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

Details

• Internal ID: b0de09a9-6416-4bcb-aa45-795b2562add1
• Taxonomy: Alkaloids and derivatives > Ibogan-type alkaloids
• IUPAC Name: methyl (1S,15R,17S,18S)-7-[(1S,12S,14S,15E,18S)-15-ethylidene-18-(hydroxymethyl)-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-17-[(1S)-1-hydroxyethyl]-6-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate
• SMILES (Canonical): CC=C1CN(C2CC3=C(C(CC1C2(CO)C(=O)OC)C4=C(C=C5C(=C4)C6=C(N5)C7(CC8CC(C7N(C8)CC6)C(C)O)C(=O)OC)OC)NC9=CC=CC=C39)C
• SMILES (Isomeric): C/C=C\1/CN([C@H]2CC3=C([C@@H](C[C@@H]1[C@]2(CO)C(=O)OC)C4=C(C=C5C(=C4)C6=C(N5)[C@@]7(C[C@H]8C[C@@H]([C@@H]7N(C8)CC6)[C@H](C)O)C(=O)OC)OC)NC9=CC=CC=C39)C
• InChI: InChI=1S/C44H54N4O7/c1-7-25-21-47(3)37-17-32-26-10-8-9-11-34(26)45-38(32)31(16-33(25)44(37,22-49)42(52)55-6)30-15-29-27-12-13-48-20-24-14-28(23(2)50)40(48)43(19-24,41(51)54-5)39(27)46-35(29)18-36(30)53-4/h7-11,15,18,23-24,28,31,33,37,40,45-46,49-50H,12-14,16-17,19-22H2,1-6H3/b25-7-/t23-,24+,28+,31-,33-,37-,40-,43+,44-/m0/s1
• InChI Key: YCZBPVXCHDXNAB-KXUZJJLLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₄N₄O₇
• Molecular Weight: 750.90 g/mol
• Exact Mass: 750.39925007 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.82
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9266	92.66%
Caco-2	-	0.8153	81.53%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6316	63.16%
OATP2B1 inhibitior	-	0.7262	72.62%
OATP1B1 inhibitior	+	0.8152	81.52%
OATP1B3 inhibitior	+	0.9056	90.56%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8176	81.76%
P-glycoprotein substrate	+	0.8630	86.30%
CYP3A4 substrate	+	0.7535	75.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3792	37.92%
CYP3A4 inhibition	+	0.5984	59.84%
CYP2C9 inhibition	-	0.7376	73.76%
CYP2C19 inhibition	-	0.8397	83.97%
CYP2D6 inhibition	-	0.8719	87.19%
CYP1A2 inhibition	-	0.7382	73.82%
CYP2C8 inhibition	+	0.7013	70.13%
CYP inhibitory promiscuity	-	0.6582	65.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5626	56.26%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9244	92.44%
Skin irritation	-	0.7765	77.65%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7716	77.16%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8743	87.43%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8954	89.54%
Acute Oral Toxicity (c)	III	0.6360	63.60%
Estrogen receptor binding	+	0.8682	86.82%
Androgen receptor binding	+	0.7637	76.37%
Thyroid receptor binding	+	0.6177	61.77%
Glucocorticoid receptor binding	+	0.8138	81.38%
Aromatase binding	+	0.6403	64.03%
PPAR gamma	+	0.7474	74.74%
Honey bee toxicity	-	0.6334	63.34%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9882	98.82%

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	99.82%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.56%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.88%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.81%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.60%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.62%	95.56%
CHEMBL2535	P11166	Glucose transporter	94.46%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.42%	97.25%
CHEMBL4073	P09237	Matrix metalloproteinase 7	92.45%	97.56%
CHEMBL4208	P20618	Proteasome component C5	91.50%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.61%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.04%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.04%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.66%	95.89%
CHEMBL4302	P08183	P-glycoprotein 1	88.87%	92.98%
CHEMBL1914	P06276	Butyrylcholinesterase	88.80%	95.00%
CHEMBL5028	O14672	ADAM10	87.69%	97.50%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	87.11%	90.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.78%	89.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	86.65%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.02%	94.08%
CHEMBL2885	P07451	Carbonic anhydrase III	85.76%	87.45%
CHEMBL255	P29275	Adenosine A2b receptor	84.47%	98.59%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.93%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	82.89%	83.82%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.75%	95.83%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.12%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.64%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.55%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	81.51%	91.19%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	80.21%	91.65%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.09%	93.81%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.01%	85.83%

Plants that contains it

• Tabernaemontana corymbosa

Cross-Links

• PubChem: 162931071
• LOTUS: LTS0021441
• wikiData: Q105346611