(2S)-N-[(1R,2S,3R,4R,5S)-4-[(2R,3R,4R,5S,6R)-3-acetamido-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy-5-amino-3-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-hydroxycyclohexyl]-4-amino-2-hydroxybutanamide

Details

• Internal ID: 3ee0e6c3-a829-4ad8-a91b-f1b7422c453f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: (2S)-N-[(1R,2S,3R,4R,5S)-4-[(2R,3R,4R,5S,6R)-3-acetamido-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy-5-amino-3-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-hydroxycyclohexyl]-4-amino-2-hydroxybutanamide
• SMILES (Canonical): CC(=O)NC1C(C(C(OC1OC2C(CC(C(C2OC3C(C(C(O3)CO)O)O)O)NC(=O)C(CCN)O)N)CN)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](C[C@H]([C@@H]([C@H]2O[C@H]3[C@@H]([C@H]([C@H](O3)CO)O)O)O)NC(=O)[C@H](CCN)O)N)CN)O)O
• InChI: InChI=1S/C23H43N5O13/c1-7(30)27-13-17(35)15(33)11(5-25)38-22(13)40-19-8(26)4-9(28-21(37)10(31)2-3-24)14(32)20(19)41-23-18(36)16(34)12(6-29)39-23/h8-20,22-23,29,31-36H,2-6,24-26H2,1H3,(H,27,30)(H,28,37)/t8-,9+,10-,11+,12+,13+,14-,15+,16-,17+,18+,19+,20+,22+,23-/m0/s1
• InChI Key: YWZWUOBLFGEYKH-PVIDWHMVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₄₃N₅O₁₃
• Molecular Weight: 597.60 g/mol
• Exact Mass: 597.28573644 g/mol
• Topological Polar Surface Area (TPSA): 315.00 Ų
• XlogP: -7.00
• Atomic LogP (AlogP): -7.61
• H-Bond Acceptor: 16
• H-Bond Donor: 12
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9665	96.65%
Caco-2	-	0.8889	88.89%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.4560	45.60%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.8484	84.84%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8043	80.43%
P-glycoprotein inhibitior	-	0.5894	58.94%
P-glycoprotein substrate	-	0.5537	55.37%
CYP3A4 substrate	+	0.6565	65.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8430	84.30%
CYP3A4 inhibition	-	0.9111	91.11%
CYP2C9 inhibition	-	0.9115	91.15%
CYP2C19 inhibition	-	0.8881	88.81%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.9521	95.21%
CYP2C8 inhibition	-	0.5966	59.66%
CYP inhibitory promiscuity	-	0.8339	83.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6709	67.09%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9453	94.53%
Skin irritation	-	0.8011	80.11%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7069	70.69%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5344	53.44%
skin sensitisation	-	0.9085	90.85%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6018	60.18%
Acute Oral Toxicity (c)	III	0.4791	47.91%
Estrogen receptor binding	+	0.6317	63.17%
Androgen receptor binding	+	0.5602	56.02%
Thyroid receptor binding	+	0.5339	53.39%
Glucocorticoid receptor binding	+	0.6692	66.92%
Aromatase binding	+	0.6518	65.18%
PPAR gamma	+	0.6349	63.49%
Honey bee toxicity	-	0.7150	71.50%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.9511	95.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	99.40%	95.58%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.77%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.83%	97.09%
CHEMBL2094135	Q96BI3	Gamma-secretase	95.03%	98.05%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.89%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.97%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.89%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.98%	96.61%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.91%	94.33%
CHEMBL2581	P07339	Cathepsin D	90.34%	98.95%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.80%	95.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.96%	89.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.05%	91.24%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.51%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.30%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.85%	96.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.82%	96.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.78%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.98%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.41%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.03%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	83.43%	93.18%
CHEMBL5255	O00206	Toll-like receptor 4	81.57%	92.50%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	80.99%	82.86%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.98%	92.29%
CHEMBL3401	O75469	Pregnane X receptor	80.98%	94.73%
CHEMBL2514	O95665	Neurotensin receptor 2	80.88%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.74%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.06%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163019546
• LOTUS: LTS0101220
• wikiData: Q105367463