(4R,5S,6S)-3-[[5-chloro-4-[(3-methylimidazol-3-ium-1-yl)methyl]-1,3-benzothiazol-2-yl]sulfanyl]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

C22H21ClN4O4S2 — CID 154420552

About (4R,5S,6S)-3-[[5-chloro-4-[(3-methylimidazol-3-ium-1-yl)methyl]-1,3-benzothiazol-2-yl]sulfanyl]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

(4R,5S,6S)-3-[[5-chloro-4-[(3-methylimidazol-3-ium-1-yl)methyl]-1,3-benzothiazol-2-yl]sulfanyl]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (PubChem CID 154420552) has the molecular formula C22H21ClN4O4S2 and a molecular weight of 505.02 g/mol. Its IUPAC name is (4R,5S,6S)-3-[[5-chloro-4-[(3-methylimidazol-3-ium-1-yl)methyl]-1,3-benzothiazol-2-yl]sulfanyl]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate.

Molecular Properties

• Compound Name: (4R,5S,6S)-3-[[5-chloro-4-[(3-methylimidazol-3-ium-1-yl)methyl]-1,3-benzothiazol-2-yl]sulfanyl]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
• PubChem CID: 154420552
• Molecular Formula: C22H21ClN4O4S2
• Molecular Weight: 505.02 g/mol
• Exact Mass: 504.07
• IUPAC Name: (4R,5S,6S)-3-[[5-chloro-4-[(3-methylimidazol-3-ium-1-yl)methyl]-1,3-benzothiazol-2-yl]sulfanyl]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
• SMILES: C[C@@H](O)[C@H]1C(=O)N2C(C(=O)[O-])=C(Sc3nc4c(Cn5cc[n+](C)c5)c(Cl)ccc4s3)[C@H](C)[C@H]12
• InChI: InChI=1S/C22H21ClN4O4S2/c1-10-17-15(11(2)28)20(29)27(17)18(21(30)31)19(10)33-22-24-16-12(8-26-7-6-25(3)9-26)13(23)4-5-14(16)32-22/h4-7,9-11,15,17,28H,8H2,1-3H3/t10-,11-,15-,17-/m1/s1
• InChIKey: AJWAYYHYGUBWHS-ZQRCZSBXSA-N
• XLogP: 1.54
• TPSA: 102.37 Ų
• H-Bond Donors: 1
• H-Bond Acceptors: 8
• Rotatable Bonds: 6
• Heavy Atoms: 33
• Complexity: —

Lipinski Rule of Five

1 violation

Rule	Value
MW ≤ 500	505.02
LogP ≤ 5	1.54
H-Bond Donors ≤ 5	1
H-Bond Acceptors ≤ 10	8

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'quaternary_nitrogen_1', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of (4R,5S,6S)-3-[[5-chloro-4-[(3-methylimidazol-3-ium-1-yl)methyl]-1,3-benzothiazol-2-yl]sulfanyl]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate?

The IUPAC name of (4R,5S,6S)-3-[[5-chloro-4-[(3-methylimidazol-3-ium-1-yl)methyl]-1,3-benzothiazol-2-yl]sulfanyl]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (CID 154420552) is (4R,5S,6S)-3-[[5-chloro-4-[(3-methylimidazol-3-ium-1-yl)methyl]-1,3-benzothiazol-2-yl]sulfanyl]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate.

What is the SMILES notation for (4R,5S,6S)-3-[[5-chloro-4-[(3-methylimidazol-3-ium-1-yl)methyl]-1,3-benzothiazol-2-yl]sulfanyl]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate?

The canonical SMILES for (4R,5S,6S)-3-[[5-chloro-4-[(3-methylimidazol-3-ium-1-yl)methyl]-1,3-benzothiazol-2-yl]sulfanyl]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate is C[C@@H](O)[C@H]1C(=O)N2C(C(=O)[O-])=C(Sc3nc4c(Cn5cc[n+](C)c5)c(Cl)ccc4s3)[C@H](C)[C@H]12.

What is the InChIKey of (4R,5S,6S)-3-[[5-chloro-4-[(3-methylimidazol-3-ium-1-yl)methyl]-1,3-benzothiazol-2-yl]sulfanyl]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate?

The InChIKey is AJWAYYHYGUBWHS-ZQRCZSBXSA-N. The full InChI is InChI=1S/C22H21ClN4O4S2/c1-10-17-15(11(2)28)20(29)27(17)18(21(30)31)19(10)33-22-24-16-12(8-26-7-6-25(3)9-26)13(23)4-5-14(16)32-22/h4-7,9-11,15,17,28H,8H2,1-3H3/t10-,11-,15-,17-/m1/s1.

What are the key properties of (4R,5S,6S)-3-[[5-chloro-4-[(3-methylimidazol-3-ium-1-yl)methyl]-1,3-benzothiazol-2-yl]sulfanyl]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate?

(4R,5S,6S)-3-[[5-chloro-4-[(3-methylimidazol-3-ium-1-yl)methyl]-1,3-benzothiazol-2-yl]sulfanyl]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate has a molecular weight of 505.02 g/mol, XLogP of 1.54, 6 rotatable bonds, 1 hydrogen bond donors, and 8 hydrogen bond acceptors.

Where does this data come from?

All data for (4R,5S,6S)-3-[[5-chloro-4-[(3-methylimidazol-3-ium-1-yl)methyl]-1,3-benzothiazol-2-yl]sulfanyl]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate is sourced from PubChem (CID 154420552), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).