3-(2'-Acetoxy-3'-keto-4'-methylpentyl)-indole

Details

• Internal ID: cfa15b54-ff4c-4876-a4de-e8a11386bbbd
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: [1-(1H-indol-3-yl)-4-methyl-3-oxopentan-2-yl] acetate
• InChI: InChI=1S/C16H19NO3/c1-10(2)16(19)15(20-11(3)18)8-12-9-17-14-7-5-4-6-13(12)14/h4-7,9-10,15,17H,8H2,1-3H3
• InChI Key: MNIVLQOKRHODTM-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉NO₃
• Molecular Weight: 273.33 g/mol
• Exact Mass: 273.13649347 g/mol
• Topological Polar Surface Area (TPSA): 59.20 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• SCHEMBL9217751
• MBX-1843
• 3-(2'-acetoxy-3'- oxo-4'-methylpentyl)-indole
• 3-(2'-acetoxy-3'-keto-4'-methylpentyl)-indole

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.8603	86.03%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7230	72.30%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9446	94.46%
OATP1B3 inhibitior	+	0.9303	93.03%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5638	56.38%
P-glycoprotein inhibitior	-	0.8902	89.02%
P-glycoprotein substrate	-	0.8013	80.13%
CYP3A4 substrate	+	0.5167	51.67%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	-	0.8019	80.19%
CYP3A4 inhibition	-	0.7597	75.97%
CYP2C9 inhibition	-	0.6103	61.03%
CYP2C19 inhibition	+	0.5778	57.78%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	+	0.6452	64.52%
CYP2C8 inhibition	-	0.8156	81.56%
CYP inhibitory promiscuity	+	0.7627	76.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.5638	56.38%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9162	91.62%
Skin irritation	-	0.8387	83.87%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7717	77.17%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.5302	53.02%
skin sensitisation	-	0.8362	83.62%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5984	59.84%
Acute Oral Toxicity (c)	III	0.6336	63.36%
Estrogen receptor binding	+	0.6997	69.97%
Androgen receptor binding	-	0.6267	62.67%
Thyroid receptor binding	-	0.6774	67.74%
Glucocorticoid receptor binding	+	0.5804	58.04%
Aromatase binding	+	0.6534	65.34%
PPAR gamma	-	0.6548	65.48%
Honey bee toxicity	-	0.8799	87.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.7679	76.79%

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	97.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.58%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.33%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.79%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.97%	94.62%
CHEMBL2535	P11166	Glucose transporter	85.35%	98.75%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.25%	88.56%
CHEMBL255	P29275	Adenosine A2b receptor	84.79%	98.59%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.37%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	83.11%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.93%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.41%	94.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.24%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.99%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.72%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15285578
• LOTUS: LTS0187588
• wikiData: Q77278391