methyl (1R,12R,19R)-5-methoxy-12-[(1S)-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: 0e307be1-ccc3-4d8a-8252-9a5a0dc48642
• Taxonomy: Alkaloids and derivatives > Aspidospermatan-type alkaloids
• IUPAC Name: methyl (1R,12R,19R)-5-methoxy-12-[(1S)-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)OC)NC4=C(C2)C(=O)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
• SMILES (Isomeric): C[C@@H]([C@@]12CCCN3[C@@H]1[C@@]4(CC3)C5=C(C=C(C=C5)OC)NC4=C(C2)C(=O)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
• InChI: InChI=1S/C32H38N2O8/c1-18(42-28(35)19-14-24(38-3)26(40-5)25(15-19)39-4)31-10-7-12-34-13-11-32(30(31)34)22-9-8-20(37-2)16-23(22)33-27(32)21(17-31)29(36)41-6/h8-9,14-16,18,30,33H,7,10-13,17H2,1-6H3/t18-,30-,31-,32-/m0/s1
• InChI Key: LUYXSVXUFFVNQZ-DDKLVFLJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈N₂O₈
• Molecular Weight: 578.70 g/mol
• Exact Mass: 578.26281617 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9481	94.81%
Caco-2	-	0.6497	64.97%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7661	76.61%
OATP2B1 inhibitior	-	0.7133	71.33%
OATP1B1 inhibitior	+	0.8704	87.04%
OATP1B3 inhibitior	+	0.8851	88.51%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9939	99.39%
P-glycoprotein inhibitior	+	0.8995	89.95%
P-glycoprotein substrate	+	0.7461	74.61%
CYP3A4 substrate	+	0.6987	69.87%
CYP2C9 substrate	-	0.8022	80.22%
CYP2D6 substrate	-	0.7969	79.69%
CYP3A4 inhibition	-	0.8573	85.73%
CYP2C9 inhibition	-	0.8195	81.95%
CYP2C19 inhibition	-	0.8854	88.54%
CYP2D6 inhibition	-	0.7386	73.86%
CYP1A2 inhibition	-	0.5720	57.20%
CYP2C8 inhibition	+	0.7182	71.82%
CYP inhibitory promiscuity	-	0.8271	82.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4738	47.38%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9308	93.08%
Skin irritation	-	0.7623	76.23%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8597	85.97%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.8543	85.43%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.9134	91.34%
Acute Oral Toxicity (c)	III	0.6142	61.42%
Estrogen receptor binding	+	0.8334	83.34%
Androgen receptor binding	+	0.7374	73.74%
Thyroid receptor binding	+	0.6474	64.74%
Glucocorticoid receptor binding	+	0.8106	81.06%
Aromatase binding	+	0.6982	69.82%
PPAR gamma	+	0.7086	70.86%
Honey bee toxicity	-	0.8142	81.42%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9929	99.29%

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	98.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.84%	91.11%
CHEMBL4208	P20618	Proteasome component C5	95.97%	90.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	94.35%	91.03%
CHEMBL2535	P11166	Glucose transporter	93.83%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.58%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.46%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.83%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.23%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.80%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.94%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.90%	93.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.72%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.52%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.11%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	86.78%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.49%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	85.46%	91.19%
CHEMBL220	P22303	Acetylcholinesterase	85.20%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.67%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.57%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.20%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.95%	94.45%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.11%	94.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.02%	100.00%

Plants that contains it

• Alstonia mairei

Cross-Links

• PubChem: 162873912
• LOTUS: LTS0206278
• wikiData: Q105157708