methyl (1S,15R,17S,18S)-17-[(1S)-1-hydroxyethyl]-6,7-dimethoxy-3,13-diazapentacyclo[13.3.1.0^{2,10.0^{4,9.0^{13,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate

Details

• Internal ID: 1bc92a85-836d-4599-9701-d4016a908bf5
• Taxonomy: Alkaloids and derivatives > Ibogan-type alkaloids
• IUPAC Name: methyl 17-(1-hydroxyethyl)-6,7-dimethoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate
• SMILES (Canonical): CC(C1CC2CC3(C1N(C2)CCC4=C3NC5=CC(=C(C=C45)OC)OC)C(=O)OC)O
• SMILES (Isomeric): CC(C1CC2CC3(C1N(C2)CCC4=C3NC5=CC(=C(C=C45)OC)OC)C(=O)OC)O
• InChI: InChI=1S/C23H30N2O5/c1-12(26)15-7-13-10-23(22(27)30-4)20-14(5-6-25(11-13)21(15)23)16-8-18(28-2)19(29-3)9-17(16)24-20/h8-9,12-13,15,21,24,26H,5-7,10-11H2,1-4H3
• InChI Key: RCDVEJINCXVEQG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀N₂O₅
• Molecular Weight: 414.50 g/mol
• Exact Mass: 414.21547206 g/mol
• Topological Polar Surface Area (TPSA): 84.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 6
• 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	+	0.8297	82.97%
Caco-2	+	0.6744	67.44%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5475	54.75%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9160	91.60%
OATP1B3 inhibitior	+	0.8940	89.40%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8235	82.35%
P-glycoprotein inhibitior	-	0.4354	43.54%
P-glycoprotein substrate	+	0.8335	83.35%
CYP3A4 substrate	+	0.6588	65.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4651	46.51%
CYP3A4 inhibition	+	0.6017	60.17%
CYP2C9 inhibition	-	0.8361	83.61%
CYP2C19 inhibition	-	0.7912	79.12%
CYP2D6 inhibition	-	0.6891	68.91%
CYP1A2 inhibition	-	0.7941	79.41%
CYP2C8 inhibition	-	0.7801	78.01%
CYP inhibitory promiscuity	-	0.7293	72.93%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9791	97.91%
Skin irritation	-	0.7864	78.64%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6694	66.94%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.6477	64.77%
skin sensitisation	-	0.8780	87.80%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.9341	93.41%
Acute Oral Toxicity (c)	II	0.4729	47.29%
Estrogen receptor binding	+	0.7844	78.44%
Androgen receptor binding	+	0.5981	59.81%
Thyroid receptor binding	+	0.6819	68.19%
Glucocorticoid receptor binding	+	0.7934	79.34%
Aromatase binding	+	0.6044	60.44%
PPAR gamma	-	0.5136	51.36%
Honey bee toxicity	-	0.7718	77.18%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9217	92.17%

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	99.45%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.79%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.68%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.32%	91.11%
CHEMBL2535	P11166	Glucose transporter	96.87%	98.75%
CHEMBL2581	P07339	Cathepsin D	93.58%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	92.81%	92.98%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.33%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.68%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	90.03%	91.19%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	89.97%	91.79%
CHEMBL4208	P20618	Proteasome component C5	87.98%	90.00%
CHEMBL205	P00918	Carbonic anhydrase II	87.53%	98.44%
CHEMBL255	P29275	Adenosine A2b receptor	87.49%	98.59%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.91%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.48%	92.94%
CHEMBL4040	P28482	MAP kinase ERK2	85.99%	83.82%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.87%	89.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.09%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.83%	91.03%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.40%	93.03%
CHEMBL284	P27487	Dipeptidyl peptidase IV	84.26%	95.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.26%	95.89%
CHEMBL4073	P09237	Matrix metalloproteinase 7	83.86%	97.56%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.71%	97.50%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.66%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.42%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.86%	89.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.13%	94.78%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	82.02%	90.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.99%	94.08%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.36%	94.00%
CHEMBL5028	O14672	ADAM10	81.21%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.16%	92.62%

Plants that contains it

• Tabernaemontana bovina

Cross-Links

• PubChem: 138376516
• LOTUS: LTS0148453
• wikiData: Q105233562