9-[1-(4-methyl-5-oxo-2H-furan-2-yl)propyl]-1,2,5,6,7,8,9,9a-octahydropyrrolo[1,2-a]azepin-3-one

Details

• Internal ID: 06813bf2-f0dc-4a0c-b0c1-d1fa6594c225
• Taxonomy: Organoheterocyclic compounds > Pyrroloazepines
• IUPAC Name: 9-[1-(4-methyl-5-oxo-2H-furan-2-yl)propyl]-1,2,5,6,7,8,9,9a-octahydropyrrolo[1,2-a]azepin-3-one
• SMILES (Canonical): CCC(C1CCCCN2C1CCC2=O)C3C=C(C(=O)O3)C
• SMILES (Isomeric): CCC(C1CCCCN2C1CCC2=O)C3C=C(C(=O)O3)C
• InChI: InChI=1S/C17H25NO3/c1-3-12(15-10-11(2)17(20)21-15)13-6-4-5-9-18-14(13)7-8-16(18)19/h10,12-15H,3-9H2,1-2H3
• InChI Key: UCPFAONBHXOZTR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₅NO₃
• Molecular Weight: 291.40 g/mol
• Exact Mass: 291.18344366 g/mol
• Topological Polar Surface Area (TPSA): 46.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.9190	91.90%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6930	69.30%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8561	85.61%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5404	54.04%
P-glycoprotein inhibitior	-	0.7845	78.45%
P-glycoprotein substrate	-	0.6460	64.60%
CYP3A4 substrate	+	0.5685	56.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9023	90.23%
CYP3A4 inhibition	-	0.7001	70.01%
CYP2C9 inhibition	-	0.7455	74.55%
CYP2C19 inhibition	-	0.5757	57.57%
CYP2D6 inhibition	-	0.9071	90.71%
CYP1A2 inhibition	+	0.5309	53.09%
CYP2C8 inhibition	-	0.9223	92.23%
CYP inhibitory promiscuity	-	0.7902	79.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5465	54.65%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.9533	95.33%
Skin irritation	-	0.8031	80.31%
Skin corrosion	-	0.8977	89.77%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8081	80.81%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5605	56.05%
skin sensitisation	-	0.8440	84.40%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6473	64.73%
Acute Oral Toxicity (c)	III	0.6799	67.99%
Estrogen receptor binding	-	0.7194	71.94%
Androgen receptor binding	-	0.5448	54.48%
Thyroid receptor binding	-	0.5887	58.87%
Glucocorticoid receptor binding	-	0.6868	68.68%
Aromatase binding	-	0.7230	72.30%
PPAR gamma	-	0.7326	73.26%
Honey bee toxicity	-	0.9313	93.13%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8113	81.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.50%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.07%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.15%	97.25%
CHEMBL1978	P11511	Cytochrome P450 19A1	90.69%	91.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.40%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.11%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.70%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.28%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.29%	99.23%
CHEMBL1871	P10275	Androgen Receptor	84.53%	96.43%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.34%	93.65%

Plants that contains it

• Stemona sessilifolia

Cross-Links

• PubChem: 85434791
• LOTUS: LTS0144296
• wikiData: Q105270043