N-[(2S,3R)-4-[N-(cyclopropylmethyl)furan-2-sulfonamido]-3-hydroxy-1-phenylbutan-2-yl]-N'-methylbutanediamide

• ChemBase ID: 5849
• Molecular Formular: C23H31N3O6S
• Molecular Mass: 477.57374
• Monoisotopic Mass: 477.19335673
• SMILES: O=C(NC)CCC(=O)N[C@@H](Cc1ccccc1)[C@H](O)CN(CC1CC1)S(=O)(=O)c1occc1
• Canonical SMILES: CNC(=O)CCC(=O)N[C@H]([C@@H](CN(S(=O)(=O)c1ccco1)CC1CC1)O)Cc1ccccc1
• InChI: InChI=1S/C23H31N3O6S/c1-24-21(28)11-12-22(29)25-19(14-17-6-3-2-4-7-17)20(27)16-26(15-18-9-10-18)33(30,31)23-8-5-13-32-23/h2-8,13,18-20,27H,9-12,14-16H2,1H3,(H,24,28)(H,25,29)/t19-,20+/m0/s1
• InChIKey: IKOPFHKAECNGQI-VQTJNVASSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R)-4-[N-(cyclopropylmethyl)furan-2-sulfonamido]-3-hydroxy-1-phenylbutan-2-yl]-N'-methylbutanediamide
• IUPAC Traditional name: N-[(2S,3R)-4-[N-(cyclopropylmethyl)furan-2-sulfonamido]-3-hydroxy-1-phenylbutan-2-yl]-N'-methylbutanediamide
• Synonyms: N-{(1S,2R)-1-BENZYL-3-[(CYCLOPROPYLMETHYL)(2-FURYLSULFONYL)AMINO]-2-HYDROXYPROPYL}-N'-METHYLSUCCINAMIDE

Database IDs

• PubChem SID: 99444694; 160969276
• PubChem CID: 15947913

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.059954
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.7427677
• LogD (pH = 7.4): 0.7427679
• Log P: 0.742768
• Molar Refractivity: 121.7241 cm^3
• Polarizability: 48.39969 Å^3
• Polar Surface Area: 128.95 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.06
• LOG S: -3.64
• Solubility (Water): 1.08e-01 g/l

DETAILS

DrugBank - DB08223

Drug information: experimental