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-(carboxymethyl)phenyl]methyl]propanedioic acid

C22H19ClFN5O9 — CID 134344365

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-(carboxymethyl)phenyl]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-(carboxymethyl)phenyl]methyl]propanedioic acid (PubChem CID 134344365) has the molecular formula C22H19ClFN5O9 and a molecular weight of 551.87 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-(carboxymethyl)phenyl]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-(carboxymethyl)phenyl]methyl]propanedioic acid
• PubChem CID: 134344365
• Molecular Formula: C22H19ClFN5O9
• Molecular Weight: 551.87 g/mol
• Exact Mass: 551.09
• 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-(carboxymethyl)phenyl]methyl]propanedioic acid
• SMILES: Nc1nc(Cl)nc2c1ncn2[C@@H]1O[C@@H]2C(OC(Cc3ccc(CC(=O)O)cc3)(C(=O)O)C(=O)O)[C@]2(O)[C@@H]1F
• InChI: InChI=1S/C22H19ClFN5O9/c23-20-27-15(25)11-16(28-20)29(7-26-11)17-12(24)22(36)13(37-17)14(22)38-21(18(32)33,19(34)35)6-9-3-1-8(2-4-9)5-10(30)31/h1-4,7,12-14,17,36H,5-6H2,(H,30,31)(H,32,33)(H,34,35)(H2,25,27,28)/t12-,13-,14?,17-,22+/m1/s1
• InChIKey: MOTKDTUWSFXXKX-XERMUXPLSA-N
• XLogP: 0.21
• TPSA: 220.21 Ų
• H-Bond Donors: 5
• H-Bond Acceptors: 11
• Rotatable Bonds: 9
• Heavy Atoms: 38
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	551.87
LogP ≤ 5	0.21
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-(carboxymethyl)phenyl]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-(carboxymethyl)phenyl]methyl]propanedioic acid (CID 134344365) 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-(carboxymethyl)phenyl]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-(carboxymethyl)phenyl]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-(carboxymethyl)phenyl]methyl]propanedioic acid is Nc1nc(Cl)nc2c1ncn2[C@@H]1O[C@@H]2C(OC(Cc3ccc(CC(=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)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[[4-(carboxymethyl)phenyl]methyl]propanedioic acid?

The InChIKey is MOTKDTUWSFXXKX-XERMUXPLSA-N. The full InChI is InChI=1S/C22H19ClFN5O9/c23-20-27-15(25)11-16(28-20)29(7-26-11)17-12(24)22(36)13(37-17)14(22)38-21(18(32)33,19(34)35)6-9-3-1-8(2-4-9)5-10(30)31/h1-4,7,12-14,17,36H,5-6H2,(H,30,31)(H,32,33)(H,34,35)(H2,25,27,28)/t12-,13-,14?,17-,22+/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-(carboxymethyl)phenyl]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-(carboxymethyl)phenyl]methyl]propanedioic acid has a molecular weight of 551.87 g/mol, XLogP of 0.21, 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)-3-(6-amino-2-chloropurin-9-yl)-4-fluoro-5-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[[4-(carboxymethyl)phenyl]methyl]propanedioic acid is sourced from PubChem (CID 134344365), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).