Methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2(7),3,5,9-tetraene-10-carboxylate

Details

• Internal ID: c56f9e41-5ea0-46b8-84dd-d515f11157e9
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2(7),3,5,9-tetraene-10-carboxylate
• SMILES (Canonical): CC(C1CN2CCC34C2CC1C(=C3NC5=C4C=CC=C5OC)C(=O)OC)O
• SMILES (Isomeric): CC(C1CN2CCC34C2CC1C(=C3NC5=C4C=CC=C5OC)C(=O)OC)O
• InChI: InChI=1S/C21H26N2O4/c1-11(24)13-10-23-8-7-21-14-5-4-6-15(26-2)18(14)22-19(21)17(20(25)27-3)12(13)9-16(21)23/h4-6,11-13,16,22,24H,7-10H2,1-3H3
• InChI Key: FNDWOLJMJUSGOB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆N₂O₄
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.18925731 g/mol
• Topological Polar Surface Area (TPSA): 71.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8904	89.04%
Caco-2	+	0.8355	83.55%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7963	79.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9437	94.37%
OATP1B3 inhibitior	+	0.9277	92.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6122	61.22%
P-glycoprotein inhibitior	-	0.6586	65.86%
P-glycoprotein substrate	+	0.7415	74.15%
CYP3A4 substrate	+	0.7007	70.07%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8010	80.10%
CYP3A4 inhibition	-	0.8853	88.53%
CYP2C9 inhibition	-	0.8153	81.53%
CYP2C19 inhibition	-	0.8442	84.42%
CYP2D6 inhibition	-	0.5931	59.31%
CYP1A2 inhibition	-	0.7515	75.15%
CYP2C8 inhibition	-	0.6230	62.30%
CYP inhibitory promiscuity	-	0.7495	74.95%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5440	54.40%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9938	99.38%
Skin irritation	-	0.7579	75.79%
Skin corrosion	-	0.9309	93.09%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3622	36.22%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5561	55.61%
skin sensitisation	-	0.8359	83.59%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6401	64.01%
Acute Oral Toxicity (c)	III	0.5576	55.76%
Estrogen receptor binding	+	0.6501	65.01%
Androgen receptor binding	+	0.6846	68.46%
Thyroid receptor binding	-	0.5231	52.31%
Glucocorticoid receptor binding	+	0.5913	59.13%
Aromatase binding	+	0.5289	52.89%
PPAR gamma	-	0.5710	57.10%
Honey bee toxicity	-	0.8034	80.34%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9677	96.77%

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	99.59%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.14%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.44%	94.45%
CHEMBL2535	P11166	Glucose transporter	95.61%	98.75%
CHEMBL2581	P07339	Cathepsin D	93.52%	98.95%
CHEMBL1914	P06276	Butyrylcholinesterase	93.33%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.45%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.32%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.71%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.51%	95.89%
CHEMBL5028	O14672	ADAM10	87.68%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.54%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	86.15%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.89%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.50%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.02%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.85%	100.00%
CHEMBL4208	P20618	Proteasome component C5	84.66%	90.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.87%	93.03%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.11%	94.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.62%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.42%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.90%	92.62%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.33%	95.56%

Plants that contains it

• Alstonia rostrata
• Alstonia scholaris

Cross-Links

• PubChem: 72986201
• LOTUS: LTS0120448
• wikiData: Q104998236