[(3R)-3-[(2-{[2-(hexanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy]phosphinic acid

• ChemBase ID: 6020
• Molecular Formular: C17H33N2O7PS
• Molecular Mass: 440.491881
• Monoisotopic Mass: 440.17460904
• SMILES: OP(=O)OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCC
• Canonical SMILES: CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(COP(=O)O)(C)C)O
• InChI: InChI=1S/C17H33N2O7PS/c1-4-5-6-7-14(21)28-11-10-18-13(20)8-9-19-16(23)15(22)17(2,3)12-26-27(24)25/h15,22,27H,4-12H2,1-3H3,(H,18,20)(H,19,23)(H,24,25)/t15-/m0/s1
• InChIKey: RXYQLYCKZTXHTF-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3R)-3-[(2-{[2-(hexanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy]phosphinic acid
• IUPAC Traditional name: (3R)-3-[(2-{[2-(hexanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxyphosphinic acid
• Synonyms: S-(2-{[N-(2-HYDROXY-4-{[HYDROXY(OXIDO)PHOSPHINO]OXY}-3,3-DIMETHYLBUTANOYL)-BETA-ALANYL]AMINO}ETHYL) HEXANETHIOATE

Database IDs

• PubChem SID: 160969445; 99444875
• PubChem CID: 52945396; 46937147

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.1816547
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.392209
• LogD (pH = 7.4): -2.4282231
• Log P: -0.1649
• Molar Refractivity: 107.3957 cm^3
• Polarizability: 42.85063 Å^3
• Polar Surface Area: 142.03 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.87
• LOG S: -3.81
• Solubility (Water): 6.86e-02 g/l

DETAILS

DrugBank - DB08404

Drug information: experimental