(3S,4S)-3-[(R)-ethoxy-(4-hydroxyphenyl)methyl]-4-(4-hydroxyphenyl)-1-methylpyrrolidin-2-one

Details

• Internal ID: d7b3c3b8-80c7-4ffa-9976-92337a460151
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > Phenylpyrrolidines
• IUPAC Name: (3S,4S)-3-[(R)-ethoxy-(4-hydroxyphenyl)methyl]-4-(4-hydroxyphenyl)-1-methylpyrrolidin-2-one
• SMILES (Canonical): CCOC(C1C(CN(C1=O)C)C2=CC=C(C=C2)O)C3=CC=C(C=C3)O
• SMILES (Isomeric): CCO[C@H]([C@@H]1[C@H](CN(C1=O)C)C2=CC=C(C=C2)O)C3=CC=C(C=C3)O
• InChI: InChI=1S/C20H23NO4/c1-3-25-19(14-6-10-16(23)11-7-14)18-17(12-21(2)20(18)24)13-4-8-15(22)9-5-13/h4-11,17-19,22-23H,3,12H2,1-2H3/t17-,18+,19+/m1/s1
• InChI Key: LTOLCFJQVFUPNR-QYZOEREBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃NO₄
• Molecular Weight: 341.40 g/mol
• Exact Mass: 341.16270821 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 4
• 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	+	0.9592	95.92%
Caco-2	+	0.7144	71.44%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7879	78.79%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8545	85.45%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6465	64.65%
P-glycoprotein inhibitior	+	0.5711	57.11%
P-glycoprotein substrate	-	0.7037	70.37%
CYP3A4 substrate	+	0.5590	55.90%
CYP2C9 substrate	-	0.5888	58.88%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.7647	76.47%
CYP2C9 inhibition	-	0.7486	74.86%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.7125	71.25%
CYP1A2 inhibition	-	0.6672	66.72%
CYP2C8 inhibition	-	0.8919	89.19%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5295	52.95%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9178	91.78%
Skin irritation	-	0.8206	82.06%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	-	0.6981	69.81%
Human Ether-a-go-go-Related Gene inhibition	+	0.8930	89.30%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	-	0.8817	88.17%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6083	60.83%
Acute Oral Toxicity (c)	III	0.6849	68.49%
Estrogen receptor binding	+	0.7177	71.77%
Androgen receptor binding	+	0.7572	75.72%
Thyroid receptor binding	+	0.6253	62.53%
Glucocorticoid receptor binding	+	0.6611	66.11%
Aromatase binding	+	0.5444	54.44%
PPAR gamma	-	0.5766	57.66%
Honey bee toxicity	-	0.8991	89.91%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.8243	82.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.44%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.93%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.30%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.42%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.80%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.39%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.22%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.58%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.49%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.44%	97.25%

Plants that contains it

• Dictamnus dasycarpus

Cross-Links

• PubChem: 162871439
• LOTUS: LTS0019616
• wikiData: Q105157061