methyl (1S,15R,17S,18S)-5-[(1S,12R,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]-6-hydroxy-17-[(1S)-1-hydroxyethyl]-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate

Details

• Internal ID: 5069c557-1d75-4ec2-a1fc-50655ffce73d
• Taxonomy: Alkaloids and derivatives > Ibogan-type alkaloids
• IUPAC Name: methyl (1S,15R,17S,18S)-5-[(1S,12R,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]-6-hydroxy-17-[(1S)-1-hydroxyethyl]-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate
• SMILES (Canonical): CC=C1CN(C2CC3=C(C(CC1C2(CO)C(=O)OC)C4=C(C=CC5=C4NC6=C5CCN7CC8CC(C7C6(C8)C(=O)OC)C(C)O)O)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=CC5=C4NC6=C5CCN7C[C@@H]8C[C@@H]([C@H]7[C@]6(C8)C(=O)OC)[C@H](C)O)O)NC9=CC=CC=C39)C
• InChI: InChI=1S/C43H52N4O7/c1-6-24-20-46(3)34-17-29-25-9-7-8-10-32(25)44-36(29)30(16-31(24)43(34,21-48)41(52)54-5)35-33(50)12-11-26-27-13-14-47-19-23-15-28(22(2)49)39(47)42(18-23,40(51)53-4)38(27)45-37(26)35/h6-12,22-23,28,30-31,34,39,44-45,48-50H,13-21H2,1-5H3/b24-6-/t22-,23+,28+,30+,31-,34-,39-,42+,43-/m0/s1
• InChI Key: HXMSBCHAUYUNRG-PWCIIMGZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₅₂N₄O₇
• Molecular Weight: 736.90 g/mol
• Exact Mass: 736.38360001 g/mol
• Topological Polar Surface Area (TPSA): 151.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.52
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8959	89.59%
Caco-2	-	0.8289	82.89%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5377	53.77%
OATP2B1 inhibitior	-	0.7230	72.30%
OATP1B1 inhibitior	+	0.8321	83.21%
OATP1B3 inhibitior	+	0.9065	90.65%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9920	99.20%
P-glycoprotein inhibitior	+	0.8114	81.14%
P-glycoprotein substrate	+	0.8525	85.25%
CYP3A4 substrate	+	0.7531	75.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6995	69.95%
CYP3A4 inhibition	-	0.6405	64.05%
CYP2C9 inhibition	-	0.7300	73.00%
CYP2C19 inhibition	-	0.8296	82.96%
CYP2D6 inhibition	-	0.8745	87.45%
CYP1A2 inhibition	-	0.7450	74.50%
CYP2C8 inhibition	+	0.7004	70.04%
CYP inhibitory promiscuity	-	0.6217	62.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5813	58.13%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9232	92.32%
Skin irritation	-	0.7707	77.07%
Skin corrosion	-	0.9345	93.45%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7382	73.82%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8699	86.99%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8150	81.50%
Acute Oral Toxicity (c)	III	0.6249	62.49%
Estrogen receptor binding	+	0.8582	85.82%
Androgen receptor binding	+	0.7744	77.44%
Thyroid receptor binding	+	0.6275	62.75%
Glucocorticoid receptor binding	+	0.8037	80.37%
Aromatase binding	+	0.6116	61.16%
PPAR gamma	+	0.7633	76.33%
Honey bee toxicity	-	0.6402	64.02%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9855	98.55%

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	99.57%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.35%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	99.26%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.02%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.96%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.70%	95.56%
CHEMBL1914	P06276	Butyrylcholinesterase	96.31%	95.00%
CHEMBL4208	P20618	Proteasome component C5	92.39%	90.00%
CHEMBL4073	P09237	Matrix metalloproteinase 7	91.59%	97.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	90.01%	88.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.01%	94.08%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	88.69%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.58%	89.00%
CHEMBL2535	P11166	Glucose transporter	87.95%	98.75%
CHEMBL255	P29275	Adenosine A2b receptor	87.85%	98.59%
CHEMBL5028	O14672	ADAM10	87.79%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.99%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.66%	97.25%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	85.26%	90.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.08%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.98%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.59%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.29%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.22%	93.03%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.61%	90.08%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.40%	91.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.08%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.99%	92.86%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.20%	85.83%

Plants that contains it

• Tabernaemontana corymbosa

Cross-Links

• PubChem: 11050894
• LOTUS: LTS0144388
• wikiData: Q105035078