[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphonic acid

• ChemBase ID: 3549
• Molecular Formular: C11H23N2O7PS
• Molecular Mass: 358.348281
• Monoisotopic Mass: 358.09635872
• SMILES: CC(C)(COP(=O)(O)O)[C@@H](O)C(=O)NCCC(=O)NCCS
• Canonical SMILES: SCCNC(=O)CCNC(=O)[C@@H](C(COP(=O)(O)O)(C)C)O
• InChI: InChI=1S/C11H23N2O7PS/c1-11(2,7-20-21(17,18)19)9(15)10(16)13-4-3-8(14)12-5-6-22/h9,15,22H,3-7H2,1-2H3,(H,12,14)(H,13,16)(H2,17,18,19)/t9-/m0/s1
• InChIKey: JDMUPRLRUUMCTL-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphonic acid
• IUPAC Traditional name: @4'-phosphopantetheine; 4'-phosphopantetheine
• Synonyms: 4'-Phosphopantetheine; Phosphopantetheine

Database IDs

• CAS Number: 2226-71-3
• PubChem SID: 160966987; 46505104
• PubChem CID: 115254
• CHEBI ID: 4222
• Chemspider ID: 103123
• DrugBank ID: DB03912
• MeSH Name: phosphopantetheine
• Wikipedia Title: Phosphopantetheine

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7938632
• H Acceptors: 6
• H Donor: 6
• LogD (pH = 5.5): -4.033829
• LogD (pH = 7.4): -4.71047
• Log P: -1.6568477
• Molar Refractivity: 81.5778 cm^3
• Polarizability: 32.26999 Å^3
• Polar Surface Area: 145.19 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.71
• LOG S: -2.98
• Solubility (Water): 3.75e-01 g/l

DETAILS

DrugBank - DB03912

Drug information: experimental