Northalicarpine

Details

• Internal ID: c53e7047-b2b9-456e-a77a-2b644e567843
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aS)-9-[2-[[(1S)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-4,5-dimethoxyphenoxy]-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
• InChI: InChI=1S/C40H46N2O8/c1-42-12-10-23-16-37(48-7)40(49-8)39-27-20-34(46-5)36(17-24(27)14-29(42)38(23)39)50-30-21-35(47-6)32(44-3)18-25(30)13-28-26-19-33(45-4)31(43-2)15-22(26)9-11-41-28/h15-21,28-29,41H,9-14H2,1-8H3/t28-,29-/m0/s1
• InChI Key: RDGZVMCRNRKUPK-VMPREFPWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₆N₂O₈
• Molecular Weight: 682.80 g/mol
• Exact Mass: 682.32541643 g/mol
• Topological Polar Surface Area (TPSA): 89.10 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.72
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

• Northalicarpine
• DTXSID40971407
• 4H-Dibenzo(de,g)quinoline, 9-(4,5-dimethoxy-2-((1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolinyl)methyl)phenoxy)-5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (S-(R*,R*))-
• 9-{2-[(6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-4,5-dimethoxyphenoxy}-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9429	94.29%
Caco-2	-	0.6858	68.58%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.6152	61.52%
OATP2B1 inhibitior	-	0.7014	70.14%
OATP1B1 inhibitior	+	0.8783	87.83%
OATP1B3 inhibitior	+	0.9347	93.47%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9921	99.21%
P-glycoprotein inhibitior	+	0.9389	93.89%
P-glycoprotein substrate	-	0.5985	59.85%
CYP3A4 substrate	+	0.6890	68.90%
CYP2C9 substrate	-	0.6129	61.29%
CYP2D6 substrate	+	0.8101	81.01%
CYP3A4 inhibition	-	0.9102	91.02%
CYP2C9 inhibition	-	0.9629	96.29%
CYP2C19 inhibition	-	0.9759	97.59%
CYP2D6 inhibition	-	0.9389	93.89%
CYP1A2 inhibition	-	0.8912	89.12%
CYP2C8 inhibition	+	0.5815	58.15%
CYP inhibitory promiscuity	-	0.9620	96.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6812	68.12%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9316	93.16%
Skin irritation	-	0.7550	75.50%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9490	94.90%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6592	65.92%
skin sensitisation	-	0.8974	89.74%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8231	82.31%
Acute Oral Toxicity (c)	III	0.6704	67.04%
Estrogen receptor binding	+	0.7732	77.32%
Androgen receptor binding	+	0.6932	69.32%
Thyroid receptor binding	+	0.6470	64.70%
Glucocorticoid receptor binding	+	0.8250	82.50%
Aromatase binding	+	0.6682	66.82%
PPAR gamma	+	0.7051	70.51%
Honey bee toxicity	-	0.7794	77.94%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7194	71.94%

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	99.55%	96.09%
CHEMBL5747	Q92793	CREB-binding protein	95.42%	95.12%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.30%	93.99%
CHEMBL228	P31645	Serotonin transporter	95.10%	95.51%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.72%	85.14%
CHEMBL217	P14416	Dopamine D2 receptor	93.60%	95.62%
CHEMBL2056	P21728	Dopamine D1 receptor	93.39%	91.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	92.38%	91.03%
CHEMBL2581	P07339	Cathepsin D	91.57%	98.95%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	90.32%	95.34%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.15%	89.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	89.97%	91.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.59%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.85%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.26%	86.33%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	87.21%	92.38%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	86.78%	90.95%
CHEMBL2535	P11166	Glucose transporter	86.32%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.12%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.85%	99.17%
CHEMBL3438	Q05513	Protein kinase C zeta	85.11%	88.48%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.03%	89.50%
CHEMBL261	P00915	Carbonic anhydrase I	84.03%	96.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.71%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.48%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.44%	95.56%
CHEMBL4208	P20618	Proteasome component C5	82.84%	90.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.15%	95.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.08%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.01%	93.40%
CHEMBL1902	P62942	FK506-binding protein 1A	81.98%	97.05%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	81.78%	96.86%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.37%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.03%	96.21%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.99%	82.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.95%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.78%	97.25%

Plants that contains it

• Thalictrum revolutum

Cross-Links

• PubChem: 185830
• LOTUS: LTS0247670
• wikiData: Q82954907