Naphthalene-2,3-dicarboxamide

Details

• Internal ID: 3245302e-52df-4e14-b95f-3151be18eef9
• Taxonomy: Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives > Naphthalenecarboxamides
• IUPAC Name: naphthalene-2,3-dicarboxamide
• SMILES (Canonical): C1=CC=C2C=C(C(=CC2=C1)C(=O)N)C(=O)N
• SMILES (Isomeric): C1=CC=C2C=C(C(=CC2=C1)C(=O)N)C(=O)N
• InChI: InChI=1S/C12H10N2O2/c13-11(15)9-5-7-3-1-2-4-8(7)6-10(9)12(14)16/h1-6H,(H2,13,15)(H2,14,16)
• InChI Key: OABIEOPOGPOCJL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀N₂O₂
• Molecular Weight: 214.22 g/mol
• Exact Mass: 214.074227566 g/mol
• Topological Polar Surface Area (TPSA): 86.20 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 2,3-Naphthalenedicarboxamide
• 106733-12-4
• 2 3-NAPHTHALENEDICARBOXAMIDE 95
• SCHEMBL1004596
• DTXSID40408344

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.7988	79.88%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5730	57.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9827	98.27%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7122	71.22%
P-glycoprotein inhibitior	-	0.9231	92.31%
P-glycoprotein substrate	-	0.9918	99.18%
CYP3A4 substrate	-	0.8235	82.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8274	82.74%
CYP3A4 inhibition	-	0.8146	81.46%
CYP2C9 inhibition	-	0.7168	71.68%
CYP2C19 inhibition	-	0.7194	71.94%
CYP2D6 inhibition	-	0.8750	87.50%
CYP1A2 inhibition	+	0.6689	66.89%
CYP2C8 inhibition	-	0.9347	93.47%
CYP inhibitory promiscuity	-	0.6419	64.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6243	62.43%
Carcinogenicity (trinary)	Non-required	0.5559	55.59%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.7688	76.88%
Skin irritation	-	0.7370	73.70%
Skin corrosion	-	0.9868	98.68%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8525	85.25%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.7677	76.77%
skin sensitisation	-	0.8904	89.04%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5277	52.77%
Acute Oral Toxicity (c)	III	0.5233	52.33%
Estrogen receptor binding	+	0.7117	71.17%
Androgen receptor binding	+	0.7690	76.90%
Thyroid receptor binding	+	0.5716	57.16%
Glucocorticoid receptor binding	+	0.9151	91.51%
Aromatase binding	+	0.7292	72.92%
PPAR gamma	+	0.5436	54.36%
Honey bee toxicity	-	0.9788	97.88%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8478	84.78%

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	95.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.17%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.06%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.12%	86.33%
CHEMBL2535	P11166	Glucose transporter	83.93%	98.75%
CHEMBL3902	P09211	Glutathione S-transferase Pi	82.62%	93.81%
CHEMBL240	Q12809	HERG	81.84%	89.76%
CHEMBL4208	P20618	Proteasome component C5	81.84%	90.00%
CHEMBL3835	P51955	Serine/threonine-protein kinase NEK2	80.76%	80.33%

Plants that contains it

• Commelina communis

Cross-Links

• PubChem: 5102564
• NPASS: NPC145868