8-Methoxy-8H-isothiazolo[5,4-b]indole

Details

• Internal ID: d2f0da9d-e5fb-408e-87f7-bb9866fcdce0
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: 4-methoxy-[1,2]thiazolo[5,4-b]indole
• SMILES (Canonical): CON1C2=CC=CC=C2C3=C1SN=C3
• SMILES (Isomeric): CON1C2=CC=CC=C2C3=C1SN=C3
• InChI: InChI=1S/C10H8N2OS/c1-13-12-9-5-3-2-4-7(9)8-6-11-14-10(8)12/h2-6H,1H3
• InChI Key: MCKJZUFMGOTAKT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈N₂OS
• Molecular Weight: 204.25 g/mol
• Exact Mass: 204.03573406 g/mol
• Topological Polar Surface Area (TPSA): 55.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 8-Methoxy-8H-isothiazolo[5,4-b]indole
• 4-methoxy-[1,2]thiazolo[5,4-b]indole

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.7840	78.40%
Blood Brain Barrier	+	0.9067	90.67%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5161	51.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9536	95.36%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8967	89.67%
P-glycoprotein inhibitior	-	0.9632	96.32%
P-glycoprotein substrate	-	0.8071	80.71%
CYP3A4 substrate	+	0.5101	51.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7848	78.48%
CYP3A4 inhibition	-	0.8713	87.13%
CYP2C9 inhibition	-	0.6789	67.89%
CYP2C19 inhibition	-	0.6092	60.92%
CYP2D6 inhibition	-	0.8846	88.46%
CYP1A2 inhibition	+	0.7755	77.55%
CYP2C8 inhibition	-	0.6488	64.88%
CYP inhibitory promiscuity	-	0.5740	57.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8345	83.45%
Carcinogenicity (trinary)	Non-required	0.5246	52.46%
Eye corrosion	-	0.9741	97.41%
Eye irritation	+	0.9583	95.83%
Skin irritation	-	0.7116	71.16%
Skin corrosion	-	0.8880	88.80%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6210	62.10%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.8284	82.84%
skin sensitisation	-	0.7867	78.67%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5678	56.78%
Nephrotoxicity	-	0.5723	57.23%
Acute Oral Toxicity (c)	III	0.5190	51.90%
Estrogen receptor binding	-	0.6642	66.42%
Androgen receptor binding	-	0.5831	58.31%
Thyroid receptor binding	-	0.5883	58.83%
Glucocorticoid receptor binding	-	0.5620	56.20%
Aromatase binding	+	0.5748	57.48%
PPAR gamma	-	0.7956	79.56%
Honey bee toxicity	-	0.8882	88.82%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.8000	80.00%
Fish aquatic toxicity	+	0.8840	88.40%

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	93.40%	96.09%
CHEMBL240	Q12809	HERG	92.85%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.70%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.85%	98.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.77%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.87%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.96%	94.08%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.08%	93.99%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.58%	94.62%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	83.46%	85.49%
CHEMBL2093869	P05106	Integrin alpha-IIb/beta-3	83.06%	95.42%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.86%	94.23%
CHEMBL2094121	P14867	GABA-A receptor; alpha-1/beta-3/gamma-2	82.81%	95.50%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.85%	89.44%
CHEMBL4040	P28482	MAP kinase ERK2	81.20%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.65%	85.14%

Plants that contains it

• Sinapis alba

Cross-Links

• PubChem: 85760249
• LOTUS: LTS0143731
• wikiData: Q105161272