2-{[(2S)-2-hydroxy-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propyl]amino}-2-methylpropan-1-ol

• ChemBase ID: 171377
• Molecular Formular: C13H24N4O4S
• Molecular Mass: 332.41906
• Monoisotopic Mass: 332.15182627
• SMILES: c1(c(nsn1)OC[C@H](CNC(CO)(C)C)O)N1CCOCC1
• Canonical SMILES: OCC(NC[C@@H](COc1nsnc1N1CCOCC1)O)(C)C
• InChI: InChI=1S/C13H24N4O4S/c1-13(2,9-18)14-7-10(19)8-21-12-11(15-22-16-12)17-3-5-20-6-4-17/h10,14,18-19H,3-9H2,1-2H3/t10-/m0/s1
• InChIKey: HYWLHKPDWVHAKZ-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(2S)-2-hydroxy-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propyl]amino}-2-methylpropan-1-ol
• IUPAC Traditional name: 2-{[(2S)-2-hydroxy-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propyl]amino}-2-methylpropan-1-ol
• Synonyms: 2-[[(2S)-2-Hydroxy-3-[[4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl]oxy]propyl]amino]-2-methyl-1-propanol; (S)-(-)-Hydroxy Timolol

Database IDs

• CAS Number: 1227468-61-2
• PubChem SID: 164227287
• PubChem CID: 71749378

CALCULATED PROPERTIES

• Acid pKa: 14.00604
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -2.8207312
• LogD (pH = 7.4): -1.4924917
• Log P: 0.28879598
• Molar Refractivity: 85.4637 cm^3
• Polarizability: 32.183414 Å^3
• Polar Surface Area: 99.97 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H965200

(S)-(-)-Hydroxy Timolol is a metabolite of the non-selective beta-adrenergic receptor blocker, Timolol (T443710).

REFERENCES

• Volotinen, M. et al.: Basic Clin. Pharmacol. Toxicol., 106, 302 (2010)