4-[4-(2-Benzamidoethyl)phenoxy]-2,3-dihydroxy-2-methylbutanoic acid

Details

• Internal ID: e9033de0-850d-4e1a-9458-f1836b087e4d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzamides
• IUPAC Name: 4-[4-(2-benzamidoethyl)phenoxy]-2,3-dihydroxy-2-methylbutanoic acid
• SMILES (Canonical): CC(C(COC1=CC=C(C=C1)CCNC(=O)C2=CC=CC=C2)O)(C(=O)O)O
• SMILES (Isomeric): CC(C(COC1=CC=C(C=C1)CCNC(=O)C2=CC=CC=C2)O)(C(=O)O)O
• InChI: InChI=1S/C20H23NO6/c1-20(26,19(24)25)17(22)13-27-16-9-7-14(8-10-16)11-12-21-18(23)15-5-3-2-4-6-15/h2-10,17,22,26H,11-13H2,1H3,(H,21,23)(H,24,25)
• InChI Key: INNIOGDAFUTHMS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃NO₆
• Molecular Weight: 373.40 g/mol
• Exact Mass: 373.15253745 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.23
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8070	80.70%
Caco-2	-	0.8339	83.39%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7000	70.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9294	92.94%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7759	77.59%
P-glycoprotein inhibitior	-	0.6048	60.48%
P-glycoprotein substrate	+	0.6917	69.17%
CYP3A4 substrate	+	0.6189	61.89%
CYP2C9 substrate	-	0.6172	61.72%
CYP2D6 substrate	-	0.8349	83.49%
CYP3A4 inhibition	-	0.9185	91.85%
CYP2C9 inhibition	-	0.7985	79.85%
CYP2C19 inhibition	-	0.8622	86.22%
CYP2D6 inhibition	-	0.7575	75.75%
CYP1A2 inhibition	-	0.8857	88.57%
CYP2C8 inhibition	+	0.6079	60.79%
CYP inhibitory promiscuity	-	0.7640	76.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8811	88.11%
Carcinogenicity (trinary)	Non-required	0.6696	66.96%
Eye corrosion	-	0.9949	99.49%
Eye irritation	-	0.9869	98.69%
Skin irritation	-	0.8076	80.76%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7452	74.52%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6599	65.99%
skin sensitisation	-	0.8975	89.75%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8995	89.95%
Acute Oral Toxicity (c)	III	0.7167	71.67%
Estrogen receptor binding	+	0.6224	62.24%
Androgen receptor binding	+	0.6758	67.58%
Thyroid receptor binding	+	0.6509	65.09%
Glucocorticoid receptor binding	+	0.6458	64.58%
Aromatase binding	+	0.6855	68.55%
PPAR gamma	+	0.7482	74.82%
Honey bee toxicity	-	0.8579	85.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.3937	39.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.46%	98.95%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	96.72%	87.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.35%	99.17%
CHEMBL2039	P27338	Monoamine oxidase B	95.24%	92.51%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	93.43%	96.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.18%	96.09%
CHEMBL2535	P11166	Glucose transporter	92.71%	98.75%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	92.44%	89.33%
CHEMBL4208	P20618	Proteasome component C5	92.03%	90.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	91.89%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.53%	97.25%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.44%	97.29%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.34%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	89.75%	94.73%
CHEMBL3902	P09211	Glutathione S-transferase Pi	89.20%	93.81%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.08%	81.11%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	87.35%	92.67%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.34%	85.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.18%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.55%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.49%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.40%	95.50%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	83.07%	92.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.73%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.58%	94.62%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.85%	97.21%

Plants that contains it

• Swinglea glutinosa

Cross-Links

• PubChem: 163021868
• LOTUS: LTS0268298
• wikiData: Q105116290