[(3R,6S)-7-oxo-6-[[(E,2S,3S,4S,5R)-3,4,5-trihydroxy-2-methoxy-8-methylnon-6-enoyl]amino]azepan-3-yl] tetradecanoate

Details

• Internal ID: 72a18e16-ebb4-4403-827c-2a6da4d13871
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
• IUPAC Name: [(3R,6S)-7-oxo-6-[[(E,2S,3S,4S,5R)-3,4,5-trihydroxy-2-methoxy-8-methylnon-6-enoyl]amino]azepan-3-yl] tetradecanoate
• InChI: InChI=1S/C31H56N2O8/c1-5-6-7-8-9-10-11-12-13-14-15-16-26(35)41-23-18-19-24(30(38)32-21-23)33-31(39)29(40-4)28(37)27(36)25(34)20-17-22(2)3/h17,20,22-25,27-29,34,36-37H,5-16,18-19,21H2,1-4H3,(H,32,38)(H,33,39)/b20-17+/t23-,24+,25-,27+,28+,29+/m1/s1
• InChI Key: NKASPYGDXVCCTA-FNPDIGIUSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₆N₂O₈
• Molecular Weight: 584.80 g/mol
• Exact Mass: 584.40366675 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 8
• 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	-	0.5974	59.74%
Caco-2	-	0.8257	82.57%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6585	65.85%
OATP2B1 inhibitior	-	0.5700	57.00%
OATP1B1 inhibitior	+	0.8841	88.41%
OATP1B3 inhibitior	+	0.8926	89.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7986	79.86%
P-glycoprotein inhibitior	+	0.6656	66.56%
P-glycoprotein substrate	+	0.6984	69.84%
CYP3A4 substrate	+	0.6479	64.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8692	86.92%
CYP3A4 inhibition	-	0.6922	69.22%
CYP2C9 inhibition	-	0.8797	87.97%
CYP2C19 inhibition	-	0.9015	90.15%
CYP2D6 inhibition	-	0.8958	89.58%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	-	0.5993	59.93%
CYP inhibitory promiscuity	-	0.9805	98.05%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6720	67.20%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9258	92.58%
Skin irritation	-	0.7598	75.98%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4043	40.43%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6051	60.51%
skin sensitisation	-	0.8638	86.38%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6133	61.33%
Acute Oral Toxicity (c)	III	0.6773	67.73%
Estrogen receptor binding	+	0.7322	73.22%
Androgen receptor binding	-	0.5565	55.65%
Thyroid receptor binding	-	0.6118	61.18%
Glucocorticoid receptor binding	+	0.5764	57.64%
Aromatase binding	-	0.4916	49.16%
PPAR gamma	+	0.5703	57.03%
Honey bee toxicity	-	0.8986	89.86%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5793	57.93%
Fish aquatic toxicity	+	0.6846	68.46%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2474	P53582	Methionine aminopeptidase 1	700 nM	IC50	via Super-PRED
CHEMBL3922	P50579	Methionine aminopeptidase 2	400 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.56%	98.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	96.61%	92.88%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.36%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.79%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.37%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.46%	91.11%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.32%	97.29%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	91.78%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	91.53%	92.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.14%	93.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.14%	96.47%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.37%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.30%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.61%	90.08%
CHEMBL255	P29275	Adenosine A2b receptor	89.45%	98.59%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.97%	94.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.09%	91.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.81%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.07%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.99%	85.14%
CHEMBL4302	P08183	P-glycoprotein 1	85.96%	92.98%
CHEMBL299	P17252	Protein kinase C alpha	85.71%	98.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.06%	91.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.70%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.56%	93.56%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.55%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.19%	99.23%
CHEMBL1075317	P61964	WD repeat-containing protein 5	81.91%	96.33%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.77%	91.81%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.43%	96.38%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.00%	89.34%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.88%	96.25%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.72%	93.10%
CHEMBL2996	Q05655	Protein kinase C delta	80.63%	97.79%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.36%	92.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.28%	95.89%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.24%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162915100
• LOTUS: LTS0034896
• wikiData: Q105180425