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

Details

• Internal ID: d84d1802-0326-4f71-a033-a94c5458daad
• Taxonomy: Alkaloids and derivatives > Aspidospermatan-type alkaloids
• IUPAC Name: methyl 5-methoxy-12-[1-(3-methylbut-2-enoyloxy)ethyl]-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)C=C(C)C
• SMILES (Isomeric): CC(C12CCCN3C1C4(CC3)C5=C(C=C(C=C5)OC)NC4=C(C2)C(=O)OC)OC(=O)C=C(C)C
• InChI: InChI=1S/C27H34N2O5/c1-16(2)13-22(30)34-17(3)26-9-6-11-29-12-10-27(25(26)29)20-8-7-18(32-4)14-21(20)28-23(27)19(15-26)24(31)33-5/h7-8,13-14,17,25,28H,6,9-12,15H2,1-5H3
• InChI Key: YTBDSGGHFWAARB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄N₂O₅
• Molecular Weight: 466.60 g/mol
• Exact Mass: 466.24677219 g/mol
• Topological Polar Surface Area (TPSA): 77.10 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 7
• 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	+	0.9578	95.78%
Caco-2	+	0.5711	57.11%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7766	77.66%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8795	87.95%
OATP1B3 inhibitior	+	0.9129	91.29%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9814	98.14%
P-glycoprotein inhibitior	+	0.8276	82.76%
P-glycoprotein substrate	+	0.7790	77.90%
CYP3A4 substrate	+	0.6957	69.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8074	80.74%
CYP3A4 inhibition	-	0.8099	80.99%
CYP2C9 inhibition	-	0.7643	76.43%
CYP2C19 inhibition	-	0.8248	82.48%
CYP2D6 inhibition	-	0.6241	62.41%
CYP1A2 inhibition	-	0.5994	59.94%
CYP2C8 inhibition	+	0.5305	53.05%
CYP inhibitory promiscuity	-	0.7644	76.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5544	55.44%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9700	97.00%
Skin irritation	-	0.7688	76.88%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8622	86.22%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.8417	84.17%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8764	87.64%
Acute Oral Toxicity (c)	III	0.6201	62.01%
Estrogen receptor binding	+	0.8134	81.34%
Androgen receptor binding	+	0.7332	73.32%
Thyroid receptor binding	+	0.6433	64.33%
Glucocorticoid receptor binding	+	0.7850	78.50%
Aromatase binding	+	0.7059	70.59%
PPAR gamma	+	0.6514	65.14%
Honey bee toxicity	-	0.7848	78.48%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9910	99.10%

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	99.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.54%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.81%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.72%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.32%	85.14%
CHEMBL4208	P20618	Proteasome component C5	94.19%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	93.95%	91.07%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.77%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	92.76%	90.17%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	92.15%	91.03%
CHEMBL240	Q12809	HERG	90.99%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.05%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.98%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.38%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.16%	99.15%
CHEMBL340	P08684	Cytochrome P450 3A4	85.96%	91.19%
CHEMBL2535	P11166	Glucose transporter	85.75%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.61%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.06%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.82%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.43%	92.62%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.27%	94.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.59%	91.65%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.21%	97.09%
CHEMBL5028	O14672	ADAM10	80.84%	97.50%

Plants that contains it

• Alstonia mairei

Cross-Links

• PubChem: 162987260
• LOTUS: LTS0187064
• wikiData: Q105361257