Methyl 15-ethylidene-34-methoxy-10,24,30,39-tetramethyl-4,6-dioxa-10,17,30,39-tetrazaundecacyclo[26.10.1.114,20.02,26.05,25.07,23.09,21.011,20.012,17.029,37.031,36]tetraconta-7,9(21),22,29(37),31(36),32,34-heptaene-40-carboxylate

Details

• Internal ID: 0ded6416-d7fc-4252-bcb0-cbcd1d7c2d18
• Taxonomy: Alkaloids and derivatives > Macroline alkaloids
• IUPAC Name: methyl 15-ethylidene-34-methoxy-10,24,30,39-tetramethyl-4,6-dioxa-10,17,30,39-tetrazaundecacyclo[26.10.1.114,20.02,26.05,25.07,23.09,21.011,20.012,17.029,37.031,36]tetraconta-7,9(21),22,29(37),31(36),32,34-heptaene-40-carboxylate
• SMILES (Canonical): CC=C1CN2CCC34C(C1CC2C3N(C5=C4C=C6C(C7C8CC9C1=C(CC(C8COC7OC6=C5)N9C)C2=C(N1C)C=CC(=C2)OC)C)C)C(=O)OC
• SMILES (Isomeric): CC=C1CN2CCC34C(C1CC2C3N(C5=C4C=C6C(C7C8CC9C1=C(CC(C8COC7OC6=C5)N9C)C2=C(N1C)C=CC(=C2)OC)C)C)C(=O)OC
• InChI: InChI=1S/C43H52N4O5/c1-8-22-19-47-12-11-43-30-14-24-21(2)37-27-16-34-39-28(26-13-23(49-6)9-10-31(26)45(39)4)17-32(44(34)3)29(27)20-51-42(37)52-36(24)18-33(30)46(5)40(43)35(47)15-25(22)38(43)41(48)50-7/h8-10,13-14,18,21,25,27,29,32,34-35,37-38,40,42H,11-12,15-17,19-20H2,1-7H3
• InChI Key: LJRNZAMNULBXIB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₅₂N₄O₅
• Molecular Weight: 704.90 g/mol
• Exact Mass: 704.39377077 g/mol
• Topological Polar Surface Area (TPSA): 68.60 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.79
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9609	96.09%
Caco-2	-	0.7806	78.06%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4620	46.20%
OATP2B1 inhibitior	+	0.5780	57.80%
OATP1B1 inhibitior	+	0.8295	82.95%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.7418	74.18%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9256	92.56%
P-glycoprotein inhibitior	+	0.8452	84.52%
P-glycoprotein substrate	+	0.8562	85.62%
CYP3A4 substrate	+	0.7475	74.75%
CYP2C9 substrate	-	0.8132	81.32%
CYP2D6 substrate	-	0.7605	76.05%
CYP3A4 inhibition	+	0.6038	60.38%
CYP2C9 inhibition	-	0.7971	79.71%
CYP2C19 inhibition	-	0.8001	80.01%
CYP2D6 inhibition	-	0.5861	58.61%
CYP1A2 inhibition	-	0.5947	59.47%
CYP2C8 inhibition	+	0.7771	77.71%
CYP inhibitory promiscuity	+	0.5925	59.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5835	58.35%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9269	92.69%
Skin irritation	-	0.7938	79.38%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7552	75.52%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8572	85.72%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8343	83.43%
Acute Oral Toxicity (c)	III	0.6850	68.50%
Estrogen receptor binding	+	0.8533	85.33%
Androgen receptor binding	+	0.7643	76.43%
Thyroid receptor binding	+	0.5569	55.69%
Glucocorticoid receptor binding	+	0.8376	83.76%
Aromatase binding	+	0.7054	70.54%
PPAR gamma	+	0.7901	79.01%
Honey bee toxicity	-	0.6252	62.52%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9760	97.60%

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	98.86%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.63%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.37%	95.56%
CHEMBL2243	O00519	Anandamide amidohydrolase	95.91%	97.53%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	94.44%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.91%	94.45%
CHEMBL2535	P11166	Glucose transporter	91.86%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.61%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.05%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.71%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.59%	90.71%
CHEMBL4208	P20618	Proteasome component C5	88.55%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.35%	91.19%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.78%	95.69%
CHEMBL204	P00734	Thrombin	87.06%	96.01%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.38%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.33%	86.92%
CHEMBL5747	Q92793	CREB-binding protein	84.09%	95.12%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.76%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.63%	97.14%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.30%	85.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.60%	91.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.53%	92.62%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.06%	82.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.73%	94.00%
CHEMBL5028	O14672	ADAM10	81.72%	97.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.30%	91.03%
CHEMBL217	P14416	Dopamine D2 receptor	80.97%	95.62%
CHEMBL255	P29275	Adenosine A2b receptor	80.65%	98.59%
CHEMBL2581	P07339	Cathepsin D	80.45%	98.95%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	80.00%	90.95%

Plants that contains it

• Alstonia angustifolia

Cross-Links

• PubChem: 162987355
• LOTUS: LTS0011525
• wikiData: Q105152746