3-(2-chloroethyl)-1-cyclohexyl-1-nitrosourea

• ChemBase ID: 165831
• Molecular Formular: C9H16ClN3O2
• Molecular Mass: 233.69524
• Monoisotopic Mass: 233.09310445
• SMILES: C1(CCCCC1)N(C(=O)NCCCl)N=O
• Canonical SMILES: ClCCNC(=O)N(C1CCCCC1)N=O
• InChI: InChI=1S/C9H16ClN3O2/c10-6-7-11-9(14)13(12-15)8-4-2-1-3-5-8/h8H,1-7H2,(H,11,14)
• InChIKey: IGMMTYZWNUSEEU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-chloroethyl)-1-cyclohexyl-1-nitrosourea
• IUPAC Traditional name: 3-(2-chloroethyl)-1-cyclohexyl-1-nitrosourea
• Synonyms: N’-(2-Chloroethyl)-N-cyclohexyl-N-nitrosourea; N-Denitroso-N'-nitroso Lomustine

Database IDs

• CAS Number: 54749-91-6
• PubChem SID: 162259964
• PubChem CID: 3041706

CALCULATED PROPERTIES

• Acid pKa: 13.369173
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.1574368
• LogD (pH = 7.4): 2.1574366
• Log P: 2.157437
• Molar Refractivity: 58.6506 cm^3
• Polarizability: 21.922012 Å^3
• Polar Surface Area: 61.77 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D231450

An isomeric impurity of Lomustine (L469440) with antitumor activity.

REFERENCES

• Johnston, T.P. et al.: J. Med. Chem., 18, 104 (1975)
• Oiry, J. et al.: Eur. J. Med. Chem., 16, 539 (1975)