(7-oxo-5,6-dihydropyrrolizin-1-yl)methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate

Details

• Internal ID: f27781f3-cc54-4d10-9715-89b28bf3ab85
• Taxonomy: Organoheterocyclic compounds > Pyrrolizines
• IUPAC Name: (7-oxo-5,6-dihydropyrrolizin-1-yl)methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
• InChI: InChI=1S/C15H21NO5/c1-9(2)15(20,10(3)17)14(19)21-8-11-4-6-16-7-5-12(18)13(11)16/h4,6,9-10,17,20H,5,7-8H2,1-3H3/t10-,15-/m0/s1
• InChI Key: PEXXPJGXHPCDGN-BONVTDFDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁NO₅
• Molecular Weight: 295.33 g/mol
• Exact Mass: 295.14197277 g/mol
• Topological Polar Surface Area (TPSA): 88.80 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6046	60.46%
Caco-2	+	0.5273	52.73%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7527	75.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9226	92.26%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6485	64.85%
P-glycoprotein inhibitior	-	0.9236	92.36%
P-glycoprotein substrate	-	0.7385	73.85%
CYP3A4 substrate	+	0.5219	52.19%
CYP2C9 substrate	-	0.7855	78.55%
CYP2D6 substrate	-	0.8728	87.28%
CYP3A4 inhibition	-	0.8536	85.36%
CYP2C9 inhibition	-	0.8387	83.87%
CYP2C19 inhibition	-	0.7997	79.97%
CYP2D6 inhibition	-	0.8722	87.22%
CYP1A2 inhibition	-	0.7459	74.59%
CYP2C8 inhibition	-	0.8255	82.55%
CYP inhibitory promiscuity	-	0.8516	85.16%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4291	42.91%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9742	97.42%
Skin irritation	-	0.7942	79.42%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6800	68.00%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.7002	70.02%
skin sensitisation	-	0.8562	85.62%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6613	66.13%
Acute Oral Toxicity (c)	III	0.5281	52.81%
Estrogen receptor binding	+	0.6538	65.38%
Androgen receptor binding	+	0.5721	57.21%
Thyroid receptor binding	+	0.5151	51.51%
Glucocorticoid receptor binding	+	0.6004	60.04%
Aromatase binding	-	0.5909	59.09%
PPAR gamma	+	0.6146	61.46%
Honey bee toxicity	-	0.9044	90.44%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.7131	71.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.16%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.82%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.60%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.18%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.87%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.23%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.48%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.29%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.88%	97.25%
CHEMBL4208	P20618	Proteasome component C5	82.52%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.03%	95.89%

Plants that contains it

• Parsonsia alboflavescens

Cross-Links

• PubChem: 13946372
• LOTUS: LTS0156369
• wikiData: Q105207485