1-(1-ethylidene-3,4,6,7,12,12b-hexahydro-2H-indolo[2,3-a]quinolizin-2-yl)ethanone

Details

• Internal ID: 9010b6a0-2b94-4707-9f54-fc3da326b0f6
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 1-(1-ethylidene-3,4,6,7,12,12b-hexahydro-2H-indolo[2,3-a]quinolizin-2-yl)ethanone
• SMILES (Canonical): CC=C1C(CCN2C1C3=C(CC2)C4=CC=CC=C4N3)C(=O)C
• SMILES (Isomeric): CC=C1C(CCN2C1C3=C(CC2)C4=CC=CC=C4N3)C(=O)C
• InChI: InChI=1S/C19H22N2O/c1-3-13-14(12(2)22)8-10-21-11-9-16-15-6-4-5-7-17(15)20-18(16)19(13)21/h3-7,14,19-20H,8-11H2,1-2H3
• InChI Key: VJQGSWILQPMNPT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.173213330 g/mol
• Topological Polar Surface Area (TPSA): 36.10 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 2
• 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	+	0.9958	99.58%
Caco-2	+	0.9552	95.52%
Blood Brain Barrier	+	0.9129	91.29%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6024	60.24%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8917	89.17%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.8835	88.35%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.7854	78.54%
P-glycoprotein inhibitior	+	0.5881	58.81%
P-glycoprotein substrate	-	0.5740	57.40%
CYP3A4 substrate	+	0.6390	63.90%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	+	0.5360	53.60%
CYP3A4 inhibition	+	0.6233	62.33%
CYP2C9 inhibition	-	0.6701	67.01%
CYP2C19 inhibition	-	0.7769	77.69%
CYP2D6 inhibition	+	0.8141	81.41%
CYP1A2 inhibition	+	0.6304	63.04%
CYP2C8 inhibition	-	0.6067	60.67%
CYP inhibitory promiscuity	+	0.5769	57.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7496	74.96%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9985	99.85%
Skin irritation	-	0.7104	71.04%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9014	90.14%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5398	53.98%
skin sensitisation	-	0.8585	85.85%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7672	76.72%
Acute Oral Toxicity (c)	III	0.5550	55.50%
Estrogen receptor binding	+	0.6800	68.00%
Androgen receptor binding	+	0.6030	60.30%
Thyroid receptor binding	-	0.5198	51.98%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6392	63.92%
PPAR gamma	-	0.6019	60.19%
Honey bee toxicity	-	0.9258	92.58%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9409	94.09%

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	97.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.06%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.37%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.33%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.17%	89.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.85%	88.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.94%	99.23%
CHEMBL5028	O14672	ADAM10	85.57%	97.50%
CHEMBL2535	P11166	Glucose transporter	85.51%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.19%	94.45%
CHEMBL255	P29275	Adenosine A2b receptor	80.45%	98.59%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.15%	100.00%

Plants that contains it

• Kopsia arborea

Cross-Links

• PubChem: 73233018
• LOTUS: LTS0010998
• wikiData: Q105287443