3-[[6-(2-hydroxypropan-2-yl)-8,8-dimethyl-2-(2-methylbut-3-en-2-yl)-5,6-dihydro-1H-pyrano[4,3-f]indol-3-yl]methylidene]-6-methylpiperazine-2,5-dione

Details

• Internal ID: 45244eb7-f508-44a8-a119-0cee263e0710
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: 3-[[6-(2-hydroxypropan-2-yl)-8,8-dimethyl-2-(2-methylbut-3-en-2-yl)-5,6-dihydro-1H-pyrano[4,3-f]indol-3-yl]methylidene]-6-methylpiperazine-2,5-dione
• InChI: InChI=1S/C27H35N3O4/c1-9-25(3,4)22-17(12-20-24(32)28-14(2)23(31)30-20)16-10-15-11-21(26(5,6)33)34-27(7,8)18(15)13-19(16)29-22/h9-10,12-14,21,29,33H,1,11H2,2-8H3,(H,28,32)(H,30,31)
• InChI Key: QFJACXSXSZHCNW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₅N₃O₄
• Molecular Weight: 465.60 g/mol
• Exact Mass: 465.26275661 g/mol
• Topological Polar Surface Area (TPSA): 103.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9549	95.49%
Caco-2	-	0.7684	76.84%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5477	54.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8195	81.95%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9227	92.27%
P-glycoprotein inhibitior	+	0.6944	69.44%
P-glycoprotein substrate	+	0.6325	63.25%
CYP3A4 substrate	+	0.6745	67.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8695	86.95%
CYP3A4 inhibition	-	0.7656	76.56%
CYP2C9 inhibition	-	0.6411	64.11%
CYP2C19 inhibition	-	0.6832	68.32%
CYP2D6 inhibition	-	0.8628	86.28%
CYP1A2 inhibition	-	0.5805	58.05%
CYP2C8 inhibition	+	0.6371	63.71%
CYP inhibitory promiscuity	-	0.5789	57.89%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5857	58.57%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9410	94.10%
Skin irritation	-	0.7689	76.89%
Skin corrosion	-	0.9256	92.56%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8034	80.34%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8289	82.89%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8331	83.31%
Acute Oral Toxicity (c)	III	0.5744	57.44%
Estrogen receptor binding	+	0.8168	81.68%
Androgen receptor binding	+	0.7085	70.85%
Thyroid receptor binding	+	0.7249	72.49%
Glucocorticoid receptor binding	+	0.7478	74.78%
Aromatase binding	+	0.7072	70.72%
PPAR gamma	+	0.8253	82.53%
Honey bee toxicity	-	0.7527	75.27%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9359	93.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.62%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	97.90%	83.57%
CHEMBL1951	P21397	Monoamine oxidase A	96.45%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.02%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.39%	92.94%
CHEMBL217	P14416	Dopamine D2 receptor	94.91%	95.62%
CHEMBL4040	P28482	MAP kinase ERK2	92.68%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.06%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.54%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.81%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.50%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.47%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	88.34%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.29%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.12%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.87%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	87.51%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.07%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.14%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.70%	96.77%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	85.42%	96.39%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.53%	85.31%
CHEMBL340	P08684	Cytochrome P450 3A4	83.50%	91.19%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.42%	100.00%
CHEMBL4530	P00488	Coagulation factor XIII	83.23%	96.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.21%	93.40%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.99%	92.88%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	82.40%	98.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.33%	86.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.00%	94.00%
CHEMBL1902	P62942	FK506-binding protein 1A	80.86%	97.05%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.68%	85.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.58%	91.07%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.21%	96.90%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.20%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.13%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.09%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74080678
• LOTUS: LTS0123507
• wikiData: Q104195764