(2S)-2-[(2S,3S,4S)-2-amino-5-(carbamoyloxy)-3,4-dihydroxypentanamido]-2-[(2R,3S,4R,5R)-3,4-dihydroxy-5-[5-(hydroxymethyl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl]oxolan-2-yl]acetic acid

• ChemBase ID: 287465
• Molecular Formular: C17H25N5O13
• Molecular Mass: 507.4061
• Monoisotopic Mass: 507.14488589
• SMILES: O=C(O)[C@@H](NC(=O)[C@@H](N)[C@H](O)[C@@H](O)COC(=O)N)[C@H]1O[C@@H](n2c(=O)[nH]c(=O)c(c2)CO)[C@H](O)[C@@H]1O
• Canonical SMILES: OCc1cn(c(=O)[nH]c1=O)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)[C@@H](C(=O)O)NC(=O)[C@H]([C@@H]([C@H](COC(=O)N)O)O)N
• InChI: InChI=1S/C17H25N5O13/c18-6(8(25)5(24)3-34-16(19)32)13(29)20-7(15(30)31)11-9(26)10(27)14(35-11)22-1-4(2-23)12(28)21-17(22)33/h1,5-11,14,23-27H,2-3,18H2,(H2,19,32)(H,20,29)(H,30,31)(H,21,28,33)/t5-,6-,7-,8+,9-,10+,11+,14+/m0/s1
• InChIKey: YFZNSPMAOIVQRP-YVKGXWRCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S,3S,4S)-2-amino-5-(carbamoyloxy)-3,4-dihydroxypentanamido]-2-[(2R,3S,4R,5R)-3,4-dihydroxy-5-[5-(hydroxymethyl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl]oxolan-2-yl]acetic acid
• IUPAC Traditional name: (S)-[(2S,3S,4S)-2-amino-5-(carbamoyloxy)-3,4-dihydroxypentanamido][(2R,3S,4R,5R)-3,4-dihydroxy-5-[5-(hydroxymethyl)-2,4-dioxo-3H-pyrimidin-1-yl]oxolan-2-yl]acetic acid
• Synonyms: Polyoxin B

Database IDs

• CAS Number: 19396-06-6
• MDL Number: MFCD01674468
• PubChem SID: 180672996
• PubChem CID: 181352

CALCULATED PROPERTIES

• Acid pKa: 2.9955842
• H Acceptors: 13
• H Donor: 10
• LogD (pH = 5.5): -8.719162
• LogD (pH = 7.4): -8.940279
• Log P: -8.718967
• Molar Refractivity: 104.7791 cm^3
• Polarizability: 42.497623 Å^3
• Polar Surface Area: 304.53 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Purity: 95+%