(2-acetyl-1,1-dimethyl-4,9-dihydro-3H-pyrido[3,4-b]indol-7-yl) acetate

Details

• Internal ID: b1c8f0fc-83e6-4c65-862f-477d94dd6539
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: (2-acetyl-1,1-dimethyl-4,9-dihydro-3H-pyrido[3,4-b]indol-7-yl) acetate
• SMILES (Canonical): CC(=O)N1CCC2=C(C1(C)C)NC3=C2C=CC(=C3)OC(=O)C
• SMILES (Isomeric): CC(=O)N1CCC2=C(C1(C)C)NC3=C2C=CC(=C3)OC(=O)C
• InChI: InChI=1S/C17H20N2O3/c1-10(20)19-8-7-14-13-6-5-12(22-11(2)21)9-15(13)18-16(14)17(19,3)4/h5-6,9,18H,7-8H2,1-4H3
• InChI Key: UHIWNNKBKPZAMM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀N₂O₃
• Molecular Weight: 300.35 g/mol
• Exact Mass: 300.14739250 g/mol
• Topological Polar Surface Area (TPSA): 62.40 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.73
• 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	+	0.9479	94.79%
Caco-2	+	0.6464	64.64%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6116	61.16%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9226	92.26%
OATP1B3 inhibitior	+	0.9219	92.19%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5537	55.37%
BSEP inhibitior	+	0.7911	79.11%
P-glycoprotein inhibitior	-	0.8248	82.48%
P-glycoprotein substrate	-	0.7124	71.24%
CYP3A4 substrate	+	0.5876	58.76%
CYP2C9 substrate	-	0.5888	58.88%
CYP2D6 substrate	-	0.8106	81.06%
CYP3A4 inhibition	+	0.6082	60.82%
CYP2C9 inhibition	-	0.5667	56.67%
CYP2C19 inhibition	+	0.6087	60.87%
CYP2D6 inhibition	-	0.6658	66.58%
CYP1A2 inhibition	+	0.7652	76.52%
CYP2C8 inhibition	-	0.7184	71.84%
CYP inhibitory promiscuity	+	0.7582	75.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6341	63.41%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9467	94.67%
Skin irritation	-	0.8213	82.13%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6639	66.39%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9085	90.85%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5889	58.89%
Acute Oral Toxicity (c)	III	0.5117	51.17%
Estrogen receptor binding	+	0.7345	73.45%
Androgen receptor binding	+	0.7394	73.94%
Thyroid receptor binding	+	0.5694	56.94%
Glucocorticoid receptor binding	+	0.6257	62.57%
Aromatase binding	+	0.6920	69.20%
PPAR gamma	+	0.5656	56.56%
Honey bee toxicity	-	0.8464	84.64%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9481	94.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.53%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.42%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.83%	95.56%
CHEMBL4208	P20618	Proteasome component C5	89.87%	90.00%
CHEMBL2535	P11166	Glucose transporter	87.31%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.84%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.64%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.92%	93.40%
CHEMBL255	P29275	Adenosine A2b receptor	82.58%	98.59%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.91%	94.00%
CHEMBL2056	P21728	Dopamine D1 receptor	81.40%	91.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.18%	89.00%

Plants that contains it

• Shepherdia canadensis

Cross-Links

• PubChem: 162921772
• LOTUS: LTS0127595
• wikiData: Q105272917