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

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 51652279-0614-4ae1-aaf8-4e18df49f295
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)-5-acetamido-6-[[2-(dimethylamino)-4-hydroxy-6-(hydroxymethyl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d][1,3]oxazol-5-yl]oxy]-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(C)C)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)OC3C(C4C(C3O)N=C(O4)N(C)C)CO)CO)CO)O)O
InChI InChI=1S/C25H42N4O14/c1-8(33)26-14-17(36)16(35)11(6-31)39-23(14)42-22-12(7-32)40-24(15(19(22)38)27-9(2)34)41-21-10(5-30)20-13(18(21)37)28-25(43-20)29(3)4/h10-24,30-32,35-38H,5-7H2,1-4H3,(H,26,33)(H,27,34)/t10?,11-,12-,13?,14-,15-,16-,17+,18?,19+,20?,21?,22-,23+,24+/m1/s1
InChI Key MDWNFWDBQGOKNZ-JMFXUKTOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H42N4O14
Molecular Weight 622.60 g/mol
Exact Mass 622.26975203 g/mol
Topological Polar Surface Area (TPSA) 262.00 Ų
XlogP -5.70
Atomic LogP (AlogP) -6.05
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8130 81.30%
Caco-2 - 0.8779 87.79%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Lysosomes 0.5984 59.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7500 75.00%
OATP1B3 inhibitior + 0.9395 93.95%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.6775 67.75%
P-glycoprotein inhibitior + 0.5974 59.74%
P-glycoprotein substrate - 0.6487 64.87%
CYP3A4 substrate + 0.6389 63.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8661 86.61%
CYP3A4 inhibition - 0.8214 82.14%
CYP2C9 inhibition - 0.8799 87.99%
CYP2C19 inhibition - 0.8487 84.87%
CYP2D6 inhibition - 0.8943 89.43%
CYP1A2 inhibition - 0.8156 81.56%
CYP2C8 inhibition - 0.7823 78.23%
CYP inhibitory promiscuity - 0.9228 92.28%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6216 62.16%
Eye corrosion - 0.9851 98.51%
Eye irritation - 0.9289 92.89%
Skin irritation - 0.7740 77.40%
Skin corrosion - 0.9334 93.34%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6644 66.44%
Micronuclear + 0.8900 89.00%
Hepatotoxicity - 0.6071 60.71%
skin sensitisation - 0.8306 83.06%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.4901 49.01%
Acute Oral Toxicity (c) III 0.5629 56.29%
Estrogen receptor binding + 0.6880 68.80%
Androgen receptor binding + 0.5550 55.50%
Thyroid receptor binding - 0.5246 52.46%
Glucocorticoid receptor binding - 0.4891 48.91%
Aromatase binding + 0.5864 58.64%
PPAR gamma + 0.6164 61.64%
Honey bee toxicity - 0.6846 68.46%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity - 0.8089 80.89%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1293197 Q9BZP6 Acidic mammalian chitinase 40 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 95.39% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 93.76% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.59% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.23% 91.11%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.46% 94.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.86% 96.90%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.49% 89.34%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.44% 96.00%
CHEMBL2581 P07339 Cathepsin D 82.27% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.99% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.51% 89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 135084013
LOTUS LTS0162844
wikiData Q105161996