2-(3-ethylidene-2,4-dihydro-1H-indolo[2,3-a]quinolizin-2-yl)ethanol

Details

• Internal ID: df96b4f3-0e8e-4e96-8862-56260e01db31
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 2-(3-ethylidene-2,4-dihydro-1H-indolo[2,3-a]quinolizin-2-yl)ethanol
• SMILES (Canonical): CC=C1CN2C=CC3=C4C=CC=CC4=NC3=C2CC1CCO
• SMILES (Isomeric): CC=C1CN2C=CC3=C4C=CC=CC4=NC3=C2CC1CCO
• InChI: InChI=1S/C19H20N2O/c1-2-13-12-21-9-7-16-15-5-3-4-6-17(15)20-19(16)18(21)11-14(13)8-10-22/h2-7,9,14,22H,8,10-12H2,1H3
• InChI Key: ICJZOHPEKMAUGQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀N₂O
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.157563266 g/mol
• Topological Polar Surface Area (TPSA): 38.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 3
• 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	+	0.9921	99.21%
Caco-2	+	0.5618	56.18%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5582	55.82%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.8788	87.88%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.8612	86.12%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.8239	82.39%
P-glycoprotein inhibitior	-	0.6428	64.28%
P-glycoprotein substrate	-	0.6485	64.85%
CYP3A4 substrate	+	0.5596	55.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8153	81.53%
CYP3A4 inhibition	-	0.8156	81.56%
CYP2C9 inhibition	-	0.8552	85.52%
CYP2C19 inhibition	-	0.6972	69.72%
CYP2D6 inhibition	-	0.5279	52.79%
CYP1A2 inhibition	-	0.5885	58.85%
CYP2C8 inhibition	+	0.7170	71.70%
CYP inhibitory promiscuity	-	0.5505	55.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6957	69.57%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.9843	98.43%
Skin irritation	-	0.6931	69.31%
Skin corrosion	-	0.8224	82.24%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7895	78.95%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5466	54.66%
skin sensitisation	-	0.8420	84.20%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5734	57.34%
Acute Oral Toxicity (c)	III	0.7182	71.82%
Estrogen receptor binding	+	0.9419	94.19%
Androgen receptor binding	+	0.7658	76.58%
Thyroid receptor binding	+	0.6660	66.60%
Glucocorticoid receptor binding	+	0.7105	71.05%
Aromatase binding	+	0.7075	70.75%
PPAR gamma	+	0.8120	81.20%
Honey bee toxicity	-	0.9364	93.64%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.6402	64.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.98%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	92.30%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.21%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.92%	96.09%
CHEMBL5805	Q9NR97	Toll-like receptor 8	88.62%	96.25%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.73%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.66%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.81%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.54%	91.11%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.55%	96.67%

Plants that contains it

• Rauvolfia serpentina

Cross-Links

• PubChem: 163194356
• LOTUS: LTS0191408
• wikiData: Q105111033