methyl (12R,15E)-12-[(1R,15S,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraen-6-yl]-15-ethylidene-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate

Details

• Internal ID: 8c01c501-7f70-4541-aa0f-09912b102f79
• Taxonomy: Alkaloids and derivatives > Ibogan-type alkaloids
• IUPAC Name: methyl (12R,15E)-12-[(1R,15S,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraen-6-yl]-15-ethylidene-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate
• SMILES (Canonical): CCC1CC2CC3C1N(C2)CCC4=C3NC5=C4C=CC(=C5)C6CC7C(C(CC8=C6NC9=CC=CC=C89)N(CC7=CC)C)C(=O)OC
• SMILES (Isomeric): CC[C@H]1C[C@H]2C[C@@H]3[C@H]1N(C2)CCC4=C3NC5=C4C=CC(=C5)[C@H]6CC\7C(C(CC8=C6NC9=CC=CC=C89)N(C/C7=C/C)C)C(=O)OC
• InChI: InChI=1S/C40H48N4O2/c1-5-23-15-22-16-32-37-28(13-14-44(20-22)39(23)32)27-12-11-25(17-34(27)42-37)30-18-29-24(6-2)21-43(3)35(36(29)40(45)46-4)19-31-26-9-7-8-10-33(26)41-38(30)31/h6-12,17,22-23,29-30,32,35-36,39,41-42H,5,13-16,18-21H2,1-4H3/b24-6-/t22-,23-,29?,30+,32-,35?,36?,39-/m0/s1
• InChI Key: MTARGWPMLJBYNG-RONXUMJQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₈N₄O₂
• Molecular Weight: 616.80 g/mol
• Exact Mass: 616.37772679 g/mol
• Topological Polar Surface Area (TPSA): 64.40 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 7.15
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• C09242

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9839	98.39%
Caco-2	-	0.7593	75.93%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6996	69.96%
OATP2B1 inhibitior	-	0.7127	71.27%
OATP1B1 inhibitior	+	0.8024	80.24%
OATP1B3 inhibitior	+	0.9339	93.39%
MATE1 inhibitior	-	0.5837	58.37%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9785	97.85%
P-glycoprotein inhibitior	+	0.8936	89.36%
P-glycoprotein substrate	+	0.8381	83.81%
CYP3A4 substrate	+	0.7482	74.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3537	35.37%
CYP3A4 inhibition	+	0.5670	56.70%
CYP2C9 inhibition	-	0.5402	54.02%
CYP2C19 inhibition	-	0.7479	74.79%
CYP2D6 inhibition	-	0.5097	50.97%
CYP1A2 inhibition	-	0.5869	58.69%
CYP2C8 inhibition	+	0.7424	74.24%
CYP inhibitory promiscuity	+	0.5812	58.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6926	69.26%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9417	94.17%
Skin irritation	-	0.7765	77.65%
Skin corrosion	-	0.9300	93.00%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9289	92.89%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8669	86.69%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7233	72.33%
Acute Oral Toxicity (c)	III	0.4990	49.90%
Estrogen receptor binding	+	0.7689	76.89%
Androgen receptor binding	+	0.7844	78.44%
Thyroid receptor binding	+	0.5679	56.79%
Glucocorticoid receptor binding	+	0.7179	71.79%
Aromatase binding	+	0.5800	58.00%
PPAR gamma	+	0.6479	64.79%
Honey bee toxicity	-	0.7306	73.06%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	99.32%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.47%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.27%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.27%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.08%	91.11%
CHEMBL228	P31645	Serotonin transporter	94.74%	95.51%
CHEMBL255	P29275	Adenosine A2b receptor	94.50%	98.59%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.55%	97.09%
CHEMBL238	Q01959	Dopamine transporter	89.46%	95.88%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.53%	97.25%
CHEMBL2535	P11166	Glucose transporter	88.37%	98.75%
CHEMBL4208	P20618	Proteasome component C5	87.57%	90.00%
CHEMBL217	P14416	Dopamine D2 receptor	86.55%	95.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.08%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.33%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	84.15%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.18%	89.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.03%	97.50%
CHEMBL1914	P06276	Butyrylcholinesterase	81.47%	95.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.41%	82.38%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.29%	92.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.80%	93.03%
CHEMBL222	P23975	Norepinephrine transporter	80.69%	96.06%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.58%	96.95%

Plants that contains it

• Tabernaemontana catharinensis
• Tabernaemontana corymbosa
• Tabernaemontana dichotoma
• Tabernaemontana hystrix
• Tabernaemontana laeta
• Tabernaemontana pandacaqui

Cross-Links

• PubChem: 118701524
• LOTUS: LTS0084962
• wikiData: Q104403499