6-methoxy-3-(1,3-thiazol-2-yl)-1H-indole

Details

• Internal ID: 02c803a4-2106-4bfc-a3bf-89dca35ac6c1
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: 2-(6-methoxy-1H-indol-3-yl)-1,3-thiazole
• SMILES (Canonical): COC1=CC2=C(C=C1)C(=CN2)C3=NC=CS3
• SMILES (Isomeric): COC1=CC2=C(C=C1)C(=CN2)C3=NC=CS3
• InChI: InChI=1S/C12H10N2OS/c1-15-8-2-3-9-10(7-14-11(9)6-8)12-13-4-5-16-12/h2-7,14H,1H3
• InChI Key: FGXYYCWDPYDAOS-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀N₂OS
• Molecular Weight: 230.29 g/mol
• Exact Mass: 230.05138412 g/mol
• Topological Polar Surface Area (TPSA): 66.20 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 135531-87-2
• 6-methoxy-3-(1,3-thiazol-2-yl)-1H-indole
• 6-Methoxy-3-(2-thiazolyl)-1H-indole
• Methoxycamalexin
• 1H-Indole, 6-methoxy-3-(2-thiazolyl)-
• 6-methoxy-3-thiazol-2-yl-1H-indole
• CHEMBL2251538
• SCHEMBL12993653
• DTXSID70457289
• CHEBI:136941
• 6-methoxy-3-(thiazol-2-yl)indole

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5641	56.41%
Blood Brain Barrier	+	0.7629	76.29%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7250	72.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9448	94.48%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5861	58.61%
P-glycoprotein inhibitior	-	0.9446	94.46%
P-glycoprotein substrate	-	0.6451	64.51%
CYP3A4 substrate	+	0.5133	51.33%
CYP2C9 substrate	-	0.8285	82.85%
CYP2D6 substrate	-	0.7631	76.31%
CYP3A4 inhibition	-	0.6064	60.64%
CYP2C9 inhibition	-	0.5698	56.98%
CYP2C19 inhibition	+	0.6545	65.45%
CYP2D6 inhibition	-	0.6560	65.60%
CYP1A2 inhibition	+	0.9711	97.11%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.8327	83.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8763	87.63%
Carcinogenicity (trinary)	Non-required	0.4987	49.87%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.8634	86.34%
Skin irritation	-	0.7831	78.31%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4531	45.31%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.8902	89.02%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8120	81.20%
Acute Oral Toxicity (c)	III	0.6082	60.82%
Estrogen receptor binding	+	0.9244	92.44%
Androgen receptor binding	+	0.6320	63.20%
Thyroid receptor binding	+	0.7666	76.66%
Glucocorticoid receptor binding	+	0.9102	91.02%
Aromatase binding	+	0.9596	95.96%
PPAR gamma	+	0.6769	67.69%
Honey bee toxicity	-	0.9266	92.66%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.7600	76.00%
Fish aquatic toxicity	-	0.4177	41.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	97.94%	93.24%
CHEMBL1951	P21397	Monoamine oxidase A	97.46%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.89%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.29%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.86%	94.00%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	94.75%	96.47%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	91.88%	92.67%
CHEMBL4208	P20618	Proteasome component C5	91.83%	90.00%
CHEMBL5747	Q92793	CREB-binding protein	90.77%	95.12%
CHEMBL2535	P11166	Glucose transporter	90.62%	98.75%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	90.32%	80.96%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.30%	99.15%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.07%	85.30%
CHEMBL1907	P15144	Aminopeptidase N	88.28%	93.31%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	88.06%	85.49%
CHEMBL2736	Q14833	Metabotropic glutamate receptor 4	86.57%	97.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.52%	94.45%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	86.25%	82.86%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.97%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.68%	90.24%
CHEMBL2581	P07339	Cathepsin D	84.10%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.35%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.21%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.06%	95.56%
CHEMBL202	P00374	Dihydrofolate reductase	82.86%	89.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.65%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.56%	100.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.66%	97.53%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.86%	89.62%
CHEMBL255	P29275	Adenosine A2b receptor	80.84%	98.59%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.41%	96.67%

Plants that contains it

• Arabidopsis thaliana
• Camelina sativa

Cross-Links

• PubChem: 11160579
• LOTUS: LTS0245424
• wikiData: Q82280081