(5R)-1'-methoxy-2-methylsulfanylspiro[4H-1,3-thiazole-5,2'-indole]-3'-one

Details

• Internal ID: a0735592-f683-418c-98ab-9e452c4e5d0c
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: (5R)-1'-methoxy-2-methylsulfanylspiro[4H-1,3-thiazole-5,2'-indole]-3'-one
• InChI: InChI=1S/C12H12N2O2S2/c1-16-14-9-6-4-3-5-8(9)10(15)12(14)7-13-11(17-2)18-12/h3-6H,7H2,1-2H3/t12-/m1/s1
• InChI Key: NWXCYTLRPXQKOZ-GFCCVEGCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂N₂O₂S₂
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.03401998 g/mol
• Topological Polar Surface Area (TPSA): 92.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9704	97.04%
Caco-2	+	0.6273	62.73%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4524	45.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9292	92.92%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7010	70.10%
P-glycoprotein inhibitior	-	0.9194	91.94%
P-glycoprotein substrate	-	0.8783	87.83%
CYP3A4 substrate	+	0.6114	61.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7993	79.93%
CYP3A4 inhibition	-	0.7799	77.99%
CYP2C9 inhibition	-	0.5551	55.51%
CYP2C19 inhibition	+	0.6215	62.15%
CYP2D6 inhibition	-	0.8604	86.04%
CYP1A2 inhibition	+	0.7503	75.03%
CYP2C8 inhibition	-	0.7772	77.72%
CYP inhibitory promiscuity	+	0.6423	64.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.5670	56.70%
Eye corrosion	-	0.9778	97.78%
Eye irritation	-	0.5975	59.75%
Skin irritation	-	0.7648	76.48%
Skin corrosion	-	0.9231	92.31%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7803	78.03%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8195	81.95%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7516	75.16%
Acute Oral Toxicity (c)	III	0.5205	52.05%
Estrogen receptor binding	+	0.5275	52.75%
Androgen receptor binding	+	0.5916	59.16%
Thyroid receptor binding	+	0.6188	61.88%
Glucocorticoid receptor binding	-	0.7269	72.69%
Aromatase binding	-	0.5143	51.43%
PPAR gamma	+	0.8019	80.19%
Honey bee toxicity	-	0.7795	77.95%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7500	75.00%
Fish aquatic toxicity	+	0.7489	74.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.40%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.79%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.59%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	91.82%	83.82%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	88.89%	96.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.34%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.25%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.95%	93.40%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.82%	93.65%
CHEMBL2535	P11166	Glucose transporter	82.56%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.44%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.08%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	80.97%	90.17%

Plants that contains it

• Erucastrum gallicum

Cross-Links

• PubChem: 102177295
• LOTUS: LTS0078478
• wikiData: Q105186849