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

C21H18ClN5O9 — CID 154989278

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

2-[[(1S,3R,4R)-3-(6-amino-2-chloropurin-9-yl)-4-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carboxyphenyl)methyl]propanedioic acid (PubChem CID 154989278) has the molecular formula C21H18ClN5O9 and a molecular weight of 519.85 g/mol. Its IUPAC name is 2-[[(1S,3R,4R)-3-(6-amino-2-chloropurin-9-yl)-4-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carboxyphenyl)methyl]propanedioic acid.

Molecular Properties

• Compound Name: 2-[[(1S,3R,4R)-3-(6-amino-2-chloropurin-9-yl)-4-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carboxyphenyl)methyl]propanedioic acid
• PubChem CID: 154989278
• Molecular Formula: C21H18ClN5O9
• Molecular Weight: 519.85 g/mol
• Exact Mass: 519.08
• IUPAC Name: 2-[[(1S,3R,4R)-3-(6-amino-2-chloropurin-9-yl)-4-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carboxyphenyl)methyl]propanedioic acid
• SMILES: Nc1nc(Cl)nc2c1ncn2[C@@H]1O[C@@H]2C(OC(Cc3ccc(C(=O)O)cc3)(C(=O)O)C(=O)O)C2C1O
• InChI: InChI=1S/C21H18ClN5O9/c22-20-25-14(23)10-15(26-20)27(6-24-10)16-11(28)9-12(35-16)13(9)36-21(18(31)32,19(33)34)5-7-1-3-8(4-2-7)17(29)30/h1-4,6,9,11-13,16,28H,5H2,(H,29,30)(H,31,32)(H,33,34)(H2,23,25,26)/t9?,11?,12-,13?,16+/m0/s1
• InChIKey: IIPIJRIOVMKUFY-WUXZRSKFSA-N
• XLogP: 0.18
• TPSA: 220.21 Ų
• H-Bond Donors: 5
• H-Bond Acceptors: 11
• Rotatable Bonds: 8
• Heavy Atoms: 36
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	519.85
LogP ≤ 5	0.18
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-[[(1S,3R,4R)-3-(6-amino-2-chloropurin-9-yl)-4-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carboxyphenyl)methyl]propanedioic acid?

The IUPAC name of 2-[[(1S,3R,4R)-3-(6-amino-2-chloropurin-9-yl)-4-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carboxyphenyl)methyl]propanedioic acid (CID 154989278) is 2-[[(1S,3R,4R)-3-(6-amino-2-chloropurin-9-yl)-4-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carboxyphenyl)methyl]propanedioic acid.

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

The canonical SMILES for 2-[[(1S,3R,4R)-3-(6-amino-2-chloropurin-9-yl)-4-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carboxyphenyl)methyl]propanedioic acid is Nc1nc(Cl)nc2c1ncn2[C@@H]1O[C@@H]2C(OC(Cc3ccc(C(=O)O)cc3)(C(=O)O)C(=O)O)C2C1O.

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

The InChIKey is IIPIJRIOVMKUFY-WUXZRSKFSA-N. The full InChI is InChI=1S/C21H18ClN5O9/c22-20-25-14(23)10-15(26-20)27(6-24-10)16-11(28)9-12(35-16)13(9)36-21(18(31)32,19(33)34)5-7-1-3-8(4-2-7)17(29)30/h1-4,6,9,11-13,16,28H,5H2,(H,29,30)(H,31,32)(H,33,34)(H2,23,25,26)/t9?,11?,12-,13?,16+/m0/s1.

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

2-[[(1S,3R,4R)-3-(6-amino-2-chloropurin-9-yl)-4-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carboxyphenyl)methyl]propanedioic acid has a molecular weight of 519.85 g/mol, XLogP of 0.18, 8 rotatable bonds, 5 hydrogen bond donors, and 11 hydrogen bond acceptors.

Where does this data come from?

All data for 2-[[(1S,3R,4R)-3-(6-amino-2-chloropurin-9-yl)-4-hydroxy-2-oxabicyclo[3.1.0]hexan-6-yl]oxy]-2-[(4-carboxyphenyl)methyl]propanedioic acid is sourced from PubChem (CID 154989278), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).