[1-[(2S,3R)-2-benzoyl-4,4-dimethyl-5-oxooxolan-3-yl]oxy-1-oxopropan-2-yl] (Z)-2-[(3-formamido-2-hydroxybenzoyl)amino]but-2-enoate

Details

• Internal ID: dc45a94d-4ec0-4259-8fe7-afef3f2ba3f2
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides
• IUPAC Name: [1-[(2S,3R)-2-benzoyl-4,4-dimethyl-5-oxooxolan-3-yl]oxy-1-oxopropan-2-yl] (Z)-2-[(3-formamido-2-hydroxybenzoyl)amino]but-2-enoate
• SMILES (Canonical): CC=C(C(=O)OC(C)C(=O)OC1C(OC(=O)C1(C)C)C(=O)C2=CC=CC=C2)NC(=O)C3=C(C(=CC=C3)NC=O)O
• SMILES (Isomeric): C/C=C(/C(=O)OC(C)C(=O)O[C@H]1[C@H](OC(=O)C1(C)C)C(=O)C2=CC=CC=C2)\NC(=O)C3=C(C(=CC=C3)NC=O)O
• InChI: InChI=1S/C28H28N2O10/c1-5-18(30-24(34)17-12-9-13-19(21(17)33)29-14-31)26(36)38-15(2)25(35)40-23-22(39-27(37)28(23,3)4)20(32)16-10-7-6-8-11-16/h5-15,22-23,33H,1-4H3,(H,29,31)(H,30,34)/b18-5-/t15?,22-,23+/m1/s1
• InChI Key: BRKSXNGMTKZTBR-CVDFIYPPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₈N₂O₁₀
• Molecular Weight: 552.50 g/mol
• Exact Mass: 552.17439509 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6926	69.26%
Caco-2	-	0.8354	83.54%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7267	72.67%
OATP2B1 inhibitior	-	0.7166	71.66%
OATP1B1 inhibitior	+	0.7397	73.97%
OATP1B3 inhibitior	+	0.9270	92.70%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8890	88.90%
P-glycoprotein inhibitior	+	0.7901	79.01%
P-glycoprotein substrate	+	0.5671	56.71%
CYP3A4 substrate	+	0.6455	64.55%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8863	88.63%
CYP3A4 inhibition	-	0.7755	77.55%
CYP2C9 inhibition	-	0.5602	56.02%
CYP2C19 inhibition	-	0.6823	68.23%
CYP2D6 inhibition	-	0.8838	88.38%
CYP1A2 inhibition	-	0.8254	82.54%
CYP2C8 inhibition	+	0.7384	73.84%
CYP inhibitory promiscuity	+	0.6984	69.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8154	81.54%
Carcinogenicity (trinary)	Non-required	0.5316	53.16%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9336	93.36%
Skin irritation	-	0.8253	82.53%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.5815	58.15%
Human Ether-a-go-go-Related Gene inhibition	-	0.4523	45.23%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.5845	58.45%
skin sensitisation	-	0.8466	84.66%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6110	61.10%
Acute Oral Toxicity (c)	III	0.6508	65.08%
Estrogen receptor binding	+	0.7274	72.74%
Androgen receptor binding	+	0.6703	67.03%
Thyroid receptor binding	+	0.6735	67.35%
Glucocorticoid receptor binding	+	0.8438	84.38%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7699	76.99%
Honey bee toxicity	-	0.7366	73.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9926	99.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.80%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	96.67%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.38%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.45%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.16%	99.23%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.36%	94.23%
CHEMBL3401	O75469	Pregnane X receptor	89.90%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.39%	86.33%
CHEMBL2535	P11166	Glucose transporter	88.94%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.70%	96.09%
CHEMBL5028	O14672	ADAM10	87.16%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.89%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.76%	91.07%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.50%	96.47%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.69%	94.62%
CHEMBL4072	P07858	Cathepsin B	82.82%	93.67%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	82.82%	87.67%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.66%	89.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.37%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.70%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132543977
• LOTUS: LTS0099873
• wikiData: Q104944880