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

Details

• Internal ID: c07ce407-7bf1-4305-bd64-fe384d6857d3
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides
• IUPAC Name: [(2S)-4-[[(3S)-1-hydroxy-2-oxoazepan-3-yl]amino]-4-oxobutan-2-yl] (2R)-2-[[(4S)-2-(2-hydroxyphenyl)-4-methyl-5H-1,3-oxazole-4-carbonyl]amino]-6-[hydroxy(tetradecanoyl)amino]hexanoate
• SMILES (Canonical): CCCCCCCCCCCCCC(=O)N(CCCCC(C(=O)OC(C)CC(=O)NC1CCCCN(C1=O)O)NC(=O)C2(COC(=N2)C3=CC=CC=C3O)C)O
• SMILES (Isomeric): CCCCCCCCCCCCCC(=O)N(CCCC[C@H](C(=O)O[C@@H](C)CC(=O)N[C@H]1CCCCN(C1=O)O)NC(=O)[C@@]2(COC(=N2)C3=CC=CC=C3O)C)O
• InChI: InChI=1S/C41H65N5O10/c1-4-5-6-7-8-9-10-11-12-13-14-25-36(49)45(53)26-19-18-23-33(43-40(52)41(3)29-55-37(44-41)31-21-15-16-24-34(31)47)39(51)56-30(2)28-35(48)42-32-22-17-20-27-46(54)38(32)50/h15-16,21,24,30,32-33,47,53-54H,4-14,17-20,22-23,25-29H2,1-3H3,(H,42,48)(H,43,52)/t30-,32-,33+,41-/m0/s1
• InChI Key: FLNBHUFQQNURAK-QSADNNIKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₅N₅O₁₀
• Molecular Weight: 788.00 g/mol
• Exact Mass: 787.47314329 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 5.71
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8173	81.73%
Caco-2	-	0.8531	85.31%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4418	44.18%
OATP2B1 inhibitior	-	0.7202	72.02%
OATP1B1 inhibitior	+	0.8362	83.62%
OATP1B3 inhibitior	+	0.9254	92.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8061	80.61%
BSEP inhibitior	+	0.9463	94.63%
P-glycoprotein inhibitior	+	0.7522	75.22%
P-glycoprotein substrate	+	0.8073	80.73%
CYP3A4 substrate	+	0.7500	75.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	+	0.7093	70.93%
CYP2C9 inhibition	-	0.7220	72.20%
CYP2C19 inhibition	-	0.7079	70.79%
CYP2D6 inhibition	-	0.8437	84.37%
CYP1A2 inhibition	-	0.8265	82.65%
CYP2C8 inhibition	+	0.7055	70.55%
CYP inhibitory promiscuity	-	0.6552	65.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.5720	57.20%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9088	90.88%
Skin irritation	-	0.7651	76.51%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	-	0.6937	69.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5857	58.57%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5343	53.43%
skin sensitisation	-	0.8275	82.75%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.9292	92.92%
Acute Oral Toxicity (c)	III	0.5885	58.85%
Estrogen receptor binding	+	0.8143	81.43%
Androgen receptor binding	+	0.7430	74.30%
Thyroid receptor binding	+	0.5264	52.64%
Glucocorticoid receptor binding	+	0.6784	67.84%
Aromatase binding	+	0.6036	60.36%
PPAR gamma	+	0.6970	69.70%
Honey bee toxicity	-	0.7529	75.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6253	62.53%
Fish aquatic toxicity	+	0.9698	96.98%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.40%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	97.92%	89.63%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	97.44%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.88%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.83%	99.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	95.84%	93.10%
CHEMBL221	P23219	Cyclooxygenase-1	95.28%	90.17%
CHEMBL3524	P56524	Histone deacetylase 4	94.80%	92.97%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.70%	90.08%
CHEMBL240	Q12809	HERG	94.49%	89.76%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.28%	95.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.44%	99.23%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	92.38%	98.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.30%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.25%	93.56%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	90.65%	91.81%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.35%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.95%	96.47%
CHEMBL321	P14780	Matrix metalloproteinase 9	88.44%	92.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.18%	89.00%
CHEMBL5028	O14672	ADAM10	87.13%	97.50%
CHEMBL2535	P11166	Glucose transporter	86.14%	98.75%
CHEMBL5255	O00206	Toll-like receptor 4	86.13%	92.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.11%	90.71%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.61%	95.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.14%	92.88%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.91%	92.62%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	84.30%	96.25%
CHEMBL204	P00734	Thrombin	83.97%	96.01%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.90%	95.89%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	83.36%	89.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.17%	96.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.87%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.53%	100.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	82.19%	96.09%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.46%	97.50%
CHEMBL3891	P07384	Calpain 1	80.13%	93.04%

Plants that contains it

• Hypericum papuanum

Cross-Links

• PubChem: 162918197
• LOTUS: LTS0105463
• wikiData: Q104667130