methyl (E)-2-[(2S,3S)-3-ethyl-8-methoxy-2,3,4,12-tetrahydro-1H-indolo[2,3-a]quinolizin-5-ium-2-yl]-3-methoxyprop-2-enoate

Details

• Internal ID: 2f45f5a7-2859-4ca1-9237-9d6d637f6077
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: methyl (E)-2-[(2S,3S)-3-ethyl-8-methoxy-2,3,4,12-tetrahydro-1H-indolo[2,3-a]quinolizin-5-ium-2-yl]-3-methoxyprop-2-enoate
• SMILES (Canonical): CCC1C[N+]2=C(CC1C(=COC)C(=O)OC)C3=C(C=C2)C4=C(N3)C=CC=C4OC
• SMILES (Isomeric): CC[C@@H]1C[N+]2=C(C[C@@H]1/C(=C\OC)/C(=O)OC)C3=C(C=C2)C4=C(N3)C=CC=C4OC
• InChI: InChI=1S/C23H26N2O4/c1-5-14-12-25-10-9-15-21-18(7-6-8-20(21)28-3)24-22(15)19(25)11-16(14)17(13-27-2)23(26)29-4/h6-10,13-14,16H,5,11-12H2,1-4H3/p+1/b17-13+/t14-,16+/m1/s1
• InChI Key: ZLCULOWUOXBAJE-DCHMLSIZSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₇N₂O₄+
• Molecular Weight: 395.50 g/mol
• Exact Mass: 395.19708235 g/mol
• Topological Polar Surface Area (TPSA): 64.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9265	92.65%
Caco-2	+	0.6789	67.89%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5791	57.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8912	89.12%
OATP1B3 inhibitior	+	0.9036	90.36%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9603	96.03%
P-glycoprotein inhibitior	+	0.8889	88.89%
P-glycoprotein substrate	+	0.7764	77.64%
CYP3A4 substrate	+	0.6577	65.77%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.8334	83.34%
CYP3A4 inhibition	-	0.8477	84.77%
CYP2C9 inhibition	-	0.7583	75.83%
CYP2C19 inhibition	-	0.7556	75.56%
CYP2D6 inhibition	-	0.5461	54.61%
CYP1A2 inhibition	+	0.6056	60.56%
CYP2C8 inhibition	+	0.7960	79.60%
CYP inhibitory promiscuity	+	0.7628	76.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5438	54.38%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9843	98.43%
Skin irritation	-	0.7903	79.03%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9446	94.46%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5360	53.60%
skin sensitisation	-	0.8778	87.78%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6054	60.54%
Acute Oral Toxicity (c)	III	0.6353	63.53%
Estrogen receptor binding	+	0.9060	90.60%
Androgen receptor binding	+	0.7554	75.54%
Thyroid receptor binding	+	0.6929	69.29%
Glucocorticoid receptor binding	+	0.8834	88.34%
Aromatase binding	+	0.5387	53.87%
PPAR gamma	+	0.5659	56.59%
Honey bee toxicity	-	0.8219	82.19%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9858	98.58%

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	98.62%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.41%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.17%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.85%	98.95%
CHEMBL2535	P11166	Glucose transporter	94.55%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.53%	95.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	92.22%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	91.78%	98.59%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.64%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.22%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.48%	92.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.33%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.08%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.95%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.54%	96.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.17%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.72%	95.89%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	83.61%	91.79%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.65%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.19%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.08%	97.25%

Plants that contains it

• Cryptocarya lividula
• Euphorbia pannonica
• Ixeris chinensis
• Knautia tatarica
• Mitragyna speciosa
• Penstemon gentianoides
• Picris conyzoides

Cross-Links

• PubChem: 10741318
• NPASS: NPC35168