(4S)-N-[(2S)-1-[[(2S)-5-[formyl(hydroxy)amino]-1-[[(2S)-1-[[(3R)-1-hydroxy-2-oxopiperidin-3-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-oxazole-4-carboxamide

Details

• Internal ID: ac4ff33f-ccaf-480d-8ce7-9b13ae3e363b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (4S)-N-[(2S)-1-[[(2S)-5-[formyl(hydroxy)amino]-1-[[(2S)-1-[[(3R)-1-hydroxy-2-oxopiperidin-3-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-oxazole-4-carboxamide
• InChI: InChI=1S/C27H37N7O11/c1-15(22(38)30-18-8-5-11-34(44)27(18)42)28-23(39)17(7-4-10-33(43)14-36)29-24(40)19(12-35)31-25(41)20-13-45-26(32-20)16-6-2-3-9-21(16)37/h2-3,6,9,14-15,17-20,35,37,43-44H,4-5,7-8,10-13H2,1H3,(H,28,39)(H,29,40)(H,30,38)(H,31,41)/t15-,17-,18+,19-,20-/m0/s1
• InChI Key: ZFHKVOMUUVTXMU-UVBQOVKKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₇N₇O₁₁
• Molecular Weight: 635.60 g/mol
• Exact Mass: 635.25510502 g/mol
• Topological Polar Surface Area (TPSA): 260.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.87
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5996	59.96%
Caco-2	-	0.8837	88.37%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6419	64.19%
OATP2B1 inhibitior	+	0.5657	56.57%
OATP1B1 inhibitior	+	0.8523	85.23%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7811	78.11%
BSEP inhibitior	-	0.4868	48.68%
P-glycoprotein inhibitior	+	0.7143	71.43%
P-glycoprotein substrate	+	0.8372	83.72%
CYP3A4 substrate	+	0.7260	72.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8479	84.79%
CYP3A4 inhibition	-	0.5512	55.12%
CYP2C9 inhibition	-	0.7577	75.77%
CYP2C19 inhibition	-	0.7356	73.56%
CYP2D6 inhibition	-	0.8275	82.75%
CYP1A2 inhibition	-	0.8490	84.90%
CYP2C8 inhibition	+	0.5733	57.33%
CYP inhibitory promiscuity	-	0.8564	85.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5388	53.88%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.9298	92.98%
Skin irritation	-	0.7665	76.65%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5991	59.91%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6558	65.58%
skin sensitisation	-	0.8309	83.09%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6296	62.96%
Acute Oral Toxicity (c)	III	0.6145	61.45%
Estrogen receptor binding	+	0.7816	78.16%
Androgen receptor binding	+	0.6970	69.70%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4789	47.89%
Aromatase binding	+	0.5921	59.21%
PPAR gamma	+	0.6525	65.25%
Honey bee toxicity	-	0.8139	81.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.5967	59.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.84%	98.95%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	99.06%	93.10%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.15%	98.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.77%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.35%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.67%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.55%	93.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	92.85%	98.05%
CHEMBL321	P14780	Matrix metalloproteinase 9	91.37%	92.12%
CHEMBL5028	O14672	ADAM10	90.96%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.48%	99.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.04%	82.69%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.74%	93.40%
CHEMBL259	P32245	Melanocortin receptor 4	89.59%	95.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.09%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.03%	90.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.62%	97.64%
CHEMBL4072	P07858	Cathepsin B	87.23%	93.67%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.65%	95.83%
CHEMBL2514	O95665	Neurotensin receptor 2	86.41%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.30%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.28%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.23%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.87%	89.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	85.20%	94.66%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.96%	95.89%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.87%	88.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.14%	100.00%
CHEMBL4073	P09237	Matrix metalloproteinase 7	81.86%	97.56%
CHEMBL3837	P07711	Cathepsin L	81.68%	96.61%
CHEMBL333	P08253	Matrix metalloproteinase-2	81.50%	96.31%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.42%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.11%	96.47%
CHEMBL226	P30542	Adenosine A1 receptor	81.01%	95.93%
CHEMBL1873	P00750	Tissue-type plasminogen activator	80.04%	93.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.01%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163116143
• LOTUS: LTS0249862
• wikiData: Q105374169