4-[2,2-bis(hydroxymethyl)-5-oxopyrrolidin-1-yl]-3-[(pentan-3-yl)amino]benzoic acid

• ChemBase ID: 3151
• Molecular Formular: C18H26N2O5
• Molecular Mass: 350.40944
• Monoisotopic Mass: 350.18417194
• SMILES: c1c(c(cc(c1)C(=O)O)NC(CC)CC)N1C(CCC1=O)(CO)CO
• Canonical SMILES: CCC(Nc1cc(ccc1N1C(=O)CCC1(CO)CO)C(=O)O)CC
• InChI: InChI=1S/C18H26N2O5/c1-3-13(4-2)19-14-9-12(17(24)25)5-6-15(14)20-16(23)7-8-18(20,10-21)11-22/h5-6,9,13,19,21-22H,3-4,7-8,10-11H2,1-2H3,(H,24,25)
• InChIKey: BNIJJJRESBVRNB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2,2-bis(hydroxymethyl)-5-oxopyrrolidin-1-yl]-3-[(pentan-3-yl)amino]benzoic acid
• IUPAC Traditional name: 4-[2,2-bis(hydroxymethyl)-5-oxopyrrolidin-1-yl]-3-(pentan-3-ylamino)benzoic acid
• Synonyms: 1-[4-Carboxy-2-(3-Pentylamino)Phenyl]-5,5'-Di(Hydroxymethyl)Pyrrolidin-2-One

Database IDs

• PubChem SID: 46505361; 160966595
• PubChem CID: 444508

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.9375596
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.072554015
• LogD (pH = 7.4): -1.6770012
• Log P: 0.51631784
• Molar Refractivity: 94.742 cm^3
• Polarizability: 35.814274 Å^3
• Polar Surface Area: 110.1 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.64
• LOG S: -2.38
• Solubility (Water): 1.47e+00 g/l

DETAILS

DrugBank - DB03475

Drug information: experimental