[(2R)-2-amino-3-(1H-imidazol-4-yl)propoxy]phosphonic acid

• ChemBase ID: 3627
• Molecular Formular: C6H12N3O4P
• Molecular Mass: 221.150941
• Monoisotopic Mass: 221.05654251
• SMILES: N[C@@H](COP(=O)(O)O)Cc1c[nH]cn1
• Canonical SMILES: N[C@H](Cc1c[nH]cn1)COP(=O)(O)O
• InChI: InChI=1S/C6H12N3O4P/c7-5(3-13-14(10,11)12)1-6-2-8-4-9-6/h2,4-5H,1,3,7H2,(H,8,9)(H2,10,11,12)/t5-/m1/s1
• InChIKey: CWNDERHTHMWBSI-RXMQYKEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R)-2-amino-3-(1H-imidazol-4-yl)propoxy]phosphonic acid
• IUPAC Traditional name: (2R)-2-amino-3-(1H-imidazol-4-yl)propoxyphosphonic acid
• Synonyms: Phosphoric Acid Mono-[2-Amino-3-(3h-Imidazol-4-Yl)-Propyl]Ester

Database IDs

• PubChem SID: 160967065; 46508216
• PubChem CID: 6326760

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5852216
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.2099302
• LogD (pH = 7.4): -3.3312905
• Log P: -2.924137
• Molar Refractivity: 48.4988 cm^3
• Polarizability: 19.289219 Å^3
• Polar Surface Area: 121.46 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.73
• LOG S: -0.89
• Solubility (Water): 2.85e+01 g/l

DETAILS

DrugBank - DB03997

Drug information: experimental