5-(5,8-Dioxonaphthalen-2-yl)naphthalene-1,4-dione

Details

• Internal ID: e29b2ed5-45ad-489a-b978-d28903317439
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 5-(5,8-dioxonaphthalen-2-yl)naphthalene-1,4-dione
• SMILES (Canonical): C1=CC(=C2C(=O)C=CC(=O)C2=C1)C3=CC4=C(C=C3)C(=O)C=CC4=O
• SMILES (Isomeric): C1=CC(=C2C(=O)C=CC(=O)C2=C1)C3=CC4=C(C=C3)C(=O)C=CC4=O
• InChI: InChI=1S/C20H10O4/c21-16-6-7-18(23)15-10-11(4-5-13(15)16)12-2-1-3-14-17(22)8-9-19(24)20(12)14/h1-10H
• InChI Key: SSSXKCKQGXGNPC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₀O₄
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.05790880 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	-	0.5328	53.28%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7748	77.48%
OATP2B1 inhibitior	-	0.8650	86.50%
OATP1B1 inhibitior	+	0.9507	95.07%
OATP1B3 inhibitior	+	0.9644	96.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7385	73.85%
P-glycoprotein inhibitior	-	0.8459	84.59%
P-glycoprotein substrate	-	0.8814	88.14%
CYP3A4 substrate	-	0.5460	54.60%
CYP2C9 substrate	-	0.6045	60.45%
CYP2D6 substrate	-	0.7994	79.94%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.8351	83.51%
CYP2C19 inhibition	+	0.5513	55.13%
CYP2D6 inhibition	-	0.6536	65.36%
CYP1A2 inhibition	+	0.8983	89.83%
CYP2C8 inhibition	-	0.7198	71.98%
CYP inhibitory promiscuity	+	0.5468	54.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7798	77.98%
Carcinogenicity (trinary)	Non-required	0.5283	52.83%
Eye corrosion	-	0.9879	98.79%
Eye irritation	+	0.8933	89.33%
Skin irritation	-	0.5801	58.01%
Skin corrosion	-	0.9827	98.27%
Ames mutagenesis	+	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7097	70.97%
Micronuclear	+	0.5075	50.75%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	-	0.6079	60.79%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.7778	77.78%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6805	68.05%
Acute Oral Toxicity (c)	II	0.5303	53.03%
Estrogen receptor binding	+	0.8803	88.03%
Androgen receptor binding	+	0.8705	87.05%
Thyroid receptor binding	-	0.7748	77.48%
Glucocorticoid receptor binding	+	0.6630	66.30%
Aromatase binding	-	0.5674	56.74%
PPAR gamma	+	0.6190	61.90%
Honey bee toxicity	-	0.8553	85.53%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9913	99.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.55%	98.95%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	92.45%	96.67%
CHEMBL1907	P15144	Aminopeptidase N	91.06%	93.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.82%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.69%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	89.86%	91.49%
CHEMBL240	Q12809	HERG	84.23%	89.76%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.41%	96.12%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.05%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.80%	93.40%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.59%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.89%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.57%	99.15%
CHEMBL1944	P08473	Neprilysin	80.41%	92.63%

Plants that contains it

• Diospyros zombensis

Cross-Links

• PubChem: 90021989
• LOTUS: LTS0130664
• wikiData: Q105259883