(6R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-[carboxy-(3,4-dihydroxyphenyl)methoxy]iminoacetyl]amino]-3-[(E)-3-(4,6-diaminopyrimidin-1-ium-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-3-carboxylic acid

C27H28N9O9S2+ — CID 174295187

About (6R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-[carboxy-(3,4-dihydroxyphenyl)methoxy]iminoacetyl]amino]-3-[(E)-3-(4,6-diaminopyrimidin-1-ium-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-3-carboxylic acid

(6R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-[carboxy-(3,4-dihydroxyphenyl)methoxy]iminoacetyl]amino]-3-[(E)-3-(4,6-diaminopyrimidin-1-ium-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-3-carboxylic acid (PubChem CID 174295187) has the molecular formula C27H28N9O9S2+ and a molecular weight of 686.71 g/mol. Its IUPAC name is (6R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-[carboxy-(3,4-dihydroxyphenyl)methoxy]iminoacetyl]amino]-3-[(E)-3-(4,6-diaminopyrimidin-1-ium-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-3-carboxylic acid.

Molecular Properties

• Compound Name: (6R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-[carboxy-(3,4-dihydroxyphenyl)methoxy]iminoacetyl]amino]-3-[(E)-3-(4,6-diaminopyrimidin-1-ium-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-3-carboxylic acid
• PubChem CID: 174295187
• Molecular Formula: C27H28N9O9S2+
• Molecular Weight: 686.71 g/mol
• Exact Mass: 686.14
• IUPAC Name: (6R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-[carboxy-(3,4-dihydroxyphenyl)methoxy]iminoacetyl]amino]-3-[(E)-3-(4,6-diaminopyrimidin-1-ium-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-3-carboxylic acid
• SMILES: Nc1cc(N)[n+](C/C=C/C2(C(=O)O)CS[C@@H]3C(NC(=O)C(=NOC(C(=O)O)c4ccc(O)c(O)c4)c4csc(N)n4)C(=O)N3C2)cn1
• InChI: InChI=1S/C27H27N9O9S2/c28-16-7-17(29)35(11-31-16)5-1-4-27(25(43)44)9-36-22(40)19(23(36)47-10-27)33-21(39)18(13-8-46-26(30)32-13)34-45-20(24(41)42)12-2-3-14(37)15(38)6-12/h1-4,6-8,11,19-20,23H,5,9-10H2,(H10,28,29,30,32,33,34,37,38,39,41,42,43,44)/p+1/b4-1+/t19?,20?,23-,27?/m1/s1
• InChIKey: IUXJKZOONWJNCD-ORLYAWQRSA-O
• XLogP: -0.74
• TPSA: 293.78 Ų
• H-Bond Donors: 8
• H-Bond Acceptors: 15
• Rotatable Bonds: 11
• Heavy Atoms: 47
• Complexity: —

Lipinski Rule of Five

3 violations

Rule	Value
MW ≤ 500	686.71
LogP ≤ 5	-0.74
H-Bond Donors ≤ 5	8
H-Bond Acceptors ≤ 10	15

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'catechol_A(92)', 'substructure': 'N/A'}, {'alert_name': 'catechol', 'substructure': 'N/A'}, {'alert_name': 'imine_1', 'substructure': 'N/A'}, {'alert_name': 'isolated_alkene', 'substructure': 'N/A'}, {'alert_name': 'Oxygen-nitrogen_single_bond', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of (6R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-[carboxy-(3,4-dihydroxyphenyl)methoxy]iminoacetyl]amino]-3-[(E)-3-(4,6-diaminopyrimidin-1-ium-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-3-carboxylic acid?

The IUPAC name of (6R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-[carboxy-(3,4-dihydroxyphenyl)methoxy]iminoacetyl]amino]-3-[(E)-3-(4,6-diaminopyrimidin-1-ium-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-3-carboxylic acid (CID 174295187) is (6R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-[carboxy-(3,4-dihydroxyphenyl)methoxy]iminoacetyl]amino]-3-[(E)-3-(4,6-diaminopyrimidin-1-ium-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-3-carboxylic acid.

What is the SMILES notation for (6R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-[carboxy-(3,4-dihydroxyphenyl)methoxy]iminoacetyl]amino]-3-[(E)-3-(4,6-diaminopyrimidin-1-ium-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-3-carboxylic acid?

The canonical SMILES for (6R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-[carboxy-(3,4-dihydroxyphenyl)methoxy]iminoacetyl]amino]-3-[(E)-3-(4,6-diaminopyrimidin-1-ium-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-3-carboxylic acid is Nc1cc(N)[n+](C/C=C/C2(C(=O)O)CS[C@@H]3C(NC(=O)C(=NOC(C(=O)O)c4ccc(O)c(O)c4)c4csc(N)n4)C(=O)N3C2)cn1.

What is the InChIKey of (6R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-[carboxy-(3,4-dihydroxyphenyl)methoxy]iminoacetyl]amino]-3-[(E)-3-(4,6-diaminopyrimidin-1-ium-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-3-carboxylic acid?

The InChIKey is IUXJKZOONWJNCD-ORLYAWQRSA-O. The full InChI is InChI=1S/C27H27N9O9S2/c28-16-7-17(29)35(11-31-16)5-1-4-27(25(43)44)9-36-22(40)19(23(36)47-10-27)33-21(39)18(13-8-46-26(30)32-13)34-45-20(24(41)42)12-2-3-14(37)15(38)6-12/h1-4,6-8,11,19-20,23H,5,9-10H2,(H10,28,29,30,32,33,34,37,38,39,41,42,43,44)/p+1/b4-1+/t19?,20?,23-,27?/m1/s1.

What are the key properties of (6R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-[carboxy-(3,4-dihydroxyphenyl)methoxy]iminoacetyl]amino]-3-[(E)-3-(4,6-diaminopyrimidin-1-ium-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-3-carboxylic acid?

(6R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-[carboxy-(3,4-dihydroxyphenyl)methoxy]iminoacetyl]amino]-3-[(E)-3-(4,6-diaminopyrimidin-1-ium-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-3-carboxylic acid has a molecular weight of 686.71 g/mol, XLogP of -0.74, 11 rotatable bonds, 8 hydrogen bond donors, and 15 hydrogen bond acceptors.

Where does this data come from?

All data for (6R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-[carboxy-(3,4-dihydroxyphenyl)methoxy]iminoacetyl]amino]-3-[(E)-3-(4,6-diaminopyrimidin-1-ium-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-3-carboxylic acid is sourced from PubChem (CID 174295187), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).