(6R,7S)-7-[[2-carboxy-2-(3,4,5-trihydroxyphenyl)acetyl]amino]-3-[[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

C21H20N4O11S3 — CID 88777621

About (6R,7S)-7-[[2-carboxy-2-(3,4,5-trihydroxyphenyl)acetyl]amino]-3-[[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6R,7S)-7-[[2-carboxy-2-(3,4,5-trihydroxyphenyl)acetyl]amino]-3-[[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (PubChem CID 88777621) has the molecular formula C21H20N4O11S3 and a molecular weight of 600.61 g/mol. Its IUPAC name is (6R,7S)-7-[[2-carboxy-2-(3,4,5-trihydroxyphenyl)acetyl]amino]-3-[[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid.

Molecular Properties

• Compound Name: (6R,7S)-7-[[2-carboxy-2-(3,4,5-trihydroxyphenyl)acetyl]amino]-3-[[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• PubChem CID: 88777621
• Molecular Formula: C21H20N4O11S3
• Molecular Weight: 600.61 g/mol
• Exact Mass: 600.03
• IUPAC Name: (6R,7S)-7-[[2-carboxy-2-(3,4,5-trihydroxyphenyl)acetyl]amino]-3-[[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• SMILES: CO[C@@]1(NC(=O)C(C(=O)O)c2cc(O)c(O)c(O)c2)C(=O)N2C(C(=O)O)=C(CSc3nnc(CO)s3)CS[C@@H]21
• InChI: InChI=1S/C21H20N4O11S3/c1-36-21(22-15(30)12(16(31)32)7-2-9(27)14(29)10(28)3-7)18(35)25-13(17(33)34)8(5-37-19(21)25)6-38-20-24-23-11(4-26)39-20/h2-3,12,19,26-29H,4-6H2,1H3,(H,22,30)(H,31,32)(H,33,34)/t12?,19-,21+/m1/s1
• InChIKey: VMYSLIAZFWGGQL-XIBPQTQZSA-N
• XLogP: -0.18
• TPSA: 239.94 Ų
• H-Bond Donors: 7
• H-Bond Acceptors: 14
• Rotatable Bonds: 10
• Heavy Atoms: 39
• Complexity: —

Lipinski Rule of Five

3 violations

Rule	Value
MW ≤ 500	600.61
LogP ≤ 5	-0.18
H-Bond Donors ≤ 5	7
H-Bond Acceptors ≤ 10	14

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'catechol_A(92)', 'substructure': 'N/A'}, {'alert_name': 'beta-keto/anhydride', 'substructure': 'N/A'}, {'alert_name': 'catechol', 'substructure': 'N/A'}, {'alert_name': 'het-C-het_not_in_ring', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of (6R,7S)-7-[[2-carboxy-2-(3,4,5-trihydroxyphenyl)acetyl]amino]-3-[[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid?

The IUPAC name of (6R,7S)-7-[[2-carboxy-2-(3,4,5-trihydroxyphenyl)acetyl]amino]-3-[[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CID 88777621) is (6R,7S)-7-[[2-carboxy-2-(3,4,5-trihydroxyphenyl)acetyl]amino]-3-[[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid.

What is the SMILES notation for (6R,7S)-7-[[2-carboxy-2-(3,4,5-trihydroxyphenyl)acetyl]amino]-3-[[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid?

The canonical SMILES for (6R,7S)-7-[[2-carboxy-2-(3,4,5-trihydroxyphenyl)acetyl]amino]-3-[[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid is CO[C@@]1(NC(=O)C(C(=O)O)c2cc(O)c(O)c(O)c2)C(=O)N2C(C(=O)O)=C(CSc3nnc(CO)s3)CS[C@@H]21.

What is the InChIKey of (6R,7S)-7-[[2-carboxy-2-(3,4,5-trihydroxyphenyl)acetyl]amino]-3-[[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid?

The InChIKey is VMYSLIAZFWGGQL-XIBPQTQZSA-N. The full InChI is InChI=1S/C21H20N4O11S3/c1-36-21(22-15(30)12(16(31)32)7-2-9(27)14(29)10(28)3-7)18(35)25-13(17(33)34)8(5-37-19(21)25)6-38-20-24-23-11(4-26)39-20/h2-3,12,19,26-29H,4-6H2,1H3,(H,22,30)(H,31,32)(H,33,34)/t12?,19-,21+/m1/s1.

What are the key properties of (6R,7S)-7-[[2-carboxy-2-(3,4,5-trihydroxyphenyl)acetyl]amino]-3-[[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid?

(6R,7S)-7-[[2-carboxy-2-(3,4,5-trihydroxyphenyl)acetyl]amino]-3-[[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid has a molecular weight of 600.61 g/mol, XLogP of -0.18, 10 rotatable bonds, 7 hydrogen bond donors, and 14 hydrogen bond acceptors.

Where does this data come from?

All data for (6R,7S)-7-[[2-carboxy-2-(3,4,5-trihydroxyphenyl)acetyl]amino]-3-[[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid is sourced from PubChem (CID 88777621), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).