(2S)-2-[(2R)-2-[(9R,9aS)-2,3,5,6,7,8,9,9a-octahydro-1H-pyrrolo[1,2-a]azepin-9-yl]propyl]-4-methyl-2H-furan-5-one

Details

• Internal ID: e18f119a-4ae4-42a1-8a8d-4619e5f15063
• Taxonomy: Organoheterocyclic compounds > Pyrroloazepines
• IUPAC Name: (2S)-2-[(2R)-2-[(9R,9aS)-2,3,5,6,7,8,9,9a-octahydro-1H-pyrrolo[1,2-a]azepin-9-yl]propyl]-4-methyl-2H-furan-5-one
• InChI: InChI=1S/C17H27NO2/c1-12(10-14-11-13(2)17(19)20-14)15-6-3-4-8-18-9-5-7-16(15)18/h11-12,14-16H,3-10H2,1-2H3/t12-,14+,15-,16+/m1/s1
• InChI Key: QGXCOFHVNRDDGS-BVUBDWEXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₇NO₂
• Molecular Weight: 277.40 g/mol
• Exact Mass: 277.204179104 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.15
• 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	+	0.9876	98.76%
Caco-2	+	0.8743	87.43%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.4226	42.26%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9044	90.44%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.9009	90.09%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.5270	52.70%
P-glycoprotein inhibitior	-	0.8061	80.61%
P-glycoprotein substrate	-	0.7347	73.47%
CYP3A4 substrate	+	0.5157	51.57%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	-	0.7461	74.61%
CYP3A4 inhibition	-	0.7000	70.00%
CYP2C9 inhibition	-	0.9371	93.71%
CYP2C19 inhibition	-	0.7688	76.88%
CYP2D6 inhibition	-	0.7867	78.67%
CYP1A2 inhibition	-	0.5613	56.13%
CYP2C8 inhibition	-	0.9565	95.65%
CYP inhibitory promiscuity	-	0.9548	95.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4988	49.88%
Eye corrosion	-	0.9679	96.79%
Eye irritation	-	0.8370	83.70%
Skin irritation	-	0.7256	72.56%
Skin corrosion	-	0.8273	82.73%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7796	77.96%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6978	69.78%
skin sensitisation	-	0.7923	79.23%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5582	55.82%
Acute Oral Toxicity (c)	III	0.6851	68.51%
Estrogen receptor binding	-	0.7273	72.73%
Androgen receptor binding	-	0.5972	59.72%
Thyroid receptor binding	-	0.6007	60.07%
Glucocorticoid receptor binding	-	0.5451	54.51%
Aromatase binding	-	0.6461	64.61%
PPAR gamma	-	0.7886	78.86%
Honey bee toxicity	-	0.9382	93.82%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7689	76.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.44%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.64%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.08%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.50%	90.08%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.17%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.36%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.06%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.03%	99.18%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.97%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.88%	97.09%
CHEMBL1978	P11511	Cytochrome P450 19A1	85.58%	91.76%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.37%	93.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.10%	93.04%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.31%	98.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.22%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.75%	96.47%

Plants that contains it

• Stemona aphylla

Cross-Links

• PubChem: 162923038
• LOTUS: LTS0026089
• wikiData: Q105220751