Methyl 5-hydroxy-12-[1-(3,4,5-trimethoxybenzoyl)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: 8f574bc3-c3eb-4a8c-abd1-23ee68b4555a
• Taxonomy: Alkaloids and derivatives > Aspidospermatan-type alkaloids
• IUPAC Name: methyl 5-hydroxy-12-[1-(3,4,5-trimethoxybenzoyl)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)O)NC4=C(C2)C(=O)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
• SMILES (Isomeric): CC(C12CCCN3C1C4(CC3)C5=C(C=C(C=C5)O)NC4=C(C2)C(=O)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
• InChI: InChI=1S/C31H36N2O8/c1-17(41-27(35)18-13-23(37-2)25(39-4)24(14-18)38-3)30-9-6-11-33-12-10-31(29(30)33)21-8-7-19(34)15-22(21)32-26(31)20(16-30)28(36)40-5/h7-8,13-15,17,29,32,34H,6,9-12,16H2,1-5H3
• InChI Key: JQUVGUHLGZBUJY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₆N₂O₈
• Molecular Weight: 564.60 g/mol
• Exact Mass: 564.24716611 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8422	84.22%
Caco-2	-	0.6625	66.25%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7730	77.30%
OATP2B1 inhibitior	-	0.5774	57.74%
OATP1B1 inhibitior	+	0.8526	85.26%
OATP1B3 inhibitior	+	0.8950	89.50%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9856	98.56%
P-glycoprotein inhibitior	+	0.8725	87.25%
P-glycoprotein substrate	+	0.8034	80.34%
CYP3A4 substrate	+	0.6977	69.77%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.7975	79.75%
CYP3A4 inhibition	-	0.9493	94.93%
CYP2C9 inhibition	-	0.8181	81.81%
CYP2C19 inhibition	-	0.8802	88.02%
CYP2D6 inhibition	-	0.8111	81.11%
CYP1A2 inhibition	-	0.7469	74.69%
CYP2C8 inhibition	+	0.7980	79.80%
CYP inhibitory promiscuity	-	0.8766	87.66%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4757	47.57%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9288	92.88%
Skin irritation	-	0.7491	74.91%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8288	82.88%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5532	55.32%
skin sensitisation	-	0.8497	84.97%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.9131	91.31%
Acute Oral Toxicity (c)	III	0.5947	59.47%
Estrogen receptor binding	+	0.8408	84.08%
Androgen receptor binding	+	0.7513	75.13%
Thyroid receptor binding	+	0.6207	62.07%
Glucocorticoid receptor binding	+	0.8152	81.52%
Aromatase binding	+	0.6786	67.86%
PPAR gamma	+	0.7335	73.35%
Honey bee toxicity	-	0.8069	80.69%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5166	51.66%
Fish aquatic toxicity	+	0.9883	98.83%

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	97.81%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.35%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	95.39%	90.71%
CHEMBL2535	P11166	Glucose transporter	95.13%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.10%	91.11%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	93.18%	91.03%
CHEMBL2581	P07339	Cathepsin D	92.66%	98.95%
CHEMBL4208	P20618	Proteasome component C5	91.65%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.81%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.12%	93.03%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.93%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.70%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.69%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.78%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.59%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.24%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.98%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.96%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	83.48%	94.45%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.56%	90.24%
CHEMBL1255126	O15151	Protein Mdm4	81.81%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.33%	99.15%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.53%	93.56%

Plants that contains it

• Alstonia mairei

Cross-Links

• PubChem: 162947269
• LOTUS: LTS0133681
• wikiData: Q105133697