NP-MRD: Showing NP-Card for Thiazopyr (NP0337512)

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Record Information

Version

2.0

Created at

2024-09-11 11:11:06 UTC

Updated at

2024-09-11 11:11:06 UTC

NP-MRD ID

NP0337512

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Thiazopyr

Description

Thiazopyr, also known as mandate or mon 13200, belongs to the class of organic compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group. It is considered to be moderately irritating to the skin and substantially irritating to the eye. Thiazopyr is a strong basic compound (based on its pKa). Thiazopyr is used on fruit trees, vines sugar cane, pineapples and citrus fruits. Thiazopyr is a potentially toxic compound. It is slightly toxic by acute oral and inhalation exposure and practically nontoxic by acute dermal exposure. There was no evidence of carcinogenic effects in an 18-month chronic/oncogenicity study in mice at dose levels up to and including 800 ppm (216 mg/kg/day). Pre-emergence control herbicide, inhibitor of cell division. Thiazopyr is a herbicide used in the pre-emergent control of broadleaf weeds (chickweed, Lambsquarters, pigweed, etc.) And annual grasses (crabgrass, foxtail, itchgrass, etc.). It is commonly used in citrus (orange and grapefruit) orchards as well as sugar cane and pineapple farms.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241217412D          

 26 27  0  0  0  0            999 V2000
   -0.7733   -0.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7733   -1.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0598   -1.8003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6523   -1.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6523   -0.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0598   -0.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672   -1.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0821   -1.3879    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672   -2.6254    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672   -0.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0821   -0.5629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672    0.6744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0598    1.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7733    1.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7733    2.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4897    1.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4897   -0.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5735    0.6744    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3819    0.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7958    0.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2444   -0.4887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4897   -1.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2032   -1.3879    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4897   -2.6254    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2032   -2.2128    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.7958   -0.1519    0.0000 C   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
  1 17  1  0  0  0  0
  2  3  2  0  0  0  0
  2 22  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 11 26  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 17 18  1  0  0  0  0
 17 21  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
M  END


  Mrv0541 02241217412D          

 26 27  0  0  0  0            999 V2000
   -0.7733   -0.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7733   -1.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0598   -1.8003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6523   -1.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6523   -0.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0598   -0.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672   -1.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0821   -1.3879    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672   -2.6254    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672   -0.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0821   -0.5629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672    0.6744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0598    1.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7733    1.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7733    2.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4897    1.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4897   -0.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5735    0.6744    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3819    0.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7958    0.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2444   -0.4887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4897   -1.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2032   -1.3879    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4897   -2.6254    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2032   -2.2128    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.7958   -0.1519    0.0000 C   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
  1 17  1  0  0  0  0
  2  3  2  0  0  0  0
  2 22  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 11 26  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 17 18  1  0  0  0  0
 17 21  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337512

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C(N=C(C(C2=NCCS2)=C1CC(C)C)C(F)(F)F)C(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C16H17F5N2O2S/c1-7(2)6-8-9(15(24)25-3)11(13(17)18)23-12(16(19,20)21)10(8)14-22-4-5-26-14/h7,13H,4-6H2,1-3H3

> <INCHI_KEY>
YIJZJEYQBAAWRJ-UHFFFAOYSA-N

> <FORMULA>
C16H17F5N2O2S

> <MOLECULAR_WEIGHT>
396.375

> <EXACT_MASS>
396.093089513

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
34.15601557418417

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-(difluoromethyl)-5-(4,5-dihydro-1,3-thiazol-2-yl)-4-(2-methylpropyl)-6-(trifluoromethyl)pyridine-3-carboxylate

> <ALOGPS_LOGP>
4.15

> <JCHEM_LOGP>
4.621604792333333

> <ALOGPS_LOGS>
-4.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.0462615370563255

