3,6-Bis[(4-hydroxyphenyl)methyl]-1,4-dimethylpiperazine-2,5-dione

Details

• Internal ID: 56c7a15a-f98b-4678-8f41-16980809a357
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: 3,6-bis[(4-hydroxyphenyl)methyl]-1,4-dimethylpiperazine-2,5-dione
• InChI: InChI=1S/C20H22N2O4/c1-21-17(11-13-3-7-15(23)8-4-13)20(26)22(2)18(19(21)25)12-14-5-9-16(24)10-6-14/h3-10,17-18,23-24H,11-12H2,1-2H3
• InChI Key: LVVOUDOWZDIZFR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂N₂O₄
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.15795719 g/mol
• Topological Polar Surface Area (TPSA): 81.10 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6876	68.76%
Caco-2	+	0.8025	80.25%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7281	72.81%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8747	87.47%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8281	82.81%
BSEP inhibitior	+	0.6633	66.33%
P-glycoprotein inhibitior	+	0.5871	58.71%
P-glycoprotein substrate	-	0.8468	84.68%
CYP3A4 substrate	-	0.5608	56.08%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.7874	78.74%
CYP3A4 inhibition	-	0.8298	82.98%
CYP2C9 inhibition	-	0.8757	87.57%
CYP2C19 inhibition	-	0.8804	88.04%
CYP2D6 inhibition	-	0.9084	90.84%
CYP1A2 inhibition	-	0.9345	93.45%
CYP2C8 inhibition	-	0.8924	89.24%
CYP inhibitory promiscuity	-	0.8372	83.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7730	77.30%
Carcinogenicity (trinary)	Non-required	0.6386	63.86%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.7822	78.22%
Skin corrosion	-	0.9536	95.36%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7283	72.83%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.6676	66.76%
skin sensitisation	-	0.9242	92.42%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7837	78.37%
Nephrotoxicity	-	0.6303	63.03%
Acute Oral Toxicity (c)	III	0.7442	74.42%
Estrogen receptor binding	+	0.7810	78.10%
Androgen receptor binding	+	0.7715	77.15%
Thyroid receptor binding	+	0.5131	51.31%
Glucocorticoid receptor binding	+	0.7250	72.50%
Aromatase binding	+	0.5980	59.80%
PPAR gamma	-	0.5370	53.70%
Honey bee toxicity	-	0.9570	95.70%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.3968	39.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.62%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.85%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.62%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.96%	85.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.54%	90.93%
CHEMBL4208	P20618	Proteasome component C5	83.63%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.55%	94.45%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.52%	93.10%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.27%	85.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.07%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.80%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54055350
• LOTUS: LTS0189774
• wikiData: Q104171378