methyl (2S)-2-hydroxy-4-[(5S)-5-hydroxy-4-methoxy-5-methoxycarbonyl-1-methyl-2-oxopyrrol-3-yl]-3-methoxy-1-methyl-5-oxopyrrole-2-carboxylate

Details

• Internal ID: 43b0ffad-5db8-41f8-a8a9-b60a3347f96d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: methyl (2S)-2-hydroxy-4-[(5S)-5-hydroxy-4-methoxy-5-methoxycarbonyl-1-methyl-2-oxopyrrol-3-yl]-3-methoxy-1-methyl-5-oxopyrrole-2-carboxylate
• SMILES (Canonical): CN1C(=O)C(=C(C1(C(=O)OC)O)OC)C2=C(C(N(C2=O)C)(C(=O)OC)O)OC
• SMILES (Isomeric): CN1C(=O)C(=C([C@@]1(C(=O)OC)O)OC)C2=C([C@@](N(C2=O)C)(C(=O)OC)O)OC
• InChI: InChI=1S/C16H20N2O10/c1-17-11(19)7(9(25-3)15(17,23)13(21)27-5)8-10(26-4)16(24,14(22)28-6)18(2)12(8)20/h23-24H,1-6H3/t15-,16-/m0/s1
• InChI Key: VWULKWWBQVWDNQ-HOTGVXAUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀N₂O₁₀
• Molecular Weight: 400.34 g/mol
• Exact Mass: 400.11179484 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -2.55
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5700	57.00%
Caco-2	-	0.5498	54.98%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7032	70.32%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9501	95.01%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8160	81.60%
P-glycoprotein inhibitior	-	0.6319	63.19%
P-glycoprotein substrate	-	0.9244	92.44%
CYP3A4 substrate	-	0.5214	52.14%
CYP2C9 substrate	-	0.6017	60.17%
CYP2D6 substrate	-	0.8677	86.77%
CYP3A4 inhibition	-	0.9653	96.53%
CYP2C9 inhibition	-	0.8281	82.81%
CYP2C19 inhibition	-	0.8796	87.96%
CYP2D6 inhibition	-	0.9062	90.62%
CYP1A2 inhibition	-	0.9373	93.73%
CYP2C8 inhibition	-	0.9851	98.51%
CYP inhibitory promiscuity	-	0.9634	96.34%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4928	49.28%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.5736	57.36%
Skin irritation	-	0.7844	78.44%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7892	78.92%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8842	88.42%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5762	57.62%
Acute Oral Toxicity (c)	III	0.5114	51.14%
Estrogen receptor binding	+	0.7931	79.31%
Androgen receptor binding	+	0.6566	65.66%
Thyroid receptor binding	+	0.6336	63.36%
Glucocorticoid receptor binding	+	0.5612	56.12%
Aromatase binding	+	0.5654	56.54%
PPAR gamma	+	0.5239	52.39%
Honey bee toxicity	-	0.9583	95.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.5076	50.76%

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	94.58%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.63%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.03%	98.95%
CHEMBL4208	P20618	Proteasome component C5	86.08%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.38%	95.56%
CHEMBL332	P03956	Matrix metalloproteinase-1	83.21%	94.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.36%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.19%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	80.67%	91.19%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.37%	94.42%

Plants that contains it

• Mercurialis leiocarpa

Cross-Links

• PubChem: 11143831
• LOTUS: LTS0142366
• wikiData: Q105298288