2-benzyl-4-(octahydro-1H-isoindol-2-yl)-4-oxobutanoic acid

• ChemBase ID: 1121
• Molecular Formular: C19H25NO3
• Molecular Mass: 315.4067
• Monoisotopic Mass: 315.18344367
• SMILES: O=C(N1CC2C(C1)CCCC2)CC(Cc1ccccc1)C(=O)O
• Canonical SMILES: O=C(N1CC2C(C1)CCCC2)CC(C(=O)O)Cc1ccccc1
• InChI: InChI=1S/C19H25NO3/c21-18(20-12-15-8-4-5-9-16(15)13-20)11-17(19(22)23)10-14-6-2-1-3-7-14/h1-3,6-7,15-17H,4-5,8-13H2,(H,22,23)
• InChIKey: WPGGHFDDFPHPOB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-benzyl-4-(octahydro-1H-isoindol-2-yl)-4-oxobutanoic acid
• IUPAC Traditional name: mitiglinide calcium dihydrate
• Brand Name: Glufast
• Synonyms: Mitiglinide calcium hydrate; mitiglinide; KAD-1229; Mitiglinide

Database IDs

• CAS Number: 145375-43-5
• PubChem SID: 46506527; 160964584
• PubChem CID: 3047758

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.6218934
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.9932944
• LogD (pH = 7.4): 0.21648112
• Log P: 2.92444
• Molar Refractivity: 88.3071 cm^3
• Polarizability: 34.530243 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.17
• LOG S: -3.65
• Solubility (Water): 7.08e-02 g/l

PROPERTIES

Physical Property

• Solubility: 0.0708 mg/mL [Predicted by ALOGPS]
• Hydrophobicity(logP): 2.9

DETAILS

DrugBank - DB01252

• Drug Groups: approved; investigational
• Description: Mitiglinide is a drug for the treatment of type 2 diabetes .Mitiglinide is thought to stimulate insulin secretion by closing the ATP-sensitive K(+) (K(ATP)) channels in pancreatic beta-cells.
• Indication: For the treatment of type 2 diabetes.
• Pharmacology: Mitiglinide belongs to the meglitinide class of blood glucose-lowering drugs. It is approved for use in Japan but has not yet gained FDA approval.
• External Links: Wikipedia