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

• ChemBase ID: 4123
• Molecular Formular: C9H15N3O11P2
• Molecular Mass: 403.176422
• Monoisotopic Mass: 403.01818158
• SMILES: Nc1nc(=O)n(cc1)[C@@H]1O[C@@H](CO[P@@](=O)(O)OP(=O)(O)O)[C@H](O)[C@H]1O
• Canonical SMILES: O[C@H]1[C@H](CO[P@](=O)(OP(=O)(O)O)O)O[C@H]([C@@H]1O)n1ccc(nc1=O)N
• InChI: InChI=1S/C9H15N3O11P2/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(22-8)3-21-25(19,20)23-24(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H2,10,11,15)(H2,16,17,18)/t4-,6-,7+,8+/m0/s1
• InChIKey: ZWIADYZPOWUWEW-ZAKLUEHWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[(2S,3R,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
• IUPAC Traditional name: @cytidine-5'-diphosphate
• Synonyms: Cytidine-5'-Diphosphate

Database IDs

• CAS Number: 63-38-7
• PubChem SID: 160967555; 46508856
• PubChem CID: 46937009

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7979927
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -7.7573943
• LogD (pH = 7.4): -8.386943
• Log P: -3.6281192
• Molar Refractivity: 76.2906 cm^3
• Polarizability: 30.864689 Å^3
• Polar Surface Area: 221.67 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.38
• LOG S: -1.6
• Solubility (Water): 1.01e+01 g/l

DETAILS

DrugBank - DB04555

• Drug Groups: experimental
• Description: Cytidine 5'-(trihydrogen diphosphate). A cytosine nucleotide containing two phosphate groups esterified to the sugar moiety. Synonyms: CRPP; cytidine pyrophosphate. [PubChem]