(1R)-2-(dimethylamino)-1-naphtho[2,1-g][1,3]benzodioxol-5-ylethanol

Details

• Internal ID: b9a9fd76-c4f4-404f-9dda-1df0c0d58d00
• Taxonomy: Alkaloids and derivatives > 6,6a-secoaporphines
• IUPAC Name: (1R)-2-(dimethylamino)-1-naphtho[2,1-g][1,3]benzodioxol-5-ylethanol
• InChI: InChI=1S/C19H19NO3/c1-20(2)10-16(21)15-9-17-19(23-11-22-17)18-13-6-4-3-5-12(13)7-8-14(15)18/h3-9,16,21H,10-11H2,1-2H3/t16-/m0/s1
• InChI Key: ZWKNRTYDZIWZBH-INIZCTEOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₃
• Molecular Weight: 309.40 g/mol
• Exact Mass: 309.13649347 g/mol
• Topological Polar Surface Area (TPSA): 41.90 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9432	94.32%
Caco-2	+	0.8817	88.17%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5116	51.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9155	91.55%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8256	82.56%
P-glycoprotein inhibitior	+	0.5945	59.45%
P-glycoprotein substrate	-	0.8110	81.10%
CYP3A4 substrate	+	0.5748	57.48%
CYP2C9 substrate	-	0.6141	61.41%
CYP2D6 substrate	+	0.5742	57.42%
CYP3A4 inhibition	-	0.5560	55.60%
CYP2C9 inhibition	-	0.7649	76.49%
CYP2C19 inhibition	+	0.5170	51.70%
CYP2D6 inhibition	+	0.8390	83.90%
CYP1A2 inhibition	+	0.7917	79.17%
CYP2C8 inhibition	-	0.8313	83.13%
CYP inhibitory promiscuity	+	0.5800	58.00%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5288	52.88%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9698	96.98%
Skin irritation	-	0.7421	74.21%
Skin corrosion	-	0.8805	88.05%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7589	75.89%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7576	75.76%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7467	74.67%
Acute Oral Toxicity (c)	III	0.6219	62.19%
Estrogen receptor binding	+	0.5697	56.97%
Androgen receptor binding	+	0.8049	80.49%
Thyroid receptor binding	+	0.6795	67.95%
Glucocorticoid receptor binding	+	0.5949	59.49%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6703	67.03%
Honey bee toxicity	-	0.8425	84.25%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.4541	45.41%

Targets

Proven Targets:

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	99.08%	91.11%
CHEMBL240	Q12809	HERG	98.02%	89.76%
CHEMBL2581	P07339	Cathepsin D	95.77%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.83%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.80%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.33%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	91.91%	94.73%
CHEMBL2885	P07451	Carbonic anhydrase III	90.33%	87.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.85%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.32%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.40%	93.99%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.65%	96.67%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.25%	95.83%

Plants that contains it

• Stephania tetrandra

Cross-Links

• PubChem: 162988070
• LOTUS: LTS0240256
• wikiData: Q105385000