6-Hydroxy-5,17-dimethoxy-10-azatetracyclo[8.8.0.01,14.03,8]octadeca-3,5,7,14-tetraen-9-one

Details

• Internal ID: d520c409-e1a2-4ed4-8746-572ea609b89c
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Isoquinolones and derivatives
• IUPAC Name: 6-hydroxy-5,17-dimethoxy-10-azatetracyclo[8.8.0.01,14.03,8]octadeca-3,5,7,14-tetraen-9-one
• SMILES (Canonical): COC1CC=C2CCCN3C2(C1)CC4=CC(=C(C=C4C3=O)O)OC
• SMILES (Isomeric): COC1CC=C2CCCN3C2(C1)CC4=CC(=C(C=C4C3=O)O)OC
• InChI: InChI=1S/C19H23NO4/c1-23-14-6-5-13-4-3-7-20-18(22)15-9-16(21)17(24-2)8-12(15)10-19(13,20)11-14/h5,8-9,14,21H,3-4,6-7,10-11H2,1-2H3
• InChI Key: ZECXVSSJDZLHDJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₃NO₄
• Molecular Weight: 329.40 g/mol
• Exact Mass: 329.16270821 g/mol
• Topological Polar Surface Area (TPSA): 59.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.67
• 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	+	0.9874	98.74%
Caco-2	+	0.8306	83.06%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8455	84.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9315	93.15%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5822	58.22%
BSEP inhibitior	+	0.7193	71.93%
P-glycoprotein inhibitior	-	0.6964	69.64%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6449	64.49%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.7722	77.22%
CYP3A4 inhibition	-	0.8979	89.79%
CYP2C9 inhibition	-	0.8259	82.59%
CYP2C19 inhibition	-	0.8235	82.35%
CYP2D6 inhibition	-	0.7387	73.87%
CYP1A2 inhibition	-	0.6839	68.39%
CYP2C8 inhibition	-	0.7194	71.94%
CYP inhibitory promiscuity	-	0.8264	82.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6371	63.71%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8998	89.98%
Skin irritation	-	0.7584	75.84%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4168	41.68%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5552	55.52%
skin sensitisation	-	0.8485	84.85%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5213	52.13%
Acute Oral Toxicity (c)	III	0.6620	66.20%
Estrogen receptor binding	+	0.7863	78.63%
Androgen receptor binding	-	0.5500	55.00%
Thyroid receptor binding	+	0.6317	63.17%
Glucocorticoid receptor binding	+	0.7725	77.25%
Aromatase binding	+	0.7206	72.06%
PPAR gamma	+	0.6946	69.46%
Honey bee toxicity	-	0.7907	79.07%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5251	52.51%
Fish aquatic toxicity	+	0.8398	83.98%

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	98.55%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.49%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.77%	93.40%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.67%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.15%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.85%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.80%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.77%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.02%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.04%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.96%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.86%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.30%	94.75%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.27%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.15%	90.71%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	84.84%	94.78%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.90%	95.53%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.33%	82.69%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.13%	91.03%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.35%	90.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.45%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.35%	91.19%
CHEMBL217	P14416	Dopamine D2 receptor	80.29%	95.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.23%	99.23%

Plants that contains it

• Cocculus hirsutus

Cross-Links

• PubChem: 163106840
• LOTUS: LTS0178785
• wikiData: Q104403320