3-[(4-Hydroxyphenyl)methylidene]-6-(2-methylpropylidene)piperazine-2,5-dione

Details

• Internal ID: 65a3a1c5-68f8-4ad9-9f6b-0cc77004f320
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: 3-[(4-hydroxyphenyl)methylidene]-6-(2-methylpropylidene)piperazine-2,5-dione
• InChI: InChI=1S/C15H16N2O3/c1-9(2)7-12-14(19)17-13(15(20)16-12)8-10-3-5-11(18)6-4-10/h3-9,18H,1-2H3,(H,16,20)(H,17,19)
• InChI Key: HLCLNHPURZDLOQ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆N₂O₃
• Molecular Weight: 272.30 g/mol
• Exact Mass: 272.11609238 g/mol
• Topological Polar Surface Area (TPSA): 78.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 0.03
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.7245	72.45%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8916	89.16%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8645	86.45%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6154	61.54%
P-glycoprotein inhibitior	-	0.8627	86.27%
P-glycoprotein substrate	-	0.9128	91.28%
CYP3A4 substrate	-	0.6395	63.95%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8909	89.09%
CYP3A4 inhibition	-	0.5243	52.43%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5522	55.22%
CYP2D6 inhibition	-	0.9277	92.77%
CYP1A2 inhibition	+	0.5424	54.24%
CYP2C8 inhibition	-	0.8802	88.02%
CYP inhibitory promiscuity	-	0.6232	62.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7924	79.24%
Carcinogenicity (trinary)	Non-required	0.7106	71.06%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.7680	76.80%
Skin irritation	-	0.8408	84.08%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7673	76.73%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5965	59.65%
skin sensitisation	-	0.8687	86.87%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5834	58.34%
Acute Oral Toxicity (c)	III	0.6356	63.56%
Estrogen receptor binding	+	0.6571	65.71%
Androgen receptor binding	+	0.7141	71.41%
Thyroid receptor binding	+	0.6054	60.54%
Glucocorticoid receptor binding	-	0.5100	51.00%
Aromatase binding	+	0.7724	77.24%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9219	92.19%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8522	85.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.32%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.06%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.76%	94.45%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	90.31%	83.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.56%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.32%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.59%	93.10%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.98%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	83.67%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.40%	90.71%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.17%	90.93%
CHEMBL2535	P11166	Glucose transporter	83.16%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.11%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.90%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.77%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163073193
• LOTUS: LTS0226359
• wikiData: Q104167966