(E)-N-[(2S,3R,4R,5R,6R)-2-[(2S,3S,4S,5R,6S)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(2R)-2-[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl]-4,5-dihydroxyoxan-3-yl]pentadec-2-enamide

Details

• Internal ID: 948aa96f-d581-4b65-8811-34c3e6b503c3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > N-acyl-alpha-hexosamines
• IUPAC Name: (E)-N-[(2S,3R,4R,5R,6R)-2-[(2S,3S,4S,5R,6S)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(2R)-2-[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl]-4,5-dihydroxyoxan-3-yl]pentadec-2-enamide
• SMILES (Canonical): CCCCCCCCCCCCC=CC(=O)NC1C(C(C(OC1OC2C(C(C(C(O2)CO)O)O)NC(=O)C)CC(C3C(C(C(O3)N4C=CC(=O)NC4=O)O)O)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCC/C=C/C(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@H]1O[C@H]2[C@H]([C@@H]([C@H]([C@@H](O2)CO)O)O)NC(=O)C)C[C@H]([C@@H]3[C@H]([C@H]([C@@H](O3)N4C=CC(=O)NC4=O)O)O)O)O)O
• InChI: InChI=1S/C38H62N4O16/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-24(46)40-27-31(51)28(48)22(55-37(27)58-36-26(39-20(2)44)30(50)29(49)23(19-43)56-36)18-21(45)34-32(52)33(53)35(57-34)42-17-16-25(47)41-38(42)54/h14-17,21-23,26-37,43,45,48-53H,3-13,18-19H2,1-2H3,(H,39,44)(H,40,46)(H,41,47,54)/b15-14+/t21-,22-,23+,26+,27-,28+,29+,30+,31-,32+,33-,34-,35-,36+,37+/m1/s1
• InChI Key: QYVMTFXNKNWWFX-YYVMOAERSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₂N₄O₁₆
• Molecular Weight: 830.90 g/mol
• Exact Mass: 830.41608190 g/mol
• Topological Polar Surface Area (TPSA): 306.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -2.33
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7406	74.06%
Caco-2	-	0.8722	87.22%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5302	53.02%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.7986	79.86%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8182	81.82%
P-glycoprotein inhibitior	+	0.7099	70.99%
P-glycoprotein substrate	+	0.6073	60.73%
CYP3A4 substrate	+	0.6839	68.39%
CYP2C9 substrate	-	0.6040	60.40%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	+	0.7825	78.25%
CYP2C9 inhibition	-	0.7780	77.80%
CYP2C19 inhibition	-	0.7463	74.63%
CYP2D6 inhibition	-	0.8809	88.09%
CYP1A2 inhibition	-	0.7950	79.50%
CYP2C8 inhibition	+	0.5706	57.06%
CYP inhibitory promiscuity	-	0.7455	74.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5875	58.75%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9096	90.96%
Skin irritation	-	0.8032	80.32%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7541	75.41%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5675	56.75%
skin sensitisation	-	0.8799	87.99%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.5785	57.85%
Acute Oral Toxicity (c)	III	0.6750	67.50%
Estrogen receptor binding	+	0.8314	83.14%
Androgen receptor binding	+	0.7357	73.57%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6238	62.38%
Aromatase binding	+	0.6081	60.81%
PPAR gamma	+	0.7478	74.78%
Honey bee toxicity	-	0.8024	80.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5555	55.55%
Fish aquatic toxicity	+	0.9682	96.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.33%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.25%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.92%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.75%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.07%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.60%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.41%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.30%	93.56%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	89.87%	95.00%
CHEMBL255	P29275	Adenosine A2b receptor	88.97%	98.59%
CHEMBL5255	O00206	Toll-like receptor 4	86.59%	92.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.60%	95.83%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.33%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.20%	94.33%
CHEMBL2123	P51582	Pyrimidinergic receptor P2Y4	84.36%	93.39%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.07%	96.00%
CHEMBL1781	P11387	DNA topoisomerase I	82.14%	97.00%
CHEMBL256	P0DMS8	Adenosine A3 receptor	82.08%	95.93%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.26%	92.08%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.17%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.70%	92.86%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.52%	99.23%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.06%	89.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163190583
• LOTUS: LTS0200454
• wikiData: Q105230848