Methyl 12-(1-acetyloxyethyl)-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate

Details

• Internal ID: de4ecf1a-0af7-4f64-a1fa-4059ad288339
• Taxonomy: Alkaloids and derivatives > Plumeran-type alkaloids
• IUPAC Name: methyl 12-(1-acetyloxyethyl)-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate
• SMILES (Canonical): CC(C12CC(=C3C4(C1N(CC4)CC=C2)C5=C(N3)C=C(C=C5)OC)C(=O)OC)OC(=O)C
• SMILES (Isomeric): CC(C12CC(=C3C4(C1N(CC4)CC=C2)C5=C(N3)C=C(C=C5)OC)C(=O)OC)OC(=O)C
• InChI: InChI=1S/C24H28N2O5/c1-14(31-15(2)27)23-8-5-10-26-11-9-24(22(23)26)18-7-6-16(29-3)12-19(18)25-20(24)17(13-23)21(28)30-4/h5-8,12,14,22,25H,9-11,13H2,1-4H3
• InChI Key: KOBBJYSJVBQNKE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈N₂O₅
• Molecular Weight: 424.50 g/mol
• Exact Mass: 424.19982200 g/mol
• Topological Polar Surface Area (TPSA): 77.10 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9563	95.63%
Caco-2	+	0.6619	66.19%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7491	74.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8904	89.04%
OATP1B3 inhibitior	+	0.9133	91.33%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9715	97.15%
P-glycoprotein inhibitior	+	0.7951	79.51%
P-glycoprotein substrate	+	0.7934	79.34%
CYP3A4 substrate	+	0.7041	70.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8185	81.85%
CYP3A4 inhibition	-	0.8281	82.81%
CYP2C9 inhibition	-	0.7657	76.57%
CYP2C19 inhibition	-	0.8533	85.33%
CYP2D6 inhibition	-	0.5994	59.94%
CYP1A2 inhibition	-	0.6010	60.10%
CYP2C8 inhibition	-	0.5694	56.94%
CYP inhibitory promiscuity	-	0.7669	76.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5480	54.80%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9735	97.35%
Skin irritation	-	0.7654	76.54%
Skin corrosion	-	0.9309	93.09%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8354	83.54%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8484	84.84%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7745	77.45%
Acute Oral Toxicity (c)	III	0.5995	59.95%
Estrogen receptor binding	+	0.7878	78.78%
Androgen receptor binding	+	0.6885	68.85%
Thyroid receptor binding	+	0.6318	63.18%
Glucocorticoid receptor binding	+	0.8372	83.72%
Aromatase binding	+	0.5940	59.40%
PPAR gamma	+	0.6359	63.59%
Honey bee toxicity	-	0.8581	85.81%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9870	98.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.43%	89.76%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.36%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.21%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.87%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.67%	94.45%
CHEMBL4208	P20618	Proteasome component C5	96.42%	90.00%
CHEMBL2581	P07339	Cathepsin D	92.55%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.74%	91.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.48%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.07%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.97%	90.71%
CHEMBL2535	P11166	Glucose transporter	86.75%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.39%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	84.63%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.95%	99.15%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.83%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.85%	94.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	82.58%	91.65%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.18%	95.56%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.98%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.76%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.67%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.04%	99.23%

Plants that contains it

• Catharanthus roseus

Cross-Links

• PubChem: 162882266
• LOTUS: LTS0030249
• wikiData: Q104393626