(2S)-2-amino-3-(4-fluoro-1H-indol-3-yl)propanoic acid

• ChemBase ID: 3067
• Molecular Formular: C11H11FN2O2
• Molecular Mass: 222.2156432
• Monoisotopic Mass: 222.08045582
• SMILES: N[C@@H](Cc1c[nH]c2c1c(F)ccc2)C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cc1c[nH]c2c1c(F)ccc2)N
• InChI: InChI=1S/C11H11FN2O2/c12-7-2-1-3-9-10(7)6(5-14-9)4-8(13)11(15)16/h1-3,5,8,14H,4,13H2,(H,15,16)/t8-/m0/s1
• InChIKey: DEBQMEYEKKWIKC-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(4-fluoro-1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: 4-fluorotryptophane
• Synonyms: 4-Fluorotryptophane

Database IDs

• PubChem SID: 160966513; 46504641
• PubChem CID: 688475

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.1844003
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.9432469
• LogD (pH = 7.4): -0.94746006
• Log P: -0.9432493
• Molar Refractivity: 56.4192 cm^3
• Polarizability: 22.756464 Å^3
• Polar Surface Area: 79.11 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.9
• LOG S: -2.14
• Solubility (Water): 1.59e+00 g/l

DETAILS

DrugBank - DB03386

Drug information: experimental