5-(aziridin-1-yl)-2,4-dinitrobenzamide

• ChemBase ID: 3864
• Molecular Formular: C9H8N4O5
• Molecular Mass: 252.18362
• Monoisotopic Mass: 252.04946938
• SMILES: c1c(c(cc(c1[N+](=O)[O-])N1CC1)C(=O)N)[N+](=O)[O-]
• Canonical SMILES: NC(=O)c1cc(N2CC2)c(cc1[N+](=O)[O-])[N+](=O)[O-]
• InChI: InChI=1S/C9H8N4O5/c10-9(14)5-3-7(11-1-2-11)8(13(17)18)4-6(5)12(15)16/h3-4H,1-2H2,(H2,10,14)
• InChIKey: WOCXQMCIOTUMJV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(aziridin-1-yl)-2,4-dinitrobenzamide
• IUPAC Traditional name: tretazicar
• Synonyms: 5-(1-Aziridinyl)-2,4-dinitrobenzamide; 5-(Aziridin-1-yl)-2,4-dinitrobenzamide; CB 1954; CB1954

Database IDs

• CAS Number: 21919-05-1
• MDL Number: MFCD00869490
• PubChem SID: 160967301; 24278301; 46509068
• PubChem CID: 89105

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.291113
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.640374
• LogD (pH = 7.4): 0.6404232
• Log P: 0.6403734
• Molar Refractivity: 62.2454 cm^3
• Polarizability: 21.29184 Å^3
• Polar Surface Area: 137.74 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.04
• LOG S: -2.45
• Solubility (Water): 9.04e-01 g/l

PROPERTIES

Physical Property

• Apperance: powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

DETAILS

DrugBank - DB04253

Drug information: experimental

Sigma Aldrich - C2235

Biochem/physiol Actions
CB 1954 is an anticancer prodrug used in gene therapy research; activated by NAD(P)H quinone oxidoreductase 2.