2-[[(1R,3R,4S,5R)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carbamoylphenyl)methyl]propanedioic acid

C21H18ClFN6O8 — CID 135197289

About 2-[[(1R,3R,4S,5R)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carbamoylphenyl)methyl]propanedioic acid

2-[[(1R,3R,4S,5R)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carbamoylphenyl)methyl]propanedioic acid (PubChem CID 135197289) has the molecular formula C21H18ClFN6O8 and a molecular weight of 536.86 g/mol. Its IUPAC name is 2-[[(1R,3R,4S,5R)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carbamoylphenyl)methyl]propanedioic acid.

Molecular Properties

• Compound Name: 2-[[(1R,3R,4S,5R)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carbamoylphenyl)methyl]propanedioic acid
• PubChem CID: 135197289
• Molecular Formula: C21H18ClFN6O8
• Molecular Weight: 536.86 g/mol
• Exact Mass: 536.09
• IUPAC Name: 2-[[(1R,3R,4S,5R)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carbamoylphenyl)methyl]propanedioic acid
• SMILES: NC(=O)c1ccc(CC(OC2[C@H]3O[C@@H](n4cnc5c(N)nc(Cl)nc54)[C@@H](F)[C@@]23O)(C(=O)O)C(=O)O)cc1
• InChI: InChI=1S/C21H18ClFN6O8/c22-19-27-13(24)9-15(28-19)29(6-26-9)16-10(23)21(35)11(36-16)12(21)37-20(17(31)32,18(33)34)5-7-1-3-8(4-2-7)14(25)30/h1-4,6,10-12,16,35H,5H2,(H2,25,30)(H,31,32)(H,33,34)(H2,24,27,28)/t10-,11-,12?,16-,21+/m1/s1
• InChIKey: AFQWXUKREJYNOZ-IOXLHDCRSA-N
• XLogP: -0.32
• TPSA: 226.00 Ų
• H-Bond Donors: 5
• H-Bond Acceptors: 11
• Rotatable Bonds: 8
• Heavy Atoms: 37
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	536.86
LogP ≤ 5	-0.32
H-Bond Donors ≤ 5	5
H-Bond Acceptors ≤ 10	11

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'beta-keto/anhydride', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of 2-[[(1R,3R,4S,5R)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carbamoylphenyl)methyl]propanedioic acid?

The IUPAC name of 2-[[(1R,3R,4S,5R)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carbamoylphenyl)methyl]propanedioic acid (CID 135197289) is 2-[[(1R,3R,4S,5R)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carbamoylphenyl)methyl]propanedioic acid.

What is the SMILES notation for 2-[[(1R,3R,4S,5R)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carbamoylphenyl)methyl]propanedioic acid?

The canonical SMILES for 2-[[(1R,3R,4S,5R)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carbamoylphenyl)methyl]propanedioic acid is NC(=O)c1ccc(CC(OC2[C@H]3O[C@@H](n4cnc5c(N)nc(Cl)nc54)[C@@H](F)[C@@]23O)(C(=O)O)C(=O)O)cc1.

What is the InChIKey of 2-[[(1R,3R,4S,5R)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carbamoylphenyl)methyl]propanedioic acid?

The InChIKey is AFQWXUKREJYNOZ-IOXLHDCRSA-N. The full InChI is InChI=1S/C21H18ClFN6O8/c22-19-27-13(24)9-15(28-19)29(6-26-9)16-10(23)21(35)11(36-16)12(21)37-20(17(31)32,18(33)34)5-7-1-3-8(4-2-7)14(25)30/h1-4,6,10-12,16,35H,5H2,(H2,25,30)(H,31,32)(H,33,34)(H2,24,27,28)/t10-,11-,12?,16-,21+/m1/s1.

What are the key properties of 2-[[(1R,3R,4S,5R)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carbamoylphenyl)methyl]propanedioic acid?

2-[[(1R,3R,4S,5R)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carbamoylphenyl)methyl]propanedioic acid has a molecular weight of 536.86 g/mol, XLogP of -0.32, 8 rotatable bonds, 5 hydrogen bond donors, and 11 hydrogen bond acceptors.

Where does this data come from?

All data for 2-[[(1R,3R,4S,5R)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carbamoylphenyl)methyl]propanedioic acid is sourced from PubChem (CID 135197289), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).