2-(1,2-dimethoxy-5,6-dihydronaphtho[2,1-f][1,3]benzodioxol-4-yl)-N,N-dimethylethanamine

Details

• Internal ID: 91562c93-1d70-41a4-bdfb-07dd51b45dbd
• Taxonomy: Alkaloids and derivatives > 6,6a-secoaporphines
• IUPAC Name: 2-(1,2-dimethoxy-5,6-dihydronaphtho[2,1-f][1,3]benzodioxol-4-yl)-N,N-dimethylethanamine
• SMILES (Canonical): CN(C)CCC1=CC(=C(C2=C1CCC3=CC4=C(C=C32)OCO4)OC)OC
• SMILES (Isomeric): CN(C)CCC1=CC(=C(C2=C1CCC3=CC4=C(C=C32)OCO4)OC)OC
• InChI: InChI=1S/C21H25NO4/c1-22(2)8-7-14-10-19(23-3)21(24-4)20-15(14)6-5-13-9-17-18(11-16(13)20)26-12-25-17/h9-11H,5-8,12H2,1-4H3
• InChI Key: APPBPYQMDXDRJX-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅NO₄
• Molecular Weight: 355.40 g/mol
• Exact Mass: 355.17835828 g/mol
• Topological Polar Surface Area (TPSA): 40.20 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9692	96.92%
Caco-2	+	0.9026	90.26%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4740	47.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8927	89.27%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.7002	70.02%
P-glycoprotein inhibitior	-	0.4445	44.45%
P-glycoprotein substrate	-	0.7768	77.68%
CYP3A4 substrate	+	0.6630	66.30%
CYP2C9 substrate	-	0.6129	61.29%
CYP2D6 substrate	+	0.7342	73.42%
CYP3A4 inhibition	+	0.7671	76.71%
CYP2C9 inhibition	-	0.8153	81.53%
CYP2C19 inhibition	-	0.5177	51.77%
CYP2D6 inhibition	+	0.8233	82.33%
CYP1A2 inhibition	-	0.6966	69.66%
CYP2C8 inhibition	-	0.6546	65.46%
CYP inhibitory promiscuity	+	0.5676	56.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5666	56.66%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.8069	80.69%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7959	79.59%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8346	83.46%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7137	71.37%
Acute Oral Toxicity (c)	III	0.6739	67.39%
Estrogen receptor binding	+	0.7159	71.59%
Androgen receptor binding	+	0.5336	53.36%
Thyroid receptor binding	+	0.6557	65.57%
Glucocorticoid receptor binding	+	0.6936	69.36%
Aromatase binding	+	0.6642	66.42%
PPAR gamma	+	0.6651	66.51%
Honey bee toxicity	-	0.7774	77.74%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9779	97.79%

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	97.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.56%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.51%	96.77%
CHEMBL240	Q12809	HERG	93.45%	89.76%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.84%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.14%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.03%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.82%	86.33%
CHEMBL261	P00915	Carbonic anhydrase I	90.15%	96.76%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	87.47%	80.96%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.41%	82.67%
CHEMBL5747	Q92793	CREB-binding protein	86.45%	95.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.36%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.18%	89.00%
CHEMBL2535	P11166	Glucose transporter	86.15%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.23%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.99%	94.00%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	82.72%	96.86%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.70%	94.03%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.89%	92.68%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.77%	96.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.69%	95.89%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.64%	92.38%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.40%	96.21%
CHEMBL4208	P20618	Proteasome component C5	80.20%	90.00%

Plants that contains it

• Thalictrum delavayi
• Thalictrum simplex

Cross-Links

• PubChem: 5321909
• NPASS: NPC128903
• LOTUS: LTS0228930
• wikiData: Q105096584