methyl (1R,19R)-12-ethyl-4-[(15S,19R)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),13-pentaen-17-yl]-5-hydroxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate

Details

• Internal ID: 6941b9a5-3326-48b6-8c4d-f9437efbfb08
• Taxonomy: Alkaloids and derivatives > Eburnan-type alkaloids
• IUPAC Name: methyl (1R,19R)-12-ethyl-4-[(15S,19R)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),13-pentaen-17-yl]-5-hydroxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate
• InChI: InChI=1S/C40H44N4O3/c1-4-38-13-8-16-42-18-12-25-24-10-6-7-11-30(24)44(33(25)35(38)42)31(23-38)26-20-28-29(21-32(26)45)41-34-27(36(46)47-3)22-39(5-2)14-9-17-43-19-15-40(28,34)37(39)43/h6-11,13-14,20-21,31,35,37,41,45H,4-5,12,15-19,22-23H2,1-3H3/t31?,35-,37+,38+,39?,40-/m0/s1
• InChI Key: XHINMKYMJPJTSG-PVXICEHHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₄N₄O₃
• Molecular Weight: 628.80 g/mol
• Exact Mass: 628.34134128 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.74
• H-Bond Acceptor: 7
• 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	+	0.9693	96.93%
Caco-2	-	0.7556	75.56%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8272	82.72%
OATP2B1 inhibitior	-	0.5733	57.33%
OATP1B1 inhibitior	+	0.8521	85.21%
OATP1B3 inhibitior	+	0.9230	92.30%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8784	87.84%
P-glycoprotein substrate	+	0.8571	85.71%
CYP3A4 substrate	+	0.7636	76.36%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8409	84.09%
CYP3A4 inhibition	-	0.6332	63.32%
CYP2C9 inhibition	-	0.6156	61.56%
CYP2C19 inhibition	-	0.7012	70.12%
CYP2D6 inhibition	-	0.5846	58.46%
CYP1A2 inhibition	-	0.6559	65.59%
CYP2C8 inhibition	+	0.7984	79.84%
CYP inhibitory promiscuity	+	0.8237	82.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5862	58.62%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9370	93.70%
Skin irritation	-	0.7630	76.30%
Skin corrosion	-	0.9311	93.11%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7509	75.09%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5205	52.05%
skin sensitisation	-	0.8501	85.01%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8525	85.25%
Acute Oral Toxicity (c)	III	0.6070	60.70%
Estrogen receptor binding	+	0.8341	83.41%
Androgen receptor binding	+	0.7371	73.71%
Thyroid receptor binding	+	0.6528	65.28%
Glucocorticoid receptor binding	+	0.8648	86.48%
Aromatase binding	+	0.5992	59.92%
PPAR gamma	+	0.7555	75.55%
Honey bee toxicity	-	0.7667	76.67%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9875	98.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.86%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.61%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.23%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.88%	91.11%
CHEMBL4208	P20618	Proteasome component C5	95.91%	90.00%
CHEMBL217	P14416	Dopamine D2 receptor	93.42%	95.62%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	93.37%	93.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.70%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.10%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.63%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.58%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	90.63%	89.63%
CHEMBL2535	P11166	Glucose transporter	90.43%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.88%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.74%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.54%	92.62%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	89.30%	92.67%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	88.81%	91.79%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	88.41%	90.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.18%	99.23%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.46%	95.83%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.13%	94.45%
CHEMBL2056	P21728	Dopamine D1 receptor	82.06%	91.00%
CHEMBL5028	O14672	ADAM10	80.97%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.36%	94.00%

Plants that contains it

• Angelica dahurica

Cross-Links

• PubChem: 5316526
• NPASS: NPC47354