4,5,13-Trimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2,4,6,10,13-pentaen-12-one

Details

• Internal ID: f1f840ab-31af-4e85-9ea6-fff18b639ba2
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: 4,5,13-trimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2,4,6,10,13-pentaen-12-one
• SMILES (Canonical): CN1CCC23C=C(C(=O)C=C2C1CC4=CC(=C(C=C34)OC)OC)OC
• SMILES (Isomeric): CN1CCC23C=C(C(=O)C=C2C1CC4=CC(=C(C=C34)OC)OC)OC
• InChI: InChI=1S/C20H23NO4/c1-21-6-5-20-11-19(25-4)16(22)9-14(20)15(21)7-12-8-17(23-2)18(24-3)10-13(12)20/h8-11,15H,5-7H2,1-4H3
• InChI Key: DBPGJIUVRZHFCM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃NO₄
• Molecular Weight: 341.40 g/mol
• Exact Mass: 341.16270821 g/mol
• Topological Polar Surface Area (TPSA): 48.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• AGN-PC-00EVNM
• DTXSID30413644

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	+	0.9378	93.78%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6508	65.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9155	91.55%
OATP1B3 inhibitior	+	0.9530	95.30%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8810	88.10%
P-glycoprotein inhibitior	-	0.5998	59.98%
P-glycoprotein substrate	+	0.6735	67.35%
CYP3A4 substrate	+	0.6388	63.88%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	+	0.3717	37.17%
CYP3A4 inhibition	-	0.7276	72.76%
CYP2C9 inhibition	-	0.8095	80.95%
CYP2C19 inhibition	-	0.8978	89.78%
CYP2D6 inhibition	+	0.6781	67.81%
CYP1A2 inhibition	-	0.6830	68.30%
CYP2C8 inhibition	-	0.8653	86.53%
CYP inhibitory promiscuity	-	0.8140	81.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6377	63.77%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9383	93.83%
Skin irritation	-	0.7510	75.10%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6716	67.16%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8440	84.40%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5068	50.68%
Acute Oral Toxicity (c)	III	0.6999	69.99%
Estrogen receptor binding	+	0.7001	70.01%
Androgen receptor binding	+	0.5367	53.67%
Thyroid receptor binding	+	0.6856	68.56%
Glucocorticoid receptor binding	+	0.7819	78.19%
Aromatase binding	+	0.6083	60.83%
PPAR gamma	-	0.5152	51.52%
Honey bee toxicity	-	0.6788	67.88%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9688	96.88%

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	98.72%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.84%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.79%	95.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	93.42%	91.03%
CHEMBL4208	P20618	Proteasome component C5	92.24%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.72%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.33%	93.99%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.21%	93.40%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.75%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.30%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.21%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.05%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.96%	90.71%
CHEMBL217	P14416	Dopamine D2 receptor	88.40%	95.62%
CHEMBL2581	P07339	Cathepsin D	88.18%	98.95%
CHEMBL2535	P11166	Glucose transporter	88.00%	98.75%
CHEMBL1902	P62942	FK506-binding protein 1A	87.40%	97.05%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.35%	82.38%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	87.30%	96.86%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	84.46%	98.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.29%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.15%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.58%	94.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.00%	92.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.56%	82.69%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.73%	89.62%
CHEMBL1907	P15144	Aminopeptidase N	81.60%	93.31%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.43%	90.24%
CHEMBL2443	P49862	Kallikrein 7	81.32%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.10%	91.11%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.01%	99.18%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.45%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.37%	95.89%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.12%	94.78%

Plants that contains it

• Annona purpurea
• Cassytha filiformis
• Cocculus laurifolius
• Croton ruizianus
• Fissistigma oldhamii
• Guatteria guianensis
• Licaria triandra
• Lindera glauca
• Ocotea acutangula
• Papaver bracteatum
• Sapranthus palanga

Cross-Links

• PubChem: 5255766
• LOTUS: LTS0214282
• wikiData: Q82221918