(2R)-2-amino-3-{[(4-bromophenyl)methyl]sulfanyl}propanoic acid

• ChemBase ID: 5988
• Molecular Formular: C10H12BrNO2S
• Molecular Mass: 290.17678
• Monoisotopic Mass: 288.97721163
• SMILES: [C@H](C(=O)O)(N)CSCc1ccc(Br)cc1
• Canonical SMILES: N[C@H](C(=O)O)CSCc1ccc(cc1)Br
• InChI: InChI=1S/C10H12BrNO2S/c11-8-3-1-7(2-4-8)5-15-6-9(12)10(13)14/h1-4,9H,5-6,12H2,(H,13,14)/t9-/m0/s1
• InChIKey: QZGWXEMBSFZEBK-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-{[(4-bromophenyl)methyl]sulfanyl}propanoic acid
• IUPAC Traditional name: (2R)-2-amino-3-{[(4-bromophenyl)methyl]sulfanyl}propanoic acid
• Synonyms: S-(4-BROMOBENZYL)CYSTEINE

Database IDs

• PubChem SID: 160969413; 99444841
• PubChem CID: 5289112

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.4601287
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.01626815
• LogD (pH = 7.4): -0.023604183
• Log P: -0.016274422
• Molar Refractivity: 65.1592 cm^3
• Polarizability: 25.621334 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.34
• LOG S: -3.74
• Solubility (Water): 5.33e-02 g/l

DETAILS

DrugBank - DB08370

Drug information: experimental