Thiamethoxam

Details

• Internal ID: 7fb3034c-2ea3-40bd-bb96-89d981cdbc04
• Taxonomy: Organoheterocyclic compounds > Azoles > Thiazoles > 2,5-disubstituted thiazoles
• IUPAC Name: (NE)-N-[3-[(2-chloro-1,3-thiazol-5-yl)methyl]-5-methyl-1,3,5-oxadiazinan-4-ylidene]nitramide
• SMILES (Canonical): CN1COCN(C1=N[N+](=O)[O-])CC2=CN=C(S2)Cl
• SMILES (Isomeric): CN\1COCN(/C1=N/[N+](=O)[O-])CC2=CN=C(S2)Cl
• InChI: InChI=1S/C8H10ClN5O3S/c1-12-4-17-5-13(8(12)11-14(15)16)3-6-2-10-7(9)18-6/h2H,3-5H2,1H3/b11-8+
• InChI Key: NWWZPOKUUAIXIW-DHZHZOJOSA-N
• Popularity: 733 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₀ClN₅O₃S
• Molecular Weight: 291.72 g/mol
• Exact Mass: 291.0192881 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 153719-23-4
• Actara
• Thiamethoxam [ISO]
• (E)-thiamethoxam
• Cruiser
• Diacloden
• 3-((2-Chloro-5-thiazolyl)methyl)tetrahydro-5-methyl-N-nitro-4H-1,3,5-oxadiazin-4-imine
• 747IC8B487
• Actara 2GR
• Actara 25WG
• 4H-1,3,5-Oxadiazin-4-imine, 3-((2-chloro-5-thiazolyl)methyl)tetrahydro-5-methyl-N-nitro-
• Adage 5FS
• n-(3-((2-chlorothiazol-5-yl)methyl)-5-methyl-1,3,5-oxadiazinan-4-ylidene)nitramide
• (4E)-3-[(2-chloro-1,3-thiazol-5-yl)methyl]-5-methyl-N-nitro-1,3,5-oxadiazinan-4-imine
• 4H-1,3,5-Oxadiazin-4-imine, 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N-nitro-
• CGA 293343
• CCRIS 9026
• UNII-747IC8B487
• HSDB 7938
• Thiamethoxam 10 microg/mL in Acetonitrile
• Thiamethoxam 100 microg/mL in Acetonitrile
• THIAMETHOXAM [MI]
• EC 428-650-4
• SCHEMBL22916
• CHEBI:39186
• (E)-N-(3-((2-chlorothiazol-5-yl)methyl)-5-methyl-1,3,5-oxadiazinan-4-ylidene)nitramide
• 3-(2-Chloro-thiazol-5-ylmethyl)-5-methyl(1,3,5)oxadiazinan-4-ylidene-N-nitroamine
• NWWZPOKUUAIXIW-DHZHZOJOSA-N
• HY-B0833
• AKOS015963217
• AKOS040742726
• AC-8802
• 4H-1,3,5-Oxadiazin-4-imine, 3-(2-chloro-5-thiazolyl)methyltetrahydro-5-methyl-N-nitro-
• AS-14085
• CS-0012847
• C18513
• Thiamethoxam, PESTANAL(R), analytical standard
• A809460
• Q1040678
• 3-(2-Chloro-5-thiazolylmethyl)tetrahydro-5-methyl-N-nitro-4H-1,3,5-oxadiazin-4-imine
• (EZ)-3-(2-CHLORO-1,3-THIAZOL-5-YLMETHYL)-5-METHYL-1,3,5-OXADIAZINAN-4-YLIDENE(NITRO)AMINE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8631	86.31%
Caco-2	+	0.6304	63.04%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4382	43.82%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9263	92.63%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5701	57.01%
P-glycoprotein inhibitior	-	0.9683	96.83%
P-glycoprotein substrate	-	0.8872	88.72%
CYP3A4 substrate	+	0.5756	57.56%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8652	86.52%
CYP3A4 inhibition	-	0.8474	84.74%
CYP2C9 inhibition	-	0.6740	67.40%
CYP2C19 inhibition	-	0.5481	54.81%
CYP2D6 inhibition	-	0.8424	84.24%
CYP1A2 inhibition	-	0.5667	56.67%
CYP2C8 inhibition	-	0.7677	76.77%
CYP inhibitory promiscuity	-	0.6891	68.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.4216	42.16%
Eye corrosion	-	0.9762	97.62%
Eye irritation	-	0.9361	93.61%
Skin irritation	-	0.8722	87.22%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7249	72.49%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.7900	79.00%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7840	78.40%
Acute Oral Toxicity (c)	III	0.5458	54.58%
Estrogen receptor binding	-	0.5603	56.03%
Androgen receptor binding	-	0.6055	60.55%
Thyroid receptor binding	-	0.5621	56.21%
Glucocorticoid receptor binding	+	0.5539	55.39%
Aromatase binding	+	0.7076	70.76%
PPAR gamma	-	0.5644	56.44%
Honey bee toxicity	+	0.9768	97.68%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.8970	89.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.24%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.20%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.63%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	88.34%	94.73%
CHEMBL2581	P07339	Cathepsin D	85.90%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.05%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.16%	95.56%
CHEMBL3769292	Q9H773	dCTP pyrophosphatase 1	82.96%	94.40%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.19%	86.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.06%	95.34%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.80%	93.10%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.32%	96.77%
CHEMBL244	P00742	Coagulation factor X	80.94%	98.41%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.12%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5821911
• LOTUS: LTS0273503
• wikiData: Q63398180