2,3-dihydroxybutanedioic acid; 4-[2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl]phenol

• ChemBase ID: 105325
• Molecular Formular: C25H33NO8
• Molecular Mass: 475.53142
• Monoisotopic Mass: 475.22061702
• SMILES: CC(C(O)c1ccc(O)cc1)N1CCC(CC1)Cc1ccccc1.OC(C(O)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)C(C(C(=O)O)O)O.Oc1ccc(cc1)C(C(N1CCC(CC1)Cc1ccccc1)C)O
• InChI: InChI=1S/C21H27NO2.C4H6O6/c1-16(21(24)19-7-9-20(23)10-8-19)22-13-11-18(12-14-22)15-17-5-3-2-4-6-17;5-1(3(7)8)2(6)4(9)10/h2-10,16,18,21,23-24H,11-15H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)
• InChIKey: FFYMSFGBEJMSFP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dihydroxybutanedioic acid; 4-[2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl]phenol
• IUPAC Traditional name: (.+-.)-tartaric acid; ifenprodil
• Synonyms: IFENPRODIL

Database IDs

• CAS Number: 23210-56-2
• EC Number: 245-491-4
• PubChem SID: 162092105
• PubChem CID: 6419987

CALCULATED PROPERTIES

• Acid pKa: 9.66631
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.82022184
• LogD (pH = 7.4): 2.3004246
• Log P: 3.5710015
• Molar Refractivity: 98.3495 cm^3
• Polarizability: 38.463696 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 2-8°C
• RTECS: TM8520000

DETAILS

MP Biomedicals - 02159785

NMDA receptor antagonist.

REFERENCES

• Graham, et al., Eur. J. Pharm. , 226 : 373, (1992).