(4S,5S)-2-[[3-[[(3S)-3-amino-6-[[(3S)-3-amino-6-[[(3S)-3,6-diaminohexanoyl]amino]hexanoyl]amino]hexanoyl]amino]-5-carbamoyloxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]amino]-5-[(1R)-2-amino-1-hydroxyethyl]-4,5-dihydro-1H-imidazole-4-carboxylic acid

Details

• Internal ID: 69209cc9-73a5-4946-974f-cf4f2388e88e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Glycosylamines
• IUPAC Name: (4S,5S)-2-[[3-[[(3S)-3-amino-6-[[(3S)-3-amino-6-[[(3S)-3,6-diaminohexanoyl]amino]hexanoyl]amino]hexanoyl]amino]-5-carbamoyloxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]amino]-5-[(1R)-2-amino-1-hydroxyethyl]-4,5-dihydro-1H-imidazole-4-carboxylic acid
• SMILES (Canonical): C(CC(CC(=O)NCCCC(CC(=O)NCCCC(CC(=O)NC1C(C(C(OC1NC2=NC(C(N2)C(CN)O)C(=O)O)CO)OC(=O)N)O)N)N)N)CN
• SMILES (Isomeric): C(C[C@@H](CC(=O)NCCC[C@@H](CC(=O)NCCC[C@@H](CC(=O)NC1C(C(C(OC1NC2=N[C@@H]([C@H](N2)[C@@H](CN)O)C(=O)O)CO)OC(=O)N)O)N)N)N)CN
• InChI: InChI=1S/C31H60N12O11/c32-7-1-4-15(34)10-20(46)38-8-2-5-16(35)11-21(47)39-9-3-6-17(36)12-22(48)40-25-26(49)27(54-30(37)52)19(14-44)53-28(25)43-31-41-23(18(45)13-33)24(42-31)29(50)51/h15-19,23-28,44-45,49H,1-14,32-36H2,(H2,37,52)(H,38,46)(H,39,47)(H,40,48)(H,50,51)(H2,41,42,43)/t15-,16-,17-,18+,19?,23+,24-,25?,26?,27?,28?/m0/s1
• InChI Key: DLWGZGTWTREZQM-VMFYMWMNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₆₀N₁₂O₁₁
• Molecular Weight: 776.90 g/mol
• Exact Mass: 776.45045078 g/mol
• Topological Polar Surface Area (TPSA): 413.00 Ų
• XlogP: -10.00
• Atomic LogP (AlogP): -6.61
• H-Bond Acceptor: 18
• H-Bond Donor: 15
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7152	71.52%
Caco-2	-	0.8637	86.37%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4514	45.14%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.8682	86.82%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6547	65.47%
P-glycoprotein inhibitior	+	0.7283	72.83%
P-glycoprotein substrate	+	0.7200	72.00%
CYP3A4 substrate	+	0.6782	67.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8207	82.07%
CYP3A4 inhibition	-	0.9808	98.08%
CYP2C9 inhibition	-	0.9326	93.26%
CYP2C19 inhibition	-	0.9190	91.90%
CYP2D6 inhibition	-	0.9273	92.73%
CYP1A2 inhibition	-	0.8779	87.79%
CYP2C8 inhibition	+	0.5851	58.51%
CYP inhibitory promiscuity	-	0.9914	99.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6315	63.15%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.7541	75.41%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4832	48.32%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.7568	75.68%
skin sensitisation	-	0.8185	81.85%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6104	61.04%
Acute Oral Toxicity (c)	III	0.5282	52.82%
Estrogen receptor binding	+	0.7606	76.06%
Androgen receptor binding	+	0.6703	67.03%
Thyroid receptor binding	+	0.5180	51.80%
Glucocorticoid receptor binding	+	0.5598	55.98%
Aromatase binding	+	0.6647	66.47%
PPAR gamma	+	0.6982	69.82%
Honey bee toxicity	-	0.6961	69.61%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.8740	87.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.14%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.43%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.51%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.03%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.24%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.94%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.57%	96.21%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.55%	98.05%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	91.63%	85.00%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	89.45%	82.86%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.56%	97.09%
CHEMBL2514	O95665	Neurotensin receptor 2	88.51%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	87.63%	93.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.90%	95.89%
CHEMBL1628481	P35414	Apelin receptor	85.51%	97.89%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	84.44%	96.28%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.13%	96.90%
CHEMBL2185	Q96GD4	Serine/threonine-protein kinase Aurora-B	83.85%	96.80%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.51%	95.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.43%	97.29%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.37%	98.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.78%	100.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.78%	92.32%
CHEMBL3776	Q14790	Caspase-8	82.51%	97.06%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.41%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.26%	94.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.53%	89.67%
CHEMBL3401	O75469	Pregnane X receptor	80.63%	94.73%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.41%	96.33%
CHEMBL5028	O14672	ADAM10	80.04%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587659
• LOTUS: LTS0254477
• wikiData: Q77571364