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

• ChemBase ID: 6194
• Molecular Formular: C19H37N2O8PS
• Molecular Mass: 484.544441
• Monoisotopic Mass: 484.20082378
• SMILES: OP(=O)(O)OCC(C)(C)[C@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCC
• Canonical SMILES: CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](C(COP(=O)(O)O)(C)C)O
• InChI: InChI=1S/C19H37N2O8PS/c1-4-5-6-7-8-9-16(23)31-13-12-20-15(22)10-11-21-18(25)17(24)19(2,3)14-29-30(26,27)28/h17,24H,4-14H2,1-3H3,(H,20,22)(H,21,25)(H2,26,27,28)/t17-/m1/s1
• InChIKey: JIQRMRIKUIPMRV-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3S)-3-hydroxy-2,2-dimethyl-3-[(2-{[2-(octanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy]phosphonic acid
• IUPAC Traditional name: (3S)-3-hydroxy-2,2-dimethyl-3-[(2-{[2-(octanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxyphosphonic acid
• Synonyms: S-[2-({N-[(2S)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl}amino)ethyl] octanethioate

Database IDs

• PubChem SID: 99445057; 160969619
• PubChem CID: 25220904

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7938627
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -1.2698315
• LogD (pH = 7.4): -1.9456255
• Log P: 1.107139
• Molar Refractivity: 118.6775 cm^3
• Polarizability: 47.00515 Å^3
• Polar Surface Area: 162.26 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.46
• LOG S: -4.09
• Solubility (Water): 3.96e-02 g/l

DETAILS

DrugBank - DB08586

Drug information: experimental