N-Methylcalycinine

Details

• Internal ID: 1fe95970-bf9f-41e0-8a26-34de7733e092
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (12R)-16-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-18-ol
• SMILES (Canonical): CN1CCC2=CC3=C(C4=C2C1CC5=C4C(=CC(=C5)OC)O)OCO3
• SMILES (Isomeric): CN1CCC2=CC3=C(C4=C2[C@H]1CC5=C4C(=CC(=C5)OC)O)OCO3
• InChI: InChI=1S/C19H19NO4/c1-20-4-3-10-7-15-19(24-9-23-15)18-16(10)13(20)6-11-5-12(22-2)8-14(21)17(11)18/h5,7-8,13,21H,3-4,6,9H2,1-2H3/t13-/m1/s1
• InChI Key: SFOMHAXOBRLRFH-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₄
• Molecular Weight: 325.40 g/mol
• Exact Mass: 325.13140809 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 86537-66-8
• (12R)-16-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-18-ol
• N-ethylcalycinine
• (-)-N-Methylcalycinine; N-Methylfissoldine
• HY-N3185
• AKOS032948150
• FS-9109
• CS-0023531

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8946	89.46%
Caco-2	+	0.9110	91.10%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Lysosomes	0.5032	50.32%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9255	92.55%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5586	55.86%
P-glycoprotein inhibitior	-	0.7704	77.04%
P-glycoprotein substrate	-	0.7575	75.75%
CYP3A4 substrate	+	0.5994	59.94%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	+	0.6924	69.24%
CYP3A4 inhibition	-	0.7476	74.76%
CYP2C9 inhibition	-	0.8941	89.41%
CYP2C19 inhibition	-	0.7229	72.29%
CYP2D6 inhibition	+	0.6308	63.08%
CYP1A2 inhibition	+	0.5163	51.63%
CYP2C8 inhibition	-	0.7983	79.83%
CYP inhibitory promiscuity	-	0.7333	73.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6332	63.32%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9735	97.35%
Skin irritation	-	0.7866	78.66%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3774	37.74%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.8208	82.08%
skin sensitisation	-	0.8598	85.98%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7692	76.92%
Acute Oral Toxicity (c)	III	0.7330	73.30%
Estrogen receptor binding	+	0.5701	57.01%
Androgen receptor binding	+	0.5316	53.16%
Thyroid receptor binding	+	0.5678	56.78%
Glucocorticoid receptor binding	+	0.7618	76.18%
Aromatase binding	-	0.5965	59.65%
PPAR gamma	+	0.7329	73.29%
Honey bee toxicity	-	0.8204	82.04%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8770	87.70%

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	98.11%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.80%	96.77%
CHEMBL261	P00915	Carbonic anhydrase I	97.29%	96.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.15%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.38%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.05%	95.56%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	92.99%	91.79%
CHEMBL2056	P21728	Dopamine D1 receptor	91.80%	91.00%
CHEMBL2581	P07339	Cathepsin D	91.61%	98.95%
CHEMBL205	P00918	Carbonic anhydrase II	91.55%	98.44%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	88.87%	82.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.13%	94.45%
CHEMBL4208	P20618	Proteasome component C5	87.35%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.07%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.49%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.18%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.11%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.67%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.33%	91.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.25%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.00%	89.00%
CHEMBL217	P14416	Dopamine D2 receptor	83.40%	95.62%
CHEMBL3438	Q05513	Protein kinase C zeta	83.30%	88.48%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.18%	92.62%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.08%	82.38%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.83%	99.18%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.62%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.21%	99.23%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	80.17%	95.55%

Plants that contains it

• Corydalis taliensis
• Duguetia yeshidan

Cross-Links

• PubChem: 14604497
• LOTUS: LTS0176489
• wikiData: Q105251908