(5R)-6-[[(E)-2-(2-amino-1,3-thiazol-4-yl)-3-phenylprop-2-enoyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-3-carboxylic acid

C18H16N4O4S2 — CID 139637853

About (5R)-6-[[(E)-2-(2-amino-1,3-thiazol-4-yl)-3-phenylprop-2-enoyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-3-carboxylic acid

(5R)-6-[[(E)-2-(2-amino-1,3-thiazol-4-yl)-3-phenylprop-2-enoyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-3-carboxylic acid (PubChem CID 139637853) has the molecular formula C18H16N4O4S2 and a molecular weight of 416.48 g/mol. Its IUPAC name is (5R)-6-[[(E)-2-(2-amino-1,3-thiazol-4-yl)-3-phenylprop-2-enoyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-3-carboxylic acid.

Molecular Properties

• Compound Name: (5R)-6-[[(E)-2-(2-amino-1,3-thiazol-4-yl)-3-phenylprop-2-enoyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-3-carboxylic acid
• PubChem CID: 139637853
• Molecular Formula: C18H16N4O4S2
• Molecular Weight: 416.48 g/mol
• Exact Mass: 416.06
• IUPAC Name: (5R)-6-[[(E)-2-(2-amino-1,3-thiazol-4-yl)-3-phenylprop-2-enoyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-3-carboxylic acid
• SMILES: Nc1nc(/C(=C\c2ccccc2)C(=O)NC2C(=O)N3CC(C(=O)O)S[C@H]23)cs1
• InChI: InChI=1S/C18H16N4O4S2/c19-18-20-11(8-27-18)10(6-9-4-2-1-3-5-9)14(23)21-13-15(24)22-7-12(17(25)26)28-16(13)22/h1-6,8,12-13,16H,7H2,(H2,19,20)(H,21,23)(H,25,26)/b10-6+/t12?,13?,16-/m1/s1
• InChIKey: MMECCZORXTUBTM-YOYGPINRSA-N
• XLogP: 1.12
• TPSA: 125.62 Ų
• H-Bond Donors: 3
• H-Bond Acceptors: 7
• Rotatable Bonds: 5
• Heavy Atoms: 28
• Complexity: —

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	416.48
LogP ≤ 5	1.12
H-Bond Donors ≤ 5	3
H-Bond Acceptors ≤ 10	7

Computed Properties (RDKit)

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

Frequently Asked Questions

What is the IUPAC name of (5R)-6-[[(E)-2-(2-amino-1,3-thiazol-4-yl)-3-phenylprop-2-enoyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-3-carboxylic acid?

The IUPAC name of (5R)-6-[[(E)-2-(2-amino-1,3-thiazol-4-yl)-3-phenylprop-2-enoyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-3-carboxylic acid (CID 139637853) is (5R)-6-[[(E)-2-(2-amino-1,3-thiazol-4-yl)-3-phenylprop-2-enoyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-3-carboxylic acid.

What is the SMILES notation for (5R)-6-[[(E)-2-(2-amino-1,3-thiazol-4-yl)-3-phenylprop-2-enoyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-3-carboxylic acid?

The canonical SMILES for (5R)-6-[[(E)-2-(2-amino-1,3-thiazol-4-yl)-3-phenylprop-2-enoyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-3-carboxylic acid is Nc1nc(/C(=C\c2ccccc2)C(=O)NC2C(=O)N3CC(C(=O)O)S[C@H]23)cs1.

What is the InChIKey of (5R)-6-[[(E)-2-(2-amino-1,3-thiazol-4-yl)-3-phenylprop-2-enoyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-3-carboxylic acid?

The InChIKey is MMECCZORXTUBTM-YOYGPINRSA-N. The full InChI is InChI=1S/C18H16N4O4S2/c19-18-20-11(8-27-18)10(6-9-4-2-1-3-5-9)14(23)21-13-15(24)22-7-12(17(25)26)28-16(13)22/h1-6,8,12-13,16H,7H2,(H2,19,20)(H,21,23)(H,25,26)/b10-6+/t12?,13?,16-/m1/s1.

What are the key properties of (5R)-6-[[(E)-2-(2-amino-1,3-thiazol-4-yl)-3-phenylprop-2-enoyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-3-carboxylic acid?

(5R)-6-[[(E)-2-(2-amino-1,3-thiazol-4-yl)-3-phenylprop-2-enoyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-3-carboxylic acid has a molecular weight of 416.48 g/mol, XLogP of 1.12, 5 rotatable bonds, 3 hydrogen bond donors, and 7 hydrogen bond acceptors.

Where does this data come from?

All data for (5R)-6-[[(E)-2-(2-amino-1,3-thiazol-4-yl)-3-phenylprop-2-enoyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-3-carboxylic acid is sourced from PubChem (CID 139637853), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).