3-[[6-hydroxy-2-(2-methylbut-3-en-2-yl)-7-(3-methylbut-2-enyl)-1H-indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

Details

• Internal ID: be03de09-0f08-4a7b-80f5-93720be9b10d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: 3-[[6-hydroxy-2-(2-methylbut-3-en-2-yl)-7-(3-methylbut-2-enyl)-1H-indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
• InChI: InChI=1S/C26H33N3O3/c1-6-26(4,5)23-18(14-19-25(32)29-13-7-8-20(29)24(31)27-19)16-11-12-21(30)17(22(16)28-23)10-9-15(2)3/h6,9,11-12,19-20,28,30H,1,7-8,10,13-14H2,2-5H3,(H,27,31)
• InChI Key: ZGWIWQJHQKPWGB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₃N₃O₃
• Molecular Weight: 435.60 g/mol
• Exact Mass: 435.25219192 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9592	95.92%
Caco-2	-	0.6832	68.32%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8144	81.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	+	0.9206	92.06%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7567	75.67%
BSEP inhibitior	+	0.9339	93.39%
P-glycoprotein inhibitior	+	0.6734	67.34%
P-glycoprotein substrate	+	0.7019	70.19%
CYP3A4 substrate	+	0.6595	65.95%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.8461	84.61%
CYP3A4 inhibition	+	0.5211	52.11%
CYP2C9 inhibition	-	0.5460	54.60%
CYP2C19 inhibition	-	0.5810	58.10%
CYP2D6 inhibition	-	0.7433	74.33%
CYP1A2 inhibition	-	0.6845	68.45%
CYP2C8 inhibition	+	0.4703	47.03%
CYP inhibitory promiscuity	+	0.7871	78.71%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6313	63.13%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9768	97.68%
Skin irritation	-	0.7789	77.89%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5097	50.97%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8549	85.49%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6177	61.77%
Acute Oral Toxicity (c)	III	0.5897	58.97%
Estrogen receptor binding	+	0.7883	78.83%
Androgen receptor binding	+	0.6512	65.12%
Thyroid receptor binding	+	0.7074	70.74%
Glucocorticoid receptor binding	+	0.7877	78.77%
Aromatase binding	+	0.6677	66.77%
PPAR gamma	+	0.7257	72.57%
Honey bee toxicity	-	0.8615	86.15%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9840	98.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.48%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.89%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.22%	94.45%
CHEMBL1902	P62942	FK506-binding protein 1A	97.62%	97.05%
CHEMBL1951	P21397	Monoamine oxidase A	96.93%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.65%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.78%	90.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.78%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.88%	93.40%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	92.68%	93.03%
CHEMBL213	P08588	Beta-1 adrenergic receptor	92.57%	95.56%
CHEMBL3524	P56524	Histone deacetylase 4	92.43%	92.97%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.18%	95.89%
CHEMBL217	P14416	Dopamine D2 receptor	91.91%	95.62%
CHEMBL1937	Q92769	Histone deacetylase 2	91.77%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.76%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.19%	100.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.05%	88.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.54%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.30%	92.94%
CHEMBL255	P29275	Adenosine A2b receptor	85.78%	98.59%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.11%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.61%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.73%	91.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.26%	92.88%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.12%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.96%	89.62%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.79%	97.50%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.56%	90.93%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	82.51%	97.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.44%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.06%	96.90%
CHEMBL3401	O75469	Pregnane X receptor	81.43%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.40%	80.78%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.16%	82.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.03%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 45782869
• LOTUS: LTS0075714
• wikiData: Q104202391