3-(1H-imidazol-5-ylmethylidene)-6-[[1-(3-methylbut-2-enyl)indol-3-yl]methyl]piperazine-2,5-dione

Details

• Internal ID: 2d881776-7ed7-4741-88a5-701a01f10a7d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: 3-(1H-imidazol-5-ylmethylidene)-6-[[1-(3-methylbut-2-enyl)indol-3-yl]methyl]piperazine-2,5-dione
• SMILES (Canonical): CC(=CCN1C=C(C2=CC=CC=C21)CC3C(=O)NC(=CC4=CN=CN4)C(=O)N3)C
• SMILES (Isomeric): CC(=CCN1C=C(C2=CC=CC=C21)CC3C(=O)NC(=CC4=CN=CN4)C(=O)N3)C
• InChI: InChI=1S/C22H23N5O2/c1-14(2)7-8-27-12-15(17-5-3-4-6-20(17)27)9-18-21(28)26-19(22(29)25-18)10-16-11-23-13-24-16/h3-7,10-13,18H,8-9H2,1-2H3,(H,23,24)(H,25,29)(H,26,28)
• InChI Key: LNDPRITVIFKMJL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₃N₅O₂
• Molecular Weight: 389.40 g/mol
• Exact Mass: 389.18517499 g/mol
• Topological Polar Surface Area (TPSA): 91.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	-	0.8184	81.84%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5563	55.63%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8649	86.49%
OATP1B3 inhibitior	+	0.9315	93.15%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7649	76.49%
BSEP inhibitior	+	0.9878	98.78%
P-glycoprotein inhibitior	+	0.6816	68.16%
P-glycoprotein substrate	+	0.6183	61.83%
CYP3A4 substrate	+	0.6355	63.55%
CYP2C9 substrate	-	0.7825	78.25%
CYP2D6 substrate	-	0.8929	89.29%
CYP3A4 inhibition	-	0.5800	58.00%
CYP2C9 inhibition	+	0.5072	50.72%
CYP2C19 inhibition	-	0.5479	54.79%
CYP2D6 inhibition	-	0.8320	83.20%
CYP1A2 inhibition	-	0.6173	61.73%
CYP2C8 inhibition	+	0.5717	57.17%
CYP inhibitory promiscuity	+	0.8033	80.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6418	64.18%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9921	99.21%
Skin irritation	-	0.7795	77.95%
Skin corrosion	-	0.9306	93.06%
Ames mutagenesis	+	0.6146	61.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8582	85.82%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.8663	86.63%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5837	58.37%
Acute Oral Toxicity (c)	III	0.5787	57.87%
Estrogen receptor binding	+	0.7534	75.34%
Androgen receptor binding	+	0.6721	67.21%
Thyroid receptor binding	+	0.5641	56.41%
Glucocorticoid receptor binding	+	0.7109	71.09%
Aromatase binding	+	0.5227	52.27%
PPAR gamma	+	0.7885	78.85%
Honey bee toxicity	-	0.7867	78.67%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8982	89.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.20%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.50%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.41%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.23%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	96.86%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.77%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.21%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.84%	94.45%
CHEMBL255	P29275	Adenosine A2b receptor	93.52%	98.59%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.96%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.65%	99.23%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.26%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.14%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.54%	98.95%
CHEMBL3310	Q96DB2	Histone deacetylase 11	90.51%	88.56%
CHEMBL3038469	P24941	CDK2/Cyclin A	90.42%	91.38%
CHEMBL1829	O15379	Histone deacetylase 3	86.95%	95.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	86.25%	96.39%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.54%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.89%	91.49%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	82.28%	97.64%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.96%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.83%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.47%	94.73%

Plants that contains it

• Huperzia serrata

Cross-Links

• PubChem: 163041524
• LOTUS: LTS0145639
• wikiData: Q105154274