methyl (2S,3S,6S,12bS)-3-ethyl-2-(3-methoxy-3-oxoprop-1-en-2-yl)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine-6-carboxylate

Details

• Internal ID: 3d432dbd-0bcc-428d-b1b7-92c1d6c1b7b8
• Taxonomy: Alkaloids and derivatives > Corynanthean-type alkaloids
• IUPAC Name: methyl (2S,3S,6S,12bS)-3-ethyl-2-(3-methoxy-3-oxoprop-1-en-2-yl)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine-6-carboxylate
• InChI: InChI=1S/C23H28N2O4/c1-5-14-12-25-19(10-16(14)13(2)22(26)28-3)21-17(11-20(25)23(27)29-4)15-8-6-7-9-18(15)24-21/h6-9,14,16,19-20,24H,2,5,10-12H2,1,3-4H3/t14-,16-,19+,20+/m1/s1
• InChI Key: AGEICTTZLXNHHA-NLCWTHGUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈N₂O₄
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.20490738 g/mol
• Topological Polar Surface Area (TPSA): 71.60 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9691	96.91%
Caco-2	+	0.8030	80.30%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6694	66.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8677	86.77%
OATP1B3 inhibitior	+	0.9189	91.89%
MATE1 inhibitior	-	0.6646	66.46%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9056	90.56%
P-glycoprotein inhibitior	+	0.7837	78.37%
P-glycoprotein substrate	+	0.6581	65.81%
CYP3A4 substrate	+	0.6981	69.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7003	70.03%
CYP3A4 inhibition	+	0.5594	55.94%
CYP2C9 inhibition	+	0.5157	51.57%
CYP2C19 inhibition	-	0.5504	55.04%
CYP2D6 inhibition	-	0.7267	72.67%
CYP1A2 inhibition	+	0.5798	57.98%
CYP2C8 inhibition	+	0.4795	47.95%
CYP inhibitory promiscuity	+	0.7886	78.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6730	67.30%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9679	96.79%
Skin irritation	-	0.7712	77.12%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8558	85.58%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5727	57.27%
skin sensitisation	-	0.8691	86.91%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.7049	70.49%
Acute Oral Toxicity (c)	III	0.6269	62.69%
Estrogen receptor binding	+	0.8086	80.86%
Androgen receptor binding	+	0.7516	75.16%
Thyroid receptor binding	+	0.6269	62.69%
Glucocorticoid receptor binding	+	0.7967	79.67%
Aromatase binding	-	0.5177	51.77%
PPAR gamma	+	0.5614	56.14%
Honey bee toxicity	-	0.8337	83.37%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.21%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.27%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.52%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.32%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	95.06%	98.59%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.37%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.73%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.09%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.72%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.87%	89.00%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	83.92%	85.00%
CHEMBL2535	P11166	Glucose transporter	83.50%	98.75%
CHEMBL5028	O14672	ADAM10	82.41%	97.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.41%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	80.05%	90.17%

Plants that contains it

• Adina eurhyncha

Cross-Links

• PubChem: 163185029
• LOTUS: LTS0009616
• wikiData: Q104911715