N-Methoxyspirobrassinol

Details

• Internal ID: 1e9854df-e6c9-4149-a833-64576fc08520
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: 1-methoxy-2'-methylsulfanylspiro[2H-indole-3,5'-4H-1,3-thiazole]-2-ol
• SMILES (Canonical): CON1C(C2(CN=C(S2)SC)C3=CC=CC=C31)O
• SMILES (Isomeric): CON1C(C2(CN=C(S2)SC)C3=CC=CC=C31)O
• InChI: InChI=1S/C12H14N2O2S2/c1-16-14-9-6-4-3-5-8(9)12(10(14)15)7-13-11(17-2)18-12/h3-6,10,15H,7H2,1-2H3
• InChI Key: YMIMEAOCSJOCSI-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄N₂O₂S₂
• Molecular Weight: 282.40 g/mol
• Exact Mass: 282.04967004 g/mol
• Topological Polar Surface Area (TPSA): 95.70 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL2442555
• CHEBI:174681
• 1-methoxy-2'-methylsulanylspiro[2H-indole-3,5'-4H-1,3-thiazole]-2-ol
• 1-methoxy-5'-(methylsulfanyl)-1,2-dihydro-3'H-spiro[indole-3,2'-[1,4]thiazole]-2-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8542	85.42%
Caco-2	-	0.5445	54.45%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4310	43.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9379	93.79%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8718	87.18%
P-glycoprotein inhibitior	-	0.9373	93.73%
P-glycoprotein substrate	-	0.8066	80.66%
CYP3A4 substrate	+	0.6054	60.54%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.6988	69.88%
CYP3A4 inhibition	-	0.7669	76.69%
CYP2C9 inhibition	-	0.5414	54.14%
CYP2C19 inhibition	+	0.5761	57.61%
CYP2D6 inhibition	-	0.8109	81.09%
CYP1A2 inhibition	+	0.6386	63.86%
CYP2C8 inhibition	-	0.7475	74.75%
CYP inhibitory promiscuity	+	0.6061	60.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.5472	54.72%
Eye corrosion	-	0.9775	97.75%
Eye irritation	-	0.9388	93.88%
Skin irritation	-	0.7505	75.05%
Skin corrosion	-	0.9140	91.40%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5786	57.86%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8017	80.17%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5513	55.13%
Acute Oral Toxicity (c)	III	0.5360	53.60%
Estrogen receptor binding	-	0.5434	54.34%
Androgen receptor binding	+	0.5273	52.73%
Thyroid receptor binding	+	0.7414	74.14%
Glucocorticoid receptor binding	-	0.4775	47.75%
Aromatase binding	+	0.5474	54.74%
PPAR gamma	+	0.8185	81.85%
Honey bee toxicity	-	0.8979	89.79%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8508	85.08%

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	98.29%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.68%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.29%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.68%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.57%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.25%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	85.12%	90.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.52%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.24%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10265811
• LOTUS: LTS0115517
• wikiData: Q105350555