Methyl 15-ethylidene-13-(hydroxymethyl)-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2,4,6,8-tetraene-13-carboxylate

Details

• Internal ID: 026b6fd2-fe8f-48b5-a3a5-630137f0aa52
• Taxonomy: Alkaloids and derivatives > Corynanthean-type alkaloids
• IUPAC Name: methyl 15-ethylidene-13-(hydroxymethyl)-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2,4,6,8-tetraene-13-carboxylate
• SMILES (Canonical): CC=C1CN2C3CC1C(C2CC4C3=NC5=CC=CC=C45)(CO)C(=O)OC
• SMILES (Isomeric): CC=C1CN2C3CC1C(C2CC4C3=NC5=CC=CC=C45)(CO)C(=O)OC
• InChI: InChI=1S/C21H24N2O3/c1-3-12-10-23-17-9-15(12)21(11-24,20(25)26-2)18(23)8-14-13-6-4-5-7-16(13)22-19(14)17/h3-7,14-15,17-18,24H,8-11H2,1-2H3
• InChI Key: JHLJAPBBYYUJNY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₃
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.17869263 g/mol
• Topological Polar Surface Area (TPSA): 62.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8760	87.60%
Caco-2	+	0.6896	68.96%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7278	72.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.7879	78.79%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8213	82.13%
P-glycoprotein inhibitior	-	0.6146	61.46%
P-glycoprotein substrate	-	0.5438	54.38%
CYP3A4 substrate	+	0.6703	67.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7446	74.46%
CYP3A4 inhibition	-	0.8291	82.91%
CYP2C9 inhibition	-	0.7323	73.23%
CYP2C19 inhibition	-	0.7332	73.32%
CYP2D6 inhibition	-	0.6453	64.53%
CYP1A2 inhibition	-	0.5258	52.58%
CYP2C8 inhibition	+	0.4873	48.73%
CYP inhibitory promiscuity	-	0.6981	69.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6501	65.01%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.9828	98.28%
Skin irritation	-	0.7623	76.23%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8812	88.12%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5285	52.85%
skin sensitisation	-	0.8126	81.26%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.4852	48.52%
Acute Oral Toxicity (c)	III	0.6415	64.15%
Estrogen receptor binding	+	0.7913	79.13%
Androgen receptor binding	+	0.7209	72.09%
Thyroid receptor binding	+	0.6967	69.67%
Glucocorticoid receptor binding	+	0.5768	57.68%
Aromatase binding	-	0.6043	60.43%
PPAR gamma	-	0.5874	58.74%
Honey bee toxicity	-	0.7947	79.47%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9620	96.20%

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	99.05%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.15%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.22%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.82%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.92%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.83%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.68%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.94%	99.17%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.00%	89.44%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.09%	95.83%
CHEMBL5028	O14672	ADAM10	84.85%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	83.61%	90.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.65%	89.67%

Plants that contains it

• Alstonia venenata

Cross-Links

• PubChem: 162950834
• LOTUS: LTS0056358
• wikiData: Q105128064