methyl (E)-3-methoxy-2-(3-methyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl)prop-2-enoate

Details

• Internal ID: e618d9e6-d8d9-4c2d-8396-503fe49fb985
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: methyl (E)-3-methoxy-2-(3-methyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl)prop-2-enoate
• SMILES (Canonical): CC1CN2CCC3=C(C2CC1C(=COC)C(=O)OC)NC4=CC=CC=C34
• SMILES (Isomeric): CC1CN2CCC3=C(C2CC1/C(=C\OC)/C(=O)OC)NC4=CC=CC=C34
• InChI: InChI=1S/C21H26N2O3/c1-13-11-23-9-8-15-14-6-4-5-7-18(14)22-20(15)19(23)10-16(13)17(12-25-2)21(24)26-3/h4-7,12-13,16,19,22H,8-11H2,1-3H3/b17-12+
• InChI Key: WAVDUDGTTMFJQX-SFQUDFHCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆N₂O₃
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.19434270 g/mol
• Topological Polar Surface Area (TPSA): 54.60 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.9220	92.20%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6010	60.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9170	91.70%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.7446	74.46%
OCT2 inhibitior	-	0.5389	53.89%
BSEP inhibitior	+	0.8869	88.69%
P-glycoprotein inhibitior	+	0.7490	74.90%
P-glycoprotein substrate	+	0.6816	68.16%
CYP3A4 substrate	+	0.7022	70.22%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.6722	67.22%
CYP3A4 inhibition	-	0.5071	50.71%
CYP2C9 inhibition	+	0.5508	55.08%
CYP2C19 inhibition	-	0.8620	86.20%
CYP2D6 inhibition	+	0.7029	70.29%
CYP1A2 inhibition	+	0.8060	80.60%
CYP2C8 inhibition	-	0.5693	56.93%
CYP inhibitory promiscuity	-	0.6414	64.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6852	68.52%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9920	99.20%
Skin irritation	-	0.7566	75.66%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8603	86.03%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8716	87.16%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6042	60.42%
Acute Oral Toxicity (c)	III	0.6316	63.16%
Estrogen receptor binding	-	0.4822	48.22%
Androgen receptor binding	+	0.6583	65.83%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5743	57.43%
Aromatase binding	-	0.7941	79.41%
PPAR gamma	-	0.5595	55.95%
Honey bee toxicity	-	0.8421	84.21%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9887	98.87%

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	98.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.37%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.62%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.32%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.63%	98.95%
CHEMBL2535	P11166	Glucose transporter	91.44%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.74%	99.23%
CHEMBL5028	O14672	ADAM10	85.56%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.43%	85.14%
CHEMBL1914	P06276	Butyrylcholinesterase	82.03%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.69%	97.09%

Plants that contains it

• Uncaria rhynchophylla
• Uncaria sinensis

Cross-Links

• PubChem: 5317539
• LOTUS: LTS0054579
• wikiData: Q105300489