(2S)-2-amino-2-(3-chloro-4-hydroxyphenyl)acetic acid

• ChemBase ID: 3535
• Molecular Formular: C8H8ClNO3
• Molecular Mass: 201.60702
• Monoisotopic Mass: 201.0192708
• SMILES: N[C@H](C(=O)O)c1cc(Cl)c(O)cc1
• Canonical SMILES: OC(=O)[C@H](c1ccc(c(c1)Cl)O)N
• InChI: InChI=1S/C8H8ClNO3/c9-5-3-4(1-2-6(5)11)7(10)8(12)13/h1-3,7,11H,10H2,(H,12,13)/t7-/m0/s1
• InChIKey: FLZDFFKRJPLFGS-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-2-(3-chloro-4-hydroxyphenyl)acetic acid
• IUPAC Traditional name: C8H8ClNO3
• Synonyms: 3-Chloro-4-Hydroxyphenylglycine

Database IDs

• PubChem SID: 46507161; 160966974
• PubChem CID: 11401421

CALCULATED PROPERTIES

JChem

• H Donor: 3
• LogD (pH = 5.5): -1.1749501
• LogD (pH = 7.4): -1.3145578
• Log P: -1.1736016
• Molar Refractivity: 47.147 cm^3
• Polarizability: 18.629017 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 1.2771904
• H Acceptors: 4

ALOGPS 2.1

• Log P: -1.81
• LOG S: -2.0
• Solubility (Water): 2.01e+00 g/l

DETAILS

DrugBank - DB03898

Drug information: experimental