10-Methoxy-5,6-dihydro-2H,9H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-9-one--hydrogen chloride (1/1)

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	a1dba989-b701-4759-ade9-c3229ada0ac6
Taxonomy	Alkaloids and derivatives > Protoberberine alkaloids 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;hydrochloride
SMILES (Canonical)	COC1=CC=C2C=C3C4=CC5=C(C=C4CCN3C=C2C1=O)OCO5.Cl
SMILES (Isomeric)	COC1=CC=C2C=C3C4=CC5=C(C=C4CCN3C=C2C1=O)OCO5.Cl
InChI	InChI=1S/C19H15NO4.ClH/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;1H
InChI Key	GYFSYEVKFOOLFZ-UHFFFAOYSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₁₆ClNO₄
Molecular Weight	357.80 g/mol
Exact Mass	357.0767857 g/mol
Topological Polar Surface Area (TPSA)	48.00 Å²
XlogP	0.00
Atomic LogP (AlogP)	3.34
H-Bond Acceptor	5
H-Bond Donor	0
Rotatable Bonds	1

Synonyms

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10-Methoxy-5,6-dihydro-2H,9H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-9-one--hydrogen chloride (1/1)

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	+	0.9121	91.21%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4559	45.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9443	94.43%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5848	58.48%
BSEP inhibitior	+	0.8604	86.04%
P-glycoprotein inhibitior	+	0.6129	61.29%
P-glycoprotein substrate	-	0.7113	71.13%
CYP3A4 substrate	+	0.5812	58.12%
CYP2C9 substrate	-	0.8102	81.02%
CYP2D6 substrate	-	0.7935	79.35%
CYP3A4 inhibition	+	0.8233	82.33%
CYP2C9 inhibition	-	0.6062	60.62%
CYP2C19 inhibition	+	0.7011	70.11%
CYP2D6 inhibition	+	0.6374	63.74%
CYP1A2 inhibition	+	0.9249	92.49%
CYP2C8 inhibition	-	0.7370	73.70%
CYP inhibitory promiscuity	+	0.9282	92.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8418	84.18%
Carcinogenicity (trinary)	Non-required	0.4158	41.58%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.9565	95.65%
Skin irritation	-	0.7807	78.07%
Skin corrosion	-	0.9279	92.79%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7976	79.76%
Micronuclear	+	0.5974	59.74%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8375	83.75%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5372	53.72%
Acute Oral Toxicity (c)	III	0.6692	66.92%
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	-	0.7944	79.44%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.5943	59.43%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.34%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.24%	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	95.21%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.92%	85.14%
CHEMBL5747	Q92793	CREB-binding protein	93.35%	95.12%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.99%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.95%	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	88.58%	93.99%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	87.39%	95.53%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.93%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.39%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.83%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.61%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.49%	97.14%
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%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.50%	91.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.08%	92.62%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	80.68%	99.09%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Phellodendron amurense

Phellodendron chinense