(-)-Dregamine

Details

• Internal ID: 66126844-63a1-466a-8b81-69275b826f0e
• Taxonomy: Alkaloids and derivatives > Vobasan alkaloids
• IUPAC Name: methyl (1S,14R,15R)-15-ethyl-17-methyl-12-oxo-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate
• SMILES (Canonical): CCC1CN(C2CC3=C(C(=O)CC1C2C(=O)OC)NC4=CC=CC=C34)C
• SMILES (Isomeric): CC[C@H]1CN([C@H]2CC3=C(C(=O)C[C@H]1C2C(=O)OC)NC4=CC=CC=C34)C
• InChI: InChI=1S/C21H26N2O3/c1-4-12-11-23(2)17-9-15-13-7-5-6-8-16(13)22-20(15)18(24)10-14(12)19(17)21(25)26-3/h5-8,12,14,17,19,22H,4,9-11H2,1-3H3/t12-,14+,17-,19?/m0/s1
• InChI Key: FFVRRQMGGGTQRH-GYOUQHOJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆N₂O₃
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.19434270 g/mol
• Topological Polar Surface Area (TPSA): 62.40 Ų
• XlogP: 3.30

Synonyms

• 20-Epitabernemontanine
• (-)-Dregamine
• NSC177392
• 2299-26-5
• Methyl 3-oxo-19,20-dihydrovobasan-17-oate
• CHEMBL2006905
• Vobasan-17-oic acid, 19, 20-dihydro-3-oxo-, methyl ester, (20.alpha.)-
• methyl ethyl-methyl-oxo-[?]carboxylate
• NSC-177392
• NCI60_001484
• Vobasan-17-oic acid,20-dihydro-3-oxo-, methyl ester, (20.alpha.)-

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.07%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.40%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.91%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.07%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.54%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	93.44%	98.59%
CHEMBL2535	P11166	Glucose transporter	89.87%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.66%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.08%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	84.89%	90.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.78%	97.50%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.42%	88.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.92%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.19%	93.99%
CHEMBL5028	O14672	ADAM10	80.14%	97.50%

Plants that contains it

• Tabernaemontana calcarea

Cross-Links

• PubChem: 6711192
• LOTUS: LTS0189069
• wikiData: Q104994705