brussalexin A

Details

• Internal ID: 45b8662e-dc3c-4a99-93f2-efdd36fd4cde
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: S-(1H-indol-3-ylmethyl) N-prop-2-enylcarbamothioate
• SMILES (Canonical): C=CCNC(=O)SCC1=CNC2=CC=CC=C21
• SMILES (Isomeric): C=CCNC(=O)SCC1=CNC2=CC=CC=C21
• InChI: InChI=1S/C13H14N2OS/c1-2-7-14-13(16)17-9-10-8-15-12-6-4-3-5-11(10)12/h2-6,8,15H,1,7,9H2,(H,14,16)
• InChI Key: OBOJQFIBBALTIN-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄N₂OS
• Molecular Weight: 246.33 g/mol
• Exact Mass: 246.08268425 g/mol
• Topological Polar Surface Area (TPSA): 70.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEBI:38130
• S-(1H-indol-3-ylmethyl) allylthiocarbamate
• S-(1H-indol-3-ylmethyl) prop-2-en-1-ylthiocarbamate
• S-(1H-indol-3-ylmethyl) prop-2-en-1-ylcarbamothioate
• CHEMBL2253034
• Q27117386
• S-(1H-indol-3-ylmethyl) N-prop-2-enylcarbamothioate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.5702	57.02%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4379	43.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9457	94.57%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5275	52.75%
P-glycoprotein inhibitior	-	0.9658	96.58%
P-glycoprotein substrate	-	0.8610	86.10%
CYP3A4 substrate	+	0.5224	52.24%
CYP2C9 substrate	-	0.7865	78.65%
CYP2D6 substrate	-	0.7093	70.93%
CYP3A4 inhibition	+	0.5375	53.75%
CYP2C9 inhibition	-	0.7353	73.53%
CYP2C19 inhibition	+	0.6467	64.67%
CYP2D6 inhibition	-	0.7945	79.45%
CYP1A2 inhibition	+	0.8177	81.77%
CYP2C8 inhibition	-	0.6791	67.91%
CYP inhibitory promiscuity	+	0.8767	87.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5711	57.11%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.5698	56.98%
Skin irritation	-	0.7475	74.75%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4639	46.39%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5698	56.98%
skin sensitisation	-	0.8346	83.46%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7270	72.70%
Acute Oral Toxicity (c)	III	0.6505	65.05%
Estrogen receptor binding	-	0.5695	56.95%
Androgen receptor binding	-	0.8259	82.59%
Thyroid receptor binding	-	0.5595	55.95%
Glucocorticoid receptor binding	+	0.5487	54.87%
Aromatase binding	+	0.7189	71.89%
PPAR gamma	+	0.7379	73.79%
Honey bee toxicity	-	0.8618	86.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9304	93.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.01%	91.11%
CHEMBL240	Q12809	HERG	96.09%	89.76%
CHEMBL3310	Q96DB2	Histone deacetylase 11	93.48%	88.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.97%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	91.05%	98.59%
CHEMBL1829	O15379	Histone deacetylase 3	90.81%	95.00%
CHEMBL2581	P07339	Cathepsin D	89.74%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.72%	96.09%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.87%	83.10%
CHEMBL4530	P00488	Coagulation factor XIII	80.52%	96.00%
CHEMBL4531	P17931	Galectin-3	80.52%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16048626
• LOTUS: LTS0010409
• wikiData: Q27117386