7-Methoxy-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.02,10.04,9.013,18]icosa-2(10),4(9),5,7,16-pentaene-17-carbaldehyde

Details

• Internal ID: b6d42f5a-787d-4195-a8e7-0bc95408ca4f
• Taxonomy: Alkaloids and derivatives > Macroline alkaloids
• IUPAC Name: 7-methoxy-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.02,10.04,9.013,18]icosa-2(10),4(9),5,7,16-pentaene-17-carbaldehyde
• InChI: InChI=1S/C22H26N2O3/c1-12-17(10-25)14-8-21-22-16(9-20(23(21)2)18(14)11-27-12)15-7-13(26-4)5-6-19(15)24(22)3/h5-7,10,14,18,20-21H,8-9,11H2,1-4H3
• InChI Key: HDNASRQCNMQTQY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆N₂O₃
• Molecular Weight: 366.50 g/mol
• Exact Mass: 366.19434270 g/mol
• Topological Polar Surface Area (TPSA): 43.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.8089	80.89%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6055	60.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8853	88.53%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8462	84.62%
P-glycoprotein inhibitior	+	0.7282	72.82%
P-glycoprotein substrate	+	0.6656	66.56%
CYP3A4 substrate	+	0.6766	67.66%
CYP2C9 substrate	-	0.7816	78.16%
CYP2D6 substrate	-	0.6953	69.53%
CYP3A4 inhibition	+	0.7770	77.70%
CYP2C9 inhibition	-	0.7848	78.48%
CYP2C19 inhibition	-	0.5732	57.32%
CYP2D6 inhibition	-	0.5650	56.50%
CYP1A2 inhibition	+	0.7364	73.64%
CYP2C8 inhibition	-	0.5751	57.51%
CYP inhibitory promiscuity	+	0.7872	78.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5823	58.23%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9816	98.16%
Skin irritation	-	0.8131	81.31%
Skin corrosion	-	0.9503	95.03%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9110	91.10%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5056	50.56%
skin sensitisation	-	0.8630	86.30%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.5814	58.14%
Acute Oral Toxicity (c)	III	0.5990	59.90%
Estrogen receptor binding	+	0.7556	75.56%
Androgen receptor binding	+	0.7308	73.08%
Thyroid receptor binding	+	0.6266	62.66%
Glucocorticoid receptor binding	+	0.7963	79.63%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.4937	49.37%
Honey bee toxicity	-	0.7232	72.32%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9786	97.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.47%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	94.88%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.31%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.69%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.10%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.17%	89.00%
CHEMBL1907	P15144	Aminopeptidase N	88.77%	93.31%
CHEMBL2581	P07339	Cathepsin D	88.57%	98.95%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	88.18%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.84%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.51%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.38%	96.00%
CHEMBL2535	P11166	Glucose transporter	86.10%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.02%	92.62%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.96%	86.92%
CHEMBL1871	P10275	Androgen Receptor	84.64%	96.43%
CHEMBL3438	Q05513	Protein kinase C zeta	83.42%	88.48%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.75%	96.77%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.40%	99.15%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.18%	85.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.11%	95.93%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.07%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.46%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.44%	97.14%
CHEMBL4208	P20618	Proteasome component C5	80.37%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.30%	95.89%

Plants that contains it

• Alstonia angustifolia

Cross-Links

• PubChem: 14191523
• LOTUS: LTS0183741
• wikiData: Q105026432