5-bromo-3-(pyrrolidine-1-sulfonyl)-1H-indole-2-carboxamide

• ChemBase ID: 5837
• Molecular Formular: C13H14BrN3O3S
• Molecular Mass: 372.23756
• Monoisotopic Mass: 370.99392432
• SMILES: Brc1cc2c(cc1)[nH]c(C(=O)N)c2S(=O)(=O)N1CCCC1
• Canonical SMILES: NC(=O)c1[nH]c2c(c1S(=O)(=O)N1CCCC1)cc(cc2)Br
• InChI: InChI=1S/C13H14BrN3O3S/c14-8-3-4-10-9(7-8)12(11(16-10)13(15)18)21(19,20)17-5-1-2-6-17/h3-4,7,16H,1-2,5-6H2,(H2,15,18)
• InChIKey: FEPUPYVRZUWCQB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-bromo-3-(pyrrolidine-1-sulfonyl)-1H-indole-2-carboxamide
• IUPAC Traditional name: 5-bromo-3-(pyrrolidine-1-sulfonyl)-1H-indole-2-carboxamide
• Synonyms: 5-bromo-3-(pyrrolidin-1-ylsulfonyl)-1H-indole-2-carboxamide

Database IDs

• PubChem SID: 160969264; 99444682
• PubChem CID: 11984575

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.720183
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.0705593
• LogD (pH = 7.4): 1.068765
• Log P: 1.0705823
• Molar Refractivity: 83.2155 cm^3
• Polarizability: 33.163967 Å^3
• Polar Surface Area: 96.26 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.07
• LOG S: -3.77
• Solubility (Water): 6.28e-02 g/l

DETAILS

DrugBank - DB08211

Drug information: experimental