(3Z,6Z)-3-((1H-imidazol-5-yl)methylene)-6-isobutylidenepiperazine-2,5-dione

Details

• Internal ID: be7a481f-6473-4486-a13d-6032eb32c91f
• Taxonomy: Organoheterocyclic compounds > Diazines > Pyrazines
• IUPAC Name: (3Z,6Z)-3-(1H-imidazol-5-ylmethylidene)-6-(2-methylpropylidene)piperazine-2,5-dione
• SMILES (Canonical): CC(C)C=C1C(=O)NC(=CC2=CN=CN2)C(=O)N1
• SMILES (Isomeric): CC(C)/C=C\1/C(=O)N/C(=C\C2=CN=CN2)/C(=O)N1
• InChI: InChI=1S/C12H14N4O2/c1-7(2)3-9-11(17)16-10(12(18)15-9)4-8-5-13-6-14-8/h3-7H,1-2H3,(H,13,14)(H,15,18)(H,16,17)/b9-3-,10-4-
• InChI Key: WSMVJCUGOMOMNL-UIYSNZQUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄N₄O₂
• Molecular Weight: 246.27 g/mol
• Exact Mass: 246.11167570 g/mol
• Topological Polar Surface Area (TPSA): 86.90 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.95
• 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	+	0.9875	98.75%
Caco-2	+	0.6844	68.44%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7537	75.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9010	90.10%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5354	53.54%
P-glycoprotein inhibitior	-	0.9114	91.14%
P-glycoprotein substrate	-	0.8903	89.03%
CYP3A4 substrate	-	0.6435	64.35%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.9087	90.87%
CYP3A4 inhibition	-	0.5170	51.70%
CYP2C9 inhibition	-	0.8033	80.33%
CYP2C19 inhibition	-	0.7169	71.69%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	-	0.5308	53.08%
CYP2C8 inhibition	-	0.8929	89.29%
CYP inhibitory promiscuity	-	0.6300	63.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6484	64.84%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.8143	81.43%
Skin irritation	-	0.8253	82.53%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6909	69.09%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8641	86.41%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5652	56.52%
Acute Oral Toxicity (c)	III	0.6443	64.43%
Estrogen receptor binding	+	0.6586	65.86%
Androgen receptor binding	-	0.5786	57.86%
Thyroid receptor binding	+	0.5873	58.73%
Glucocorticoid receptor binding	+	0.5420	54.20%
Aromatase binding	+	0.8174	81.74%
PPAR gamma	-	0.5873	58.73%
Honey bee toxicity	-	0.7728	77.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.7396	73.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.39%	89.34%
CHEMBL3038469	P24941	CDK2/Cyclin A	92.41%	91.38%
CHEMBL2424504	P29375	Lysine-specific demethylase 5A	90.96%	99.23%
CHEMBL255	P29275	Adenosine A2b receptor	90.33%	98.59%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.35%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.42%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.06%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.01%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.73%	85.14%
CHEMBL2581	P07339	Cathepsin D	86.41%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.04%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	84.73%	94.75%
CHEMBL2535	P11166	Glucose transporter	81.90%	98.75%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.39%	83.10%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135045057
• LOTUS: LTS0018190
• wikiData: Q77371011