(2S,5R,6R)-6-[(S)-[1-(fluoromethyl)benzimidazol-2-yl]-hydroxymethyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

C17H18FN3O4S — CID 14480369

About (2S,5R,6R)-6-[(S)-[1-(fluoromethyl)benzimidazol-2-yl]-hydroxymethyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

(2S,5R,6R)-6-[(S)-[1-(fluoromethyl)benzimidazol-2-yl]-hydroxymethyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (PubChem CID 14480369) has the molecular formula C17H18FN3O4S and a molecular weight of 379.41 g/mol. Its IUPAC name is (2S,5R,6R)-6-[(S)-[1-(fluoromethyl)benzimidazol-2-yl]-hydroxymethyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid.

Molecular Properties

• Compound Name: (2S,5R,6R)-6-[(S)-[1-(fluoromethyl)benzimidazol-2-yl]-hydroxymethyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• PubChem CID: 14480369
• Molecular Formula: C17H18FN3O4S
• Molecular Weight: 379.41 g/mol
• Exact Mass: 379.10
• IUPAC Name: (2S,5R,6R)-6-[(S)-[1-(fluoromethyl)benzimidazol-2-yl]-hydroxymethyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• SMILES: CC1(C)S[C@@H]2[C@H]([C@H](O)c3nc4ccccc4n3CF)C(=O)N2[C@H]1C(=O)O
• InChI: InChI=1S/C17H18FN3O4S/c1-17(2)12(16(24)25)21-14(23)10(15(21)26-17)11(22)13-19-8-5-3-4-6-9(8)20(13)7-18/h3-6,10-12,15,22H,7H2,1-2H3,(H,24,25)/t10-,11+,12+,15-/m1/s1
• InChIKey: XLQLJMOZMOVRDU-OXJKWZBOSA-N
• XLogP: 1.76
• TPSA: 95.66 Ų
• H-Bond Donors: 2
• H-Bond Acceptors: 6
• Rotatable Bonds: 4
• Heavy Atoms: 26
• Complexity: —

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	379.41
LogP ≤ 5	1.76
H-Bond Donors ≤ 5	2
H-Bond Acceptors ≤ 10	6

Frequently Asked Questions

What is the IUPAC name of (2S,5R,6R)-6-[(S)-[1-(fluoromethyl)benzimidazol-2-yl]-hydroxymethyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid?

The IUPAC name of (2S,5R,6R)-6-[(S)-[1-(fluoromethyl)benzimidazol-2-yl]-hydroxymethyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CID 14480369) is (2S,5R,6R)-6-[(S)-[1-(fluoromethyl)benzimidazol-2-yl]-hydroxymethyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid.

What is the SMILES notation for (2S,5R,6R)-6-[(S)-[1-(fluoromethyl)benzimidazol-2-yl]-hydroxymethyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid?

The canonical SMILES for (2S,5R,6R)-6-[(S)-[1-(fluoromethyl)benzimidazol-2-yl]-hydroxymethyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid is CC1(C)S[C@@H]2[C@H]([C@H](O)c3nc4ccccc4n3CF)C(=O)N2[C@H]1C(=O)O.

What is the InChIKey of (2S,5R,6R)-6-[(S)-[1-(fluoromethyl)benzimidazol-2-yl]-hydroxymethyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid?

The InChIKey is XLQLJMOZMOVRDU-OXJKWZBOSA-N. The full InChI is InChI=1S/C17H18FN3O4S/c1-17(2)12(16(24)25)21-14(23)10(15(21)26-17)11(22)13-19-8-5-3-4-6-9(8)20(13)7-18/h3-6,10-12,15,22H,7H2,1-2H3,(H,24,25)/t10-,11+,12+,15-/m1/s1.

What are the key properties of (2S,5R,6R)-6-[(S)-[1-(fluoromethyl)benzimidazol-2-yl]-hydroxymethyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid?

(2S,5R,6R)-6-[(S)-[1-(fluoromethyl)benzimidazol-2-yl]-hydroxymethyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid has a molecular weight of 379.41 g/mol, XLogP of 1.76, 4 rotatable bonds, 2 hydrogen bond donors, and 6 hydrogen bond acceptors.

Where does this data come from?

All data for (2S,5R,6R)-6-[(S)-[1-(fluoromethyl)benzimidazol-2-yl]-hydroxymethyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid is sourced from PubChem (CID 14480369), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).