Formamide, N-(6-(2-hydroxy-3,4-dimethoxyphenyl)naphtho(2,3-d)-1,3-dioxol-5-yl)-N-methyl-

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	b5a38e02-9720-452a-a0fa-187049b270f0
Taxonomy	Alkaloids and derivatives > Benzophenanthridine alkaloids > Secobenzophenanthridine alkaloids
IUPAC Name	N-[6-(2-hydroxy-3,4-dimethoxyphenyl)benzo[f][1,3]benzodioxol-5-yl]-N-methylformamide
SMILES (Canonical)	CN(C=O)C1=C(C=CC2=CC3=C(C=C21)OCO3)C4=C(C(=C(C=C4)OC)OC)O
SMILES (Isomeric)	CN(C=O)C1=C(C=CC2=CC3=C(C=C21)OCO3)C4=C(C(=C(C=C4)OC)OC)O
InChI	InChI=1S/C21H19NO6/c1-22(10-23)19-13(14-6-7-16(25-2)21(26-3)20(14)24)5-4-12-8-17-18(9-15(12)19)28-11-27-17/h4-10,24H,11H2,1-3H3
InChI Key	WWWKIQOQQGESSQ-UHFFFAOYSA-N
Popularity	12 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₁₉NO₆
Molecular Weight	381.40 g/mol
Exact Mass	381.12123733 g/mol
Topological Polar Surface Area (TPSA)	77.50 Å²
XlogP	3.60
Atomic LogP (AlogP)	3.55
H-Bond Acceptor	6
H-Bond Donor	1
Rotatable Bonds	5

Synonyms

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60394-88-9

Formamide, N-(6-(2-hydroxy-3,4-dimethoxyphenyl)naphtho(2,3-d)-1,3-dioxol-5-yl)-N-methyl-

N-[6-(2-Hydroxy-3,4-dimethoxy phenyl)naphtho[2,3-d][1,3]dioxol-5-yl]-N-methylformamide

N-[6-(2-hydroxy-3,4-dimethoxyphenyl)benzo[f][1,3]benzodioxol-5-yl]-N-methylformamide

DTXSID30209145

N-[6-(2-Hydroxy-3,4-dimethoxy-phenyl)-naphtho[2,3-d][1,3]dioxol-5-yl]-N-methyl-formamide

N-(6-(2-hydroxy-3,4-dimethoxyphenyl)naphtho[2,3-d][1,3]dioxol-5-yl)-N-methylformamide

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	+	0.9325	93.25%
Caco-2	+	0.8876	88.76%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5350	53.50%
OATP2B1 inhibitior	-	0.8761	87.61%
OATP1B1 inhibitior	+	0.8675	86.75%
OATP1B3 inhibitior	+	0.9231	92.31%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8634	86.34%
P-glycoprotein inhibitior	+	0.8015	80.15%
P-glycoprotein substrate	-	0.6224	62.24%
CYP3A4 substrate	+	0.6036	60.36%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7499	74.99%
CYP3A4 inhibition	+	0.6943	69.43%
CYP2C9 inhibition	-	0.5363	53.63%
CYP2C19 inhibition	+	0.6594	65.94%
CYP2D6 inhibition	-	0.8283	82.83%
CYP1A2 inhibition	-	0.7315	73.15%
CYP2C8 inhibition	+	0.4767	47.67%
CYP inhibitory promiscuity	+	0.7048	70.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4425	44.25%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8821	88.21%
Skin irritation	-	0.7940	79.40%
Skin corrosion	-	0.9522	95.22%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5805	58.05%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.6409	64.09%
skin sensitisation	-	0.8673	86.73%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5998	59.98%
Acute Oral Toxicity (c)	III	0.5378	53.78%
Estrogen receptor binding	+	0.8915	89.15%
Androgen receptor binding	+	0.7526	75.26%
Thyroid receptor binding	+	0.6172	61.72%
Glucocorticoid receptor binding	+	0.8891	88.91%
Aromatase binding	-	0.4874	48.74%
PPAR gamma	+	0.8876	88.76%
Honey bee toxicity	-	0.7925	79.25%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	+	0.5645	56.45%
Fish aquatic toxicity	+	0.9648	96.48%

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.77%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.19%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	92.88%	91.49%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.84%	96.77%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.06%	99.17%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	91.09%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.95%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.79%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.61%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.80%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.63%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.25%	96.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.96%	80.78%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.90%	94.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	87.32%	98.11%
CHEMBL4208	P20618	Proteasome component C5	87.23%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.62%	90.24%
CHEMBL1255126	O15151	Protein Mdm4	86.31%	90.20%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.31%	82.67%
CHEMBL2535	P11166	Glucose transporter	84.00%	98.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.05%	94.42%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.61%	96.67%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.48%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	80.46%	94.75%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.19%	93.10%

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.

Chrysolaena propinqua

Corydalis persica