[(2S,4E,7E)-1-(3-hexyl-4-oxooxetan-2-yl)trideca-4,7-dien-2-yl] (2S)-2-formamido-3-methylpentanoate

Details

• Internal ID: a3338d4e-614f-45b4-ba61-a1774aa7ff88
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Isoleucine and derivatives
• IUPAC Name: [(2S,4E,7E)-1-(3-hexyl-4-oxooxetan-2-yl)trideca-4,7-dien-2-yl] (2S)-2-formamido-3-methylpentanoate
• SMILES (Canonical): CCCCCCC1C(OC1=O)CC(CC=CCC=CCCCCC)OC(=O)C(C(C)CC)NC=O
• SMILES (Isomeric): CCCCCCC1C(OC1=O)C[C@H](C/C=C/C/C=C/CCCCC)OC(=O)[C@H](C(C)CC)NC=O
• InChI: InChI=1S/C29H49NO5/c1-5-8-10-12-13-14-15-16-17-19-24(34-29(33)27(30-22-31)23(4)7-3)21-26-25(28(32)35-26)20-18-11-9-6-2/h13-14,16-17,22-27H,5-12,15,18-21H2,1-4H3,(H,30,31)/b14-13+,17-16+/t23?,24-,25?,26?,27-/m0/s1
• InChI Key: JRUFOFIHYXDKPU-FMPAGVTOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₉NO₅
• Molecular Weight: 491.70 g/mol
• Exact Mass: 491.36107366 g/mol
• Topological Polar Surface Area (TPSA): 81.70 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 6.43
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 21

Synonyms

• (2S-(2alpha(1R*,3Z,6Z),3beta))-N-Formyl-L-leucine 1-((3-hexyl-4-oxo-2-oxetanyl)methyl)-3,6-dodecadienyl ester
• UNII-UBD38W8LEW
• A23538
• L-Leucine, N-formyl-, 1-((3-hexyl-4-oxo-2-oxetanyl)methyl)-3,6-dodecadienyl ester, (2S-(2alpha(1R*,3Z,6Z),3beta))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9604	96.04%
Caco-2	-	0.7216	72.16%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5357	53.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7515	75.15%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5322	53.22%
BSEP inhibitior	+	0.9217	92.17%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	-	0.5403	54.03%
CYP3A4 substrate	+	0.6469	64.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.5689	56.89%
CYP2C9 inhibition	-	0.8369	83.69%
CYP2C19 inhibition	-	0.6413	64.13%
CYP2D6 inhibition	-	0.8922	89.22%
CYP1A2 inhibition	-	0.7804	78.04%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8329	83.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.5887	58.87%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9450	94.50%
Skin irritation	-	0.7521	75.21%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7536	75.36%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5784	57.84%
skin sensitisation	-	0.8766	87.66%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.5608	56.08%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.7197	71.97%
Acute Oral Toxicity (c)	III	0.6603	66.03%
Estrogen receptor binding	+	0.5952	59.52%
Androgen receptor binding	+	0.5861	58.61%
Thyroid receptor binding	-	0.5183	51.83%
Glucocorticoid receptor binding	+	0.7570	75.70%
Aromatase binding	-	0.6101	61.01%
PPAR gamma	-	0.6123	61.23%
Honey bee toxicity	-	0.8523	85.23%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7675	76.75%
Fish aquatic toxicity	+	0.9610	96.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	99.64%	89.63%
CHEMBL2581	P07339	Cathepsin D	97.04%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.34%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.50%	96.09%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	93.26%	90.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.56%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.92%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	89.90%	98.03%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.86%	97.29%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.46%	85.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.37%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	86.35%	94.73%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.35%	92.86%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.60%	92.88%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.54%	94.80%
CHEMBL2514	O95665	Neurotensin receptor 2	85.41%	100.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	85.12%	92.32%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.99%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.30%	94.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.04%	89.34%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.53%	95.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.86%	99.23%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.36%	95.71%
CHEMBL1781	P11387	DNA topoisomerase I	81.61%	97.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.54%	96.90%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	81.46%	90.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.19%	89.00%
CHEMBL3891	P07384	Calpain 1	81.05%	93.04%
CHEMBL2996	Q05655	Protein kinase C delta	81.05%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	80.18%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6438672
• LOTUS: LTS0013495
• wikiData: Q105134107