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

Details

• Internal ID: cd938b1b-6a8e-40d9-ace5-3c2ad17e69f3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Proline and derivatives
• IUPAC Name: (2S,4R)-N-[2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfinyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide
• InChI: InChI=1S/C18H33ClN2O6S/c1-5-6-10-7-11(21(3)8-10)17(25)20-12(9(2)19)16-14(23)13(22)15(24)18(27-16)28(4)26/h9-16,18,22-24H,5-8H2,1-4H3,(H,20,25)/t9?,10-,11+,12?,13+,14-,15-,16-,18-,28?/m1/s1
• InChI Key: XSLGFIQRVCXUEU-YPMPSZBMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₃ClN₂O₆S
• Molecular Weight: 441.00 g/mol
• Exact Mass: 440.1747856 g/mol
• Topological Polar Surface Area (TPSA): 139.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): -0.59
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5152	51.52%
Caco-2	-	0.7707	77.07%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Lysosomes	0.4540	45.40%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8461	84.61%
P-glycoprotein inhibitior	-	0.7734	77.34%
P-glycoprotein substrate	+	0.8007	80.07%
CYP3A4 substrate	+	0.7121	71.21%
CYP2C9 substrate	-	0.8189	81.89%
CYP2D6 substrate	-	0.7574	75.74%
CYP3A4 inhibition	-	0.8139	81.39%
CYP2C9 inhibition	-	0.8029	80.29%
CYP2C19 inhibition	-	0.7971	79.71%
CYP2D6 inhibition	-	0.8795	87.95%
CYP1A2 inhibition	-	0.8301	83.01%
CYP2C8 inhibition	-	0.9464	94.64%
CYP inhibitory promiscuity	-	0.9600	96.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.5903	59.03%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9865	98.65%
Skin irritation	-	0.7557	75.57%
Skin corrosion	-	0.9102	91.02%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6677	66.77%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.8348	83.48%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5082	50.82%
Acute Oral Toxicity (c)	III	0.6792	67.92%
Estrogen receptor binding	+	0.5392	53.92%
Androgen receptor binding	-	0.6987	69.87%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.7189	71.89%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5774	57.74%
Honey bee toxicity	-	0.7176	71.76%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.8085	80.85%

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	98.47%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.39%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.44%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	96.27%	97.21%
CHEMBL4040	P28482	MAP kinase ERK2	93.83%	83.82%
CHEMBL220	P22303	Acetylcholinesterase	93.82%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.20%	90.71%
CHEMBL255	P29275	Adenosine A2b receptor	92.05%	98.59%
CHEMBL221	P23219	Cyclooxygenase-1	91.78%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.59%	93.56%
CHEMBL240	Q12809	HERG	90.41%	89.76%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	90.08%	98.33%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.46%	95.58%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.23%	92.86%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	88.22%	92.29%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.05%	95.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.82%	96.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.20%	89.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.19%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.93%	91.11%
CHEMBL274	P51681	C-C chemokine receptor type 5	86.76%	98.77%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.59%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.84%	96.77%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	85.83%	97.50%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	85.49%	99.00%
CHEMBL256	P0DMS8	Adenosine A3 receptor	85.40%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	85.09%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.01%	96.61%
CHEMBL332	P03956	Matrix metalloproteinase-1	84.55%	94.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.74%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.87%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.05%	98.75%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.92%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.71%	91.24%
CHEMBL4073	P09237	Matrix metalloproteinase 7	81.60%	97.56%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.57%	95.36%
CHEMBL340	P08684	Cytochrome P450 3A4	81.34%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.25%	96.38%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.00%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.75%	97.14%
CHEMBL321	P14780	Matrix metalloproteinase 9	80.47%	92.12%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.19%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587342
• LOTUS: LTS0039413
• wikiData: Q77563713