1-[(4R)-4-hydroxy-3,4-dihydro-2H-pyridin-1-yl]-3-phenylpropan-1-one

Details

• Internal ID: 26aa233a-d328-4e45-9cbf-8f6da57e3cd1
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Tetrahydropyridines
• IUPAC Name: 1-[(4R)-4-hydroxy-3,4-dihydro-2H-pyridin-1-yl]-3-phenylpropan-1-one
• SMILES (Canonical): C1CN(C=CC1O)C(=O)CCC2=CC=CC=C2
• SMILES (Isomeric): C1CN(C=C[C@@H]1O)C(=O)CCC2=CC=CC=C2
• InChI: InChI=1S/C14H17NO2/c16-13-8-10-15(11-9-13)14(17)7-6-12-4-2-1-3-5-12/h1-5,8,10,13,16H,6-7,9,11H2/t13-/m0/s1
• InChI Key: IGRJBTVEXGGCBK-ZDUSSCGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇NO₂
• Molecular Weight: 231.29 g/mol
• Exact Mass: 231.125928785 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.7614	76.14%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8177	81.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9375	93.75%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.6467	64.67%
P-glycoprotein inhibitior	-	0.9762	97.62%
P-glycoprotein substrate	-	0.7932	79.32%
CYP3A4 substrate	-	0.5338	53.38%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.7722	77.22%
CYP3A4 inhibition	-	0.7583	75.83%
CYP2C9 inhibition	-	0.7919	79.19%
CYP2C19 inhibition	-	0.6942	69.42%
CYP2D6 inhibition	-	0.8656	86.56%
CYP1A2 inhibition	-	0.8181	81.81%
CYP2C8 inhibition	-	0.8143	81.43%
CYP inhibitory promiscuity	-	0.7339	73.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5521	55.21%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.5156	51.56%
Skin irritation	-	0.7099	70.99%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7109	71.09%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5548	55.48%
skin sensitisation	-	0.8746	87.46%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7337	73.37%
Acute Oral Toxicity (c)	III	0.6432	64.32%
Estrogen receptor binding	-	0.6170	61.70%
Androgen receptor binding	-	0.7144	71.44%
Thyroid receptor binding	-	0.7071	70.71%
Glucocorticoid receptor binding	+	0.5557	55.57%
Aromatase binding	+	0.5614	56.14%
PPAR gamma	-	0.6842	68.42%
Honey bee toxicity	-	0.9011	90.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.7842	78.42%

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	97.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.31%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.31%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.75%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.46%	95.56%
CHEMBL5805	Q9NR97	Toll-like receptor 8	86.83%	96.25%
CHEMBL221	P23219	Cyclooxygenase-1	85.55%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.43%	91.11%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.09%	98.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.61%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.36%	95.89%

Plants that contains it

• Piper methysticum

Cross-Links

• PubChem: 154496222
• LOTUS: LTS0181338
• wikiData: Q105112781