5,16-Dimethoxy-10-azatetracyclo[8.7.0.01,13.03,8]heptadeca-3,5,7,13-tetraen-6-ol

Details

• Internal ID: 5367330c-4585-4eaa-aa8c-87a83b9a5270
• Taxonomy: Organoheterocyclic compounds > Tetrahydroisoquinolines
• IUPAC Name: 5,16-dimethoxy-10-azatetracyclo[8.7.0.01,13.03,8]heptadeca-3,5,7,13-tetraen-6-ol
• InChI: InChI=1S/C18H23NO3/c1-21-15-4-3-14-5-6-19-11-13-7-16(20)17(22-2)8-12(13)9-18(14,19)10-15/h3,7-8,15,20H,4-6,9-11H2,1-2H3
• InChI Key: NSHUSMDHCCJJBM-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₃NO₃
• Molecular Weight: 301.40 g/mol
• Exact Mass: 301.16779360 g/mol
• Topological Polar Surface Area (TPSA): 41.90 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	+	0.8887	88.87%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8009	80.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9285	92.85%
OATP1B3 inhibitior	+	0.9528	95.28%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.6448	64.48%
P-glycoprotein inhibitior	-	0.7628	76.28%
P-glycoprotein substrate	-	0.5204	52.04%
CYP3A4 substrate	+	0.6250	62.50%
CYP2C9 substrate	+	0.6075	60.75%
CYP2D6 substrate	+	0.7205	72.05%
CYP3A4 inhibition	-	0.8892	88.92%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	-	0.7570	75.70%
CYP2D6 inhibition	+	0.7427	74.27%
CYP1A2 inhibition	-	0.6650	66.50%
CYP2C8 inhibition	+	0.4576	45.76%
CYP inhibitory promiscuity	-	0.7455	74.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5865	58.65%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9165	91.65%
Skin irritation	-	0.7520	75.20%
Skin corrosion	-	0.9292	92.92%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7938	79.38%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8299	82.99%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.5760	57.60%
Acute Oral Toxicity (c)	III	0.4758	47.58%
Estrogen receptor binding	+	0.7517	75.17%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5689	56.89%
Glucocorticoid receptor binding	+	0.6475	64.75%
Aromatase binding	+	0.5925	59.25%
PPAR gamma	+	0.6822	68.22%
Honey bee toxicity	-	0.7617	76.17%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6551	65.51%
Fish aquatic toxicity	+	0.7912	79.12%

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	99.24%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.69%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.17%	93.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.89%	92.94%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.69%	93.40%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.54%	91.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.55%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.01%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.01%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.60%	85.14%
CHEMBL2581	P07339	Cathepsin D	85.67%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.84%	86.33%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.74%	90.24%
CHEMBL4208	P20618	Proteasome component C5	82.97%	90.00%
CHEMBL5747	Q92793	CREB-binding protein	82.66%	95.12%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.18%	93.03%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.09%	96.25%

Plants that contains it

• Cocculus hirsutus

Cross-Links

• PubChem: 163105271
• LOTUS: LTS0265711
• wikiData: Q104403323