CAS 6001-14-5|5-amino-1-(5-<i>O</i>-phosphono-β-D-ribofuranosyl)-1<i>H</i>-imidazole-4-carboxylic acid|CAIR|5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-1H-imidazole-...

General Information

Structure

Molecular Formula

C₉H₁₄N₃O₉P

Molecular Mass

339.195921

Exact Mass

339.04676567

Charge

InChI

InChI=1S/C9H14N3O9P/c10-7-4(9(15)16)11-2-12(7)8-6(14)5(13)3(21-8)1-20-22(17,18)19/h2-3,5-6,8,13-14H,1,10H2,(H,15,16)(H2,17,18,19)/t3-,5-,6-,8-/m1/s1

InChIKey

XFVULMDJZXYMSG-ZIYNGMLESA-N

Canonic Smiles

O[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc(c1N)C(=O)O)COP(=O)(O)O

Isomeric Smiles

O=P(O)(O)OC[C@H]1O[C@@H](n2cnc(C(=O)O)c2N)[C@H](O)[C@@H]1O

Calculated Properties

JChem

LogD (pH = 7.4)

-7.19

LogD (pH = 5.5)

-5.60

Log P

-3.76

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

false

Acid pKa

1.17

Polar Surface Area

197.59

Polarizability

28.30

Molar Refractivity

67.32

LOG S

0.26

Data Source

Academic Data

Wikipedia

5'-Phosphoribosyl-4-carboxy-5-aminoimidazole

Data Source

Names and Identifiers

Synonyms

CAIR5-amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxylic acidCarboxyaminoimidazole ribotideCarboxyaminoimidazole ribonucleotide5'-Phosphoribosyl-4-carboxy-5-aminoimidazole1-(5-Phospho-D-ribosyl)-5-amino-4-imidazolecarboxylate1-(5'-Phosphoribosyl)-5-amino-4-carboxyimidazole5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylic acid5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylic acid1-(5'-Phosphoribosyl)-4-carboxy-5-aminoimidazole1-(5'-Phosphoribosyl)-5-amino-4-imidazolecarboxylate5'-Phosphoribosyl-4-carboxy-5-aminoimidazole5'-Phosphoribosyl-5-amino-4-imidazolecarboxylate5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylate

IUPAC name

5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-1H-imidazole-4-carboxylic acid

IUPAC Traditional name

5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]imidazole-4-carboxylic acid carboxyaminoimidazole ribotide

Names and Identifiers

Registration numbers

PubChem CID

165388

Chemspider ID

144983

CHEBI ID

28413CHEBI:28413CHEBI:18968CHEBI:575CHEBI:12103