2-[(8S,11S)-11-[(1R)-1-hydroxy-2-[N-(3-methylbutyl)benzenesulfonamido]ethyl]-6,9-dioxo-2-oxa-7,10-diazabicyclo[11.2.2]heptadeca-1(15),13,16-trien-8-yl]acetamide

• ChemBase ID: 2150
• Molecular Formular: C29H40N4O7S
• Molecular Mass: 588.7155
• Monoisotopic Mass: 588.26177064
• SMILES: CC(C)CCN(C[C@@H](O)[C@@H]1Cc2ccc(OCCCC(=O)N[C@@H](CC(=O)N)C(=O)N1)cc2)S(=O)(=O)c1ccccc1
• Canonical SMILES: CC(CCN(S(=O)(=O)c1ccccc1)C[C@H]([C@H]1NC(=O)[C@H](CC(=O)N)NC(=O)CCCOc2ccc(C1)cc2)O)C
• InChI: InChI=1S/C29H40N4O7S/c1-20(2)14-15-33(41(38,39)23-7-4-3-5-8-23)19-26(34)24-17-21-10-12-22(13-11-21)40-16-6-9-28(36)31-25(18-27(30)35)29(37)32-24/h3-5,7-8,10-13,20,24-26,34H,6,9,14-19H2,1-2H3,(H2,30,35)(H,31,36)(H,32,37)/t24-,25-,26+/m0/s1
• InChIKey: HOUHLOFMBSYNBO-KKUQBAQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(8S,11S)-11-[(1R)-1-hydroxy-2-[N-(3-methylbutyl)benzenesulfonamido]ethyl]-6,9-dioxo-2-oxa-7,10-diazabicyclo[11.2.2]heptadeca-1(15),13,16-trien-8-yl]acetamide
• IUPAC Traditional name: 2-[(8S,11S)-11-[(1R)-1-hydroxy-2-[N-(3-methylbutyl)benzenesulfonamido]ethyl]-6,9-dioxo-2-oxa-7,10-diazabicyclo[11.2.2]heptadeca-1(15),13,16-trien-8-yl]acetamide
• Synonyms: 2-(11-{2-[Benzenesulfonyl-(3-Methyl-Butyl)-Amino]-1-Hydroxy-Ethyl}-6,9-Dioxo-2-Oxa-7,10-Diaza-Bicyclo[11.2.2]Heptadeca-1(16),13(17),14-Trien-8-Yl)-Acetamide, Inhibitor 2

Database IDs

• PubChem SID: 160965604; 46506982
• PubChem CID: 466959

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.736597
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 1.1860319
• LogD (pH = 7.4): 1.185857
• Log P: 1.1860342
• Molar Refractivity: 153.3389 cm^3
• Polarizability: 60.759605 Å^3
• Polar Surface Area: 168.13 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.8
• LOG S: -3.86
• Solubility (Water): 8.14e-02 g/l

DETAILS

DrugBank - DB02411

Drug information: experimental