Northalibroline

Details

• Internal ID: 6394e963-5660-4858-9156-7c133e5f4291
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (1S,3S)-1-[[4-hydroxy-3-[4-[(7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]phenoxy]phenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-3-ol
• SMILES (Canonical): CN1C(CC2=C(C1CC3=CC(=C(C=C3)O)OC4=CC=C(C=C4)CC5C6=CC(=C(C=C6CCN5)OC)O)C=CC(=C2)OC)O
• SMILES (Isomeric): CN1[C@H](CC2=C([C@@H]1CC3=CC(=C(C=C3)O)OC4=CC=C(C=C4)CC5C6=CC(=C(C=C6CCN5)OC)O)C=CC(=C2)OC)O
• InChI: InChI=1S/C35H38N2O6/c1-37-30(27-10-9-26(41-2)17-24(27)19-35(37)40)15-22-6-11-31(38)34(16-22)43-25-7-4-21(5-8-25)14-29-28-20-32(39)33(42-3)18-23(28)12-13-36-29/h4-11,16-18,20,29-30,35-36,38-40H,12-15,19H2,1-3H3/t29?,30-,35-/m0/s1
• InChI Key: GREGWBBWKKBCEU-PWXALIIZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₈N₂O₆
• Molecular Weight: 582.70 g/mol
• Exact Mass: 582.27298694 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.43
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

• 120091-14-7
• (1S,3S)-1-[[4-hydroxy-3-[4-[(7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]phenoxy]phenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-3-ol
• Demethylnorthalibrine
• DTXSID30923218
• 1-[(4-Hydroxy-3-{4-[(7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]phenoxy}phenyl)methyl]-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-3-ol
• 7-Isoquinolinol, 1,2,3,4-tetrahydro-1-((4-hydroxy-3-(4-((1,2,3,4-tetrahydro-7-hydroxy-6-methoxy-1-isoquinolinyl)methyl)phenoxy)phenyl)methyl)-6-methoxy-2-methyl-, (S-(R*,R*))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7844	78.44%
Caco-2	-	0.8095	80.95%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6379	63.79%
OATP2B1 inhibitior	-	0.5620	56.20%
OATP1B1 inhibitior	+	0.8993	89.93%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6413	64.13%
BSEP inhibitior	+	0.9685	96.85%
P-glycoprotein inhibitior	+	0.8537	85.37%
P-glycoprotein substrate	+	0.7660	76.60%
CYP3A4 substrate	+	0.6993	69.93%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	+	0.5630	56.30%
CYP3A4 inhibition	-	0.8216	82.16%
CYP2C9 inhibition	-	0.8438	84.38%
CYP2C19 inhibition	-	0.8122	81.22%
CYP2D6 inhibition	-	0.7908	79.08%
CYP1A2 inhibition	-	0.8525	85.25%
CYP2C8 inhibition	+	0.7130	71.30%
CYP inhibitory promiscuity	-	0.8660	86.60%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7005	70.05%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9411	94.11%
Skin irritation	-	0.7743	77.43%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8392	83.92%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6949	69.49%
skin sensitisation	-	0.9087	90.87%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.9359	93.59%
Acute Oral Toxicity (c)	III	0.6732	67.32%
Estrogen receptor binding	+	0.8234	82.34%
Androgen receptor binding	+	0.7249	72.49%
Thyroid receptor binding	+	0.6072	60.72%
Glucocorticoid receptor binding	+	0.7493	74.93%
Aromatase binding	+	0.5482	54.82%
PPAR gamma	+	0.7309	73.09%
Honey bee toxicity	-	0.7836	78.36%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	-	0.5318	53.18%

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	99.31%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.93%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.31%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.55%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	96.34%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.84%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.44%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.12%	93.99%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	94.79%	91.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.38%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.63%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.35%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.91%	94.00%
CHEMBL2535	P11166	Glucose transporter	91.34%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.83%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.58%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.46%	86.33%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	86.55%	100.00%
CHEMBL2056	P21728	Dopamine D1 receptor	86.31%	91.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.31%	92.62%
CHEMBL3438	Q05513	Protein kinase C zeta	85.11%	88.48%
CHEMBL4040	P28482	MAP kinase ERK2	85.05%	83.82%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.61%	99.18%
CHEMBL4208	P20618	Proteasome component C5	83.45%	90.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	83.16%	95.34%
CHEMBL5747	Q92793	CREB-binding protein	81.97%	95.12%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	81.52%	96.25%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.16%	95.56%
CHEMBL2337	P48067	Glycine transporter 1	80.70%	95.45%

Plants that contains it

• Thalictrum minus

Cross-Links

• PubChem: 129021
• LOTUS: LTS0095820
• wikiData: Q82897200