3-Methyl-10-[4-(4-methyl-5-oxofuran-2-ylidene)butyl]-1-oxa-10-azaspiro[4.5]dec-3-en-2-one

Details

• Internal ID: 7f348fc6-6f7a-41b6-bad1-91e6dd4c96f8
• Taxonomy: Organoheterocyclic compounds > Azaspirodecane derivatives
• IUPAC Name: 3-methyl-10-[4-(4-methyl-5-oxofuran-2-ylidene)butyl]-1-oxa-10-azaspiro[4.5]dec-3-en-2-one
• SMILES (Canonical): CC1=CC(=CCCCN2CCCCC23C=C(C(=O)O3)C)OC1=O
• SMILES (Isomeric): CC1=CC(=CCCCN2CCCCC23C=C(C(=O)O3)C)OC1=O
• InChI: InChI=1S/C18H23NO4/c1-13-11-15(22-16(13)20)7-3-5-9-19-10-6-4-8-18(19)12-14(2)17(21)23-18/h7,11-12H,3-6,8-10H2,1-2H3
• InChI Key: IMWDTVAWMRQOGN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₃NO₄
• Molecular Weight: 317.40 g/mol
• Exact Mass: 317.16270821 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8042	80.42%
Caco-2	+	0.5771	57.71%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6635	66.35%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8668	86.68%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6446	64.46%
P-glycoprotein inhibitior	-	0.4497	44.97%
P-glycoprotein substrate	-	0.6064	60.64%
CYP3A4 substrate	+	0.6049	60.49%
CYP2C9 substrate	-	0.6104	61.04%
CYP2D6 substrate	-	0.8574	85.74%
CYP3A4 inhibition	-	0.9393	93.93%
CYP2C9 inhibition	-	0.8374	83.74%
CYP2C19 inhibition	-	0.5482	54.82%
CYP2D6 inhibition	-	0.9524	95.24%
CYP1A2 inhibition	+	0.5248	52.48%
CYP2C8 inhibition	-	0.8368	83.68%
CYP inhibitory promiscuity	-	0.9559	95.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5051	50.51%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9164	91.64%
Skin irritation	-	0.7872	78.72%
Skin corrosion	-	0.8780	87.80%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8850	88.50%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5149	51.49%
skin sensitisation	-	0.8495	84.95%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6669	66.69%
Acute Oral Toxicity (c)	III	0.6519	65.19%
Estrogen receptor binding	+	0.5908	59.08%
Androgen receptor binding	-	0.5596	55.96%
Thyroid receptor binding	+	0.6472	64.72%
Glucocorticoid receptor binding	+	0.5492	54.92%
Aromatase binding	+	0.7018	70.18%
PPAR gamma	-	0.6535	65.35%
Honey bee toxicity	-	0.8895	88.95%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.6699	66.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.42%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.78%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.48%	93.99%
CHEMBL4208	P20618	Proteasome component C5	88.22%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.48%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.71%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.54%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	84.86%	94.75%
CHEMBL5805	Q9NR97	Toll-like receptor 8	84.07%	96.25%
CHEMBL325	Q13547	Histone deacetylase 1	83.18%	95.92%
CHEMBL230	P35354	Cyclooxygenase-2	82.19%	89.63%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.26%	95.89%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.22%	94.66%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.78%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.13%	93.40%

Plants that contains it

• Pandanus amaryllifolius

Cross-Links

• PubChem: 162846667
• LOTUS: LTS0210422
• wikiData: Q105115971