(1R,17S)-5,6,17-trimethoxy-10-azatetracyclo[8.8.0.01,14.03,8]octadeca-3,5,7,14-tetraen-9-one

Details

• Internal ID: bf580292-56e6-4088-a92e-0d8d614b68d1
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Isoquinolones and derivatives
• IUPAC Name: (1R,17S)-5,6,17-trimethoxy-10-azatetracyclo[8.8.0.01,14.03,8]octadeca-3,5,7,14-tetraen-9-one
• InChI: InChI=1S/C20H25NO4/c1-23-15-7-6-14-5-4-8-21-19(22)16-10-18(25-3)17(24-2)9-13(16)11-20(14,21)12-15/h6,9-10,15H,4-5,7-8,11-12H2,1-3H3/t15-,20+/m0/s1
• InChI Key: LYTUDIWLRDYLQV-MGPUTAFESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₅NO₄
• Molecular Weight: 343.40 g/mol
• Exact Mass: 343.17835828 g/mol
• Topological Polar Surface Area (TPSA): 48.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	+	0.9274	92.74%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8248	82.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9373	93.73%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5822	58.22%
BSEP inhibitior	+	0.8015	80.15%
P-glycoprotein inhibitior	-	0.4572	45.72%
P-glycoprotein substrate	+	0.5534	55.34%
CYP3A4 substrate	+	0.6437	64.37%
CYP2C9 substrate	-	0.8083	80.83%
CYP2D6 substrate	-	0.7704	77.04%
CYP3A4 inhibition	-	0.8319	83.19%
CYP2C9 inhibition	-	0.8181	81.81%
CYP2C19 inhibition	-	0.8073	80.73%
CYP2D6 inhibition	-	0.7854	78.54%
CYP1A2 inhibition	-	0.6898	68.98%
CYP2C8 inhibition	-	0.8128	81.28%
CYP inhibitory promiscuity	-	0.7635	76.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6201	62.01%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9198	91.98%
Skin irritation	-	0.7675	76.75%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7972	79.72%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5177	51.77%
skin sensitisation	-	0.8546	85.46%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5818	58.18%
Acute Oral Toxicity (c)	III	0.6426	64.26%
Estrogen receptor binding	+	0.6499	64.99%
Androgen receptor binding	-	0.5343	53.43%
Thyroid receptor binding	+	0.6293	62.93%
Glucocorticoid receptor binding	+	0.7385	73.85%
Aromatase binding	+	0.6838	68.38%
PPAR gamma	-	0.5400	54.00%
Honey bee toxicity	-	0.7512	75.12%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8796	87.96%

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	98.23%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.05%	93.99%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.01%	93.40%
CHEMBL2581	P07339	Cathepsin D	95.29%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.20%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.67%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.44%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.54%	95.89%
CHEMBL5747	Q92793	CREB-binding protein	87.94%	95.12%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	87.50%	94.78%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	86.92%	92.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.41%	91.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.31%	93.04%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.08%	96.38%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	85.25%	95.53%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.18%	94.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.53%	90.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.20%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.79%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.67%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.16%	97.14%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	81.72%	96.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.49%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.17%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.76%	90.71%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.27%	95.34%

Plants that contains it

• Cocculus hirsutus

Cross-Links

• PubChem: 13946037
• LOTUS: LTS0164372
• wikiData: Q105159574