15)

InChI Key

IROINLKCQGIITA-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Coffea canephora	FooDB	PHYTOHUB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methylthio-s-triazines. These are aromatic compounds containing a 1,3,5-triazine ring that is substituted at the 2-position with a methylthio group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Triazines

Sub Class

1,3,5-triazines

Direct Parent

Methylthio-s-triazines

Alternative Parents

Substituents

Methylthio-s-triazine
2,4-diamine-s-triazine
Alkyl-2-thio-s-triazine
Aryl thioether
Amino-1,3,5-triazine
Aminotriazine
Secondary aliphatic/aromatic amine
Alkylarylthioether
N-aliphatic s-triazine
Heteroaromatic compound
Azacycle
Sulfenyl compound
Thioether
Secondary amine
Amine
Hydrocarbon derivative
Organosulfur compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

diamino-1,3,5-triazine (CHEBI:44156 )
methylthio-1,3,5-triazine (CHEBI:44156 )
Triazine herbicides (C18811 )

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	1.57	ALOGPS
logP	2.88	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	14.31	ChemAxon
pKa (Strongest Basic)	5.72	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.73 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	74.06 m³·mol⁻¹	ChemAxon
Polarizability	27.19 Å³	ChemAxon
Number of Rings	1	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

DB08215

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C18811

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13450

PDB ID

Not Available

ChEBI ID

44156

Good Scents ID

Not Available

References

General References

Tekel' J, Farkas P, Schultzova K, Kovacicova J, Szokolay A: Analysis of triazine herbicides residues in butter and pasteurized milk. Z Lebensm Unters Forsch. 1988 Apr;186(4):319-22. doi: 10.1007/BF01027035. [PubMed:3381593 ]
Villarini M, Scassellati-Sforzolini G, Moretti M, Pasquini R: In vitro genotoxicity of terbutryn evaluated by the alkaline single-cell microgel-electrophoresis "comet" assay. Cell Biol Toxicol. 2000;16(5):285-92. doi: 10.1023/a:1026794213308. [PubMed:11201052 ]
Quednow K, Puttmann W: Monitoring terbutryn pollution in small rivers of Hesse, Germany. J Environ Monit. 2007 Dec;9(12):1337-43. doi: 10.1039/b711854f. Epub 2007 Oct 24. [PubMed:18049772 ]
Muir DC, Yarechewski AL: Degradation of terbutryn in sediments and water under various redox conditions. J Environ Sci Health B. 1982;17(4):363-80. doi: 10.1080/03601238209372327. [PubMed:7108146 ]

Showing NP-Card for 16-o-methylkahweol (NP0050077)

MOL for NP0050077 (16-o-methylkahweol)

3D MOL for NP0050077 (16-o-methylkahweol)

3D SDF for NP0050077 (16-o-methylkahweol)

3D-SDF for NP0050077 (16-o-methylkahweol)

PDB for NP0050077 (16-o-methylkahweol)

3D PDB for NP0050077 (16-o-methylkahweol)

SMILES for NP0050077 (16-o-methylkahweol)

INCHI for NP0050077 (16-o-methylkahweol)

Structure for NP0050077 (16-o-methylkahweol)

3D Structure for NP0050077 (16-o-methylkahweol)