2-({9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-9H-purin-6-yl}amino)butanedioic acid

• ChemBase ID: 125636
• Molecular Formular: C14H18N5O11P
• Molecular Mass: 463.293381
• Monoisotopic Mass: 463.07404305
• SMILES: O=C(O)CC(C(=O)O)Nc1ncnc2c1ncn2[C@@H]1O[C@@H]([C@@H](O)[C@H]1O)COP(=O)(O)O
• Canonical SMILES: OC(=O)CC(C(=O)O)Nc1ncnc2c1ncn2[C@@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(O)O
• InChI: InChI=1S/C14H18N5O11P/c20-7(21)1-5(14(24)25)18-11-8-12(16-3-15-11)19(4-17-8)13-10(23)9(22)6(30-13)2-29-31(26,27)28/h3-6,9-10,13,22-23H,1-2H2,(H,20,21)(H,24,25)(H,15,16,18)(H2,26,27,28)/t5?,6-,9-,10-,13-/m1/s1
• InChIKey: OFBHPPMPBOJXRT-DPXQIYNJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-9H-purin-6-yl}amino)butanedioic acid
• IUPAC Traditional name: adenylosuccinate
• Synonyms: Adenylosuccinate

Database IDs

• CAS Number: 19240-42-7
• PubChem SID: 162219986
• PubChem CID: 195; 440122
• CHEBI ID: 15919
• Chemspider ID: 389122
• MeSH Name: Adenylosuccinate
• Wikipedia Title: Adenylosuccinate

CALCULATED PROPERTIES

• Acid pKa: 1.2210654
• H Acceptors: 14
• H Donor: 7
• LogD (pH = 5.5): -7.884303
• LogD (pH = 7.4): -11.924847
• Log P: -5.1595106
• Molar Refractivity: 96.1758 cm^3
• Polarizability: 37.782154 Å^3
• Polar Surface Area: 246.68 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false