2-chloro-N-[(1S,2S)-2-(2-chloroacetamido)cyclohexyl]acetamide

• ChemBase ID: 162238
• Molecular Formular: C10H16Cl2N2O2
• Molecular Mass: 267.15224
• Monoisotopic Mass: 266.05888312
• SMILES: C1CC[C@@H]([C@H](C1)NC(=O)CCl)NC(=O)CCl
• Canonical SMILES: ClCC(=O)N[C@H]1CCCC[C@@H]1NC(=O)CCl
• InChI: InChI=1S/C10H16Cl2N2O2/c11-5-9(15)13-7-3-1-2-4-8(7)14-10(16)6-12/h7-8H,1-6H2,(H,13,15)(H,14,16)/t7-,8-/m0/s1
• InChIKey: NXWRKAARNQHEEG-YUMQZZPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-N-[(1S,2S)-2-(2-chloroacetamido)cyclohexyl]acetamide
• IUPAC Traditional name: 2-chloro-N-[(1S,2S)-2-(2-chloroacetamido)cyclohexyl]acetamide
• Synonyms: rac-trans-N,N'-1,2-Cyclohexanediyl-bis-2-chloro-acetamide; (+/-)-trans-1,2-Bis(chloroacetamido)cyclohexane

Database IDs

• CAS Number: 150576-46-8
• PubChem SID: 162256373
• PubChem CID: 14976841

CALCULATED PROPERTIES

• LogD (pH = 7.4): 0.70440036
• Log P: 0.7044071
• Molar Refractivity: 62.346 cm^3
• Polarizability: 24.642736 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 12.157361
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.704407

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 193-197°C

REFERENCES

• Woycechowsky, K.J., et al.: Chem. Biol., 6, 871 (1999)