(1R)-2-PHENYLACETAMIDO-2-(3-CARBOXYPHENYL)ETHYL BORONIC ACID

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids.

Phenylacetamides

Organic compounds

Benzenoids

Benzene and substituted derivatives

Phenylacetamides

Calculated Property

kind Value Source
logP 1.37 ALOGPS
logS -4.2 ALOGPS
Water Solubility 2.11e-02 g/l ALOGPS
logP 2.73 ChemAxon
IUPAC Name 3-[(2R)-2-(dihydroxyboranyl)-2-(2-phenylacetamido)ethyl]benzoic acid ChemAxon
Traditional IUPAC Name 3-[(2R)-2-(dihydroxyboranyl)-2-(2-phenylacetamido)ethyl]benzoic acid ChemAxon
Molecular Weight 327.14 ChemAxon
Monoisotopic Weight 327.127803157 ChemAxon
SMILES [H][C@@](CC1=CC=CC(=C1)C(O)=O)(NC(=O)CC1=CC=CC=C1)B(O)O ChemAxon
Molecular Formula C17H18BNO5 ChemAxon
InChI InChI=1S/C17H18BNO5/c20-16(11-12-5-2-1-3-6-12)19-15(18(23)24)10-13-7-4-8-14(9-13)17(21)22/h1-9,15,23-24H,10-11H2,(H,19,20)(H,21,22)/t15-/m0/s1 ChemAxon
InChIKey InChIKey=ZAHVYMBTUDWUAX-HNNXBMFYSA-N ChemAxon
Polar Surface Area (PSA) 106.86 ChemAxon
Refractivity 84.4 ChemAxon
Polarizability 33.99 ChemAxon
Rotatable Bond Count 7 ChemAxon
H Bond Acceptor Count 5 ChemAxon
H Bond Donor Count 4 ChemAxon
pKa (strongest acidic) 4.04 ChemAxon
pKa (strongest basic) -2.1 ChemAxon
Physiological Charge -1 ChemAxon
Number of Rings 2 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Beta-lactamase TEM : in Escherichia coli