8-[Hydroxy-[6-[1-[(1-hydroxy-2-oxoazepan-3-yl)amino]-2-methyl-1-oxopentan-3-yl]oxy-5-[[2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazole-4-carbonyl]amino]-6-oxohexyl]amino]-8-oxooct-6-enoic acid

Details

• Internal ID: 9d9275d1-aee0-4dad-92c1-4046adf56f76
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides
• IUPAC Name: 8-[hydroxy-[6-[1-[(1-hydroxy-2-oxoazepan-3-yl)amino]-2-methyl-1-oxopentan-3-yl]oxy-5-[[2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazole-4-carbonyl]amino]-6-oxohexyl]amino]-8-oxooct-6-enoic acid
• SMILES (Canonical): CCC(C(C)C(=O)NC1CCCCN(C1=O)O)OC(=O)C(CCCCN(C(=O)C=CCCCCC(=O)O)O)NC(=O)C2C(OC(=N2)C3=CC=CC=C3O)C
• SMILES (Isomeric): CCC(C(C)C(=O)NC1CCCCN(C1=O)O)OC(=O)C(CCCCN(C(=O)C=CCCCCC(=O)O)O)NC(=O)C2C(OC(=N2)C3=CC=CC=C3O)C
• InChI: InChI=1S/C37H53N5O12/c1-4-29(23(2)33(47)38-26-16-11-14-22-42(52)36(26)49)54-37(50)27(17-12-13-21-41(51)30(44)19-7-5-6-8-20-31(45)46)39-34(48)32-24(3)53-35(40-32)25-15-9-10-18-28(25)43/h7,9-10,15,18-19,23-24,26-27,29,32,43,51-52H,4-6,8,11-14,16-17,20-22H2,1-3H3,(H,38,47)(H,39,48)(H,45,46)
• InChI Key: JORHSMOFGIVRFR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₃N₅O₁₂
• Molecular Weight: 759.80 g/mol
• Exact Mass: 759.36907214 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8093	80.93%
Caco-2	-	0.8652	86.52%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5293	52.93%
OATP2B1 inhibitior	-	0.5685	56.85%
OATP1B1 inhibitior	+	0.8016	80.16%
OATP1B3 inhibitior	+	0.9242	92.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7811	78.11%
BSEP inhibitior	+	0.8462	84.62%
P-glycoprotein inhibitior	+	0.7581	75.81%
P-glycoprotein substrate	+	0.7884	78.84%
CYP3A4 substrate	+	0.7458	74.58%
CYP2C9 substrate	+	0.5913	59.13%
CYP2D6 substrate	-	0.8831	88.31%
CYP3A4 inhibition	+	0.8177	81.77%
CYP2C9 inhibition	-	0.7448	74.48%
CYP2C19 inhibition	-	0.7072	70.72%
CYP2D6 inhibition	-	0.8454	84.54%
CYP1A2 inhibition	-	0.8057	80.57%
CYP2C8 inhibition	+	0.6957	69.57%
CYP inhibitory promiscuity	-	0.6504	65.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.5556	55.56%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.9138	91.38%
Skin irritation	-	0.7586	75.86%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	-	0.6937	69.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3756	37.56%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5671	56.71%
skin sensitisation	-	0.8333	83.33%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7291	72.91%
Acute Oral Toxicity (c)	III	0.5997	59.97%
Estrogen receptor binding	+	0.8552	85.52%
Androgen receptor binding	+	0.7644	76.44%
Thyroid receptor binding	+	0.5570	55.70%
Glucocorticoid receptor binding	+	0.6664	66.64%
Aromatase binding	+	0.6473	64.73%
PPAR gamma	+	0.7543	75.43%
Honey bee toxicity	-	0.7517	75.17%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9679	96.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.86%	98.95%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	97.78%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.69%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.51%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.37%	93.56%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	95.46%	98.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.64%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.27%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.73%	82.69%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.97%	90.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.50%	90.71%
CHEMBL5028	O14672	ADAM10	91.20%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	89.74%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.61%	100.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.01%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.76%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.61%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.69%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.50%	99.15%
CHEMBL2514	O95665	Neurotensin receptor 2	85.32%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.13%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.78%	96.00%
CHEMBL321	P14780	Matrix metalloproteinase 9	84.20%	92.12%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.53%	97.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.29%	96.47%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.32%	93.03%
CHEMBL3401	O75469	Pregnane X receptor	81.88%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	81.38%	92.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.45%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162890893
• LOTUS: LTS0203899
• wikiData: Q104169734