4-(2-chlorophenyl)-8-(2-hydroxyethyl)-6-methyl-1H,2H,3H,6H-pyrrolo[3,4-e]indole-1,3-dione

• ChemBase ID: 4908
• Molecular Formular: C19H15ClN2O3
• Molecular Mass: 354.787
• Monoisotopic Mass: 354.07712003
• SMILES: O=c1[nH]c(=O)c2c1c1c(CCO)cn(C)c1cc2c1ccccc1Cl
• Canonical SMILES: OCCc1cn(c2c1c1c(=O)[nH]c(=O)c1c(c2)c1ccccc1Cl)C
• InChI: InChI=1S/C19H15ClN2O3/c1-22-9-10(6-7-23)15-14(22)8-12(11-4-2-3-5-13(11)20)16-17(15)19(25)21-18(16)24/h2-5,8-9,23H,6-7H2,1H3,(H,21,24,25)
• InChIKey: WHMQZCPGFZBLBG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-chlorophenyl)-8-(2-hydroxyethyl)-6-methyl-1H,2H,3H,6H-pyrrolo[3,4-e]indole-1,3-dione
• IUPAC Traditional name: 4-(2-chlorophenyl)-8-(2-hydroxyethyl)-6-methyl-2H-pyrrolo[3,4-e]indole-1,3-dione
• Synonyms: 4-(2-chlorophenyl)-8-(2-hydroxyethyl)-6-methylpyrrolo[3,4-e]indole-1,3(2H,6H)-dione

Database IDs

• PubChem SID: 160968340; 99443728
• PubChem CID: 11602832

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.059523
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.7871752
• LogD (pH = 7.4): 2.7034314
• Log P: 2.7884426
• Molar Refractivity: 96.8099 cm^3
• Polarizability: 38.1395 Å^3
• Polar Surface Area: 71.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.06
• LOG S: -4.32
• Solubility (Water): 1.68e-02 g/l

DETAILS

DrugBank - DB07257

Drug information: experimental