[({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy][(2R,3S)-2,3,4-trihydroxy-3-methylbutoxy]phosphinic acid

• ChemBase ID: 125431
• Molecular Formular: C14H25N3O14P2
• Molecular Mass: 521.307522
• Monoisotopic Mass: 521.08117576
• SMILES: O=P(OC[C@@H](O)C(O)(C)CO)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2c(=O)nc(N)cc2)[C@H](O)[C@@H]1O
• Canonical SMILES: OCC([C@@H](COP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(nc1=O)N)O)O)O)(O)C
• InChI: InChI=1S/C14H25N3O14P2/c1-14(23,6-18)8(19)5-29-33(26,27)31-32(24,25)28-4-7-10(20)11(21)12(30-7)17-3-2-9(15)16-13(17)22/h2-3,7-8,10-12,18-21,23H,4-6H2,1H3,(H,24,25)(H,26,27)(H2,15,16,22)/t7-,8-,10-,11-,12-,14+/m1/s1
• InChIKey: YFAUKWZNPVBCFF-XHIBXCGHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy][(2R,3S)-2,3,4-trihydroxy-3-methylbutoxy]phosphinic acid
• IUPAC Traditional name: 4-cdp-2-C-methyl-D-erythritol
• Synonyms: 4-Diphosphocytidyl-2-C-methylerythritol

Database IDs

• CAS Number: 263016-94-0
• PubChem SID: 162219781
• PubChem CID: 443199
• CHEBI ID: 16578
• Chemspider ID: 391471
• MeSH Name: 4-diphosphocytidyl-2-C-methylerythritol
• Wikipedia Title: 4-Diphosphocytidyl-2-C-methylerythritol

CALCULATED PROPERTIES

• Acid pKa: 1.8588346
• H Acceptors: 13
• H Donor: 8
• LogD (pH = 5.5): -8.99575
• LogD (pH = 7.4): -9.380329
• Log P: -4.635116
• Molar Refractivity: 103.6284 cm^3
• Polarizability: 42.189526 Å^3
• Polar Surface Area: 271.36 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false