(S)-Spirobrassinin

Details

• Internal ID: 0504c770-008a-4711-9998-e7f25de576a5
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolines
• IUPAC Name: 2'-methylsulfanylspiro[1H-indole-3,5'-4H-1,3-thiazole]-2-one
• SMILES (Canonical): CSC1=NCC2(S1)C3=CC=CC=C3NC2=O
• SMILES (Isomeric): CSC1=NCC2(S1)C3=CC=CC=C3NC2=O
• InChI: InChI=1S/C11H10N2OS2/c1-15-10-12-6-11(16-10)7-4-2-3-5-8(7)13-9(11)14/h2-5H,6H2,1H3,(H,13,14)
• InChI Key: FUHQSEOSBHASCH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀N₂OS₂
• Molecular Weight: 250.30 g/mol
• Exact Mass: 250.02345529 g/mol
• Topological Polar Surface Area (TPSA): 92.10 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• SCHEMBL16377158
• CHEBI:177540
• FUHQSEOSBHASCH-UHFFFAOYSA-N
• Spiro[2,3-dihydroindol-3,5'-2'-thiazoline], 2'-methylthio-2-oxo-
• 2'-methylsulanylspiro[1H-indole-3,5'-4H-1,3-thiazole]-2-one
• spiro[3H-indole-3,5'(4'H)-thiazol]-2-ol, 2'-(methylthio)-
• 5'-(methylsulfanyl)-1,2-dihydro-3'H-spiro[indole-3,2'-[1,4]thiazole]-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9697	96.97%
Caco-2	-	0.6836	68.36%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6048	60.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9480	94.80%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8290	82.90%
P-glycoprotein inhibitior	-	0.9736	97.36%
P-glycoprotein substrate	-	0.8777	87.77%
CYP3A4 substrate	+	0.5605	56.05%
CYP2C9 substrate	-	0.5862	58.62%
CYP2D6 substrate	-	0.7768	77.68%
CYP3A4 inhibition	+	0.8179	81.79%
CYP2C9 inhibition	-	0.5946	59.46%
CYP2C19 inhibition	+	0.5316	53.16%
CYP2D6 inhibition	-	0.8401	84.01%
CYP1A2 inhibition	+	0.7639	76.39%
CYP2C8 inhibition	-	0.8932	89.32%
CYP inhibitory promiscuity	+	0.6796	67.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6000	60.00%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.8850	88.50%
Skin irritation	-	0.7604	76.04%
Skin corrosion	-	0.9138	91.38%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8222	82.22%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8093	80.93%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6619	66.19%
Acute Oral Toxicity (c)	III	0.6501	65.01%
Estrogen receptor binding	-	0.4852	48.52%
Androgen receptor binding	+	0.7145	71.45%
Thyroid receptor binding	+	0.6327	63.27%
Glucocorticoid receptor binding	-	0.7154	71.54%
Aromatase binding	+	0.6090	60.90%
PPAR gamma	+	0.7793	77.93%
Honey bee toxicity	-	0.9374	93.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.6988	69.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.11%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.15%	96.09%
CHEMBL4208	P20618	Proteasome component C5	88.94%	90.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.81%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.92%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.90%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	85.73%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.85%	94.08%
CHEMBL1937	Q92769	Histone deacetylase 2	82.71%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.66%	94.00%

Plants that contains it

• Brassica oleracea

Cross-Links

• PubChem: 6424827
• LOTUS: LTS0144789
• wikiData: Q105001729