1-[(2R,3R,4R,5R)-2-[(7S,8S)-7,8-dihydroxy-8-[(2R)-piperidin-2-yl]octyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone

Details

• Internal ID: 12df1c39-e0eb-4fa5-bde0-e7c206b8bc62
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > N-acylpyrrolidines
• IUPAC Name: 1-[(2R,3R,4R,5R)-2-[(7S,8S)-7,8-dihydroxy-8-[(2R)-piperidin-2-yl]octyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone
• InChI: InChI=1S/C20H38N2O6/c1-13(24)22-15(19(27)20(28)16(22)12-23)9-4-2-3-5-10-17(25)18(26)14-8-6-7-11-21-14/h14-21,23,25-28H,2-12H2,1H3/t14-,15-,16-,17+,18+,19-,20-/m1/s1
• InChI Key: QDFQIFQCFMZYDE-VLPZOFFVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₈N₂O₆
• Molecular Weight: 402.50 g/mol
• Exact Mass: 402.27298694 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.50
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7163	71.63%
Caco-2	-	0.8096	80.96%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6983	69.83%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9311	93.11%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6722	67.22%
P-glycoprotein inhibitior	-	0.7903	79.03%
P-glycoprotein substrate	+	0.5202	52.02%
CYP3A4 substrate	+	0.6345	63.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7414	74.14%
CYP3A4 inhibition	-	0.9935	99.35%
CYP2C9 inhibition	-	0.9406	94.06%
CYP2C19 inhibition	-	0.9630	96.30%
CYP2D6 inhibition	-	0.9461	94.61%
CYP1A2 inhibition	-	0.9651	96.51%
CYP2C8 inhibition	-	0.8740	87.40%
CYP inhibitory promiscuity	-	0.9764	97.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6602	66.02%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9487	94.87%
Skin irritation	-	0.7743	77.43%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7121	71.21%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5432	54.32%
skin sensitisation	-	0.9074	90.74%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.4855	48.55%
Acute Oral Toxicity (c)	III	0.5616	56.16%
Estrogen receptor binding	-	0.5426	54.26%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5511	55.11%
Glucocorticoid receptor binding	-	0.6445	64.45%
Aromatase binding	-	0.6927	69.27%
PPAR gamma	-	0.6325	63.25%
Honey bee toxicity	-	0.9244	92.44%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7038	70.38%
Fish aquatic toxicity	-	0.9609	96.09%

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	99.11%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.82%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	95.66%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.38%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.89%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.27%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.35%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	86.58%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.19%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.14%	91.19%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	86.13%	98.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.83%	90.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.56%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.83%	97.29%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.81%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.54%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.14%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.30%	94.33%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.99%	97.86%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.93%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.84%	96.77%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.69%	95.58%
CHEMBL1873	P00750	Tissue-type plasminogen activator	80.45%	93.33%
CHEMBL4072	P07858	Cathepsin B	80.25%	93.67%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.12%	97.25%

Plants that contains it

• Broussonetia papyrifera

Cross-Links

• PubChem: 11729113
• LOTUS: LTS0264097
• wikiData: Q105218807