5-(aziridin-1-yl)-3-(hydroxymethyl)-2-(3-hydroxypropyl)-1-methyl-4,7-dihydro-1H-indole-4,7-dione

• ChemBase ID: 2134
• Molecular Formular: C15H18N2O4
• Molecular Mass: 290.31442
• Monoisotopic Mass: 290.12665707
• SMILES: Cn1c(CCCO)c(CO)c2c1C(=O)C=C(N1CC1)C2=O
• Canonical SMILES: OCCCc1n(C)c2c(c1CO)C(=O)C(=CC2=O)N1CC1
• InChI: InChI=1S/C15H18N2O4/c1-16-10(3-2-6-18)9(8-19)13-14(16)12(20)7-11(15(13)21)17-4-5-17/h7,18-19H,2-6,8H2,1H3
• InChIKey: JCCDRCRHGKFTQS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(aziridin-1-yl)-3-(hydroxymethyl)-2-(3-hydroxypropyl)-1-methyl-4,7-dihydro-1H-indole-4,7-dione
• IUPAC Traditional name: 5-(aziridin-1-yl)-3-(hydroxymethyl)-2-(3-hydroxypropyl)-1-methylindole-4,7-dione
• Synonyms: 3-Hydroxymethyl-5-Aziridinyl-1methyl-2-[1h-Indole-4,7-Dione]-Propanol

Database IDs

• PubChem SID: 46507066; 160965588
• PubChem CID: 1667

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.601626
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.831232
• LogD (pH = 7.4): -0.83123225
• Log P: -0.83123195
• Molar Refractivity: 80.4607 cm^3
• Polarizability: 28.981918 Å^3
• Polar Surface Area: 82.54 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.52
• LOG S: -1.73
• Solubility (Water): 5.38e+00 g/l

DETAILS

DrugBank - DB02395

Drug information: experimental