2-[(2,4-Dihydroxybenzoyl)amino]-4-hydroxybenzoic acid

Details

• Internal ID: 5c2d6e99-7550-4300-bd9a-6de92902b5e1
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Anilides > Aromatic anilides > Benzanilides
• IUPAC Name: 2-[(2,4-dihydroxybenzoyl)amino]-4-hydroxybenzoic acid
• InChI: InChI=1S/C14H11NO6/c16-7-1-3-9(14(20)21)11(5-7)15-13(19)10-4-2-8(17)6-12(10)18/h1-6,16-18H,(H,15,19)(H,20,21)
• InChI Key: RGHQZWPJNRDCCH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₁NO₆
• Molecular Weight: 289.24 g/mol
• Exact Mass: 289.05863707 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7967	79.67%
Caco-2	+	0.5414	54.14%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7526	75.26%
OATP2B1 inhibitior	-	0.6765	67.65%
OATP1B1 inhibitior	+	0.9473	94.73%
OATP1B3 inhibitior	+	0.9311	93.11%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8163	81.63%
P-glycoprotein inhibitior	-	0.9551	95.51%
P-glycoprotein substrate	-	0.8847	88.47%
CYP3A4 substrate	-	0.7227	72.27%
CYP2C9 substrate	-	0.6436	64.36%
CYP2D6 substrate	-	0.8865	88.65%
CYP3A4 inhibition	-	0.9237	92.37%
CYP2C9 inhibition	-	0.9118	91.18%
CYP2C19 inhibition	-	0.9135	91.35%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.8290	82.90%
CYP2C8 inhibition	-	0.5886	58.86%
CYP inhibitory promiscuity	-	0.9038	90.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7314	73.14%
Carcinogenicity (trinary)	Non-required	0.7054	70.54%
Eye corrosion	-	0.9968	99.68%
Eye irritation	+	0.9540	95.40%
Skin irritation	-	0.7733	77.33%
Skin corrosion	-	0.9858	98.58%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9333	93.33%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8391	83.91%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6888	68.88%
Acute Oral Toxicity (c)	III	0.5942	59.42%
Estrogen receptor binding	+	0.8799	87.99%
Androgen receptor binding	+	0.8442	84.42%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8736	87.36%
Aromatase binding	+	0.6942	69.42%
PPAR gamma	+	0.6971	69.71%
Honey bee toxicity	-	0.9272	92.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9698	96.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293277	O15118	Niemann-Pick C1 protein	97.18%	81.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	97.03%	87.67%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.27%	97.36%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	91.82%	94.42%
CHEMBL3194	P02766	Transthyretin	91.01%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.31%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.06%	95.56%
CHEMBL4901	P54753	Ephrin type-B receptor 3	86.36%	87.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.87%	99.15%
CHEMBL2568	P06737	Liver glycogen phosphorylase	84.76%	96.92%
CHEMBL2535	P11166	Glucose transporter	83.52%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	82.01%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.63%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.57%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.18%	91.07%

Plants that contains it

• Dianthus caryophyllus

Cross-Links

• PubChem: 9971390
• LOTUS: LTS0111438
• wikiData: Q105235855