4-[(2R,5S)-2,5-diamino-5-hydroxypentyl]phenol

• ChemBase ID: 5004
• Molecular Formular: C11H18N2O2
• Molecular Mass: 210.27282
• Monoisotopic Mass: 210.13682783
• SMILES: N[C@H](CC[C@H](O)N)Cc1ccc(cc1)O
• Canonical SMILES: N[C@@H](Cc1ccc(cc1)O)CC[C@H](O)N
• InChI: InChI=1S/C11H18N2O2/c12-9(3-6-11(13)15)7-8-1-4-10(14)5-2-8/h1-2,4-5,9,11,14-15H,3,6-7,12-13H2/t9-,11+/m1/s1
• InChIKey: VTBBVHAOBBELOH-KOLCDFICSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(2R,5S)-2,5-diamino-5-hydroxypentyl]phenol
• IUPAC Traditional name: 4-[(2R,5S)-2,5-diamino-5-hydroxypentyl]phenol
• Synonyms: 4-(2,5-DIAMINO-5-HYDROXY-PENTYL)-PHENOL

Database IDs

• PubChem SID: 160968436; 99443824
• PubChem CID: 46937065

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.424071
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -5.6521153
• LogD (pH = 7.4): -3.8845053
• Log P: -0.1441877
• Molar Refractivity: 59.5376 cm^3
• Polarizability: 23.732435 Å^3
• Polar Surface Area: 92.5 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.82
• LOG S: -1.99
• Solubility (Water): 2.17e+00 g/l

DETAILS

DrugBank - DB07353

Drug information: experimental