(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-carboxylate

C27H27N9O9S2 — CID 174295186

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-carboxylate

(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-carboxylate (PubChem CID 174295186) has the molecular formula C27H27N9O9S2 and a molecular weight of 685.70 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-carboxylate.

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-carboxylate
• PubChem CID: 174295186
• Molecular Formula: C27H27N9O9S2
• Molecular Weight: 685.70 g/mol
• Exact Mass: 685.14
• 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-carboxylate
• 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)/b4-1+/t19?,20?,23-,27?/m1/s1
• InChIKey: IUXJKZOONWJNCD-ORLYAWQRSA-N
• XLogP: -2.08
• TPSA: 296.61 Ų
• H-Bond Donors: 7
• H-Bond Acceptors: 16
• Rotatable Bonds: 11
• Heavy Atoms: 47
• Complexity: —

Lipinski Rule of Five

3 violations

Rule	Value
MW ≤ 500	685.70
LogP ≤ 5	-2.08
H-Bond Donors ≤ 5	7
H-Bond Acceptors ≤ 10	16

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-carboxylate?

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-carboxylate (CID 174295186) 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-carboxylate.

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-carboxylate?

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-carboxylate 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-carboxylate?

The InChIKey is IUXJKZOONWJNCD-ORLYAWQRSA-N. 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)/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-carboxylate?

(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-carboxylate has a molecular weight of 685.70 g/mol, XLogP of -2.08, 11 rotatable bonds, 7 hydrogen bond donors, and 16 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-carboxylate is sourced from PubChem (CID 174295186), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).