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

Details

• Internal ID: d50f5074-fe8e-4db6-b808-76bbd9c90fcb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Glycosylamines
• IUPAC Name: (4S,5S)-2-[[(2R,3R,4S,5R,6R)-3-[[(3S)-3-acetamido-6-[[(3S)-3-amino-6-[[(3S)-3,6-diaminohexanoyl]amino]hexanoyl]amino]hexanoyl]amino]-5-carbamoyloxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]amino]-4-[(1R)-2-amino-1-hydroxyethyl]-4,5-dihydro-1H-imidazole-5-carboxylic acid
• SMILES (Canonical): CC(=O)NC(CCCNC(=O)CC(CCCNC(=O)CC(CCCN)N)N)CC(=O)NC1C(C(C(OC1NC2=NC(C(N2)C(=O)O)C(CN)O)CO)OC(=O)N)O
• SMILES (Isomeric): CC(=O)N[C@@H](CCCNC(=O)C[C@H](CCCNC(=O)C[C@H](CCCN)N)N)CC(=O)N[C@@H]1[C@@H]([C@H]([C@H](O[C@H]1NC2=N[C@@H]([C@H](N2)C(=O)O)[C@@H](CN)O)CO)OC(=O)N)O
• InChI: InChI=1S/C33H62N12O12/c1-16(47)41-19(7-4-10-40-23(50)12-18(37)6-3-9-39-22(49)11-17(36)5-2-8-34)13-24(51)42-27-28(52)29(57-32(38)55)21(15-46)56-30(27)45-33-43-25(20(48)14-35)26(44-33)31(53)54/h17-21,25-30,46,48,52H,2-15,34-37H2,1H3,(H2,38,55)(H,39,49)(H,40,50)(H,41,47)(H,42,51)(H,53,54)(H2,43,44,45)/t17-,18-,19-,20+,21+,25+,26-,27+,28-,29-,30+/m0/s1
• InChI Key: JAVLRUXTMWRPQN-KJHZUQIMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₆₂N₁₂O₁₂
• Molecular Weight: 818.90 g/mol
• Exact Mass: 818.46101546 g/mol
• Topological Polar Surface Area (TPSA): 416.00 Ų
• XlogP: -10.50
• Atomic LogP (AlogP): -6.44
• H-Bond Acceptor: 18
• H-Bond Donor: 15
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7768	77.68%
Caco-2	-	0.8616	86.16%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5219	52.19%
OATP2B1 inhibitior	-	0.7202	72.02%
OATP1B1 inhibitior	+	0.8374	83.74%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.5560	55.60%
P-glycoprotein inhibitior	+	0.7360	73.60%
P-glycoprotein substrate	+	0.7944	79.44%
CYP3A4 substrate	+	0.7090	70.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.9769	97.69%
CYP2C9 inhibition	-	0.9175	91.75%
CYP2C19 inhibition	-	0.9107	91.07%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	-	0.8872	88.72%
CYP2C8 inhibition	+	0.6327	63.27%
CYP inhibitory promiscuity	-	0.9873	98.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6138	61.38%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.7610	76.10%
Skin corrosion	-	0.9222	92.22%
Ames mutagenesis	-	0.6034	60.34%
Human Ether-a-go-go-Related Gene inhibition	-	0.4265	42.65%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.7228	72.28%
skin sensitisation	-	0.8165	81.65%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6448	64.48%
Acute Oral Toxicity (c)	III	0.5513	55.13%
Estrogen receptor binding	+	0.7805	78.05%
Androgen receptor binding	+	0.6770	67.70%
Thyroid receptor binding	+	0.5220	52.20%
Glucocorticoid receptor binding	+	0.5824	58.24%
Aromatase binding	+	0.6752	67.52%
PPAR gamma	+	0.7073	70.73%
Honey bee toxicity	-	0.7145	71.45%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.8384	83.84%

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	99.92%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.77%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.56%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.50%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.74%	94.45%
CHEMBL2094135	Q96BI3	Gamma-secretase	94.68%	98.05%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.26%	96.21%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	90.94%	96.28%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	90.51%	85.00%
CHEMBL2514	O95665	Neurotensin receptor 2	89.87%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	89.43%	97.79%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.69%	96.90%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	88.55%	82.86%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.47%	97.09%
CHEMBL3776	Q14790	Caspase-8	86.71%	97.06%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.55%	97.21%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	86.09%	98.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.62%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.51%	95.89%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	85.09%	92.32%
CHEMBL3401	O75469	Pregnane X receptor	84.74%	94.73%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.29%	93.10%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.56%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.24%	99.23%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.71%	89.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.44%	96.00%
CHEMBL5028	O14672	ADAM10	82.28%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.45%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.41%	94.33%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.40%	97.29%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.34%	96.47%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.97%	90.08%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.90%	95.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.63%	95.71%
CHEMBL4581	P52732	Kinesin-like protein 1	80.37%	93.18%
CHEMBL1628481	P35414	Apelin receptor	80.00%	97.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135909477
• LOTUS: LTS0053616
• wikiData: Q105124094