(2S)-2-[(2S)-2-{[1-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-oxopyrrolidin-3-yl]formamido}propanamido]-3-methylpentanoic acid

• ChemBase ID: 211086
• Molecular Formular: C22H29N3O7
• Molecular Mass: 447.48156
• Monoisotopic Mass: 447.20055028
• SMILES: N1(C(=O)CC(C(=O)N[C@H](C(=O)N[C@H](C(=O)O)C(CC)C)C)C1)c1cc2c(OCCO2)cc1
• Canonical SMILES: CCC([C@@H](C(=O)O)NC(=O)[C@@H](NC(=O)C1CC(=O)N(C1)c1ccc2c(c1)OCCO2)C)C
• InChI: InChI=1S/C22H29N3O7/c1-4-12(2)19(22(29)30)24-20(27)13(3)23-21(28)14-9-18(26)25(11-14)15-5-6-16-17(10-15)32-8-7-31-16/h5-6,10,12-14,19H,4,7-9,11H2,1-3H3,(H,23,28)(H,24,27)(H,29,30)/t12?,13-,14?,19-/m0/s1
• InChIKey: KCGABCXZDOFBHR-AFSSWULLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-{[1-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-oxopyrrolidin-3-yl]formamido}propanamido]-3-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-{[1-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-oxopyrrolidin-3-yl]formamido}propanamido]-3-methylpentanoic acid

Database IDs

• PubChem SID: 164266996
• PubChem CID: 16403650

CALCULATED PROPERTIES

• Acid pKa: 3.9818072
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -1.0741206
• LogD (pH = 7.4): -2.716581
• Log P: 0.45283562
• Molar Refractivity: 112.1669 cm^3
• Polarizability: 43.958 Å^3
• Polar Surface Area: 134.27 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds