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

• ChemBase ID: 3418
• Molecular Formular: C30H43N3O6S
• Molecular Mass: 573.74392
• Monoisotopic Mass: 573.28725711
• SMILES: CC(C)CCN(C[C@@H](O)[C@@H]1Cc2ccc(OCCCC(=O)N[C@@H](C(C)C)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](NC(=O)CCCOc2ccc(C1)cc2)C(C)C)O)C
• InChI: InChI=1S/C30H43N3O6S/c1-21(2)16-17-33(40(37,38)25-9-6-5-7-10-25)20-27(34)26-19-23-12-14-24(15-13-23)39-18-8-11-28(35)32-29(22(3)4)30(36)31-26/h5-7,9-10,12-15,21-22,26-27,29,34H,8,11,16-20H2,1-4H3,(H,31,36)(H,32,35)/t26-,27+,29-/m0/s1
• InChIKey: WRUVOSYKHXGAQN-GKRYNVPLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(8S,11S)-6,9-dioxo-8-(propan-2-yl)-2-oxa-7,10-diazabicyclo[11.2.2]heptadeca-1(15),13,16-trien-11-yl]-2-hydroxy-N-(3-methylbutyl)-S-phenylethane-1-sulfonamido
• IUPAC Traditional name: (2R)-2-hydroxy-2-[(8S,11S)-8-isopropyl-6,9-dioxo-2-oxa-7,10-diazabicyclo[11.2.2]heptadeca-1(15),13,16-trien-11-yl]-N-(3-methylbutyl)-S-phenylethanesulfonamido
• Synonyms: N-[2-Hydroxy-2-(8-Isopropyl-6,9-Dioxo-2-Oxa-7,10-Diaza-Bicyclo[11.2.2]Heptadeca-1(16),13(17),14-Trien-11-Yl)-Ethyl]-N-(3-Methyl-Butyl)-Benzenesulfonamide,Inhibitor 3

Database IDs

• PubChem SID: 160966857; 46507252
• PubChem CID: 466960

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.964792
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 3.5222824
• LogD (pH = 7.4): 3.5221791
• Log P: 3.522284
• Molar Refractivity: 154.4769 cm^3
• Polarizability: 61.345543 Å^3
• Polar Surface Area: 125.04 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.29
• LOG S: -4.59
• Solubility (Water): 1.48e-02 g/l

DETAILS

DrugBank - DB03768

Drug information: experimental