(3-{[1-benzyl-3-(carbamoylmethyl)-2-methyl-1H-indol-5-yl]oxy}propyl)phosphonic acid

• ChemBase ID: 2236
• Molecular Formular: C21H25N2O5P
• Molecular Mass: 416.407361
• Monoisotopic Mass: 416.15010854
• SMILES: c1cc2c(cc1OCCCP(=O)(O)O)c(c(n2Cc1ccccc1)C)CC(=O)N
• Canonical SMILES: NC(=O)Cc1c(C)n(c2c1cc(OCCCP(=O)(O)O)cc2)Cc1ccccc1
• InChI: InChI=1S/C21H25N2O5P/c1-15-18(13-21(22)24)19-12-17(28-10-5-11-29(25,26)27)8-9-20(19)23(15)14-16-6-3-2-4-7-16/h2-4,6-9,12H,5,10-11,13-14H2,1H3,(H2,22,24)(H2,25,26,27)
• InChIKey: AQEYCNKFBRLUOT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3-{[1-benzyl-3-(carbamoylmethyl)-2-methyl-1H-indol-5-yl]oxy}propyl)phosphonic acid
• IUPAC Traditional name: 3-{[1-benzyl-3-(carbamoylmethyl)-2-methylindol-5-yl]oxy}propylphosphonic acid
• Synonyms: [3-(1-Benzyl-3-Carbamoylmethyl-2-Methyl-1h-Indol-5-Yloxy)-Propyl-]-Phosphonic Acid

Database IDs

• PubChem SID: 46506847; 160965689
• PubChem CID: 3711

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8091886
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.7067765
• LogD (pH = 7.4): -0.7754964
• Log P: 1.5822951
• Molar Refractivity: 111.5947 cm^3
• Polarizability: 43.89965 Å^3
• Polar Surface Area: 114.78 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.07
• LOG S: -4.09
• Solubility (Water): 3.38e-02 g/l

DETAILS

DrugBank - DB02504

Drug information: experimental