(3R)-3-hydroxy-5-[(5S)-5-hydroxy-4-methoxy-1-methyl-2,6-dioxo-5-(2-oxopropyl)pyridin-3-yl]-4-methoxy-1-methyl-3-(2-oxopropyl)pyridine-2,6-dione

Details

• Internal ID: a0596298-f643-4b54-b353-4313f1b8f47c
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines
• IUPAC Name: (3R)-3-hydroxy-5-[(5S)-5-hydroxy-4-methoxy-1-methyl-2,6-dioxo-5-(2-oxopropyl)pyridin-3-yl]-4-methoxy-1-methyl-3-(2-oxopropyl)pyridine-2,6-dione
• SMILES (Canonical): CC(=O)CC1(C(=C(C(=O)N(C1=O)C)C2=C(C(C(=O)N(C2=O)C)(CC(=O)C)O)OC)OC)O
• SMILES (Isomeric): CC(=O)C[C@]1(C(=C(C(=O)N(C1=O)C)C2=C([C@](C(=O)N(C2=O)C)(CC(=O)C)O)OC)OC)O
• InChI: InChI=1S/C20H24N2O10/c1-9(23)7-19(29)13(31-5)11(15(25)21(3)17(19)27)12-14(32-6)20(30,8-10(2)24)18(28)22(4)16(12)26/h29-30H,7-8H2,1-6H3/t19-,20+
• InChI Key: XPTWLIFSBXWZNJ-BGYRXZFFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄N₂O₁₀
• Molecular Weight: 452.40 g/mol
• Exact Mass: 452.14309497 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -1.79
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7912	79.12%
Caco-2	-	0.6347	63.47%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6805	68.05%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9472	94.72%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6820	68.20%
P-glycoprotein inhibitior	-	0.4917	49.17%
P-glycoprotein substrate	-	0.8487	84.87%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8688	86.88%
CYP3A4 inhibition	-	0.9048	90.48%
CYP2C9 inhibition	-	0.8415	84.15%
CYP2C19 inhibition	-	0.8188	81.88%
CYP2D6 inhibition	-	0.9292	92.92%
CYP1A2 inhibition	-	0.9204	92.04%
CYP2C8 inhibition	-	0.9614	96.14%
CYP inhibitory promiscuity	-	0.9267	92.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4957	49.57%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.7497	74.97%
Skin irritation	-	0.7765	77.65%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6341	63.41%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.7257	72.57%
skin sensitisation	-	0.8611	86.11%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5074	50.74%
Acute Oral Toxicity (c)	III	0.5327	53.27%
Estrogen receptor binding	+	0.7306	73.06%
Androgen receptor binding	+	0.6384	63.84%
Thyroid receptor binding	+	0.5362	53.62%
Glucocorticoid receptor binding	+	0.5590	55.90%
Aromatase binding	+	0.5178	51.78%
PPAR gamma	+	0.5476	54.76%
Honey bee toxicity	-	0.8911	89.11%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.6870	68.70%

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	97.11%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.06%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.99%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.60%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.68%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.00%	90.00%
CHEMBL4040	P28482	MAP kinase ERK2	83.08%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.13%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.66%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.11%	91.19%

Plants that contains it

• Speranskia tuberculata

Cross-Links

• PubChem: 10718446
• LOTUS: LTS0114426
• wikiData: Q105338996