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

Details

• Internal ID: ea5ddc47-0e39-486b-93dc-99b2bcd6c1ec
• Taxonomy: Organoheterocyclic compounds > Pyrroloazepines
• IUPAC Name: (3R,5S)-5-[(2R)-2-[(4R,9R,9aS)-4-oxido-2,3,5,6,7,8,9,9a-octahydro-1H-pyrrolo[1,2-a]azepin-4-ium-9-yl]propyl]-3-methyloxolan-2-one
• SMILES (Canonical): CC1CC(OC1=O)CC(C)C2CCCC[N+]3(C2CCC3)[O-]
• SMILES (Isomeric): C[C@@H]1C[C@@H](OC1=O)C[C@@H](C)[C@H]2CCCC[N@@+]3([C@H]2CCC3)[O-]
• InChI: InChI=1S/C17H29NO3/c1-12(10-14-11-13(2)17(19)21-14)15-6-3-4-8-18(20)9-5-7-16(15)18/h12-16H,3-11H2,1-2H3/t12-,13-,14+,15-,16+,18-/m1/s1
• InChI Key: PIGOWTVLTFOGSR-RPSTWBSGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₉NO₃
• Molecular Weight: 295.40 g/mol
• Exact Mass: 295.21474379 g/mol
• Topological Polar Surface Area (TPSA): 44.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.24
• 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	-	0.6649	66.49%
Caco-2	+	0.7563	75.63%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4755	47.55%
OATP2B1 inhibitior	-	0.8471	84.71%
OATP1B1 inhibitior	+	0.9095	90.95%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.7575	75.75%
P-glycoprotein inhibitior	-	0.8366	83.66%
P-glycoprotein substrate	-	0.6657	66.57%
CYP3A4 substrate	+	0.5607	56.07%
CYP2C9 substrate	-	0.5898	58.98%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	-	0.7317	73.17%
CYP2C9 inhibition	-	0.8994	89.94%
CYP2C19 inhibition	-	0.8181	81.81%
CYP2D6 inhibition	-	0.8899	88.99%
CYP1A2 inhibition	-	0.7683	76.83%
CYP2C8 inhibition	-	0.8971	89.71%
CYP inhibitory promiscuity	-	0.9856	98.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.4802	48.02%
Eye corrosion	-	0.9720	97.20%
Eye irritation	-	0.6581	65.81%
Skin irritation	-	0.7679	76.79%
Skin corrosion	-	0.8886	88.86%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5524	55.24%
skin sensitisation	-	0.8371	83.71%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6719	67.19%
Acute Oral Toxicity (c)	III	0.6090	60.90%
Estrogen receptor binding	+	0.5981	59.81%
Androgen receptor binding	+	0.7166	71.66%
Thyroid receptor binding	-	0.5450	54.50%
Glucocorticoid receptor binding	+	0.6200	62.00%
Aromatase binding	-	0.6351	63.51%
PPAR gamma	-	0.7027	70.27%
Honey bee toxicity	-	0.9130	91.30%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7315	73.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.69%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.64%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.78%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.16%	95.56%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.75%	99.18%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.27%	93.04%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.07%	93.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.66%	86.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.44%	89.00%
CHEMBL4072	P07858	Cathepsin B	81.20%	93.67%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.13%	96.47%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.95%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.29%	95.89%

Plants that contains it

• Stemona aphylla

Cross-Links

• PubChem: 162812217
• LOTUS: LTS0211953
• wikiData: Q105209509