Brefelamide

Details

• Internal ID: 4698dcb5-b699-47c3-8a77-e9cab0278f41
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: N-[3-[2-amino-3-(4-hydroxyphenoxy)phenyl]-3-oxopropyl]-4-hydroxybenzamide
• InChI: InChI=1S/C22H20N2O5/c23-21-18(2-1-3-20(21)29-17-10-8-16(26)9-11-17)19(27)12-13-24-22(28)14-4-6-15(25)7-5-14/h1-11,25-26H,12-13,23H2,(H,24,28)
• InChI Key: XOHMSOOURABJGK-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀N₂O₅
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.13722174 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• N-[3-[2-amino-3-(4-hydroxyphenoxy)phenyl]-3-oxopropyl]-4-hydroxybenzamide
• SCHEMBL18319282

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8000	80.00%
Caco-2	-	0.8884	88.84%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7490	74.90%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9246	92.46%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7230	72.30%
P-glycoprotein inhibitior	-	0.4635	46.35%
P-glycoprotein substrate	+	0.5458	54.58%
CYP3A4 substrate	+	0.5326	53.26%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.7863	78.63%
CYP3A4 inhibition	-	0.8318	83.18%
CYP2C9 inhibition	-	0.6934	69.34%
CYP2C19 inhibition	+	0.6259	62.59%
CYP2D6 inhibition	-	0.8911	89.11%
CYP1A2 inhibition	-	0.6853	68.53%
CYP2C8 inhibition	+	0.8407	84.07%
CYP inhibitory promiscuity	-	0.6090	60.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.7049	70.49%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9576	95.76%
Skin irritation	-	0.8348	83.48%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6275	62.75%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9396	93.96%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.8715	87.15%
Acute Oral Toxicity (c)	III	0.7633	76.33%
Estrogen receptor binding	+	0.8498	84.98%
Androgen receptor binding	+	0.9031	90.31%
Thyroid receptor binding	-	0.5083	50.83%
Glucocorticoid receptor binding	+	0.7212	72.12%
Aromatase binding	+	0.6633	66.33%
PPAR gamma	+	0.6718	67.18%
Honey bee toxicity	-	0.8805	88.05%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.4135	41.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	93.65%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	93.25%	90.17%
CHEMBL4208	P20618	Proteasome component C5	92.87%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.07%	96.09%
CHEMBL2535	P11166	Glucose transporter	91.95%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.81%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	89.97%	90.20%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.61%	91.07%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.13%	100.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.31%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.82%	81.11%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	82.08%	82.86%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.01%	96.21%
CHEMBL340	P08684	Cytochrome P450 3A4	81.22%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.70%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11675536
• LOTUS: LTS0223275
• wikiData: Q75057870