6,9-Methano-5H-pyrido[1',2':1,2]azepino[4,5-b]indole, 7-ethyl-6,6a,7,8,9,10,12,13-octahydro-, [6R-(6alpha,6abeta,7beta,9alpha)]-

Details

• Internal ID: 363406e2-0364-4a4d-8bed-1315101077f9
• Taxonomy: Alkaloids and derivatives > Ibogan-type alkaloids
• IUPAC Name: 17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene
• SMILES (Canonical): CCC1CC2CC3C1N(C2)CCC4=C3NC5=CC=CC=C45
• SMILES (Isomeric): CCC1CC2CC3C1N(C2)CCC4=C3NC5=CC=CC=C45
• InChI: InChI=1S/C19H24N2/c1-2-13-9-12-10-16-18-15(7-8-21(11-12)19(13)16)14-5-3-4-6-17(14)20-18/h3-6,12-13,16,19-20H,2,7-11H2,1H3
• InChI Key: LRLCVRYKAFDXKU-UHFFFAOYSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄N₂
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.193948774 g/mol
• Topological Polar Surface Area (TPSA): 19.00 Ų
• XlogP: 3.90

Synonyms

• Ibogamin
• NSC628061
• SCHEMBL18712852
• LRLCVRYKAFDXKU-UHFFFAOYSA-N
• [6R-(6.alpha.,6a.beta.,7.beta.,9.alpha.)]-7-Ethyl-6,6a,7,8,9,10,12,13-octahydro-6,9-methano-5H-pyrido[1',2':1,2]azepino[4,5-b]indole
• 17-Ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene
• 6,9-Methano-5H-pyrido[1',2':1,2]azepino[4,5-b]indole, 7-ethyl-6,6a,7,8,9,10,12,13-octahydro-, [6R-(6.alpha.,6a.beta.,7.beta.,9.alpha.)]-
• 6,9-Methano-5H-pyrido[1',2':1,2]azepino[4,5-b]indole, 7-ethyl-6,6a,7,8,9,10,12,13-octahydro-, [6R-(6alpha,6abeta,7beta,9alpha)]-

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	97.02%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.34%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	93.43%	98.59%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.29%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.30%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.92%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.45%	97.25%
CHEMBL240	Q12809	HERG	90.28%	89.76%
CHEMBL3310	Q96DB2	Histone deacetylase 11	87.22%	88.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.02%	93.99%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	85.26%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.33%	94.45%
CHEMBL333	P08253	Matrix metalloproteinase-2	83.75%	96.31%
CHEMBL1907	P15144	Aminopeptidase N	82.10%	93.31%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.51%	93.81%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.90%	97.64%
CHEMBL206	P03372	Estrogen receptor alpha	80.74%	97.64%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	80.33%	96.42%

Plants that contains it

• Tabernaemontana calcarea
• Tabernaemontana catharinensis
• Tabernaemontana citrifolia
• Tabernaemontana coffeoides
• Tabernaemontana corymbosa
• Tabernaemontana cymosa
• Tabernaemontana dichotoma
• Tabernaemontana divaricata
• Tabernaemontana eglandulosa
• Tabernaemontana hystrix
• Tabernaemontana markgrafiana
• Tabernaemontana robinsonii
• Tabernaemontana sphaerocarpa
• Tabernaemontana vanheurckii
• Tabernanthe iboga

Cross-Links

• PubChem: 500053
• LOTUS: LTS0179415
• wikiData: Q104667254