Methyl 5-methoxy-12-[1-(7-methoxy-1,3-benzodioxole-5-carbonyl)oxyethyl]-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9-tetraene-10-carboxylate

Details

• Internal ID: 044dc5fc-3028-40de-8a00-adcfefe13365
• Taxonomy: Alkaloids and derivatives > Aspidospermatan-type alkaloids
• IUPAC Name: methyl 5-methoxy-12-[1-(7-methoxy-1,3-benzodioxole-5-carbonyl)oxyethyl]-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9-tetraene-10-carboxylate
• SMILES (Canonical): CC(C12CCCN3C1C4(CC3)C5=C(C=C(C=C5)OC)NC4=C(C2)C(=O)OC)OC(=O)C6=CC7=C(C(=C6)OC)OCO7
• SMILES (Isomeric): CC(C12CCCN3C1C4(CC3)C5=C(C=C(C=C5)OC)NC4=C(C2)C(=O)OC)OC(=O)C6=CC7=C(C(=C6)OC)OCO7
• InChI: InChI=1S/C31H34N2O8/c1-17(41-27(34)18-12-23(37-3)25-24(13-18)39-16-40-25)30-8-5-10-33-11-9-31(29(30)33)21-7-6-19(36-2)14-22(21)32-26(31)20(15-30)28(35)38-4/h6-7,12-14,17,29,32H,5,8-11,15-16H2,1-4H3
• InChI Key: ZVLITPGUZVSYOS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₄N₂O₈
• Molecular Weight: 562.60 g/mol
• Exact Mass: 562.23151605 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9460	94.60%
Caco-2	-	0.6029	60.29%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6049	60.49%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.8667	86.67%
OATP1B3 inhibitior	+	0.9154	91.54%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9932	99.32%
P-glycoprotein inhibitior	+	0.8983	89.83%
P-glycoprotein substrate	+	0.7371	73.71%
CYP3A4 substrate	+	0.7067	70.67%
CYP2C9 substrate	-	0.8106	81.06%
CYP2D6 substrate	-	0.8220	82.20%
CYP3A4 inhibition	-	0.6729	67.29%
CYP2C9 inhibition	-	0.8210	82.10%
CYP2C19 inhibition	-	0.8652	86.52%
CYP2D6 inhibition	-	0.7227	72.27%
CYP1A2 inhibition	-	0.6436	64.36%
CYP2C8 inhibition	+	0.6744	67.44%
CYP inhibitory promiscuity	-	0.6978	69.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4806	48.06%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9394	93.94%
Skin irritation	-	0.7630	76.30%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8553	85.53%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.8368	83.68%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7789	77.89%
Acute Oral Toxicity (c)	III	0.6083	60.83%
Estrogen receptor binding	+	0.8393	83.93%
Androgen receptor binding	+	0.7402	74.02%
Thyroid receptor binding	+	0.6109	61.09%
Glucocorticoid receptor binding	+	0.8519	85.19%
Aromatase binding	+	0.6792	67.92%
PPAR gamma	+	0.7398	73.98%
Honey bee toxicity	-	0.7284	72.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9888	98.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.77%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.13%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.07%	96.09%
CHEMBL4208	P20618	Proteasome component C5	96.88%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.43%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.32%	90.71%
CHEMBL2581	P07339	Cathepsin D	92.01%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.66%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.63%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.49%	94.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.06%	91.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.84%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.49%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.14%	95.56%
CHEMBL2535	P11166	Glucose transporter	88.79%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.35%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.73%	91.07%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.41%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.86%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.85%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.02%	91.19%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.91%	90.24%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.42%	89.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.03%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.74%	99.23%
CHEMBL220	P22303	Acetylcholinesterase	81.22%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.80%	93.99%
CHEMBL5028	O14672	ADAM10	80.34%	97.50%

Plants that contains it

• Alstonia venenata

Cross-Links

• PubChem: 162913845
• LOTUS: LTS0219655
• wikiData: Q105384394