CAS 263016-94-0|4-cdp-2-C-methyl-D-erythritol|[({[(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-methy...

General Information

Structure

Molecular Formula

C₁₄H₂₅N₃O₁₄P₂

Molecular Mass

521.307522

Exact Mass

521.08117576

Charge

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

Canonic Smiles

OC[C@@]([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

Isomeric 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

Calculated Properties

JChem

LogD (pH = 7.4)

-9.38

LogD (pH = 5.5)

-8.85

Log P

-4.84

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

false

Acid pKa

1.76

Polar Surface Area

271.36

Polarizability

43.04

Molar Refractivity

103.63

LOG S

0.60

Data Source

Academic Data

Wikipedia

4-Diphosphocytidyl-2-C-methylerythritol

Data Source

Names and Identifiers

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

IUPAC Traditional name

4-cdp-2-C-methyl-D-erythritol

Synonyms

4-Diphosphocytidyl-2-C-methylerythritol4-(Cytidine 5'-diphospho)-2-C-methyl-D-erythritol4-CDP-2-C-methyl-D-erythritol

Names and Identifiers

Registration numbers

PubChem CID

443199

PubChem SID

1622197818143502

CAS Number

263016-94-0