methyl (3R)-4-[[6-chloro-5-[[[(E,7S)-7-methoxytetradec-4-enoyl]-methylamino]methyl]-3-oxohex-5-enoyl]amino]-3-hydroxybutanoate

Details

• Internal ID: 7aa77e4f-eebe-411b-8d78-a44516588db5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Amino acids and derivatives > Gamma amino acids and derivatives
• IUPAC Name: methyl (3R)-4-[[6-chloro-5-[[[(E,7S)-7-methoxytetradec-4-enoyl]-methylamino]methyl]-3-oxohex-5-enoyl]amino]-3-hydroxybutanoate
• SMILES (Canonical): CCCCCCCC(CC=CCCC(=O)N(C)CC(=CCl)CC(=O)CC(=O)NCC(CC(=O)OC)O)OC
• SMILES (Isomeric): CCCCCCC[C@@H](C/C=C/CCC(=O)N(C)CC(=CCl)CC(=O)CC(=O)NC[C@@H](CC(=O)OC)O)OC
• InChI: InChI=1S/C28H47ClN2O7/c1-5-6-7-8-10-13-25(37-3)14-11-9-12-15-27(35)31(2)21-22(19-29)16-23(32)17-26(34)30-20-24(33)18-28(36)38-4/h9,11,19,24-25,33H,5-8,10,12-18,20-21H2,1-4H3,(H,30,34)/b11-9+,22-19?/t24-,25+/m1/s1
• InChI Key: FGRVZQUFZGRBFK-CTMLICBGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₇ClN₂O₇
• Molecular Weight: 559.10 g/mol
• Exact Mass: 558.3071795 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.06
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6873	68.73%
Caco-2	-	0.7846	78.46%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7744	77.44%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8340	83.40%
OATP1B3 inhibitior	+	0.9236	92.36%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9868	98.68%
P-glycoprotein inhibitior	+	0.7675	76.75%
P-glycoprotein substrate	+	0.6296	62.96%
CYP3A4 substrate	+	0.7011	70.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8573	85.73%
CYP3A4 inhibition	-	0.6831	68.31%
CYP2C9 inhibition	-	0.8485	84.85%
CYP2C19 inhibition	-	0.8037	80.37%
CYP2D6 inhibition	-	0.8502	85.02%
CYP1A2 inhibition	-	0.8023	80.23%
CYP2C8 inhibition	+	0.4856	48.56%
CYP inhibitory promiscuity	-	0.9692	96.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7251	72.51%
Carcinogenicity (trinary)	Non-required	0.4779	47.79%
Eye corrosion	-	0.9781	97.81%
Eye irritation	-	0.9358	93.58%
Skin irritation	-	0.8130	81.30%
Skin corrosion	-	0.9136	91.36%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7757	77.57%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8486	84.86%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.8438	84.38%
Acute Oral Toxicity (c)	III	0.6011	60.11%
Estrogen receptor binding	+	0.7385	73.85%
Androgen receptor binding	-	0.5332	53.32%
Thyroid receptor binding	-	0.5327	53.27%
Glucocorticoid receptor binding	+	0.6816	68.16%
Aromatase binding	+	0.5685	56.85%
PPAR gamma	-	0.4880	48.80%
Honey bee toxicity	-	0.7554	75.54%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6378	63.78%
Fish aquatic toxicity	+	0.7318	73.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.69%	89.76%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	98.33%	97.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.24%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.22%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.00%	95.17%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	94.39%	95.71%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	94.37%	97.34%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	91.39%	96.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.22%	96.95%
CHEMBL1914	P06276	Butyrylcholinesterase	90.87%	95.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.02%	94.33%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	90.02%	95.52%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.29%	98.75%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.27%	92.86%
CHEMBL3401	O75469	Pregnane X receptor	88.08%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.81%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.76%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.65%	89.34%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.35%	96.90%
CHEMBL5255	O00206	Toll-like receptor 4	86.80%	92.50%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.78%	92.08%
CHEMBL2664	P23526	Adenosylhomocysteinase	85.38%	86.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.33%	91.11%
CHEMBL256	P0DMS8	Adenosine A3 receptor	85.32%	95.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.23%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.85%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.77%	94.45%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.36%	97.50%
CHEMBL233	P35372	Mu opioid receptor	83.15%	97.93%
CHEMBL2885	P07451	Carbonic anhydrase III	83.12%	87.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.29%	97.21%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.64%	82.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.15%	100.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.11%	91.81%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163062034
• LOTUS: LTS0027279
• wikiData: Q104995045