Phenopyrrozin

Details

• Internal ID: 7368d002-c8b2-486c-8bc6-88c54416c184
• Taxonomy: Organoheterocyclic compounds > Pyrrolizines
• IUPAC Name: 2-hydroxy-1-phenyl-5,6,7,8-tetrahydropyrrolizin-3-one
• SMILES (Canonical): C1CC2C(=C(C(=O)N2C1)O)C3=CC=CC=C3
• SMILES (Isomeric): C1CC2C(=C(C(=O)N2C1)O)C3=CC=CC=C3
• InChI: InChI=1S/C13H13NO2/c15-12-11(9-5-2-1-3-6-9)10-7-4-8-14(10)13(12)16/h1-3,5-6,10,15H,4,7-8H2
• InChI Key: APSZCQZJXWEGJS-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₃NO₂
• Molecular Weight: 215.25 g/mol
• Exact Mass: 215.094628657 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 2-hydroxy-1-phenyl-5,6,7,8-tetrahydropyrrolizin-3-one
• CHEMBL4242149
• 5,6,7,7a-tetrahydro-2-hydroxy-1-phenyl-3h-pyrrolizin-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.9280	92.80%
Blood Brain Barrier	+	0.8379	83.79%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6735	67.35%
OATP2B1 inhibitior	-	0.8626	86.26%
OATP1B1 inhibitior	+	0.9350	93.50%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5817	58.17%
BSEP inhibitior	-	0.8553	85.53%
P-glycoprotein inhibitior	-	0.9848	98.48%
P-glycoprotein substrate	-	0.9252	92.52%
CYP3A4 substrate	-	0.6229	62.29%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8529	85.29%
CYP3A4 inhibition	-	0.9769	97.69%
CYP2C9 inhibition	-	0.7994	79.94%
CYP2C19 inhibition	-	0.8387	83.87%
CYP2D6 inhibition	-	0.8644	86.44%
CYP1A2 inhibition	+	0.6464	64.64%
CYP2C8 inhibition	-	0.8720	87.20%
CYP inhibitory promiscuity	-	0.5758	57.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5396	53.96%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.7692	76.92%
Skin irritation	-	0.7242	72.42%
Skin corrosion	-	0.9029	90.29%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6185	61.85%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8585	85.85%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6015	60.15%
Acute Oral Toxicity (c)	III	0.4663	46.63%
Estrogen receptor binding	-	0.7196	71.96%
Androgen receptor binding	+	0.6797	67.97%
Thyroid receptor binding	-	0.5941	59.41%
Glucocorticoid receptor binding	-	0.7060	70.60%
Aromatase binding	-	0.6516	65.16%
PPAR gamma	+	0.7170	71.70%
Honey bee toxicity	-	0.9733	97.33%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	-	0.4560	45.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.26%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.30%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.29%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.32%	86.33%
CHEMBL1902	P62942	FK506-binding protein 1A	89.16%	97.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.92%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.54%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.04%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.84%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.00%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.62%	93.04%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.65%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.75%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10220018
• LOTUS: LTS0051638
• wikiData: Q77565685