disodium 3-(1H-indol-3-yl)-2-[4-methyl-2-({[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phosphinato}amino)pentanamido]propanoate

• ChemBase ID: 103793
• Molecular Formular: C23H32N3Na2O10P
• Molecular Mass: 587.467581
• Monoisotopic Mass: 587.16206943
• SMILES: [Na+].[Na+].CC(C)CC(NP(=O)([O-])OC1OC(C)C(O)C(O)C1O)C(=O)NC(Cc1c[nH]c2c1cccc2)C(=O)[O-]
• Canonical SMILES: CC(CC(C(=O)NC(C(=O)[O-])Cc1c[nH]c2c1cccc2)NP(=O)(OC1OC(C)C(C(C1O)O)O)[O-])C.[Na+].[Na+]
• InChI: InChI=1S/C23H34N3O10P.2Na/c1-11(2)8-16(26-37(33,34)36-23-20(29)19(28)18(27)12(3)35-23)21(30)25-17(22(31)32)9-13-10-24-15-7-5-4-6-14(13)15;;/h4-7,10-12,16-20,23-24,27-29H,8-9H2,1-3H3,(H,25,30)(H,31,32)(H2,26,33,34);;/q;2*+1/p-2
• InChIKey: OQKHVXFOYFBMDJ-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 3-(1H-indol-3-yl)-2-[4-methyl-2-({[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phosphinato}amino)pentanamido]propanoate
• IUPAC Traditional name: dipotassium 3-(1H-indol-3-yl)-2-(4-methyl-2-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyphosphinato]amino}pentanamido)propanoate
• Synonyms: N-[α-Rhamnopyranosyl-oxyhydroxyphosphinyl]-Leu-Trp disodium salt; N-(α-Rhamno-pyranosyl-phos-phono)-L-leucyl-L-tryptophan disodium salt; PHOSPHORAMIDON

Database IDs

• CAS Number: 119942-99-3
• PubChem SID: 162091380
• PubChem CID: 44134897

CALCULATED PROPERTIES

• Acid pKa: 2.48479
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -3.6547024
• LogD (pH = 7.4): -5.3870897
• Log P: 0.15903191
• Molar Refractivity: 138.6551 cm^3
• Polarizability: 52.22761 Å^3
• Polar Surface Area: 216.33 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02152851

Microbial Source
Disodium Salt
Inhibitor for thermolysin and collagenase.

REFERENCES

• Suda, H., et al., J. Antibiot., 26: 621 (1963).