ARQ monoacetate

Details

• Internal ID: 56656bbd-fb25-4ff6-9337-10e97add5644
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > N-alkylindoles
• IUPAC Name: [4-hydroxy-2,5-bis[1-(2-methylbut-3-en-2-yl)indol-3-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl] acetate
• InChI: InChI=1S/C34H32N2O5/c1-8-33(4,5)35-18-23(21-14-10-12-16-25(21)35)27-29(38)30(39)28(32(31(27)40)41-20(3)37)24-19-36(34(6,7)9-2)26-17-13-11-15-22(24)26/h8-19,38H,1-2H2,3-7H3
• InChI Key: UGDNNEPDNMTIIF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₂N₂O₅
• Molecular Weight: 548.60 g/mol
• Exact Mass: 548.23112213 g/mol
• Topological Polar Surface Area (TPSA): 90.50 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 6.83
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• NSC676676
• Asterriquinone monoacetate
• CHEMBL2002547
• NSC-676676
• 2,5-Bis(1-(1,1-dimethyl-2-propenyl)-1H-indol-3-yl)-4-hydroxy-3,6-dioxo-1,4-cyclohexadien-1-yl acetate
• NCI60_027163
• [2,5-bis[1-(1,1-dimethylallyl)indol-3-yl]-4-hydroxy-3,6-dioxo-cyclohexa-1,4-dien-1-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9639	96.39%
Caco-2	-	0.7818	78.18%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6828	68.28%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9012	90.12%
OATP1B3 inhibitior	+	0.8696	86.96%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9615	96.15%
P-glycoprotein inhibitior	+	0.8012	80.12%
P-glycoprotein substrate	-	0.7705	77.05%
CYP3A4 substrate	+	0.6271	62.71%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.8979	89.79%
CYP3A4 inhibition	+	0.5530	55.30%
CYP2C9 inhibition	+	0.5335	53.35%
CYP2C19 inhibition	-	0.5224	52.24%
CYP2D6 inhibition	-	0.7938	79.38%
CYP1A2 inhibition	-	0.5687	56.87%
CYP2C8 inhibition	-	0.5793	57.93%
CYP inhibitory promiscuity	+	0.6705	67.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Danger	0.4666	46.66%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.8172	81.72%
Skin irritation	-	0.7978	79.78%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7498	74.98%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5566	55.66%
skin sensitisation	-	0.8379	83.79%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5723	57.23%
Acute Oral Toxicity (c)	III	0.5637	56.37%
Estrogen receptor binding	+	0.8092	80.92%
Androgen receptor binding	+	0.7299	72.99%
Thyroid receptor binding	+	0.7368	73.68%
Glucocorticoid receptor binding	+	0.7599	75.99%
Aromatase binding	+	0.5716	57.16%
PPAR gamma	+	0.7673	76.73%
Honey bee toxicity	-	0.7959	79.59%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9919	99.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.81%	95.56%
CHEMBL2581	P07339	Cathepsin D	97.41%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.15%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.24%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	91.83%	91.49%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.46%	93.65%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.46%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.10%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.81%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	83.03%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.85%	80.78%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 385441
• LOTUS: LTS0020204
• wikiData: Q77280175