1,5-Diacetylnaphthalene

Details

• Internal ID: bef46f60-8698-47d4-81c2-2c713abb113a
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 1-(5-acetylnaphthalen-1-yl)ethanone
• SMILES (Canonical): CC(=O)C1=CC=CC2=C1C=CC=C2C(=O)C
• SMILES (Isomeric): CC(=O)C1=CC=CC2=C1C=CC=C2C(=O)C
• InChI: InChI=1S/C14H12O2/c1-9(15)11-5-3-8-14-12(10(2)16)6-4-7-13(11)14/h3-8H,1-2H3
• InChI Key: XWZKPVAYNUXKCZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₂
• Molecular Weight: 212.24 g/mol
• Exact Mass: 212.083729621 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 3027-43-8
• DTXSID90276974
• RefChem:73450
• DTXCID30228134
• XWZKPVAYNUXKCZ-UHFFFAOYSA-N
• 1-(5-acetylnaphthalen-1-yl)ethanone
• 1,1'-(Naphthalene-1,5-diyl)diethanone
• 1-(5-acetylnaphthalen-1-yl)ethan-1-one
• Ethanone, 1,1'-(1,5-naphthalenediyl)bis-
• NSC225
• 1,5-Diacetyl-naphthalin
• SCHEMBL7119411
• NSC-225
• AKOS025296189
• Ethanone,1,1-(1,5-naphthalenediyl)bis-
• DS-007613

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8147	81.47%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6030	60.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9735	97.35%
OATP1B3 inhibitior	+	0.9682	96.82%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6439	64.39%
P-glycoprotein inhibitior	-	0.9403	94.03%
P-glycoprotein substrate	-	0.9621	96.21%
CYP3A4 substrate	-	0.6990	69.90%
CYP2C9 substrate	-	0.8185	81.85%
CYP2D6 substrate	-	0.7670	76.70%
CYP3A4 inhibition	-	0.8389	83.89%
CYP2C9 inhibition	-	0.8612	86.12%
CYP2C19 inhibition	-	0.7964	79.64%
CYP2D6 inhibition	-	0.8750	87.50%
CYP1A2 inhibition	+	0.7900	79.00%
CYP2C8 inhibition	-	0.9508	95.08%
CYP inhibitory promiscuity	-	0.6301	63.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6387	63.87%
Carcinogenicity (trinary)	Non-required	0.6275	62.75%
Eye corrosion	-	0.9018	90.18%
Eye irritation	+	0.9336	93.36%
Skin irritation	-	0.5372	53.72%
Skin corrosion	-	0.9736	97.36%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7079	70.79%
Micronuclear	-	0.7001	70.01%
Hepatotoxicity	+	0.7448	74.48%
skin sensitisation	+	0.7713	77.13%
Respiratory toxicity	-	0.9222	92.22%
Reproductive toxicity	-	0.8889	88.89%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5420	54.20%
Acute Oral Toxicity (c)	III	0.7640	76.40%
Estrogen receptor binding	+	0.5625	56.25%
Androgen receptor binding	-	0.8158	81.58%
Thyroid receptor binding	-	0.6708	67.08%
Glucocorticoid receptor binding	+	0.5624	56.24%
Aromatase binding	+	0.5386	53.86%
PPAR gamma	-	0.7088	70.88%
Honey bee toxicity	-	0.9802	98.02%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9345	93.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	90.60%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.62%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.21%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.99%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.70%	91.11%
CHEMBL2039	P27338	Monoamine oxidase B	83.68%	92.51%
CHEMBL2535	P11166	Glucose transporter	83.23%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.74%	95.50%

Plants that contains it

• Cornus officinalis

Cross-Links

• PubChem: 219219
• NPASS: NPC259641