12-methoxy-8H-benzo[g][1,3]benzodioxolo[6,5,4-de]quinolin-8-one

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	e5a4d0be-171a-483e-873f-f56fd9c03d46
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	18-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one
SMILES (Canonical)	COC1=CC=CC2=C1C3=C4C(=CC5=C3OCO5)C=CN=C4C2=O
SMILES (Isomeric)	COC1=CC=CC2=C1C3=C4C(=CC5=C3OCO5)C=CN=C4C2=O
InChI	InChI=1S/C18H11NO4/c1-21-11-4-2-3-10-14(11)15-13-9(5-6-19-16(13)17(10)20)7-12-18(15)23-8-22-12/h2-7H,8H2,1H3
InChI Key	LENYISKFJJQKGE-UHFFFAOYSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₈H₁₁NO₄
Molecular Weight	305.30 g/mol
Exact Mass	305.06880783 g/mol
Topological Polar Surface Area (TPSA)	57.60 Å²
XlogP	3.40
Atomic LogP (AlogP)	3.18
H-Bond Acceptor	5
H-Bond Donor	0
Rotatable Bonds	1

Synonyms

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8H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-8-one, 12-methoxy-

InChI=1/C18H11NO4/c1-21-11-4-2-3-10-14(11)15-13-9(5-6-19-16(13)17(10)20)7-12-18(15)23-8-22-12/h2-7H,8H2,1H

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	+	0.9935	99.35%
Caco-2	+	0.8011	80.11%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6511	65.11%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9543	95.43%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8029	80.29%
P-glycoprotein inhibitior	-	0.7245	72.45%
P-glycoprotein substrate	-	0.7156	71.56%
CYP3A4 substrate	+	0.6081	60.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7812	78.12%
CYP3A4 inhibition	+	0.9173	91.73%
CYP2C9 inhibition	+	0.5571	55.71%
CYP2C19 inhibition	+	0.8011	80.11%
CYP2D6 inhibition	-	0.5634	56.34%
CYP1A2 inhibition	+	0.9571	95.71%
CYP2C8 inhibition	+	0.5665	56.65%
CYP inhibitory promiscuity	+	0.9186	91.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5056	50.56%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.5160	51.60%
Skin irritation	-	0.7758	77.58%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	+	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4915	49.15%
Micronuclear	+	0.7374	73.74%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.7997	79.97%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.8074	80.74%
Acute Oral Toxicity (c)	III	0.7621	76.21%
Estrogen receptor binding	+	0.8962	89.62%
Androgen receptor binding	+	0.6075	60.75%
Thyroid receptor binding	+	0.7045	70.45%
Glucocorticoid receptor binding	+	0.9050	90.50%
Aromatase binding	+	0.6771	67.71%
PPAR gamma	+	0.7531	75.31%
Honey bee toxicity	-	0.8114	81.14%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.5083	50.83%

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
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.79%	94.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	96.72%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.94%	86.33%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	95.15%	94.03%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.94%	96.77%
CHEMBL2581	P07339	Cathepsin D	94.02%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.98%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	93.97%	96.67%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	93.20%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.36%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.19%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.13%	96.00%
CHEMBL2535	P11166	Glucose transporter	91.22%	98.75%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.21%	82.67%
CHEMBL5747	Q92793	CREB-binding protein	90.93%	95.12%
CHEMBL5203	P33316	dUTP pyrophosphatase	89.89%	99.18%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.38%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.58%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.47%	95.56%
CHEMBL3116	P50750	Cyclin-dependent kinase 9	88.28%	96.31%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.69%	92.62%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	87.60%	92.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.36%	91.11%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	84.54%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.40%	94.75%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.90%	100.00%
CHEMBL5014	O43353	Serine/threonine-protein kinase RIPK2	82.67%	86.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.46%	95.89%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.44%	96.39%
CHEMBL2047	Q96RI1	Bile acid receptor FXR	82.14%	96.10%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	82.05%	95.71%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	81.21%	80.96%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.21%	96.38%

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.

Duguetia eximia

Guatteria maypurensis

Laurelia novae-zelandiae