[(1R)-2-acetyl-1-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-7-yl] acetate

Details

• Internal ID: 5be52670-88b1-4877-8367-388c23a906ce
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: [(1R)-2-acetyl-1-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-7-yl] acetate
• InChI: InChI=1S/C16H18N2O3/c1-9-16-14(6-7-18(9)10(2)19)13-5-4-12(21-11(3)20)8-15(13)17-16/h4-5,8-9,17H,6-7H2,1-3H3/t9-/m1/s1
• InChI Key: IOVKATFAGHZEJV-SECBINFHSA-N
• Popularity: 2 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	+	0.9490	94.90%
Caco-2	+	0.7882	78.82%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7223	72.23%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9149	91.49%
OATP1B3 inhibitior	+	0.9104	91.04%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.5420	54.20%
BSEP inhibitior	+	0.8680	86.80%
P-glycoprotein inhibitior	-	0.8701	87.01%
P-glycoprotein substrate	-	0.6208	62.08%
CYP3A4 substrate	+	0.5968	59.68%
CYP2C9 substrate	-	0.5888	58.88%
CYP2D6 substrate	-	0.8106	81.06%
CYP3A4 inhibition	-	0.5416	54.16%
CYP2C9 inhibition	-	0.7594	75.94%
CYP2C19 inhibition	-	0.5133	51.33%
CYP2D6 inhibition	-	0.6954	69.54%
CYP1A2 inhibition	+	0.8171	81.71%
CYP2C8 inhibition	-	0.8499	84.99%
CYP inhibitory promiscuity	+	0.7524	75.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6407	64.07%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9481	94.81%
Skin irritation	-	0.8319	83.19%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6759	67.59%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.9287	92.87%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6528	65.28%
Acute Oral Toxicity (c)	III	0.5660	56.60%
Estrogen receptor binding	+	0.7312	73.12%
Androgen receptor binding	+	0.7481	74.81%
Thyroid receptor binding	+	0.5528	55.28%
Glucocorticoid receptor binding	+	0.8289	82.89%
Aromatase binding	+	0.5730	57.30%
PPAR gamma	+	0.6042	60.42%
Honey bee toxicity	-	0.8738	87.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9095	90.95%

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	98.28%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.13%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.11%	91.11%
CHEMBL4208	P20618	Proteasome component C5	91.68%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.41%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.75%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.66%	93.40%
CHEMBL2535	P11166	Glucose transporter	87.63%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	86.11%	91.49%
CHEMBL255	P29275	Adenosine A2b receptor	85.99%	98.59%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.26%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.89%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.92%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.56%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.40%	92.94%

Plants that contains it

• Shepherdia argentea

Cross-Links

• PubChem: 163186592
• LOTUS: LTS0085034
• wikiData: Q105116927