3-(3-{[(3S)-3,4-dihydroxybutoxy]amino}-1H-indol-2-yl)-2H-indol-2-one

• ChemBase ID: 5317
• Molecular Formular: C20H19N3O4
• Molecular Mass: 365.38256
• Monoisotopic Mass: 365.1375561
• SMILES: O=C1N=c2ccccc2=C1c1[nH]c2ccccc2c1NOCC[C@H](O)CO
• Canonical SMILES: OC[C@H](CCONc1c2ccccc2[nH]c1C1=c2ccccc2=NC1=O)O
• InChI: InChI=1S/C20H19N3O4/c24-11-12(25)9-10-27-23-18-14-6-2-4-8-16(14)21-19(18)17-13-5-1-3-7-15(13)22-20(17)26/h1-8,12,21,23-25H,9-11H2/t12-/m0/s1
• InChIKey: CKLAPOFDFZKCPB-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3-{[(3S)-3,4-dihydroxybutoxy]amino}-1H-indol-2-yl)-2H-indol-2-one
• IUPAC Traditional name: 3-(3-{[(3S)-3,4-dihydroxybutoxy]amino}-1H-indol-2-yl)indol-2-one
• Synonyms: 3-({[(3S)-3,4-dihydroxybutyl]oxy}amino)-1H,2'H-2,3'-biindol-2'-one

Database IDs

• PubChem SID: 160968746; 99444147
• PubChem CID: 24894167

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.178878
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 1.0866585
• LogD (pH = 7.4): 1.0866586
• Log P: 1.0866587
• Molar Refractivity: 104.9359 cm^3
• Polarizability: 39.378307 Å^3
• Polar Surface Area: 106.94 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.6
• LOG S: -3.68
• Solubility (Water): 7.60e-02 g/l

DETAILS

DrugBank - DB07676

Drug information: experimental