(3Z,6S)-3-[[5-(2-methylbut-3-en-2-yl)-1H-imidazol-4-yl]methylidene]-6-propan-2-ylpiperazine-2,5-dione

Details

• Internal ID: 45395d04-b62c-42c3-af32-77458c063ee1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (3Z,6S)-3-[[5-(2-methylbut-3-en-2-yl)-1H-imidazol-4-yl]methylidene]-6-propan-2-ylpiperazine-2,5-dione
• InChI: InChI=1S/C16H22N4O2/c1-6-16(4,5)13-10(17-8-18-13)7-11-14(21)20-12(9(2)3)15(22)19-11/h6-9,12H,1H2,2-5H3,(H,17,18)(H,19,22)(H,20,21)/b11-7-/t12-/m0/s1
• InChI Key: RSGRSUVVCYUKLM-RDQDRAATSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂N₄O₂
• Molecular Weight: 302.37 g/mol
• Exact Mass: 302.17427596 g/mol
• Topological Polar Surface Area (TPSA): 86.90 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• CHEMBL4211882
• SCHEMBL13291342
• NSC-655417
• Q15410256

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9817	98.17%
Caco-2	-	0.5371	53.71%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7232	72.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6281	62.81%
P-glycoprotein inhibitior	-	0.7472	74.72%
P-glycoprotein substrate	-	0.6156	61.56%
CYP3A4 substrate	+	0.5247	52.47%
CYP2C9 substrate	+	0.5835	58.35%
CYP2D6 substrate	-	0.9105	91.05%
CYP3A4 inhibition	+	0.6171	61.71%
CYP2C9 inhibition	-	0.6324	63.24%
CYP2C19 inhibition	-	0.5697	56.97%
CYP2D6 inhibition	-	0.9038	90.38%
CYP1A2 inhibition	-	0.6672	66.72%
CYP2C8 inhibition	-	0.7502	75.02%
CYP inhibitory promiscuity	+	0.5438	54.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5906	59.06%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.9646	96.46%
Skin irritation	-	0.8026	80.26%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6836	68.36%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5460	54.60%
skin sensitisation	-	0.8282	82.82%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6876	68.76%
Acute Oral Toxicity (c)	III	0.5733	57.33%
Estrogen receptor binding	+	0.6648	66.48%
Androgen receptor binding	+	0.5301	53.01%
Thyroid receptor binding	+	0.6892	68.92%
Glucocorticoid receptor binding	+	0.6807	68.07%
Aromatase binding	+	0.5740	57.40%
PPAR gamma	+	0.6117	61.17%
Honey bee toxicity	-	0.6977	69.77%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7068	70.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	98.68%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.15%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.75%	89.34%
CHEMBL2581	P07339	Cathepsin D	92.71%	98.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	92.66%	92.88%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.84%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	90.81%	83.82%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.39%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.09%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.32%	88.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.27%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.79%	85.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.47%	91.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.43%	99.23%
CHEMBL4070	P19784	Casein kinase II alpha (prime)	86.49%	91.67%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.42%	83.10%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.50%	100.00%
CHEMBL290	Q13370	Phosphodiesterase 3B	84.03%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.86%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.36%	94.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.22%	91.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.86%	93.03%
CHEMBL3401	O75469	Pregnane X receptor	80.72%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.58%	91.07%

Plants that contains it

• Callicarpa pilosissima

Cross-Links

• PubChem: 11358551
• NPASS: NPC57278
• LOTUS: LTS0073466
• wikiData: Q15410256