(1E)-1-[(4-phenyldiazenylphenyl)hydrazinylidene]naphthalen-2-one

Details

• Internal ID: 6adfb3c3-3b49-42cb-87f1-b5dba83ac5d1
• Taxonomy: Organoheterocyclic compounds > Azobenzenes
• IUPAC Name: (1E)-1-[(4-phenyldiazenylphenyl)hydrazinylidene]naphthalen-2-one
• SMILES (Canonical): C1=CC=C(C=C1)N=NC2=CC=C(C=C2)NN=C3C(=O)C=CC4=CC=CC=C43
• SMILES (Isomeric): C1=CC=C(C=C1)N=NC2=CC=C(C=C2)N/N=C\3/C(=O)C=CC4=CC=CC=C43
• InChI: InChI=1S/C22H16N4O/c27-21-15-10-16-6-4-5-9-20(16)22(21)26-25-19-13-11-18(12-14-19)24-23-17-7-2-1-3-8-17/h1-15,25H/b24-23?,26-22+
• InChI Key: HTPQPMPFXUWUOT-BSDCMEITSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₆N₄O
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.13241115 g/mol
• Topological Polar Surface Area (TPSA): 66.20 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.51
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	-	0.5627	56.27%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7281	72.81%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.9234	92.34%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9660	96.60%
P-glycoprotein inhibitior	-	0.5051	50.51%
P-glycoprotein substrate	-	0.9023	90.23%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8366	83.66%
CYP3A4 inhibition	-	0.7137	71.37%
CYP2C9 inhibition	-	0.5332	53.32%
CYP2C19 inhibition	+	0.7614	76.14%
CYP2D6 inhibition	-	0.6098	60.98%
CYP1A2 inhibition	+	0.9315	93.15%
CYP2C8 inhibition	-	0.7362	73.62%
CYP inhibitory promiscuity	+	0.9272	92.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5148	51.48%
Carcinogenicity (trinary)	Warning	0.4410	44.10%
Eye corrosion	-	0.9729	97.29%
Eye irritation	-	0.7780	77.80%
Skin irritation	-	0.6008	60.08%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	+	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4232	42.32%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.7809	78.09%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.6622	66.22%
Acute Oral Toxicity (c)	III	0.6346	63.46%
Estrogen receptor binding	+	0.8770	87.70%
Androgen receptor binding	+	0.8741	87.41%
Thyroid receptor binding	+	0.5728	57.28%
Glucocorticoid receptor binding	+	0.8226	82.26%
Aromatase binding	+	0.8051	80.51%
PPAR gamma	+	0.7850	78.50%
Honey bee toxicity	-	0.8853	88.53%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6952	69.52%
Fish aquatic toxicity	+	0.9707	97.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	95.58%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.21%	95.56%
CHEMBL2039	P27338	Monoamine oxidase B	92.72%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.01%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.23%	83.57%
CHEMBL2581	P07339	Cathepsin D	89.39%	98.95%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.04%	96.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.83%	93.03%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.93%	94.23%
CHEMBL2535	P11166	Glucose transporter	83.05%	98.75%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.18%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.85%	86.33%

Plants that contains it

• Curcuma longa
• Gardenia jasminoides

Cross-Links

• PubChem: 5379348
• NPASS: NPC167718