(2S,3S)-3-[3-(2-chloro-4-methanesulfonylphenyl)-1,2,4-oxadiazol-5-yl]-1-[(1Z)-cyclopentylidene]-4-cyclopropyl-1-fluorobutan-2-amine

• ChemBase ID: 4647
• Molecular Formular: C21H25ClFN3O3S
• Molecular Mass: 453.9579032
• Monoisotopic Mass: 453.12891858
• SMILES: [C@@H]([C@@H](C(=C1CCCC1)F)N)(CC1CC1)c1nc(no1)c1ccc(cc1Cl)S(=O)(=O)C
• Canonical SMILES: N[C@H](C(=C1CCCC1)F)[C@@H](c1onc(n1)c1ccc(cc1Cl)S(=O)(=O)C)CC1CC1
• InChI: InChI=1S/C21H25ClFN3O3S/c1-30(27,28)14-8-9-15(17(22)11-14)20-25-21(29-26-20)16(10-12-6-7-12)19(24)18(23)13-4-2-3-5-13/h8-9,11-12,16,19H,2-7,10,24H2,1H3/t16-,19-/m0/s1
• InChIKey: XCCSSVMRGIQMGF-LPHOPBHVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-3-[3-(2-chloro-4-methanesulfonylphenyl)-1,2,4-oxadiazol-5-yl]-1-[(1Z)-cyclopentylidene]-4-cyclopropyl-1-fluorobutan-2-amine
• IUPAC Traditional name: (2S,3S)-3-[3-(2-chloro-4-methanesulfonylphenyl)-1,2,4-oxadiazol-5-yl]-1-[(1Z)-cyclopentylidene]-4-cyclopropyl-1-fluorobutan-2-amine
• Synonyms: (2S,3S)-3-{3-[2-chloro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-yl}-1-cyclopentylidene-4-cyclopropyl-1-fluorobutan-2-amine

Database IDs

• PubChem SID: 160968079; 99443465
• PubChem CID: 24768547

CALCULATED PROPERTIES

JChem

• Acid pKa: 19.654661
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.609259
• LogD (pH = 7.4): 3.2537012
• Log P: 3.6384816
• Molar Refractivity: 126.2323 cm^3
• Polarizability: 45.19813 Å^3
• Polar Surface Area: 99.08 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.65
• LOG S: -4.24
• Solubility (Water): 2.62e-02 g/l

DETAILS

DrugBank - DB06994

Drug information: experimental