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

C23H19ClFN5O9 — CID 134335992

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

2-[[(1R,3R,4S,5R,6S)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[[4-[(E)-2-carboxyethenyl]phenyl]methyl]propanedioic acid (PubChem CID 134335992) has the molecular formula C23H19ClFN5O9 and a molecular weight of 563.88 g/mol. Its IUPAC name is 2-[[(1R,3R,4S,5R,6S)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[[4-[(E)-2-carboxyethenyl]phenyl]methyl]propanedioic acid.

Molecular Properties

• Compound Name: 2-[[(1R,3R,4S,5R,6S)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[[4-[(E)-2-carboxyethenyl]phenyl]methyl]propanedioic acid
• PubChem CID: 134335992
• Molecular Formula: C23H19ClFN5O9
• Molecular Weight: 563.88 g/mol
• Exact Mass: 563.09
• IUPAC Name: 2-[[(1R,3R,4S,5R,6S)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[[4-[(E)-2-carboxyethenyl]phenyl]methyl]propanedioic acid
• SMILES: Nc1nc(Cl)nc2c1ncn2[C@@H]1O[C@@H]2[C@H](OC(Cc3ccc(/C=C/C(=O)O)cc3)(C(=O)O)C(=O)O)[C@]2(O)[C@@H]1F
• InChI: InChI=1S/C23H19ClFN5O9/c24-21-28-16(26)12-17(29-21)30(8-27-12)18-13(25)23(37)14(38-18)15(23)39-22(19(33)34,20(35)36)7-10-3-1-9(2-4-10)5-6-11(31)32/h1-6,8,13-15,18,37H,7H2,(H,31,32)(H,33,34)(H,35,36)(H2,26,28,29)/b6-5+/t13-,14-,15+,18-,23+/m1/s1
• InChIKey: BJZCBKYAITUMOK-ZTHFKTSQSA-N
• XLogP: 0.68
• TPSA: 220.21 Ų
• H-Bond Donors: 5
• H-Bond Acceptors: 11
• Rotatable Bonds: 9
• Heavy Atoms: 39
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	563.88
LogP ≤ 5	0.68
H-Bond Donors ≤ 5	5
H-Bond Acceptors ≤ 10	11

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'beta-keto/anhydride', 'substructure': 'N/A'}, {'alert_name': 'Michael_acceptor_1', 'substructure': 'N/A'}

Frequently Asked Questions

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

The IUPAC name of 2-[[(1R,3R,4S,5R,6S)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[[4-[(E)-2-carboxyethenyl]phenyl]methyl]propanedioic acid (CID 134335992) is 2-[[(1R,3R,4S,5R,6S)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[[4-[(E)-2-carboxyethenyl]phenyl]methyl]propanedioic acid.

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

The canonical SMILES for 2-[[(1R,3R,4S,5R,6S)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[[4-[(E)-2-carboxyethenyl]phenyl]methyl]propanedioic acid is Nc1nc(Cl)nc2c1ncn2[C@@H]1O[C@@H]2[C@H](OC(Cc3ccc(/C=C/C(=O)O)cc3)(C(=O)O)C(=O)O)[C@]2(O)[C@@H]1F.

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

The InChIKey is BJZCBKYAITUMOK-ZTHFKTSQSA-N. The full InChI is InChI=1S/C23H19ClFN5O9/c24-21-28-16(26)12-17(29-21)30(8-27-12)18-13(25)23(37)14(38-18)15(23)39-22(19(33)34,20(35)36)7-10-3-1-9(2-4-10)5-6-11(31)32/h1-6,8,13-15,18,37H,7H2,(H,31,32)(H,33,34)(H,35,36)(H2,26,28,29)/b6-5+/t13-,14-,15+,18-,23+/m1/s1.

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

2-[[(1R,3R,4S,5R,6S)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[[4-[(E)-2-carboxyethenyl]phenyl]methyl]propanedioic acid has a molecular weight of 563.88 g/mol, XLogP of 0.68, 9 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,6S)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[[4-[(E)-2-carboxyethenyl]phenyl]methyl]propanedioic acid is sourced from PubChem (CID 134335992), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).