(4aS,9aR)-1-ethyl-9,9a-dihydro-4aH-pyrido[3,4-b]indole

Details

• Internal ID: 6083a9fc-1e04-4ea7-91fc-e896774a767d
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: (4aS,9aR)-1-ethyl-9,9a-dihydro-4aH-pyrido[3,4-b]indole
• SMILES (Canonical): CCC1=NC=CC2C1NC3=CC=CC=C23
• SMILES (Isomeric): CCC1=NC=C[C@@H]2[C@H]1NC3=CC=CC=C23
• InChI: InChI=1S/C13H14N2/c1-2-11-13-10(7-8-14-11)9-5-3-4-6-12(9)15-13/h3-8,10,13,15H,2H2,1H3/t10-,13+/m0/s1
• InChI Key: JQCCOYPIJNWHDP-GXFFZTMASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄N₂
• Molecular Weight: 198.26 g/mol
• Exact Mass: 198.115698455 g/mol
• Topological Polar Surface Area (TPSA): 24.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.94
• 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	+	1.0000	100.00%
Caco-2	+	0.6780	67.80%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4877	48.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8827	88.27%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7618	76.18%
P-glycoprotein inhibitior	-	0.9769	97.69%
P-glycoprotein substrate	-	0.6833	68.33%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	-	0.6598	65.98%
CYP3A4 inhibition	+	0.6780	67.80%
CYP2C9 inhibition	-	0.6923	69.23%
CYP2C19 inhibition	-	0.5976	59.76%
CYP2D6 inhibition	+	0.5758	57.58%
CYP1A2 inhibition	+	0.8641	86.41%
CYP2C8 inhibition	-	0.5600	56.00%
CYP inhibitory promiscuity	+	0.9086	90.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6845	68.45%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.8963	89.63%
Skin irritation	-	0.6421	64.21%
Skin corrosion	-	0.8727	87.27%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6804	68.04%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.6462	64.62%
skin sensitisation	-	0.6988	69.88%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6065	60.65%
Acute Oral Toxicity (c)	III	0.6696	66.96%
Estrogen receptor binding	+	0.6104	61.04%
Androgen receptor binding	-	0.5593	55.93%
Thyroid receptor binding	-	0.5345	53.45%
Glucocorticoid receptor binding	-	0.8437	84.37%
Aromatase binding	+	0.6656	66.56%
PPAR gamma	-	0.7013	70.13%
Honey bee toxicity	-	0.9342	93.42%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7827	78.27%

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	94.22%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.04%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.69%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	85.12%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	84.30%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.80%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.86%	94.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.62%	89.62%

Plants that contains it

• Brucea mollis

Cross-Links

• PubChem: 162925977
• LOTUS: LTS0041236
• wikiData: Q105133427