(6aR)-3-[[2-(4-hydroxyphenyl)ethylamino]methyl]-1-methoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-2-ol

Details

• Internal ID: e0b62faa-ef5a-4e2d-9e61-f1ded58becf8
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aR)-3-[[2-(4-hydroxyphenyl)ethylamino]methyl]-1-methoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-2-ol
• InChI: InChI=1S/C26H28N2O3/c1-31-26-24-19-5-3-2-4-17(19)14-22-23(24)20(11-13-28-22)21(25(26)30)15-27-12-10-16-6-8-18(29)9-7-16/h2-9,22,27-30H,10-15H2,1H3/t22-/m1/s1
• InChI Key: CHZSTUAZLIMBLJ-JOCHJYFZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈N₂O₃
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.20999276 g/mol
• Topological Polar Surface Area (TPSA): 73.80 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.85
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9626	96.26%
Caco-2	-	0.7290	72.90%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.7912	79.12%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9348	93.48%
P-glycoprotein inhibitior	+	0.8652	86.52%
P-glycoprotein substrate	+	0.8173	81.73%
CYP3A4 substrate	+	0.6871	68.71%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	+	0.7728	77.28%
CYP3A4 inhibition	-	0.9303	93.03%
CYP2C9 inhibition	-	0.9387	93.87%
CYP2C19 inhibition	-	0.7509	75.09%
CYP2D6 inhibition	+	0.6285	62.85%
CYP1A2 inhibition	-	0.6229	62.29%
CYP2C8 inhibition	+	0.8853	88.53%
CYP inhibitory promiscuity	-	0.8675	86.75%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7231	72.31%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9563	95.63%
Skin irritation	-	0.6502	65.02%
Skin corrosion	-	0.9179	91.79%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9106	91.06%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8786	87.86%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8431	84.31%
Acute Oral Toxicity (c)	III	0.6355	63.55%
Estrogen receptor binding	+	0.7356	73.56%
Androgen receptor binding	+	0.8111	81.11%
Thyroid receptor binding	+	0.6567	65.67%
Glucocorticoid receptor binding	+	0.6136	61.36%
Aromatase binding	-	0.5644	56.44%
PPAR gamma	+	0.6797	67.97%
Honey bee toxicity	-	0.8007	80.07%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	-	0.7969	79.69%

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	99.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.36%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	98.29%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	96.88%	91.79%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	95.10%	97.03%
CHEMBL2535	P11166	Glucose transporter	94.28%	98.75%
CHEMBL233	P35372	Mu opioid receptor	94.20%	97.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.15%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.92%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.38%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.27%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.98%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.61%	95.89%
CHEMBL4208	P20618	Proteasome component C5	88.54%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.72%	95.56%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	86.55%	95.55%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.99%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.73%	96.95%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.87%	98.11%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.29%	95.83%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.18%	91.71%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.91%	92.67%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.66%	97.33%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	81.61%	95.34%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.18%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.78%	94.00%

Plants that contains it

• Magnolia officinalis

Cross-Links

• PubChem: 162868293
• LOTUS: LTS0002704
• wikiData: Q104959516