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

• ChemBase ID: 6021
• Molecular Formular: C18H35N2O7PS
• Molecular Mass: 454.518461
• Monoisotopic Mass: 454.1902591
• SMILES: OP(=O)OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCC
• Canonical SMILES: CCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(COP(=O)O)(C)C)O
• InChI: InChI=1S/C18H35N2O7PS/c1-4-5-6-7-8-15(22)29-12-11-19-14(21)9-10-20-17(24)16(23)18(2,3)13-27-28(25)26/h16,23,28H,4-13H2,1-3H3,(H,19,21)(H,20,24)(H,25,26)/t16-/m0/s1
• InChIKey: IPSBILXXAVXCDA-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3R)-3-[(2-{[2-(heptanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy]phosphinic acid
• IUPAC Traditional name: (3R)-3-[(2-{[2-(heptanoylsulfanyl)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) HEPTANETHIOATE

Database IDs

• PubChem SID: 99444876; 160969446
• PubChem CID: 52942978; 46937148

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.1816547
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.9959091
• LogD (pH = 7.4): -2.031923
• Log P: 0.2314
• Molar Refractivity: 111.9967 cm^3
• Polarizability: 44.674786 Å^3
• Polar Surface Area: 142.03 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.4
• LOG S: -3.89
• Solubility (Water): 5.84e-02 g/l

DETAILS

DrugBank - DB08405

Drug information: experimental