6-{5-[(benzyloxy)carbonyl]-6-methyl-2-oxo-4-(4-phenylphenyl)-1,2,3,4-tetrahydropyrimidin-1-yl}hexanoic acid

• ChemBase ID: 154922
• Molecular Formular: C31H32N2O5
• Molecular Mass: 512.59618
• Monoisotopic Mass: 512.23112213
• SMILES: CC1=C(C(NC(=O)N1CCCCCC(=O)O)c1ccc(cc1)c1ccccc1)C(=O)OCc1ccccc1
• Canonical SMILES: OC(=O)CCCCCN1C(=O)NC(C(=C1C)C(=O)OCc1ccccc1)c1ccc(cc1)c1ccccc1
• InChI: InChI=1S/C31H32N2O5/c1-22-28(30(36)38-21-23-11-5-2-6-12-23)29(32-31(37)33(22)20-10-4-9-15-27(34)35)26-18-16-25(17-19-26)24-13-7-3-8-14-24/h2-3,5-8,11-14,16-19,29H,4,9-10,15,20-21H2,1H3,(H,32,37)(H,34,35)
• InChIKey: GHFQWLNXJMUCGC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{5-[(benzyloxy)carbonyl]-6-methyl-2-oxo-4-(4-phenylphenyl)-1,2,3,4-tetrahydropyrimidin-1-yl}hexanoic acid
• IUPAC Traditional name: 6-{5-[(benzyloxy)carbonyl]-6-methyl-2-oxo-4-(4-phenylphenyl)-3,4-dihydropyrimidin-1-yl}hexanoic acid
• Synonyms: 116-9e; 4-[1,1′-Biphenyl]-4-yl-3,4-dihydro-6-methyl-2-oxo-5-[(phenylmethoxy)carbonyl]-1(2H)-pyrimidinehexanoic acid; 116-9e

Database IDs

• CAS Number: 831217-43-7
• MDL Number: MFCD18632539
• PubChem SID: 162249060
• PubChem CID: 5461634

CALCULATED PROPERTIES

• Acid pKa: 4.4003253
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.240381
• LogD (pH = 7.4): 2.4839118
• Log P: 5.3716636
• Molar Refractivity: 146.0718 cm^3
• Polarizability: 57.450928 Å^3
• Polar Surface Area: 95.94 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL
• Apperance: white to off-white powder

Safety Information

• European Hazard Symbols: Nature polluting (N); Toxic (T)
• German water hazard class: 3
• Risk Statements: 25-50/53
• Safety Statements: 45-60-61
• GHS Pictograms: GHS06; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H410
• GHS Precautionary statements: P273-P301 + P310-P501
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C31H32N2O5

DETAILS

Sigma Aldrich - E1036

Biochem/physiol Actions
116-9e is a blocker of Hsp40-Hsp70 binding thereby inhibiting the chaperone activity of Hsp70-Hsp40. The Hsp40 family of co-chaperones binds to Hsp70 through a conserved J-domain. It is believed that 116-9e inhibits chaperone functions by preventing Hsp70-Hsp40 complex assembly.The same compound by a different name, MAL2-11B, has been found to inhibit the activity of a viral J-domain protein, large tumor antigen (TAg). MAL2-11B inhibited both TAg’s endogenous ATPase activity and the TAg-mediated activation of Hsp70.