1-({4-[(4R)-4-(hydroxymethyl)-1,3,2-dioxaborolan-2-yl]phenyl}methyl)guanidine

• ChemBase ID: 5519
• Molecular Formular: C11H16BN3O3
• Molecular Mass: 249.07404
• Monoisotopic Mass: 249.12847179
• SMILES: c1(ccc(cc1)B1O[C@@H](CO1)CO)CNC(=N)N
• Canonical SMILES: OC[C@@H]1COB(O1)c1ccc(cc1)CNC(=N)N
• InChI: InChI=1S/C11H16BN3O3/c13-11(14)15-5-8-1-3-9(4-2-8)12-17-7-10(6-16)18-12/h1-4,10,16H,5-7H2,(H4,13,14,15)/t10-/m1/s1
• InChIKey: IIZOWFNBOXPJES-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-({4-[(4R)-4-(hydroxymethyl)-1,3,2-dioxaborolan-2-yl]phenyl}methyl)guanidine
• IUPAC Traditional name: 1-({4-[(4R)-4-(hydroxymethyl)-1,3,2-dioxaborolan-2-yl]phenyl}methyl)guanidine
• Synonyms: (R)-1-(4-(4-(HYDROXYMETHYL)-1,3,2-DIOXABOROLAN-2-YL)BENZYL)GUANIDINE

Database IDs

• PubChem SID: 160968947; 99444358
• PubChem CID: 6857719

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.6544485
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.9783994
• LogD (pH = 7.4): -0.97256964
• Log P: 1.5942
• Molar Refractivity: 72.7496 cm^3
• Polarizability: 25.791029 Å^3
• Polar Surface Area: 100.59 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.0
• LOG S: -2.67
• Solubility (Water): 5.34e-01 g/l

DETAILS

DrugBank - DB07887

Drug information: experimental