methyl (2E)-1,3-benzothiazol-2(3H)-ylidene(cyano)acetate

Details

• Internal ID: 5d6a07db-33c7-410a-95b7-3301a0b699c5
• Taxonomy: Organoheterocyclic compounds > Benzothiazoles
• IUPAC Name: methyl (2E)-2-(3H-1,3-benzothiazol-2-ylidene)-2-cyanoacetate
• InChI: InChI=1S/C11H8N2O2S/c1-15-11(14)7(6-12)10-13-8-4-2-3-5-9(8)16-10/h2-5,13H,1H3/b10-7+
• InChI Key: SEIUOPPGQAMYGB-JXMROGBWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₈N₂O₂S
• Molecular Weight: 232.26 g/mol
• Exact Mass: 232.03064868 g/mol
• Topological Polar Surface Area (TPSA): 87.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• methyl (2E)-2-(3H-1,3-benzothiazol-2-ylidene)-2-cyanoacetate
• AC1NRZ8N
• CHEBI:74935
• Q27145021
• InChI=1/C11H8N2O2S/c1-15-11(14)7(6-12)10-13-8-4-2-3-5-9(8)16-10/h2-5,13H,1H3/b10-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.8794	87.94%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4136	41.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9602	96.02%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5994	59.94%
P-glycoprotein inhibitior	-	0.9172	91.72%
P-glycoprotein substrate	-	0.8254	82.54%
CYP3A4 substrate	-	0.5227	52.27%
CYP2C9 substrate	-	0.7917	79.17%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	-	0.6056	60.56%
CYP2C9 inhibition	+	0.7089	70.89%
CYP2C19 inhibition	+	0.6953	69.53%
CYP2D6 inhibition	-	0.8339	83.39%
CYP1A2 inhibition	+	0.8008	80.08%
CYP2C8 inhibition	-	0.7885	78.85%
CYP inhibitory promiscuity	+	0.8147	81.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6120	61.20%
Eye corrosion	-	0.9771	97.71%
Eye irritation	+	0.6620	66.20%
Skin irritation	-	0.7559	75.59%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5813	58.13%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8335	83.35%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.7274	72.74%
Acute Oral Toxicity (c)	III	0.6449	64.49%
Estrogen receptor binding	+	0.6320	63.20%
Androgen receptor binding	+	0.6073	60.73%
Thyroid receptor binding	+	0.5713	57.13%
Glucocorticoid receptor binding	+	0.8165	81.65%
Aromatase binding	+	0.7348	73.48%
PPAR gamma	+	0.6625	66.25%
Honey bee toxicity	-	0.8372	83.72%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9474	94.74%

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	97.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.01%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.06%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	93.57%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.59%	94.62%
CHEMBL2581	P07339	Cathepsin D	91.12%	98.95%
CHEMBL2535	P11166	Glucose transporter	90.76%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.48%	85.14%
CHEMBL4208	P20618	Proteasome component C5	90.07%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.06%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.95%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.63%	99.23%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	84.30%	94.97%
CHEMBL5028	O14672	ADAM10	83.13%	97.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.22%	94.23%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 5325824
• LOTUS: LTS0217114
• wikiData: Q27145021