Methoxybrassitin

Details

• Internal ID: aed598b0-7f38-4362-b382-962baca7caa9
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: S-methyl N-[(1-methoxyindol-3-yl)methyl]carbamothioate
• SMILES (Canonical): CON1C=C(C2=CC=CC=C21)CNC(=O)SC
• SMILES (Isomeric): CON1C=C(C2=CC=CC=C21)CNC(=O)SC
• InChI: InChI=1S/C12H14N2O2S/c1-16-14-8-9(7-13-12(15)17-2)10-5-3-4-6-11(10)14/h3-6,8H,7H2,1-2H3,(H,13,15)
• InChI Key: BHXCFNZULGNWRA-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄N₂O₂S
• Molecular Weight: 250.32 g/mol
• Exact Mass: 250.07759887 g/mol
• Topological Polar Surface Area (TPSA): 68.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 1-methoxybrassitin
• 113900-63-3
• S-Methyl ((1-methoxy-1H-indol-3-yl)methyl)carbamothioate
• S-Methyl [(1-methoxy-1H-indol-3-yl)methyl]carbamothioate
• S-methyl N-[(1-methoxyindol-3-yl)methyl]carbamothioate
• DTXSID00553900
• CHEBI:179406
• NSC732274
• NSC-732274
• N-[(1-methoxy-1H-indol-3-yl)methyl](methylsulfanyl)formamide
• Methoxybrassitin,(1-Methoxy-1H-indol-3-ylmethyl)-thiocarbami c acid S-methyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	+	0.9397	93.97%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4807	48.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7400	74.00%
P-glycoprotein inhibitior	-	0.9497	94.97%
P-glycoprotein substrate	-	0.7564	75.64%
CYP3A4 substrate	+	0.5503	55.03%
CYP2C9 substrate	-	0.7664	76.64%
CYP2D6 substrate	-	0.7476	74.76%
CYP3A4 inhibition	-	0.6967	69.67%
CYP2C9 inhibition	-	0.6122	61.22%
CYP2C19 inhibition	+	0.5351	53.51%
CYP2D6 inhibition	-	0.8444	84.44%
CYP1A2 inhibition	+	0.8414	84.14%
CYP2C8 inhibition	-	0.6395	63.95%
CYP inhibitory promiscuity	+	0.7002	70.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5349	53.49%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.8891	88.91%
Skin irritation	-	0.7592	75.92%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6622	66.22%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5409	54.09%
skin sensitisation	-	0.8365	83.65%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7802	78.02%
Nephrotoxicity	+	0.5777	57.77%
Acute Oral Toxicity (c)	III	0.4763	47.63%
Estrogen receptor binding	-	0.5976	59.76%
Androgen receptor binding	-	0.7234	72.34%
Thyroid receptor binding	+	0.5151	51.51%
Glucocorticoid receptor binding	-	0.5815	58.15%
Aromatase binding	-	0.5097	50.97%
PPAR gamma	-	0.5749	57.49%
Honey bee toxicity	-	0.8188	81.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8444	84.44%

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	97.47%	96.09%
CHEMBL240	Q12809	HERG	96.58%	89.76%
CHEMBL2581	P07339	Cathepsin D	95.57%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.27%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.40%	95.56%
CHEMBL2276	P45983	c-Jun N-terminal kinase 1	90.65%	96.90%
CHEMBL5028	O14672	ADAM10	82.81%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	82.70%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.01%	96.00%

Plants that contains it

• Brassica oleracea

Cross-Links

• PubChem: 13993677
• LOTUS: LTS0274008
• wikiData: Q82434620