methyl (1R,12S,14R,15S,18S)-15-ethyl-12-[(1R,15R,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraen-5-yl]-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate

Details

• Internal ID: 42db544b-a5ba-49ed-8f62-e63c85b463d7
• Taxonomy: Alkaloids and derivatives > Ibogan-type alkaloids
• IUPAC Name: methyl (1R,12S,14R,15S,18S)-15-ethyl-12-[(1R,15R,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraen-5-yl]-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=C5C6CC7C(CN(C(C7C(=O)OC)CC8=C6NC9=CC=CC=C89)C)CC
• SMILES (Isomeric): CC[C@H]1C[C@@H]2C[C@@H]3[C@H]1N(C2)CCC4=C3NC5=C4C=CC=C5[C@@H]6C[C@@H]7[C@@H](CN([C@@H]([C@H]7C(=O)OC)CC8=C6NC9=CC=CC=C89)C)CC
• InChI: InChI=1S/C40H50N4O2/c1-5-23-16-22-17-32-37-28(14-15-44(20-22)39(23)32)26-11-9-12-27(36(26)42-37)30-18-29-24(6-2)21-43(3)34(35(29)40(45)46-4)19-31-25-10-7-8-13-33(25)41-38(30)31/h7-13,22-24,29-30,32,34-35,39,41-42H,5-6,14-21H2,1-4H3/t22-,23+,24-,29-,30+,32+,34-,35+,39+/m1/s1
• InChI Key: WFIHZDRDQMJSQS-ZUJNNJJRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₀N₄O₂
• Molecular Weight: 618.80 g/mol
• Exact Mass: 618.39337685 g/mol
• Topological Polar Surface Area (TPSA): 64.40 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 7.23
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	-	0.7482	74.82%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7039	70.39%
OATP2B1 inhibitior	-	0.5679	56.79%
OATP1B1 inhibitior	+	0.8391	83.91%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.5637	56.37%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9915	99.15%
P-glycoprotein inhibitior	+	0.9077	90.77%
P-glycoprotein substrate	+	0.8719	87.19%
CYP3A4 substrate	+	0.7624	76.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3928	39.28%
CYP3A4 inhibition	+	0.5059	50.59%
CYP2C9 inhibition	-	0.6870	68.70%
CYP2C19 inhibition	-	0.7941	79.41%
CYP2D6 inhibition	-	0.5567	55.67%
CYP1A2 inhibition	-	0.6222	62.22%
CYP2C8 inhibition	+	0.7345	73.45%
CYP inhibitory promiscuity	-	0.5713	57.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7040	70.40%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9452	94.52%
Skin irritation	-	0.7996	79.96%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9044	90.44%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5656	56.56%
skin sensitisation	-	0.8921	89.21%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6927	69.27%
Acute Oral Toxicity (c)	II	0.4676	46.76%
Estrogen receptor binding	+	0.8007	80.07%
Androgen receptor binding	+	0.7799	77.99%
Thyroid receptor binding	+	0.5370	53.70%
Glucocorticoid receptor binding	+	0.7292	72.92%
Aromatase binding	+	0.5626	56.26%
PPAR gamma	+	0.6617	66.17%
Honey bee toxicity	-	0.6999	69.99%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9755	97.55%

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	99.58%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.37%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.10%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	97.37%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.09%	91.11%
CHEMBL255	P29275	Adenosine A2b receptor	96.01%	98.59%
CHEMBL1914	P06276	Butyrylcholinesterase	95.49%	95.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.15%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.11%	95.56%
CHEMBL228	P31645	Serotonin transporter	93.06%	95.51%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.94%	97.25%
CHEMBL240	Q12809	HERG	92.94%	89.76%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	90.56%	96.39%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.31%	97.09%
CHEMBL2535	P11166	Glucose transporter	88.54%	98.75%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	87.47%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.50%	99.23%
CHEMBL238	Q01959	Dopamine transporter	85.09%	95.88%
CHEMBL1907	P15144	Aminopeptidase N	85.00%	93.31%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.69%	92.67%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.16%	93.56%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.57%	90.95%
CHEMBL5028	O14672	ADAM10	83.52%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.19%	99.17%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	83.19%	97.15%
CHEMBL217	P14416	Dopamine D2 receptor	81.52%	95.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.01%	92.62%

Plants that contains it

• Tabernaemontana divaricata

Cross-Links

• PubChem: 163106399
• LOTUS: LTS0013613
• wikiData: Q105303928