(S)-cis-N-methylcanadine

Details

• Internal ID: a3d7e487-8ce0-42c2-86e2-f29dc7d1dccf
• Taxonomy: Alkaloids and derivatives > Protoberberine alkaloids and derivatives
• IUPAC Name: (1S,13S)-16,17-dimethoxy-13-methyl-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene
• SMILES (Canonical): C[N+]12CCC3=CC4=C(C=C3C1CC5=C(C2)C(=C(C=C5)OC)OC)OCO4
• SMILES (Isomeric): C[N@@+]12CCC3=CC4=C(C=C3[C@@H]1CC5=C(C2)C(=C(C=C5)OC)OC)OCO4
• InChI: InChI=1S/C21H24NO4/c1-22-7-6-14-9-19-20(26-12-25-19)10-15(14)17(22)8-13-4-5-18(23-2)21(24-3)16(13)11-22/h4-5,9-10,17H,6-8,11-12H2,1-3H3/q+1/t17-,22-/m0/s1
• InChI Key: IPABSWBNWMXCHM-JTSKRJEESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄NO₄+
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.17053325 g/mol
• Topological Polar Surface Area (TPSA): 36.90 Ų
• XlogP: 3.10

Synonyms

• (7S,13aS)-9,10-dimethoxy-7-methyl-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinolin-7-ium
• CHEBI:50540
• Q27122107
• (1S,13S)-16,17-dimethoxy-13-methyl-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL261	P00915	Carbonic anhydrase I	99.02%	96.76%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.46%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.17%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.45%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.65%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.77%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.25%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.02%	92.62%
CHEMBL205	P00918	Carbonic anhydrase II	90.41%	98.44%
CHEMBL2535	P11166	Glucose transporter	90.33%	98.75%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.41%	82.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.25%	95.56%
CHEMBL240	Q12809	HERG	87.19%	89.76%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	87.17%	80.96%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.49%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.36%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.11%	93.40%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	86.04%	96.09%
CHEMBL5747	Q92793	CREB-binding protein	85.80%	95.12%
CHEMBL4040	P28482	MAP kinase ERK2	85.31%	83.82%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	84.70%	96.86%
CHEMBL3438	Q05513	Protein kinase C zeta	83.00%	88.48%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.06%	89.05%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.96%	94.03%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.91%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.89%	94.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.56%	96.00%
CHEMBL2056	P21728	Dopamine D1 receptor	81.10%	91.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.00%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.63%	97.09%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	80.00%	90.95%

Plants that contains it

• Thalictrum minus

Cross-Links

• PubChem: 5460122
• LOTUS: LTS0024394
• wikiData: Q27122107