Coronaridine

Details

• Internal ID: 32a77679-7454-40bc-b7d3-cba4c7b3d975
• Taxonomy: Alkaloids and derivatives > Ibogan-type alkaloids
• IUPAC Name: methyl (1S,15S,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate
• SMILES (Canonical): CCC1CC2CC3(C1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC
• SMILES (Isomeric): CC[C@H]1C[C@H]2C[C@@]3([C@H]1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC
• InChI: InChI=1S/C21H26N2O2/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18/h4-7,13-14,19,22H,3,8-12H2,1-2H3/t13-,14-,19-,21+/m0/s1
• InChI Key: NVVDQMVGALBDGE-KSWFMABOSA-N
• Popularity: 24 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆N₂O₂
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.199428076 g/mol
• Topological Polar Surface Area (TPSA): 45.30 Ų
• XlogP: 3.50

Synonyms

• Coronardine
• CHEMBL364613
• NSC127490
• Ibogamine-18-carboxylic acid, methyl ester
• 467-77-6
• methyl (1S,15S,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate
• CHEBI:3887
• D04XXE
• NVVDQMVGALBDGE-KSWFMABOSA-N
• BDBM50329102
• C09139
• Q5172181

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	16000 nM	EC50	PMID: 14518939

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.43%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.19%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.16%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	93.66%	98.59%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.96%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.94%	85.14%
CHEMBL2535	P11166	Glucose transporter	90.65%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.99%	97.09%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	88.11%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.49%	94.08%
CHEMBL5028	O14672	ADAM10	85.31%	97.50%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.84%	88.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.60%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.58%	97.25%

Plants that contains it

• Catharanthus roseus
• Tabernaemontana africana
• Tabernaemontana alternifolia
• Tabernaemontana bufalina
• Tabernaemontana calcarea
• Tabernaemontana catharinensis
• Tabernaemontana citrifolia
• Tabernaemontana corymbosa
• Tabernaemontana cymosa
• Tabernaemontana dichotoma
• Tabernaemontana divaricata
• Tabernaemontana eglandulosa
• Tabernaemontana glandulosa
• Tabernaemontana grandiflora
• Tabernaemontana hystrix
• Tabernaemontana laeta
• Tabernaemontana macrocalyx
• Tabernaemontana markgrafiana
• Tabernaemontana mocquerysii
• Tabernaemontana oppositifolia
• Tabernaemontana pandacaqui
• Tabernaemontana pauciflora
• Tabernaemontana peduncularis
• Tabernaemontana penduliflora
• Tabernaemontana polyneura
• Tabernaemontana robinsonii
• Tabernaemontana solanifolia
• Tabernaemontana undulata
• Tabernaemontana vanheurckii
• Tabernanthe iboga
• Trachelospermum jasminoides
• Voacanga africana

Cross-Links

• PubChem: 73489
• NPASS: NPC329858
• ChEMBL: CHEMBL364613
• LOTUS: LTS0150087
• wikiData: Q5172181