6-bromo-N-propionyltryptamine

Details

• Internal ID: e17903cb-05ba-4fe1-ad7c-2f8481f68483
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: N-[2-(6-bromo-1H-indol-3-yl)ethyl]propanamide
• InChI: InChI=1S/C13H15BrN2O/c1-2-13(17)15-6-5-9-8-16-12-7-10(14)3-4-11(9)12/h3-4,7-8,16H,2,5-6H2,1H3,(H,15,17)
• InChI Key: FMKMDMGPUIOZEN-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₅BrN₂O
• Molecular Weight: 295.17 g/mol
• Exact Mass: 294.03678 g/mol
• Topological Polar Surface Area (TPSA): 44.90 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 1
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.7225	72.25%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4701	47.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9345	93.45%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.8009	80.09%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8461	84.61%
P-glycoprotein inhibitior	-	0.9612	96.12%
P-glycoprotein substrate	-	0.5262	52.62%
CYP3A4 substrate	-	0.5059	50.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7976	79.76%
CYP3A4 inhibition	+	0.5716	57.16%
CYP2C9 inhibition	-	0.7042	70.42%
CYP2C19 inhibition	+	0.6270	62.70%
CYP2D6 inhibition	-	0.7429	74.29%
CYP1A2 inhibition	+	0.8893	88.93%
CYP2C8 inhibition	-	0.5895	58.95%
CYP inhibitory promiscuity	+	0.7791	77.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8022	80.22%
Carcinogenicity (trinary)	Non-required	0.6538	65.38%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9683	96.83%
Skin irritation	-	0.8153	81.53%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7819	78.19%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8744	87.44%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8796	87.96%
Acute Oral Toxicity (c)	III	0.6374	63.74%
Estrogen receptor binding	+	0.6179	61.79%
Androgen receptor binding	-	0.7171	71.71%
Thyroid receptor binding	+	0.5385	53.85%
Glucocorticoid receptor binding	+	0.6823	68.23%
Aromatase binding	+	0.5881	58.81%
PPAR gamma	+	0.7221	72.21%
Honey bee toxicity	-	0.9524	95.24%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7348	73.48%

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	98.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.73%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.79%	96.09%
CHEMBL255	P29275	Adenosine A2b receptor	93.81%	98.59%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.03%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	90.82%	95.00%
CHEMBL3959	P16083	Quinone reductase 2	89.60%	89.49%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.49%	89.62%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	87.51%	90.71%
CHEMBL4208	P20618	Proteasome component C5	87.37%	90.00%
CHEMBL2535	P11166	Glucose transporter	86.97%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	86.81%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.45%	95.56%
CHEMBL1781	P11387	DNA topoisomerase I	84.24%	97.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.19%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.73%	94.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	81.12%	89.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.01%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71656493
• LOTUS: LTS0188517
• wikiData: Q105314554