(2-Acetyl-1-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-6-yl) acetate

Details

• Internal ID: 36f81864-bd02-451e-8c80-15fcb730e61c
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: (2-acetyl-1-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-6-yl) acetate
• InChI: InChI=1S/C16H18N2O3/c1-9-16-13(6-7-18(9)10(2)19)14-8-12(21-11(3)20)4-5-15(14)17-16/h4-5,8-9,17H,6-7H2,1-3H3
• InChI Key: AECPKSLIEAABJQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈N₂O₃
• Molecular Weight: 286.33 g/mol
• Exact Mass: 286.13174244 g/mol
• Topological Polar Surface Area (TPSA): 62.40 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9560	95.60%
Caco-2	+	0.8269	82.69%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6833	68.33%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9283	92.83%
OATP1B3 inhibitior	+	0.9163	91.63%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.5170	51.70%
BSEP inhibitior	+	0.8620	86.20%
P-glycoprotein inhibitior	-	0.8894	88.94%
P-glycoprotein substrate	-	0.5714	57.14%
CYP3A4 substrate	+	0.5804	58.04%
CYP2C9 substrate	-	0.5888	58.88%
CYP2D6 substrate	-	0.8106	81.06%
CYP3A4 inhibition	-	0.5468	54.68%
CYP2C9 inhibition	-	0.7088	70.88%
CYP2C19 inhibition	-	0.5491	54.91%
CYP2D6 inhibition	-	0.7628	76.28%
CYP1A2 inhibition	+	0.7976	79.76%
CYP2C8 inhibition	-	0.8783	87.83%
CYP inhibitory promiscuity	+	0.7358	73.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6518	65.18%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9486	94.86%
Skin irritation	-	0.8227	82.27%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4278	42.78%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9286	92.86%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6105	61.05%
Acute Oral Toxicity (c)	III	0.5813	58.13%
Estrogen receptor binding	+	0.8203	82.03%
Androgen receptor binding	+	0.6868	68.68%
Thyroid receptor binding	+	0.5827	58.27%
Glucocorticoid receptor binding	+	0.8736	87.36%
Aromatase binding	+	0.6705	67.05%
PPAR gamma	+	0.6834	68.34%
Honey bee toxicity	-	0.8698	86.98%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9144	91.44%

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	98.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.46%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.77%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.29%	95.56%
CHEMBL4208	P20618	Proteasome component C5	91.09%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.17%	92.94%
CHEMBL2535	P11166	Glucose transporter	90.05%	98.75%
CHEMBL255	P29275	Adenosine A2b receptor	89.95%	98.59%
CHEMBL2581	P07339	Cathepsin D	88.07%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.48%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.56%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.21%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.71%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.56%	99.17%
CHEMBL2056	P21728	Dopamine D1 receptor	80.97%	91.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.57%	90.71%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	80.39%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	80.25%	91.19%

Plants that contains it

• Shepherdia canadensis

Cross-Links

• PubChem: 163067313
• LOTUS: LTS0114222
• wikiData: Q104909969