[(R)-[5-(3-methylbutanoylcarbamoyl)-4-oxopyran-2-yl]-phenylmethyl] acetate

Details

• Internal ID: ac72e7f6-365c-4d0f-939e-8921c075c7d7
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzyloxycarbonyls
• IUPAC Name: [(R)-[5-(3-methylbutanoylcarbamoyl)-4-oxopyran-2-yl]-phenylmethyl] acetate
• InChI: InChI=1S/C20H21NO6/c1-12(2)9-18(24)21-20(25)15-11-26-17(10-16(15)23)19(27-13(3)22)14-7-5-4-6-8-14/h4-8,10-12,19H,9H2,1-3H3,(H,21,24,25)/t19-/m1/s1
• InChI Key: VDFNZTMTSRBUGD-LJQANCHMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁NO₆
• Molecular Weight: 371.40 g/mol
• Exact Mass: 371.13688739 g/mol
• Topological Polar Surface Area (TPSA): 98.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9722	97.22%
Caco-2	-	0.7552	75.52%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6044	60.44%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.9117	91.17%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7768	77.68%
P-glycoprotein inhibitior	+	0.6508	65.08%
P-glycoprotein substrate	-	0.7197	71.97%
CYP3A4 substrate	+	0.5333	53.33%
CYP2C9 substrate	+	0.6211	62.11%
CYP2D6 substrate	-	0.8852	88.52%
CYP3A4 inhibition	-	0.9289	92.89%
CYP2C9 inhibition	+	0.5685	56.85%
CYP2C19 inhibition	-	0.6028	60.28%
CYP2D6 inhibition	-	0.8959	89.59%
CYP1A2 inhibition	-	0.6327	63.27%
CYP2C8 inhibition	-	0.8214	82.14%
CYP inhibitory promiscuity	-	0.5633	56.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5396	53.96%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9873	98.73%
Skin irritation	-	0.8649	86.49%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7832	78.32%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5938	59.38%
skin sensitisation	-	0.9141	91.41%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5153	51.53%
Acute Oral Toxicity (c)	III	0.6806	68.06%
Estrogen receptor binding	+	0.6190	61.90%
Androgen receptor binding	+	0.7626	76.26%
Thyroid receptor binding	-	0.5837	58.37%
Glucocorticoid receptor binding	+	0.5773	57.73%
Aromatase binding	-	0.6156	61.56%
PPAR gamma	+	0.6092	60.92%
Honey bee toxicity	-	0.8425	84.25%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8823	88.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.83%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.79%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.03%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.81%	95.56%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	91.65%	87.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.43%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.89%	94.45%
CHEMBL2535	P11166	Glucose transporter	88.77%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.79%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.56%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.72%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.78%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.77%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	82.55%	90.20%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.12%	95.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.95%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162890550
• LOTUS: LTS0151136
• wikiData: Q105284127