Oxachelin

Details

• Internal ID: 8e32e1c6-2987-4fcb-b71e-23cf0fa7ecec
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: N-[1-[[5-[formyl(hydroxy)amino]-1-[[3-[(1-hydroxy-2-oxopiperidin-3-yl)amino]-3-oxopropyl]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/c35-13-19(31-25(41)20-14-45-26(32-20)16-5-1-2-8-21(16)37)24(40)30-17(6-3-11-33(43)15-36)23(39)28-10-9-22(38)29-18-7-4-12-34(44)27(18)42/h1-2,5,8,15,17-20,35,37,43-44H,3-4,6-7,9-14H2,(H,28,39)(H,29,38)(H,30,40)(H,31,41)
• InChI Key: SHCDDOATCRSWRH-UHFFFAOYSA-N
• Popularity: 5 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: -2.70
• Atomic LogP (AlogP): -2.87
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 16

Synonyms

• RefChem:168763
• N-(1-((5-(formyl(hydroxy)amino)-1-((3-((1-hydroxy-2-oxopiperidin-3-yl)amino)-3-oxopropyl)amino)-1-oxopentan-2-yl)amino)-3-hydroxy-1-oxopropan-2-yl)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-oxazole-4-carboxamide
• SCHEMBL29505742
• CHEBI:197581
• N-[1-[[5-[ormyl(hydroxy)amino]-1-[[3-[(1-hydroxy-2-oxopiperidin-3-yl)amino]-3-oxopropyl]amino]-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-oxazole-4-carboxamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6270	62.70%
Caco-2	-	0.8856	88.56%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4994	49.94%
OATP2B1 inhibitior	-	0.5732	57.32%
OATP1B1 inhibitior	+	0.8438	84.38%
OATP1B3 inhibitior	+	0.9353	93.53%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8311	83.11%
BSEP inhibitior	+	0.8427	84.27%
P-glycoprotein inhibitior	+	0.7158	71.58%
P-glycoprotein substrate	+	0.8239	82.39%
CYP3A4 substrate	+	0.7288	72.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	+	0.5160	51.60%
CYP2C9 inhibition	-	0.7989	79.89%
CYP2C19 inhibition	-	0.7671	76.71%
CYP2D6 inhibition	-	0.8363	83.63%
CYP1A2 inhibition	-	0.8330	83.30%
CYP2C8 inhibition	+	0.6765	67.65%
CYP inhibitory promiscuity	-	0.8802	88.02%
UGT catelyzed	+	0.5159	51.59%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5468	54.68%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9240	92.40%
Skin irritation	-	0.7604	76.04%
Skin corrosion	-	0.9231	92.31%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7145	71.45%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.6791	67.91%
skin sensitisation	-	0.8279	82.79%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5442	54.42%
Acute Oral Toxicity (c)	III	0.6098	60.98%
Estrogen receptor binding	+	0.7852	78.52%
Androgen receptor binding	+	0.6107	61.07%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4925	49.25%
Aromatase binding	+	0.6295	62.95%
PPAR gamma	+	0.6692	66.92%
Honey bee toxicity	-	0.7899	78.99%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.5750	57.50%

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%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.31%	98.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.19%	90.08%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	96.95%	93.10%
CHEMBL2094135	Q96BI3	Gamma-secretase	95.14%	98.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.81%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.71%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.43%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.94%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.86%	99.17%
CHEMBL321	P14780	Matrix metalloproteinase 9	91.21%	92.12%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.29%	96.09%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	89.57%	96.11%
CHEMBL204	P00734	Thrombin	88.67%	96.01%
CHEMBL5028	O14672	ADAM10	88.65%	97.50%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.55%	97.64%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.52%	93.56%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	88.38%	91.81%
CHEMBL2514	O95665	Neurotensin receptor 2	87.66%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.15%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.30%	95.83%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.07%	90.71%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	85.69%	88.42%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.65%	95.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	84.89%	89.33%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	84.29%	96.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.18%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.57%	100.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.28%	88.56%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.97%	94.66%
CHEMBL340	P08684	Cytochrome P450 3A4	81.92%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.56%	96.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	81.14%	96.25%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	81.14%	98.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.01%	97.09%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.75%	96.90%
CHEMBL259	P32245	Melanocortin receptor 4	80.20%	95.38%
CHEMBL1914	P06276	Butyrylcholinesterase	80.12%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135502566
• LOTUS: LTS0178057
• wikiData: Q105172017