793JX7VC6J

Details

• Internal ID: ca0ff716-a216-41ad-8638-34194d60a458
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives
• IUPAC Name: 17-methoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(21),2,4(8),9,14,17,19-heptaen-16-one
• SMILES (Canonical): COC1=CC=C2C=C3C4=CC5=C(C=C4CCN3C=C2C1=O)OCO5
• SMILES (Isomeric): COC1=CC=C2C=C3C4=CC5=C(C=C4CCN3C=C2C1=O)OCO5
• InChI: InChI=1S/C19H15NO4/c1-22-16-3-2-11-6-15-13-8-18-17(23-10-24-18)7-12(13)4-5-20(15)9-14(11)19(16)21/h2-3,6-9H,4-5,10H2,1H3
• InChI Key: GLYPKDKODVRYGP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₅NO₄
• Molecular Weight: 321.30 g/mol
• Exact Mass: 321.10010796 g/mol
• Topological Polar Surface Area (TPSA): 48.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• UNII-793JX7VC6J
• NSC 294410
• NSC-294410
• 5,6-Dihydro-10-methoxy-9H-benzo(g)-1,3-benzodioxolo(5,6-a)quinolizin-9-one
• 9H-Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizin-9-one, 5,6-dihydro-10-methoxy-
• 108275-17-8
• 17-Methoxy-5,7-dioxa-13-azapentacyclo(11.8.0.02,10.04,8.015,20)henicosa-1(21),2,4(8),9,14,17,19-heptaen-16-one
• 6847-93-4
• CHEMBL2160119
• SCHEMBL12749179
• SCHEMBL24212619
• DTXSID00988117
• 10-Methoxy-5,6-dihydro-2H,9H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-9-one
• 2-[bis[2-[carboxymethyl-[2-(2-methoxyethylamino)-2-oxo-ethyl]amino]ethyl]amino]acetic acid
• Benzo[g]benzodioxolo[5, 5,6-dihydro-9-hydroxy-10-methoxy-,hydroxide, inner salt

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9764	97.64%
Caco-2	+	0.9121	91.21%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6082	60.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9447	94.47%
OATP1B3 inhibitior	+	0.9566	95.66%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6348	63.48%
BSEP inhibitior	+	0.8604	86.04%
P-glycoprotein inhibitior	+	0.6129	61.29%
P-glycoprotein substrate	-	0.7337	73.37%
CYP3A4 substrate	+	0.5752	57.52%
CYP2C9 substrate	-	0.8102	81.02%
CYP2D6 substrate	-	0.7935	79.35%
CYP3A4 inhibition	+	0.8013	80.13%
CYP2C9 inhibition	-	0.6317	63.17%
CYP2C19 inhibition	+	0.6734	67.34%
CYP2D6 inhibition	+	0.7643	76.43%
CYP1A2 inhibition	+	0.9488	94.88%
CYP2C8 inhibition	-	0.7581	75.81%
CYP inhibitory promiscuity	+	0.9273	92.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4509	45.09%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9565	95.65%
Skin irritation	-	0.7808	78.08%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7976	79.76%
Micronuclear	+	0.6274	62.74%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8515	85.15%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5343	53.43%
Acute Oral Toxicity (c)	III	0.6628	66.28%
Estrogen receptor binding	+	0.9395	93.95%
Androgen receptor binding	+	0.8196	81.96%
Thyroid receptor binding	+	0.6128	61.28%
Glucocorticoid receptor binding	+	0.8647	86.47%
Aromatase binding	+	0.6079	60.79%
PPAR gamma	+	0.7409	74.09%
Honey bee toxicity	-	0.8014	80.14%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.6978	69.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.52%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.15%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.26%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.55%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.51%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.54%	85.14%
CHEMBL5747	Q92793	CREB-binding protein	93.88%	95.12%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.99%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.68%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.64%	94.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	90.58%	90.95%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	89.26%	82.67%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.13%	93.99%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	88.74%	95.53%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.93%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.12%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.83%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.73%	97.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.61%	90.71%
CHEMBL4208	P20618	Proteasome component C5	83.34%	90.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	82.85%	92.38%
CHEMBL2056	P21728	Dopamine D1 receptor	82.73%	91.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.08%	92.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.70%	91.11%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	80.68%	99.09%

Plants that contains it

• Berberis amurensis
• Berberis cretica
• Berberis darwinii
• Berberis nummularia
• Berberis sibirica
• Berberis vulgaris
• Fibraurea tinctoria
• Haematocarpus subpeltatus
• Phellodendron amurense
• Thalictrum dioicum

Cross-Links

• PubChem: 457914
• LOTUS: LTS0026788
• wikiData: Q82976560