(7R)-7-[[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-nitrosoacetyl]amino]-8-oxo-3-[[2-oxo-1-(pyrrolidin-3-ylmethyl)pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

C21H24N8O6S2 — CID 57153185

About (7R)-7-[[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-nitrosoacetyl]amino]-8-oxo-3-[[2-oxo-1-(pyrrolidin-3-ylmethyl)pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(7R)-7-[[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-nitrosoacetyl]amino]-8-oxo-3-[[2-oxo-1-(pyrrolidin-3-ylmethyl)pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (PubChem CID 57153185) has the molecular formula C21H24N8O6S2 and a molecular weight of 548.61 g/mol. Its IUPAC name is (7R)-7-[[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-nitrosoacetyl]amino]-8-oxo-3-[[2-oxo-1-(pyrrolidin-3-ylmethyl)pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid.

Molecular Properties

• Compound Name: (7R)-7-[[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-nitrosoacetyl]amino]-8-oxo-3-[[2-oxo-1-(pyrrolidin-3-ylmethyl)pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• PubChem CID: 57153185
• Molecular Formula: C21H24N8O6S2
• Molecular Weight: 548.61 g/mol
• Exact Mass: 548.13
• IUPAC Name: (7R)-7-[[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-nitrosoacetyl]amino]-8-oxo-3-[[2-oxo-1-(pyrrolidin-3-ylmethyl)pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• SMILES: Nc1nc(C(N=O)C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(C=C4CCN(CC5CCNC5)C4=O)CSC23)ns1
• InChI: InChI=1S/C21H24N8O6S2/c22-21-25-15(27-37-21)12(26-35)16(30)24-13-18(32)29-14(20(33)34)11(8-36-19(13)29)5-10-2-4-28(17(10)31)7-9-1-3-23-6-9/h5,9,12-13,19,23H,1-4,6-8H2,(H,24,30)(H,33,34)(H2,22,25,27)/t9?,12?,13-,19?/m1/s1
• InChIKey: QMIGFKCGWYAHAW-LLEFYVQVSA-N
• XLogP: -0.57
• TPSA: 200.28 Ų
• H-Bond Donors: 4
• H-Bond Acceptors: 12
• Rotatable Bonds: 8
• Heavy Atoms: 37
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	548.61
LogP ≤ 5	-0.57
H-Bond Donors ≤ 5	4
H-Bond Acceptors ≤ 10	12

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'Michael_acceptor_1', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of (7R)-7-[[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-nitrosoacetyl]amino]-8-oxo-3-[[2-oxo-1-(pyrrolidin-3-ylmethyl)pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid?

The IUPAC name of (7R)-7-[[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-nitrosoacetyl]amino]-8-oxo-3-[[2-oxo-1-(pyrrolidin-3-ylmethyl)pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CID 57153185) is (7R)-7-[[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-nitrosoacetyl]amino]-8-oxo-3-[[2-oxo-1-(pyrrolidin-3-ylmethyl)pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid.

What is the SMILES notation for (7R)-7-[[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-nitrosoacetyl]amino]-8-oxo-3-[[2-oxo-1-(pyrrolidin-3-ylmethyl)pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid?

The canonical SMILES for (7R)-7-[[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-nitrosoacetyl]amino]-8-oxo-3-[[2-oxo-1-(pyrrolidin-3-ylmethyl)pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid is Nc1nc(C(N=O)C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(C=C4CCN(CC5CCNC5)C4=O)CSC23)ns1.

What is the InChIKey of (7R)-7-[[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-nitrosoacetyl]amino]-8-oxo-3-[[2-oxo-1-(pyrrolidin-3-ylmethyl)pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid?

The InChIKey is QMIGFKCGWYAHAW-LLEFYVQVSA-N. The full InChI is InChI=1S/C21H24N8O6S2/c22-21-25-15(27-37-21)12(26-35)16(30)24-13-18(32)29-14(20(33)34)11(8-36-19(13)29)5-10-2-4-28(17(10)31)7-9-1-3-23-6-9/h5,9,12-13,19,23H,1-4,6-8H2,(H,24,30)(H,33,34)(H2,22,25,27)/t9?,12?,13-,19?/m1/s1.

What are the key properties of (7R)-7-[[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-nitrosoacetyl]amino]-8-oxo-3-[[2-oxo-1-(pyrrolidin-3-ylmethyl)pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid?

(7R)-7-[[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-nitrosoacetyl]amino]-8-oxo-3-[[2-oxo-1-(pyrrolidin-3-ylmethyl)pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid has a molecular weight of 548.61 g/mol, XLogP of -0.57, 8 rotatable bonds, 4 hydrogen bond donors, and 12 hydrogen bond acceptors.

Where does this data come from?

All data for (7R)-7-[[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-nitrosoacetyl]amino]-8-oxo-3-[[2-oxo-1-(pyrrolidin-3-ylmethyl)pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid is sourced from PubChem (CID 57153185), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).