(2S,3aR,7aS)-octahydro-1H-indole-2-carboxylic acid

• ChemBase ID: 175773
• Molecular Formular: C9H15NO2
• Molecular Mass: 169.2209
• Monoisotopic Mass: 169.11027873
• SMILES: C1CC[C@H]2[C@H](C1)N[C@@H](C2)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1C[C@@H]2[C@@H](N1)CCCC2
• InChI: InChI=1S/C9H15NO2/c11-9(12)8-5-6-3-1-2-4-7(6)10-8/h6-8,10H,1-5H2,(H,11,12)/t6-,7+,8+/m1/s1
• InChIKey: CQYBNXGHMBNGCG-CSMHCCOUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3aR,7aS)-octahydro-1H-indole-2-carboxylic acid
• IUPAC Traditional name: (2S,3aR,7aS)-octahydro-1H-indole-2-carboxylic acid
• Synonyms: (2S,3aR,7aS)-Octahydro-1H-indole-2-carboxylic Acid; [2S-(2α,3aα,7aβ)]-Octahydro-1H-indole-2-carboxylic Acid; L-(2S,3aR,7aS)-Octahydroindole-2-carboxylic Acid

Database IDs

• CAS Number: 145438-94-4
• PubChem SID: 164231683
• PubChem CID: 7018901

CALCULATED PROPERTIES

• Acid pKa: 2.090433
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.2838491
• LogD (pH = 7.4): -1.2837329
• Log P: -1.2837219
• Molar Refractivity: 44.2775 cm^3
• Polarizability: 17.901073 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol (sparingly)
• Apperance: White Crystalline Solid
• Melting Point: 307-309°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - O236901

Trandolapril intermediate.

REFERENCES

• Vincent, M., et al.: Drug Design Disc., 9, 11 (1992)