(2S)-2-[[(2S,3R)-2-acetamido-3-hydroxybutanoyl]amino]-N-[(Z,1S)-1-hydroxy-2-oxoheptadec-10-enyl]-3-methylbutanamide

Details

• Internal ID: c8b2828b-05e5-4488-aed0-17f94562dccd
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S)-2-[[(2S,3R)-2-acetamido-3-hydroxybutanoyl]amino]-N-[(Z,1S)-1-hydroxy-2-oxoheptadec-10-enyl]-3-methylbutanamide
• InChI: InChI=1S/C28H51N3O6/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(34)26(35)31-27(36)24(20(2)3)30-28(37)25(21(4)32)29-22(5)33/h11-12,20-21,24-26,32,35H,6-10,13-19H2,1-5H3,(H,29,33)(H,30,37)(H,31,36)/b12-11-/t21-,24+,25+,26+/m1/s1
• InChI Key: SLWLCNAVVKPOAH-FEFWYDCDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₅₁N₃O₆
• Molecular Weight: 525.70 g/mol
• Exact Mass: 525.37778636 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7041	70.41%
Caco-2	-	0.8283	82.83%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7627	76.27%
OATP2B1 inhibitior	-	0.5663	56.63%
OATP1B1 inhibitior	+	0.8233	82.33%
OATP1B3 inhibitior	+	0.9177	91.77%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8322	83.22%
BSEP inhibitior	+	0.7110	71.10%
P-glycoprotein inhibitior	+	0.6344	63.44%
P-glycoprotein substrate	+	0.5305	53.05%
CYP3A4 substrate	+	0.5446	54.46%
CYP2C9 substrate	-	0.8096	80.96%
CYP2D6 substrate	-	0.8544	85.44%
CYP3A4 inhibition	-	0.5828	58.28%
CYP2C9 inhibition	-	0.7633	76.33%
CYP2C19 inhibition	-	0.8043	80.43%
CYP2D6 inhibition	-	0.8810	88.10%
CYP1A2 inhibition	-	0.8081	80.81%
CYP2C8 inhibition	-	0.8641	86.41%
CYP inhibitory promiscuity	-	0.8908	89.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8923	89.23%
Carcinogenicity (trinary)	Non-required	0.6846	68.46%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.9401	94.01%
Skin irritation	-	0.7885	78.85%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5421	54.21%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8856	88.56%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6475	64.75%
Acute Oral Toxicity (c)	III	0.6919	69.19%
Estrogen receptor binding	+	0.6113	61.13%
Androgen receptor binding	-	0.6458	64.58%
Thyroid receptor binding	-	0.5553	55.53%
Glucocorticoid receptor binding	+	0.6670	66.70%
Aromatase binding	+	0.5854	58.54%
PPAR gamma	+	0.6046	60.46%
Honey bee toxicity	-	0.9480	94.80%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6978	69.78%
Fish aquatic toxicity	+	0.8999	89.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.00%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.13%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.57%	95.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	95.36%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.64%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.45%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.25%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.94%	97.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.40%	91.11%
CHEMBL3776	Q14790	Caspase-8	91.95%	97.06%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.68%	96.09%
CHEMBL3308	P55212	Caspase-6	90.42%	97.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	89.35%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.27%	96.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.52%	95.71%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	87.21%	85.94%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.14%	92.08%
CHEMBL1829	O15379	Histone deacetylase 3	86.54%	95.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.53%	89.34%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.33%	89.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.88%	96.47%
CHEMBL299	P17252	Protein kinase C alpha	85.84%	98.03%
CHEMBL1781	P11387	DNA topoisomerase I	85.76%	97.00%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	85.54%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.71%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.63%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.60%	91.24%
CHEMBL2885	P07451	Carbonic anhydrase III	83.51%	87.45%
CHEMBL4072	P07858	Cathepsin B	83.22%	93.67%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.76%	92.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.60%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.40%	96.90%
CHEMBL256	P0DMS8	Adenosine A3 receptor	81.86%	95.93%
CHEMBL2514	O95665	Neurotensin receptor 2	81.59%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.43%	94.73%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	81.21%	89.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.04%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162966726
• LOTUS: LTS0239250
• wikiData: Q105255702