> <JCHEM_POLAR_SURFACE_AREA>
51.55

> <JCHEM_REFRACTIVITY>
88.5592

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thiazopyr

> <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      -1.443  -1.051   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.443  -2.591   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.112  -3.361   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.218  -2.591   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.218  -1.051   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.112  -0.284   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.552  -3.361   0.000  0.00  0.00           C+0
HETATM    8  F   UNK     0       3.887  -2.591   0.000  0.00  0.00           F+0
HETATM    9  F   UNK     0       2.552  -4.901   0.000  0.00  0.00           F+0
HETATM   10  C   UNK     0       2.552  -0.284   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.887  -1.051   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.552   1.259   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.112   2.591   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.443   3.361   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.443   4.901   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.781   2.591   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.781  -0.284   0.000  0.00  0.00           C+0
HETATM   18  S   UNK     0      -2.937   1.259   0.000  0.00  0.00           S+0
HETATM   19  C   UNK     0      -4.446   1.572   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.219   0.235   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      -4.190  -0.912   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      -2.781  -3.361   0.000  0.00  0.00           C+0
HETATM   23  F   UNK     0      -4.113  -2.591   0.000  0.00  0.00           F+0
HETATM   24  F   UNK     0      -2.781  -4.901   0.000  0.00  0.00           F+0
HETATM   25  F   UNK     0      -4.113  -4.131   0.000  0.00  0.00           F+0
HETATM   26  C   UNK     0       5.219  -0.284   0.000  0.00  0.00           C+0
CONECT    1    2    6   17                                                  
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10                                                  
CONECT    6    1    5   13                                                  
CONECT    7    4    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    5   11   12                                                  
CONECT   11   10   26                                                       
CONECT   12   10                                                            
CONECT   13    6   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    1   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   17   20                                                       
CONECT   22    2   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22                                                            
CONECT   26   11                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Value	Source
Mandate	HMDB
Methyl 2-(difluoromethyl)-5-(4,5-dihydro-2-thiazolyl)-4-(2-methylpropyl)-6-(trifluoromethyl)-3-pyridinecarboxylate	HMDB
MON 13200	HMDB
RH 123652	HMDB
Thiazophyr	HMDB
Thiazopyr, ansi, bsi	HMDB
Visor	HMDB
Thiazopyr	HMDB, MeSH
Methyl 2-(difluoromethyl)-5-(4,5-dihydro-1,3-thiazol-2-yl)-4-(2-methylpropyl)-6-(trifluoromethyl)pyridine-3-carboxylic acid	Generator

Chemical Formula

C₁₆H₁₇F₅N₂O₂S

Average Mass

396.3750 Da

Monoisotopic Mass

396.09309 Da

IUPAC Name

methyl 2-(difluoromethyl)-5-(4,5-dihydro-1,3-thiazol-2-yl)-4-(2-methylpropyl)-6-(trifluoromethyl)pyridine-3-carboxylate

Traditional Name

thiazopyr

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(N=C(C(C2=NCCS2)=C1CC(C)C)C(F)(F)F)C(F)F

InChI Identifier

InChI=1S/C16H17F5N2O2S/c1-7(2)6-8-9(15(24)25-3)11(13(17)18)23-12(16(19,20)21)10(8)14-22-4-5-26-14/h7,13H,4-6H2,1-3H3

InChI Key

YIJZJEYQBAAWRJ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridinecarboxylic acids and derivatives

Direct Parent

Pyridinecarboxylic acids

Alternative Parents

Substituents

Pyridine carboxylic acid
Imidothiolactone
Meta-thiazoline
Methyl ester
Heteroaromatic compound
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Alkyl halide
Organic oxide
Alkyl fluoride
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	4.15	ALOGPS
logP	4.62	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	3.05	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	51.55 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	88.56 m³·mol⁻¹	ChemAxon
Polarizability	34.16 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

HMDB0037058

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB016041

KNApSAcK ID

Not Available

Chemspider ID

82873

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91776

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Thiazopyr (NP0337512)

MOL for NP0337512 (Thiazopyr)

3D MOL for NP0337512 (Thiazopyr)

3D SDF for NP0337512 (Thiazopyr)

3D-SDF for NP0337512 (Thiazopyr)

PDB for NP0337512 (Thiazopyr)

3D PDB for NP0337512 (Thiazopyr)

SMILES for NP0337512 (Thiazopyr)

INCHI for NP0337512 (Thiazopyr)

Structure for NP0337512 (Thiazopyr)

3D Structure for NP0337512 (Thiazopyr)