1-(1-Propyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl)ethanone

Details

• Internal ID: 8fa5264c-2b07-4959-9db8-d2062e32b0ee
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: 1-(1-propyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl)ethanone
• InChI: InChI=1S/C16H20N2O/c1-3-6-15-16-13(9-10-18(15)11(2)19)12-7-4-5-8-14(12)17-16/h4-5,7-8,15,17H,3,6,9-10H2,1-2H3
• InChI Key: WGLIGFSNTUENBE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀N₂O
• Molecular Weight: 256.34 g/mol
• Exact Mass: 256.157563266 g/mol
• Topological Polar Surface Area (TPSA): 36.10 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.9647	96.47%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6779	67.79%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8911	89.11%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5886	58.86%
BSEP inhibitior	+	0.7739	77.39%
P-glycoprotein inhibitior	-	0.9237	92.37%
P-glycoprotein substrate	+	0.5060	50.60%
CYP3A4 substrate	+	0.5894	58.94%
CYP2C9 substrate	-	0.5862	58.62%
CYP2D6 substrate	-	0.7915	79.15%
CYP3A4 inhibition	+	0.7550	75.50%
CYP2C9 inhibition	-	0.7632	76.32%
CYP2C19 inhibition	+	0.7432	74.32%
CYP2D6 inhibition	-	0.6296	62.96%
CYP1A2 inhibition	+	0.7668	76.68%
CYP2C8 inhibition	-	0.8275	82.75%
CYP inhibitory promiscuity	+	0.7724	77.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7541	75.41%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9663	96.63%
Skin irritation	-	0.7984	79.84%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9085	90.85%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9235	92.35%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6830	68.30%
Acute Oral Toxicity (c)	III	0.5244	52.44%
Estrogen receptor binding	-	0.5803	58.03%
Androgen receptor binding	+	0.5670	56.70%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5147	51.47%
Aromatase binding	-	0.6788	67.88%
PPAR gamma	-	0.5183	51.83%
Honey bee toxicity	-	0.9715	97.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9742	97.42%

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	98.63%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.98%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.39%	91.11%
CHEMBL255	P29275	Adenosine A2b receptor	93.44%	98.59%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.76%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.52%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.35%	94.45%
CHEMBL2535	P11166	Glucose transporter	86.92%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.23%	89.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.74%	88.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.27%	99.23%
CHEMBL5028	O14672	ADAM10	81.74%	97.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.61%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162886012
• LOTUS: LTS0141895
• wikiData: Q105304602