[(2R)-4-[[(3S)-1-hydroxy-2-oxoazepan-3-yl]amino]-4-oxobutan-2-yl] (2R)-6-[[(E)-hexadec-7-enoyl]-hydroxyamino]-2-[[(4R)-2-(2-hydroxyphenyl)-4-methyl-5H-1,3-oxazole-4-carbonyl]amino]hexanoate

Details

• Internal ID: 012ae1b5-46f3-4101-bf7d-1d9df8f8912c
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides
• IUPAC Name: [(2R)-4-[[(3S)-1-hydroxy-2-oxoazepan-3-yl]amino]-4-oxobutan-2-yl] (2R)-6-[[(E)-hexadec-7-enoyl]-hydroxyamino]-2-[[(4R)-2-(2-hydroxyphenyl)-4-methyl-5H-1,3-oxazole-4-carbonyl]amino]hexanoate
• InChI: InChI=1S/C43H67N5O10/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-27-38(51)47(55)28-21-20-25-35(45-42(54)43(3)31-57-39(46-43)33-23-17-18-26-36(33)49)41(53)58-32(2)30-37(50)44-34-24-19-22-29-48(56)40(34)52/h11-12,17-18,23,26,32,34-35,49,55-56H,4-10,13-16,19-22,24-25,27-31H2,1-3H3,(H,44,50)(H,45,54)/b12-11+/t32-,34+,35-,43-/m1/s1
• InChI Key: IOEOSOYIFLFLDH-PMXREQQJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₇N₅O₁₀
• Molecular Weight: 814.00 g/mol
• Exact Mass: 813.48879335 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.27
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 26

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8579	85.79%
Caco-2	-	0.8528	85.28%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4786	47.86%
OATP2B1 inhibitior	-	0.7200	72.00%
OATP1B1 inhibitior	+	0.8129	81.29%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8061	80.61%
BSEP inhibitior	+	0.9411	94.11%
P-glycoprotein inhibitior	+	0.7507	75.07%
P-glycoprotein substrate	+	0.7984	79.84%
CYP3A4 substrate	+	0.7520	75.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	+	0.7545	75.45%
CYP2C9 inhibition	-	0.7114	71.14%
CYP2C19 inhibition	-	0.6855	68.55%
CYP2D6 inhibition	-	0.8632	86.32%
CYP1A2 inhibition	-	0.8221	82.21%
CYP2C8 inhibition	+	0.7448	74.48%
CYP inhibitory promiscuity	-	0.6334	63.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.5554	55.54%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.9077	90.77%
Skin irritation	-	0.7602	76.02%
Skin corrosion	-	0.9192	91.92%
Ames mutagenesis	-	0.7137	71.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6232	62.32%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5968	59.68%
skin sensitisation	-	0.8249	82.49%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.8807	88.07%
Acute Oral Toxicity (c)	III	0.5917	59.17%
Estrogen receptor binding	+	0.8208	82.08%
Androgen receptor binding	+	0.7628	76.28%
Thyroid receptor binding	+	0.5460	54.60%
Glucocorticoid receptor binding	+	0.6810	68.10%
Aromatase binding	+	0.6025	60.25%
PPAR gamma	+	0.7268	72.68%
Honey bee toxicity	-	0.7336	73.36%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6453	64.53%
Fish aquatic toxicity	+	0.9845	98.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.96%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	98.72%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.71%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.78%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.72%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.84%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	96.70%	82.69%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	96.13%	93.10%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.85%	90.08%
CHEMBL240	Q12809	HERG	95.53%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.09%	95.56%
CHEMBL3524	P56524	Histone deacetylase 4	93.57%	92.97%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.19%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.53%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.76%	99.23%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	91.58%	98.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.89%	95.17%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	90.76%	91.81%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.27%	89.00%
CHEMBL321	P14780	Matrix metalloproteinase 9	89.48%	92.12%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.17%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.55%	96.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	87.39%	96.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.87%	92.88%
CHEMBL5255	O00206	Toll-like receptor 4	86.81%	92.50%
CHEMBL5028	O14672	ADAM10	86.64%	97.50%
CHEMBL2535	P11166	Glucose transporter	85.63%	98.75%
CHEMBL3891	P07384	Calpain 1	85.57%	93.04%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	84.75%	96.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.65%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.61%	92.62%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	84.57%	89.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.53%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.19%	95.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.03%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.07%	90.71%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.05%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	81.83%	94.75%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.79%	96.38%
CHEMBL3401	O75469	Pregnane X receptor	81.79%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162879341
• LOTUS: LTS0235726
• wikiData: Q105116616