3-[(3S)-3-hydroxy-3-methyl-2,3-dihydro-1H-indol-2-ylidene]-5-[(4-hydroxypiperidin-1-yl)sulfonyl]-2,3-dihydro-1H-indol-2-one

• ChemBase ID: 3245
• Molecular Formular: C22H23N3O5S
• Molecular Mass: 441.50012
• Monoisotopic Mass: 441.13584185
• SMILES: c1cccc2c1[C@](C)(O)/C(=C\1/C(=O)Nc3c1cc(cc3)S(=O)(=O)N1CCC(O)CC1)/N2
• Canonical SMILES: OC1CCN(CC1)S(=O)(=O)c1ccc2c(c1)/C(=C\1/Nc3c([C@]1(C)O)cccc3)/C(=O)N2
• InChI: InChI=1S/C22H23N3O5S/c1-22(28)16-4-2-3-5-18(16)23-20(22)19-15-12-14(6-7-17(15)24-21(19)27)31(29,30)25-10-8-13(26)9-11-25/h2-7,12-13,23,26,28H,8-11H2,1H3,(H,24,27)/b20-19-/t22-/m0/s1
• InChIKey: AYOAIABDFUJDKQ-SQJPUDIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(3S)-3-hydroxy-3-methyl-2,3-dihydro-1H-indol-2-ylidene]-5-[(4-hydroxypiperidin-1-yl)sulfonyl]-2,3-dihydro-1H-indol-2-one
• IUPAC Traditional name: 3-[(3S)-3-hydroxy-3-methyl-1H-indol-2-ylidene]-5-(4-hydroxypiperidin-1-ylsulfonyl)-1H-indol-2-one
• Synonyms: (2e,3s)-3-Hydroxy-5'-[(4-Hydroxypiperidin-1-Yl)Sulfonyl]-3-Methyl-1,3-Dihydro-2,3'-Biindol-2'(1'h)-One

Database IDs

• PubChem SID: 46506569; 160966687
• PubChem CID: 5289321

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.547082
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.0055801906
• LogD (pH = 7.4): -0.005870492
• Log P: -0.00557646
• Molar Refractivity: 119.8324 cm^3
• Polarizability: 44.859882 Å^3
• Polar Surface Area: 118.97 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.55
• LOG S: -3.4
• Solubility (Water): 1.76e-01 g/l

DETAILS

DrugBank - DB03583

Drug information: experimental