(2S)-2-amino-3-(4-aminoindol-3-yl)propanoic acid

• ChemBase ID: 2033
• Molecular Formular: C11H13N3O2
• Molecular Mass: 219.23982
• Monoisotopic Mass: 219.10077667
• SMILES: N[C@@H](Cc1c[nH]c2cccc(N)c12)C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cc1c[nH]c2c1c(N)ccc2)N
• InChI: InChI=1S/C11H13N3O2/c12-7-2-1-3-9-10(7)6(5-14-9)4-8(13)11(15)16/h1-3,5,8,14H,4,12-13H2,(H,15,16)/t8-/m0/s1
• InChIKey: JUDQOTGDEFNIKF-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(4-aminoindol-3-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-(4-aminoindol-3-yl)propanoic acid
• Synonyms: 2-Amino-3-(4-Amino-1h-Indol-3-Yl)Propanoic Acid

Database IDs

• PubChem SID: 46508383; 160965488
• PubChem CID: 17753790

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.2005987
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.2114046
• LogD (pH = 7.4): -2.2704058
• Log P: -2.2201152
• Molar Refractivity: 59.395 cm^3
• Polarizability: 23.910294 Å^3
• Polar Surface Area: 102.23 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.35
• LOG S: -1.72
• Solubility (Water): 4.17e+00 g/l

DETAILS

DrugBank - DB02286

Drug information: experimental