N-[(2S,3R,4S,5S,6R)-2-[(2R,3S,4S,5R,6R)-6-[[(3aR,4R,5R,6S,6aS)-2-amino-4-hydroxy-6-(hydroxymethyl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d][1,3]oxazol-5-yl]oxy]-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

Details

• Internal ID: 985b6e59-cf18-48cd-98f7-1959987be37e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > N-acyl-alpha-hexosamines
• IUPAC Name: N-[(2S,3R,4S,5S,6R)-2-[(2R,3S,4S,5R,6R)-6-[[(3aR,4R,5R,6S,6aS)-2-amino-4-hydroxy-6-(hydroxymethyl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d][1,3]oxazol-5-yl]oxy]-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• SMILES (Canonical): CC(=O)NC1C(C(C(OC1OC2C(OC(C(C2O)NC(=O)C)OC3C(C4C(C3O)N=C(O4)N)CO)CO)CO)O)O
• SMILES (Isomeric): CC(=O)N[C@@H]1[C@@H]([C@@H]([C@H](O[C@H]1O[C@@H]2[C@H](O[C@H]([C@@H]([C@@H]2O)NC(=O)C)O[C@@H]3[C@H]([C@H]4[C@@H]([C@H]3O)N=C(O4)N)CO)CO)CO)O)O
• InChI: InChI=1S/C23H38N4O14/c1-6(31)25-12-15(34)14(33)9(4-29)37-21(12)40-20-10(5-30)38-22(13(17(20)36)26-7(2)32)39-19-8(3-28)18-11(16(19)35)27-23(24)41-18/h8-22,28-30,33-36H,3-5H2,1-2H3,(H2,24,27)(H,25,31)(H,26,32)/t8-,9+,10+,11+,12+,13+,14+,15-,16+,17-,18-,19+,20+,21-,22-/m0/s1
• InChI Key: SJBDYZNJEJAEND-KUIOBPKXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₈N₄O₁₄
• Molecular Weight: 594.60 g/mol
• Exact Mass: 594.23845190 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: -6.30
• Atomic LogP (AlogP): -6.65
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8151	81.51%
Caco-2	-	0.8836	88.36%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.3768	37.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7846	78.46%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7551	75.51%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6469	64.69%
CYP3A4 substrate	+	0.5867	58.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8661	86.61%
CYP3A4 inhibition	-	0.8488	84.88%
CYP2C9 inhibition	-	0.9179	91.79%
CYP2C19 inhibition	-	0.8581	85.81%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.8728	87.28%
CYP2C8 inhibition	-	0.7459	74.59%
CYP inhibitory promiscuity	-	0.9226	92.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6307	63.07%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9356	93.56%
Skin irritation	-	0.7898	78.98%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7836	78.36%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5752	57.52%
skin sensitisation	-	0.7958	79.58%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5439	54.39%
Acute Oral Toxicity (c)	III	0.5443	54.43%
Estrogen receptor binding	+	0.6009	60.09%
Androgen receptor binding	+	0.5436	54.36%
Thyroid receptor binding	-	0.5086	50.86%
Glucocorticoid receptor binding	-	0.4666	46.66%
Aromatase binding	+	0.5561	55.61%
PPAR gamma	+	0.6036	60.36%
Honey bee toxicity	-	0.7291	72.91%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.8786	87.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.99%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.43%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.42%	94.73%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	90.78%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.69%	81.11%
CHEMBL226	P30542	Adenosine A1 receptor	90.29%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.04%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	89.07%	83.82%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.49%	89.34%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.22%	94.33%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	84.02%	95.48%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.15%	96.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.76%	97.53%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.57%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101656435
• LOTUS: LTS0015063
• wikiData: Q105254174