(2S)-2-[(1R,2R,6S,7S)-3,5-dioxo-4-azatricyclo[5.2.1.0^{2,6}]decan-4-yl]propanoic acid

• ChemBase ID: 5456
• Molecular Formular: C12H15NO4
• Molecular Mass: 237.2518
• Monoisotopic Mass: 237.10010797
• SMILES: O=C1N([C@H](C(=O)O)C)C(=O)[C@H]2[C@@H]1[C@H]1CC[C@@H]2C1
• Canonical SMILES: OC(=O)[C@@H](N1C(=O)[C@@H]2[C@H](C1=O)[C@H]1C[C@@H]2CC1)C
• InChI: InChI=1S/C12H15NO4/c1-5(12(16)17)13-10(14)8-6-2-3-7(4-6)9(8)11(13)15/h5-9H,2-4H2,1H3,(H,16,17)/t5-,6-,7+,8-,9+/m0/s1
• InChIKey: REFMTLIXGKZVDF-VRGHQRLXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(1R,2R,6S,7S)-3,5-dioxo-4-azatricyclo[5.2.1.0^{2,6}]decan-4-yl]propanoic acid
• IUPAC Traditional name: (2S)-2-[(1R,2R,6S,7S)-3,5-dioxo-4-azatricyclo[5.2.1.0^{2,6}]decan-4-yl]propanoic acid
• Synonyms: (2S)-2-[(3aR,4R,7S,7aS)-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl]propanoic acid

Database IDs

• PubChem SID: 99444294; 160968884
• PubChem CID: 1933963

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.7168376
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.3284596
• LogD (pH = 7.4): -2.8445315
• Log P: 0.45407966
• Molar Refractivity: 56.9994 cm^3
• Polarizability: 22.560284 Å^3
• Polar Surface Area: 74.68 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.56
• LOG S: -1.25
• Solubility (Water): 1.34e+01 g/l

DETAILS

DrugBank - DB07823

Drug information: experimental