methyl (2E)-2-[(3S)-3-ethyl-8-methoxy-4,6,7,12-tetrahydro-3H-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoate

Details

• Internal ID: a37e00eb-597f-46f7-816c-54a2690d733a
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: methyl (2E)-2-[(3S)-3-ethyl-8-methoxy-4,6,7,12-tetrahydro-3H-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoate
• SMILES (Canonical): CCC1CN2CCC3=C(C2=CC1=C(C=O)C(=O)OC)NC4=C3C(=CC=C4)OC
• SMILES (Isomeric): CC[C@@H]\1CN2CCC3=C(C2=C/C1=C(\C=O)/C(=O)OC)NC4=C3C(=CC=C4)OC
• InChI: InChI=1S/C22H24N2O4/c1-4-13-11-24-9-8-14-20-17(6-5-7-19(20)27-2)23-21(14)18(24)10-15(13)16(12-25)22(26)28-3/h5-7,10,12-13,23H,4,8-9,11H2,1-3H3/b16-15-/t13-/m1/s1
• InChI Key: GECMIUBZTNLYLS-JFVSRZABSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄N₂O₄
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.17360725 g/mol
• Topological Polar Surface Area (TPSA): 71.60 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.08
• 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	+	0.9846	98.46%
Caco-2	+	0.6504	65.04%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7884	78.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9051	90.51%
OATP1B3 inhibitior	+	0.8731	87.31%
MATE1 inhibitior	-	0.7619	76.19%
OCT2 inhibitior	-	0.7139	71.39%
BSEP inhibitior	+	0.9230	92.30%
P-glycoprotein inhibitior	+	0.8229	82.29%
P-glycoprotein substrate	+	0.7586	75.86%
CYP3A4 substrate	+	0.6862	68.62%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.7505	75.05%
CYP3A4 inhibition	-	0.7401	74.01%
CYP2C9 inhibition	-	0.7840	78.40%
CYP2C19 inhibition	-	0.8805	88.05%
CYP2D6 inhibition	-	0.6782	67.82%
CYP1A2 inhibition	+	0.5454	54.54%
CYP2C8 inhibition	+	0.5860	58.60%
CYP inhibitory promiscuity	+	0.5718	57.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5564	55.64%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9753	97.53%
Skin irritation	-	0.7734	77.34%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8989	89.89%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.8758	87.58%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8800	88.00%
Acute Oral Toxicity (c)	III	0.7166	71.66%
Estrogen receptor binding	+	0.7667	76.67%
Androgen receptor binding	+	0.6934	69.34%
Thyroid receptor binding	+	0.5713	57.13%
Glucocorticoid receptor binding	+	0.7992	79.92%
Aromatase binding	-	0.5997	59.97%
PPAR gamma	+	0.5382	53.82%
Honey bee toxicity	-	0.8618	86.18%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9863	98.63%

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	99.64%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.96%	98.95%
CHEMBL2535	P11166	Glucose transporter	96.56%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.36%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.07%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.52%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.41%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.96%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.23%	85.14%
CHEMBL255	P29275	Adenosine A2b receptor	87.23%	98.59%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	86.72%	97.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.35%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.15%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.29%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.89%	95.89%
CHEMBL5028	O14672	ADAM10	84.85%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.25%	94.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.20%	91.71%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	84.17%	89.32%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.07%	89.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.65%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.82%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.53%	92.62%

Plants that contains it

• Mitragyna speciosa

Cross-Links

• PubChem: 101091694
• LOTUS: LTS0212955
• wikiData: Q105007083