(3S,6R)-3-methyl-6-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl]piperazine-2,5-dione

Details

• Internal ID: 1dff6ae5-6b62-46b7-8354-0d883a4ce4fc
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (3S,6R)-3-methyl-6-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl]piperazine-2,5-dione
• SMILES (Canonical): CC1C(=O)NC(C(=O)N1)CC2=C(NC3=CC=CC=C32)C(C)(C)C=C
• SMILES (Isomeric): C[C@H]1C(=O)N[C@@H](C(=O)N1)CC2=C(NC3=CC=CC=C32)C(C)(C)C=C
• InChI: InChI=1S/C19H23N3O2/c1-5-19(3,4)16-13(12-8-6-7-9-14(12)21-16)10-15-18(24)20-11(2)17(23)22-15/h5-9,11,15,21H,1,10H2,2-4H3,(H,20,24)(H,22,23)/t11-,15+/m0/s1
• InChI Key: LVPZJIGICMPWFH-XHDPSFHLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₃N₃O₂
• Molecular Weight: 325.40 g/mol
• Exact Mass: 325.17902698 g/mol
• Topological Polar Surface Area (TPSA): 74.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9861	98.61%
Caco-2	-	0.5942	59.42%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6416	64.16%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.7699	76.99%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8399	83.99%
BSEP inhibitior	+	0.6804	68.04%
P-glycoprotein inhibitior	-	0.7708	77.08%
P-glycoprotein substrate	-	0.5182	51.82%
CYP3A4 substrate	+	0.6115	61.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8311	83.11%
CYP3A4 inhibition	+	0.5227	52.27%
CYP2C9 inhibition	-	0.6318	63.18%
CYP2C19 inhibition	-	0.5059	50.59%
CYP2D6 inhibition	-	0.7977	79.77%
CYP1A2 inhibition	-	0.6345	63.45%
CYP2C8 inhibition	+	0.5726	57.26%
CYP inhibitory promiscuity	+	0.7862	78.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5297	52.97%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9924	99.24%
Skin irritation	-	0.8020	80.20%
Skin corrosion	-	0.9301	93.01%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4073	40.73%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5960	59.60%
skin sensitisation	-	0.8410	84.10%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7469	74.69%
Acute Oral Toxicity (c)	III	0.4991	49.91%
Estrogen receptor binding	+	0.8000	80.00%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6605	66.05%
Glucocorticoid receptor binding	+	0.6781	67.81%
Aromatase binding	+	0.6586	65.86%
PPAR gamma	+	0.8072	80.72%
Honey bee toxicity	-	0.8373	83.73%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8858	88.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.61%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.71%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	95.46%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.90%	97.25%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.16%	90.08%
CHEMBL1951	P21397	Monoamine oxidase A	91.14%	91.49%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.77%	88.56%
CHEMBL3401	O75469	Pregnane X receptor	86.72%	94.73%
CHEMBL255	P29275	Adenosine A2b receptor	85.85%	98.59%
CHEMBL1902	P62942	FK506-binding protein 1A	82.85%	97.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.75%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102413446
• LOTUS: LTS0269565
• wikiData: Q105157987