6-Acetyl-1'-methylspiro[4-oxa-12-azatricyclo[7.2.1.02,7]dodec-5-ene-10,3'-indole]-2'-one

Details

• Internal ID: 0f5a8a8d-c392-4c47-8a39-6543f484f84e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Amino acids and derivatives > Beta amino acids and derivatives
• IUPAC Name: 6-acetyl-1'-methylspiro[4-oxa-12-azatricyclo[7.2.1.02,7]dodec-5-ene-10,3'-indole]-2'-one
• SMILES (Canonical): CC(=O)C1=COCC2C1CC3C4(CC2N3)C5=CC=CC=C5N(C4=O)C
• SMILES (Isomeric): CC(=O)C1=COCC2C1CC3C4(CC2N3)C5=CC=CC=C5N(C4=O)C
• InChI: InChI=1S/C20H22N2O3/c1-11(23)13-9-25-10-14-12(13)7-18-20(8-16(14)21-18)15-5-3-4-6-17(15)22(2)19(20)24/h3-6,9,12,14,16,18,21H,7-8,10H2,1-2H3
• InChI Key: JUWMPKQYUSKQSY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂N₂O₃
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.16304257 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.77
• 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	+	0.9917	99.17%
Caco-2	+	0.7036	70.36%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6168	61.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8610	86.10%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5308	53.08%
P-glycoprotein inhibitior	-	0.4846	48.46%
P-glycoprotein substrate	+	0.6022	60.22%
CYP3A4 substrate	+	0.6472	64.72%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.7938	79.38%
CYP3A4 inhibition	-	0.6800	68.00%
CYP2C9 inhibition	-	0.6716	67.16%
CYP2C19 inhibition	-	0.7062	70.62%
CYP2D6 inhibition	-	0.8467	84.67%
CYP1A2 inhibition	-	0.6389	63.89%
CYP2C8 inhibition	-	0.6917	69.17%
CYP inhibitory promiscuity	-	0.7511	75.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5734	57.34%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9939	99.39%
Skin irritation	-	0.7977	79.77%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	+	0.6263	62.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8921	89.21%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6791	67.91%
skin sensitisation	-	0.8582	85.82%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.4721	47.21%
Acute Oral Toxicity (c)	III	0.5161	51.61%
Estrogen receptor binding	+	0.7370	73.70%
Androgen receptor binding	+	0.6358	63.58%
Thyroid receptor binding	+	0.5760	57.60%
Glucocorticoid receptor binding	-	0.6431	64.31%
Aromatase binding	-	0.6088	60.88%
PPAR gamma	-	0.5573	55.73%
Honey bee toxicity	-	0.8221	82.21%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9656	96.56%

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	97.34%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.50%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.30%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.76%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.85%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.34%	85.14%
CHEMBL4208	P20618	Proteasome component C5	85.91%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.38%	97.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.89%	85.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.70%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.38%	94.45%

Plants that contains it

• Alstonia angustifolia
• Alstonia macrophylla
• Alstonia muelleriana

Cross-Links

• PubChem: 5242830
• LOTUS: LTS0194632
• wikiData: Q105135471