6-Methoxy-3,20-dimethyl-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: aa17c59f-95e1-4f2b-84a0-3f38411a8d04
• Taxonomy: Alkaloids and derivatives > Macroline alkaloids
• IUPAC Name: 6-methoxy-3,20-dimethyl-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
• SMILES (Canonical): CN1C2CC3C(C1CC4=C2N(C5=C4C=CC(=C5)OC)C)COC=C3C=O
• SMILES (Isomeric): CN1C2CC3C(C1CC4=C2N(C5=C4C=CC(=C5)OC)C)COC=C3C=O
• InChI: InChI=1S/C21H24N2O3/c1-22-19-8-16-14-5-4-13(25-3)6-18(14)23(2)21(16)20(22)7-15-12(9-24)10-26-11-17(15)19/h4-6,9-10,15,17,19-20H,7-8,11H2,1-3H3
• InChI Key: GEEYTZFURFNQAE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₃
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.17869263 g/mol
• Topological Polar Surface Area (TPSA): 43.70 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.83
• 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	+	0.9952	99.52%
Caco-2	+	0.6660	66.60%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6026	60.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8740	87.40%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6752	67.52%
P-glycoprotein inhibitior	+	0.5917	59.17%
P-glycoprotein substrate	+	0.7145	71.45%
CYP3A4 substrate	+	0.6669	66.69%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	+	0.4452	44.52%
CYP3A4 inhibition	+	0.7141	71.41%
CYP2C9 inhibition	-	0.7873	78.73%
CYP2C19 inhibition	-	0.6578	65.78%
CYP2D6 inhibition	-	0.5330	53.30%
CYP1A2 inhibition	+	0.7425	74.25%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.7805	78.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5991	59.91%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9905	99.05%
Skin irritation	-	0.8125	81.25%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9190	91.90%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5569	55.69%
skin sensitisation	-	0.8617	86.17%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8710	87.10%
Acute Oral Toxicity (c)	III	0.6166	61.66%
Estrogen receptor binding	+	0.7715	77.15%
Androgen receptor binding	+	0.7008	70.08%
Thyroid receptor binding	+	0.5339	53.39%
Glucocorticoid receptor binding	+	0.7563	75.63%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5259	52.59%
Honey bee toxicity	-	0.7466	74.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9672	96.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.72%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.40%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.40%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.00%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.95%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.04%	96.77%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.94%	86.92%
CHEMBL2581	P07339	Cathepsin D	89.70%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.83%	89.00%
CHEMBL1907	P15144	Aminopeptidase N	87.80%	93.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.16%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.26%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.00%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.28%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.00%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.76%	92.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.57%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.86%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.12%	99.17%
CHEMBL4208	P20618	Proteasome component C5	81.99%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.82%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.51%	95.89%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.13%	96.67%

Plants that contains it

• Alstonia angustifolia

Cross-Links

• PubChem: 163018703
• LOTUS: LTS0274429
• wikiData: Q105007131