(2S,4R)-N-[(1R,2R)-2-hydroxy-1-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-4-propylpyrrolidine-2-carboxamide

Details

• Internal ID: 9c5e8703-22ea-48f3-a916-30edae573ae2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Thioglycosides
• IUPAC Name: (2S,4R)-N-[(1R,2R)-2-hydroxy-1-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-4-propylpyrrolidine-2-carboxamide
• SMILES (Canonical): CCCC1CC(NC1)C(=O)NC(C2C(C(C(C(O2)SC)O)O)O)C(C)O
• SMILES (Isomeric): CCC[C@@H]1C[C@H](NC1)C(=O)N[C@@H]([C@@H]2[C@@H]([C@H]([C@H]([C@@H](O2)SC)O)O)O)[C@@H](C)O
• InChI: InChI=1S/C17H32N2O6S/c1-4-5-9-6-10(18-7-9)16(24)19-11(8(2)20)15-13(22)12(21)14(23)17(25-15)26-3/h8-15,17-18,20-23H,4-7H2,1-3H3,(H,19,24)/t8-,9-,10+,11-,12-,13-,14-,15-,17+/m1/s1
• InChI Key: DKHKYHYYYGYWHY-GSFMGOMPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₃₂N₂O₆S
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.19810792 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -1.20
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8718	87.18%
Caco-2	-	0.8648	86.48%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5003	50.03%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9156	91.56%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9564	95.64%
P-glycoprotein inhibitior	-	0.8559	85.59%
P-glycoprotein substrate	+	0.8140	81.40%
CYP3A4 substrate	+	0.6516	65.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8117	81.17%
CYP3A4 inhibition	-	0.9237	92.37%
CYP2C9 inhibition	-	0.8346	83.46%
CYP2C19 inhibition	-	0.8671	86.71%
CYP2D6 inhibition	-	0.8955	89.55%
CYP1A2 inhibition	-	0.8432	84.32%
CYP2C8 inhibition	-	0.9205	92.05%
CYP inhibitory promiscuity	-	0.9089	90.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6407	64.07%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9922	99.22%
Skin irritation	-	0.7604	76.04%
Skin corrosion	-	0.9178	91.78%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7600	76.00%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5680	56.80%
skin sensitisation	-	0.8432	84.32%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5661	56.61%
Acute Oral Toxicity (c)	III	0.6912	69.12%
Estrogen receptor binding	+	0.5495	54.95%
Androgen receptor binding	-	0.8239	82.39%
Thyroid receptor binding	+	0.6385	63.85%
Glucocorticoid receptor binding	-	0.7236	72.36%
Aromatase binding	+	0.6063	60.63%
PPAR gamma	-	0.6131	61.31%
Honey bee toxicity	-	0.7860	78.60%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	-	0.8257	82.57%

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	98.81%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	98.25%	97.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.04%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	96.90%	96.95%
CHEMBL4040	P28482	MAP kinase ERK2	96.89%	83.82%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	96.78%	92.29%
CHEMBL2581	P07339	Cathepsin D	96.11%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.13%	90.17%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.06%	95.58%
CHEMBL255	P29275	Adenosine A2b receptor	92.33%	98.59%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.23%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.91%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.55%	94.45%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.86%	95.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.55%	96.47%
CHEMBL2094135	Q96BI3	Gamma-secretase	90.33%	98.05%
CHEMBL4073	P09237	Matrix metalloproteinase 7	89.25%	97.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.17%	89.34%
CHEMBL332	P03956	Matrix metalloproteinase-1	88.94%	94.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.79%	85.14%
CHEMBL321	P14780	Matrix metalloproteinase 9	88.72%	92.12%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.08%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.70%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.63%	99.17%
CHEMBL4588	P22894	Matrix metalloproteinase 8	87.43%	94.66%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.32%	90.71%
CHEMBL256	P0DMS8	Adenosine A3 receptor	86.81%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.97%	91.11%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.95%	89.50%
CHEMBL299	P17252	Protein kinase C alpha	85.75%	98.03%
CHEMBL4208	P20618	Proteasome component C5	85.65%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.77%	97.14%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.79%	98.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.39%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.01%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	82.00%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	82.00%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.84%	96.61%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162920260
• LOTUS: LTS0060240
• wikiData: Q104983268