2-(1-hydroxypentyl)-6-methyl-3-(2-phenylethyl)-1H-indole-5-carboxylic acid

• ChemBase ID: 170454
• Molecular Formular: C23H27NO3
• Molecular Mass: 365.46538
• Monoisotopic Mass: 365.19909373
• SMILES: c1(c(cc2c(c1)c(c([nH]2)C(CCCC)O)CCc1ccccc1)C)C(=O)O
• Canonical SMILES: CCCCC(c1[nH]c2c(c1CCc1ccccc1)cc(c(c2)C)C(=O)O)O
• InChI: InChI=1S/C23H27NO3/c1-3-4-10-21(25)22-17(12-11-16-8-6-5-7-9-16)19-14-18(23(26)27)15(2)13-20(19)24-22/h5-9,13-14,21,24-25H,3-4,10-12H2,1-2H3,(H,26,27)
• InChIKey: CTHUKURTASAUTM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1-hydroxypentyl)-6-methyl-3-(2-phenylethyl)-1H-indole-5-carboxylic acid
• IUPAC Traditional name: 2-(1-hydroxypentyl)-6-methyl-3-(2-phenylethyl)-1H-indole-5-carboxylic acid
• Synonyms: 2-(1-Hydroxypentyl)-6-methyl-3-(2-phenylethyl)-1H-indole-5-carboxylic Acid

Database IDs

• CAS Number: 873841-43-1
• PubChem SID: 164226364
• PubChem CID: 11530695

CALCULATED PROPERTIES

• Acid pKa: 3.8278995
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 4.0850067
• LogD (pH = 7.4): 2.5109134
• Log P: 5.760261
• Molar Refractivity: 108.6183 cm^3
• Polarizability: 42.58892 Å^3
• Polar Surface Area: 73.32 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H939980

2-(1-Hydroxypentyl)-6-methyl-3-(2-phenylethyl)-1H-indole-5-carboxylic acid is an aromatic heterocyclic compound as PDZ domain inhibitor used for treatment of cancer.

REFERENCES

• Cardone, R., et al.: Mol. Biol. Cell., 18, 1768 (2001)
• Dai, J., et al.: Oncogene, 23, 8681 (2001)
• Pan, Y., et al.: Breast Cancer Res., 2006, 8, 63 (2001)