(2R)-2-(1-benzofuran-2-ylformamido)-4-methyl-N-[(4R)-3-oxo-1-(pyridine-2-sulfonyl)azepan-4-yl]pentanamide

• ChemBase ID: 3299
• Molecular Formular: C26H30N4O6S
• Molecular Mass: 526.6046
• Monoisotopic Mass: 526.1886057
• SMILES: CC(C)C[C@@H](NC(=O)c1cc2c(o1)cccc2)C(=O)N[C@@H]1CCCN(CC1=O)S(=O)(=O)c1ccccn1
• Canonical SMILES: CC(C[C@H](C(=O)N[C@@H]1CCCN(CC1=O)S(=O)(=O)c1ccccn1)NC(=O)c1cc2c(o1)cccc2)C
• InChI: InChI=1S/C26H30N4O6S/c1-17(2)14-20(29-26(33)23-15-18-8-3-4-10-22(18)36-23)25(32)28-19-9-7-13-30(16-21(19)31)37(34,35)24-11-5-6-12-27-24/h3-6,8,10-12,15,17,19-20H,7,9,13-14,16H2,1-2H3,(H,28,32)(H,29,33)/t19-,20-/m1/s1
• InChIKey: VBPPNJCVXGAZDD-WOJBJXKFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(1-benzofuran-2-ylformamido)-4-methyl-N-[(4R)-3-oxo-1-(pyridine-2-sulfonyl)azepan-4-yl]pentanamide
• IUPAC Traditional name: (2R)-2-(1-benzofuran-2-ylformamido)-4-methyl-N-[(4R)-3-oxo-1-(pyridine-2-sulfonyl)azepan-4-yl]pentanamide
• Synonyms: Benzofuran-2-Carboxylic Acid {(S)-3-Methyl-1-[3-Oxo-1-(Pyridin-2-Ylsulfonyl)Azepan-4-Ylcarbamoyl]Butyl}Amide

Database IDs

• PubChem SID: 46507279; 160966741
• PubChem CID: 46936741

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.028946
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.3743832
• LogD (pH = 7.4): 2.3743742
• Log P: 2.3743832
• Molar Refractivity: 136.2515 cm^3
• Polarizability: 54.22183 Å^3
• Polar Surface Area: 138.68 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.16
• LOG S: -4.13
• Solubility (Water): 3.94e-02 g/l

DETAILS

DrugBank - DB03642

Drug information: experimental