(+)-2-N-Methylfangchinoline

Details

• Internal ID: c297b82b-5d2f-4fa4-bca7-0744a4ff4695
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (14S)-9,20,25-trimethoxy-15,15,30-trimethyl-7,23-dioxa-30-aza-15-azoniaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaen-21-ol
• SMILES (Canonical): CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=C(O3)C(=C(C=C7CC[N+]6(C)C)OC)O)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C[C@H]6C7=C(O3)C(=C(C=C7CC[N+]6(C)C)OC)O)OC)OC
• InChI: InChI=1S/C38H42N2O6/c1-39-15-13-25-20-32(43-5)34-22-28(25)29(39)17-23-7-10-27(11-8-23)45-33-19-24(9-12-31(33)42-4)18-30-36-26(14-16-40(30,2)3)21-35(44-6)37(41)38(36)46-34/h7-12,19-22,29-30H,13-18H2,1-6H3/p+1/t29?,30-/m0/s1
• InChI Key: WMLUIAYRBBKAJC-ZSXSBBPPSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₃N₂O₆+
• Molecular Weight: 623.80 g/mol
• Exact Mass: 623.31211210 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 7.00
• H-Bond Acceptor: 7
• 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	-	0.9531	95.31%
Caco-2	+	0.4909	49.09%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.4084	40.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	+	0.7200	72.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9932	99.32%
P-glycoprotein inhibitior	+	0.9173	91.73%
P-glycoprotein substrate	+	0.6660	66.60%
CYP3A4 substrate	+	0.6962	69.62%
CYP2C9 substrate	+	0.7936	79.36%
CYP2D6 substrate	+	0.4658	46.58%
CYP3A4 inhibition	-	0.9095	90.95%
CYP2C9 inhibition	-	0.9571	95.71%
CYP2C19 inhibition	-	0.9363	93.63%
CYP2D6 inhibition	-	0.9123	91.23%
CYP1A2 inhibition	-	0.9387	93.87%
CYP2C8 inhibition	+	0.6864	68.64%
CYP inhibitory promiscuity	-	0.9846	98.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6326	63.26%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9331	93.31%
Skin irritation	-	0.7896	78.96%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8854	88.54%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.9500	95.00%
skin sensitisation	-	0.8662	86.62%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9224	92.24%
Acute Oral Toxicity (c)	III	0.7145	71.45%
Estrogen receptor binding	+	0.6999	69.99%
Androgen receptor binding	+	0.7424	74.24%
Thyroid receptor binding	+	0.7281	72.81%
Glucocorticoid receptor binding	+	0.8875	88.75%
Aromatase binding	+	0.6849	68.49%
PPAR gamma	+	0.5432	54.32%
Honey bee toxicity	-	0.7168	71.68%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.8663	86.63%

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	99.63%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	97.70%	93.99%
CHEMBL2056	P21728	Dopamine D1 receptor	94.74%	91.00%
CHEMBL217	P14416	Dopamine D2 receptor	94.37%	95.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.31%	85.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.15%	89.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.05%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.46%	95.89%
CHEMBL2581	P07339	Cathepsin D	91.30%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.56%	94.45%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	90.33%	97.31%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.65%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.06%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.23%	95.78%
CHEMBL2535	P11166	Glucose transporter	87.15%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.07%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.79%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.67%	94.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.60%	82.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.00%	95.89%
CHEMBL4208	P20618	Proteasome component C5	85.71%	90.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.06%	91.03%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.52%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.82%	89.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.27%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.51%	86.33%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.10%	92.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.01%	99.17%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	80.57%	90.95%

Plants that contains it

• Rosa laevigata
• Stephania tetrandra

Cross-Links

• PubChem: 5319655
• NPASS: NPC81463