(2R,3S)-3-hydroxy-3-methyl-1-(3-methylbutyl)-2-[(E,4S)-4-methylhex-2-en-2-yl]-5-propanoyl-2H-pyridin-4-one

Details

• Internal ID: 119e692d-cbc7-456d-add6-599c9efc09da
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Tetrahydropyridines
• IUPAC Name: (2R,3S)-3-hydroxy-3-methyl-1-(3-methylbutyl)-2-[(E,4S)-4-methylhex-2-en-2-yl]-5-propanoyl-2H-pyridin-4-one
• InChI: InChI=1S/C21H35NO3/c1-8-15(5)12-16(6)19-21(7,25)20(24)17(18(23)9-2)13-22(19)11-10-14(3)4/h12-15,19,25H,8-11H2,1-7H3/b16-12+/t15-,19+,21-/m0/s1
• InChI Key: QBQYFCPQNQEGCP-JFURQWFISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₅NO₃
• Molecular Weight: 349.50 g/mol
• Exact Mass: 349.26169398 g/mol
• Topological Polar Surface Area (TPSA): 57.60 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8190	81.90%
Caco-2	+	0.7988	79.88%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7529	75.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8795	87.95%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8339	83.39%
P-glycoprotein inhibitior	-	0.5999	59.99%
P-glycoprotein substrate	-	0.5735	57.35%
CYP3A4 substrate	+	0.5939	59.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7585	75.85%
CYP3A4 inhibition	-	0.9116	91.16%
CYP2C9 inhibition	-	0.8116	81.16%
CYP2C19 inhibition	-	0.7701	77.01%
CYP2D6 inhibition	-	0.8111	81.11%
CYP1A2 inhibition	-	0.7392	73.92%
CYP2C8 inhibition	-	0.8601	86.01%
CYP inhibitory promiscuity	-	0.8510	85.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5172	51.72%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9693	96.93%
Skin irritation	-	0.6970	69.70%
Skin corrosion	-	0.8510	85.10%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6864	68.64%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7814	78.14%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6701	67.01%
Acute Oral Toxicity (c)	III	0.7416	74.16%
Estrogen receptor binding	+	0.5277	52.77%
Androgen receptor binding	-	0.5222	52.22%
Thyroid receptor binding	+	0.6331	63.31%
Glucocorticoid receptor binding	-	0.4659	46.59%
Aromatase binding	+	0.5816	58.16%
PPAR gamma	+	0.8040	80.40%
Honey bee toxicity	-	0.8642	86.42%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.5340	53.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.90%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.39%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.88%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.90%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.95%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.04%	89.00%
CHEMBL3837	P07711	Cathepsin L	85.30%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.88%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.00%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	82.18%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	80.97%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.85%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10760259
• LOTUS: LTS0152235
• wikiData: Q105217962