Allosamidin

Details

• Internal ID: 1815dc59-779e-480f-8a90-5af5b9ad1f37
• 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-(dimethylamino)-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(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)O[C@@H]3[C@H]([C@H]4[C@@H]([C@H]3O)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-/m0/s1
• InChI Key: MDWNFWDBQGOKNZ-XYUDZHFQSA-N
• Popularity: 128 references in papers

Physical and Chemical Properties

• 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

• 103782-08-7
• A-82516
• A82516
• DTXSID90883122
• 5UDJ46528K
• N-[(2S,3R,4S,5S,6R)-2-[(2R,3S,4S,5R,6R)-6-[[(3aR,4R,5R,6S,6aS)-2-(dimethylamino)-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
• beta-D-Allopyranoside, 2-(dimethylamino)-3a,5,6,6a-tetrahydro-4-hydroxy-6-(hydroxymethyl)-4H-cyclopentoxazol-5-yl 2-(acetylamino)-4-O-(2-(acetylamino)-2-deoxy-beta-D-allopyranosyl)-2-deoxy-, (3aalpha,4beta,5beta,6alpha,6aalpha)-
• N-((2S,3R,4S,5S,6R)-2-((2R,3S,4S,5R,6R)-6-(((3aR,4R,5R,6S,6aS)-2-(dimethylamino)-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
• RefChem:554759
• DTXCID101022696
• beta-D-Allopyranoside, (3aR,4R,5R,6S,6aS)-2-(dimethylamino)-3a,5,6,6a-tetrahydro-4-hydroxy-6-(hydroxymethyl)-4H-cyclopentoxazol-5-yl 2-(acetylamino)-4-O-(2-(acetylamino)-2-deoxy-beta-D-allopyranosyl)-2-deoxy-
• A 82516
• CHEMBL1230997
• Allosamidine
• 1,2-Dideoxy-2'-dimethylamino-alpha-D-glucopyranoso-[2,1-d]-DELTA2'-thiazoline
• MDWNFWDBQGOKNZ-XYUDZHFQSA-N
• (-)-ALLOSAMIDIN
• ALLOSAMIDIN [ISO]
• (-)-ALLOSAMIDINE
• SCHEMBL118668
• UNII-5UDJ46528K
• orb1986980
• BDBM50331851
• AKOS040747793
• DB04628
• OA10112
• HY-120827
• CS-0079267
• NS00072735
• C05346
• Q27095365
• (3AR,4R,5R,6S,6AS)-2-(DIMETHYLAMINO)-3A,5,6,6A-TETRAHYDRO-4-HYDROXY-6-(HYDROXYMETHYL)-4H-CYCLOPENTOXAZOL-5-YL 2-(ACETYLAMINO)-4-O-(2-(ACETYLAMINO)-2-DEOXY-.BETA.-D-ALLOPYRANOSYL)-2-DEOXY-.BETA.-D-ALLOPYRANOSIDE
• (3aR,4R,5R,6S,6aS)-2-(Dimethylamino)-3a,5,6,6a-tetrahydro-4-hydroxy-6-(hydroxymethyl)-4H-cyclopentoxazol-5-yl 2-(acetylamino)-4-O-[2 -(acetylamino)-2-deoxy-b-D-allopyranosyl]-2-deoxy-b-D-allopyranoside
• (3aR,4R,5R,6S,6aS)-2-(dimethylamino)-4-hydroxy-6-(hydroxymethyl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d][1,3]oxazol-5-yl 2-(acetylamino)-4-O-[2-(acetylamino)-2-deoxy-beta-D-allopyranosyl]-2-deoxy-beta-D-allopyranoside
• (3aR,4R,5R,6S,6aS)-2-(Dimethylamino)-4-hydroxy-6-(hydroxymethyl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d][1,3]oxazol-5-yl 2-acetamido-4-O-(2-acetamido-2-deoxy-beta-D-allopyranosyl)-2-deoxy-beta-D-allopyranoside
• .BETA.-D-ALLOPYRANOSIDE, (3AR,4R,5R,6S,6AS)-2-(DIMETHYLAMINO)-3A,5,6,6A-TETRAHYDRO-4-HYDROXY-6-(HYDROXYMETHYL)-4H-CYCLOPENTOXAZOL-5-YL 2-(ACETYLAMINO)-4-O-(2-(ACETYLAMINO)-2-DEOXY-.BETA.-D-ALLOPYRANOSYL)-2-DEOXY-
• {(3aR,4R,5R,6S,6aS)-2-(Dimethylamino)-4-hydroxy-6-(hydroxymethyl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d][1,3]oxazol-5-yl}-2-(acetylamino)-4-O-[2-(acetylamino)-2-deoxy-beta-D-allopyranosyl]-2-deoxy-beta-D-allopyranoside
• N-[(2S,3R,4S,5S,6R)-2-[(2R,3S,4S,5R,6R)-6-[[(3aR,4R,5R,6S,6aS)-2-(dimethylamino)-4-hydroxy-6-(hydroxymethyl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]oxazol-5-yl]oxy]-5-acetamido-4-hydroxy-2-(hydroxymethyl)tetrahydropyran-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide

2D Structure

ADMET Properties (via admetSAR 2)

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

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	95.39%	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

There are no matching plants.

Cross-Links

• PubChem: 119339
• LOTUS: LTS0243699
• wikiData: Q27095365