14-Ethyl-10-oxa-8,18-diazahexacyclo[10.8.1.11,14.02,7.08,21.018,22]docosa-2,4,6-trien-21-ol

Details

• Internal ID: d13c66d0-db11-4070-8d2f-c96dc662dfbc
• Taxonomy: Alkaloids and derivatives > Aspidospermatan-type alkaloids
• IUPAC Name: 14-ethyl-10-oxa-8,18-diazahexacyclo[10.8.1.11,14.02,7.08,21.018,22]docosa-2,4,6-trien-21-ol
• SMILES (Canonical): CCC12CCCN3C1C4(CC3)C5=CC=CC=C5N6C4(C(C2)COC6)O
• SMILES (Isomeric): CCC12CCCN3C1C4(CC3)C5=CC=CC=C5N6C4(C(C2)COC6)O
• InChI: InChI=1S/C21H28N2O2/c1-2-19-8-5-10-22-11-9-20(18(19)22)16-6-3-4-7-17(16)23-14-25-13-15(12-19)21(20,23)24/h3-4,6-7,15,18,24H,2,5,8-14H2,1H3
• InChI Key: DLCMASBBPKCQAO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈N₂O₂
• Molecular Weight: 340.50 g/mol
• Exact Mass: 340.215078140 g/mol
• Topological Polar Surface Area (TPSA): 35.90 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	+	0.8906	89.06%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4673	46.73%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8849	88.49%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7377	73.77%
P-glycoprotein inhibitior	-	0.8567	85.67%
P-glycoprotein substrate	+	0.5466	54.66%
CYP3A4 substrate	+	0.5851	58.51%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	+	0.5718	57.18%
CYP3A4 inhibition	-	0.7532	75.32%
CYP2C9 inhibition	-	0.8767	87.67%
CYP2C19 inhibition	-	0.7828	78.28%
CYP2D6 inhibition	-	0.5881	58.81%
CYP1A2 inhibition	-	0.7262	72.62%
CYP2C8 inhibition	-	0.6055	60.55%
CYP inhibitory promiscuity	-	0.7405	74.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6334	63.34%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9707	97.07%
Skin irritation	-	0.7847	78.47%
Skin corrosion	-	0.9075	90.75%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7544	75.44%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5839	58.39%
skin sensitisation	-	0.8423	84.23%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6786	67.86%
Acute Oral Toxicity (c)	III	0.5764	57.64%
Estrogen receptor binding	+	0.7765	77.65%
Androgen receptor binding	+	0.7111	71.11%
Thyroid receptor binding	+	0.6313	63.13%
Glucocorticoid receptor binding	-	0.4673	46.73%
Aromatase binding	-	0.6173	61.73%
PPAR gamma	-	0.5957	59.57%
Honey bee toxicity	-	0.9372	93.72%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.6819	68.19%

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	94.31%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.36%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.70%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	90.71%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.71%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.50%	91.11%
CHEMBL4208	P20618	Proteasome component C5	88.38%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.02%	97.09%
CHEMBL5028	O14672	ADAM10	82.73%	97.50%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.93%	96.25%
CHEMBL1914	P06276	Butyrylcholinesterase	80.36%	95.00%

Plants that contains it

• Kopsia arborea

Cross-Links

• PubChem: 75220489
• LOTUS: LTS0157152
• wikiData: Q104984131