2-[[(2R,3S,4R,5R)-5-(2-acetyl-6-aminopurin-9-yl)-3-ethynyl-3,4-dihydroxyoxolan-2-yl]methoxy]-2-benzylpropanedioic acid

C24H23N5O9 — CID 146276875

About 2-[[(2R,3S,4R,5R)-5-(2-acetyl-6-aminopurin-9-yl)-3-ethynyl-3,4-dihydroxyoxolan-2-yl]methoxy]-2-benzylpropanedioic acid

2-[[(2R,3S,4R,5R)-5-(2-acetyl-6-aminopurin-9-yl)-3-ethynyl-3,4-dihydroxyoxolan-2-yl]methoxy]-2-benzylpropanedioic acid (PubChem CID 146276875) has the molecular formula C24H23N5O9 and a molecular weight of 525.47 g/mol. Its IUPAC name is 2-[[(2R,3S,4R,5R)-5-(2-acetyl-6-aminopurin-9-yl)-3-ethynyl-3,4-dihydroxyoxolan-2-yl]methoxy]-2-benzylpropanedioic acid.

Molecular Properties

• Compound Name: 2-[[(2R,3S,4R,5R)-5-(2-acetyl-6-aminopurin-9-yl)-3-ethynyl-3,4-dihydroxyoxolan-2-yl]methoxy]-2-benzylpropanedioic acid
• PubChem CID: 146276875
• Molecular Formula: C24H23N5O9
• Molecular Weight: 525.47 g/mol
• Exact Mass: 525.15
• IUPAC Name: 2-[[(2R,3S,4R,5R)-5-(2-acetyl-6-aminopurin-9-yl)-3-ethynyl-3,4-dihydroxyoxolan-2-yl]methoxy]-2-benzylpropanedioic acid
• SMILES: C#C[C@@]1(O)[C@@H](COC(Cc2ccccc2)(C(=O)O)C(=O)O)O[C@@H](n2cnc3c(N)nc(C(C)=O)nc32)[C@@H]1O
• InChI: InChI=1S/C24H23N5O9/c1-3-23(36)14(10-37-24(21(32)33,22(34)35)9-13-7-5-4-6-8-13)38-20(16(23)31)29-11-26-15-17(25)27-18(12(2)30)28-19(15)29/h1,4-8,11,14,16,20,31,36H,9-10H2,2H3,(H,32,33)(H,34,35)(H2,25,27,28)/t14-,16+,20-,23-/m1/s1
• InChIKey: HMAZMWHYFFOIJL-GIQADNOUSA-N
• XLogP: -0.60
• TPSA: 220.21 Ų
• H-Bond Donors: 5
• H-Bond Acceptors: 12
• Rotatable Bonds: 9
• Heavy Atoms: 38
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	525.47
LogP ≤ 5	-0.60
H-Bond Donors ≤ 5	5
H-Bond Acceptors ≤ 10	12

Computed Properties (RDKit)

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

Frequently Asked Questions

What is the IUPAC name of 2-[[(2R,3S,4R,5R)-5-(2-acetyl-6-aminopurin-9-yl)-3-ethynyl-3,4-dihydroxyoxolan-2-yl]methoxy]-2-benzylpropanedioic acid?

The IUPAC name of 2-[[(2R,3S,4R,5R)-5-(2-acetyl-6-aminopurin-9-yl)-3-ethynyl-3,4-dihydroxyoxolan-2-yl]methoxy]-2-benzylpropanedioic acid (CID 146276875) is 2-[[(2R,3S,4R,5R)-5-(2-acetyl-6-aminopurin-9-yl)-3-ethynyl-3,4-dihydroxyoxolan-2-yl]methoxy]-2-benzylpropanedioic acid.

What is the SMILES notation for 2-[[(2R,3S,4R,5R)-5-(2-acetyl-6-aminopurin-9-yl)-3-ethynyl-3,4-dihydroxyoxolan-2-yl]methoxy]-2-benzylpropanedioic acid?

The canonical SMILES for 2-[[(2R,3S,4R,5R)-5-(2-acetyl-6-aminopurin-9-yl)-3-ethynyl-3,4-dihydroxyoxolan-2-yl]methoxy]-2-benzylpropanedioic acid is C#C[C@@]1(O)[C@@H](COC(Cc2ccccc2)(C(=O)O)C(=O)O)O[C@@H](n2cnc3c(N)nc(C(C)=O)nc32)[C@@H]1O.

What is the InChIKey of 2-[[(2R,3S,4R,5R)-5-(2-acetyl-6-aminopurin-9-yl)-3-ethynyl-3,4-dihydroxyoxolan-2-yl]methoxy]-2-benzylpropanedioic acid?

The InChIKey is HMAZMWHYFFOIJL-GIQADNOUSA-N. The full InChI is InChI=1S/C24H23N5O9/c1-3-23(36)14(10-37-24(21(32)33,22(34)35)9-13-7-5-4-6-8-13)38-20(16(23)31)29-11-26-15-17(25)27-18(12(2)30)28-19(15)29/h1,4-8,11,14,16,20,31,36H,9-10H2,2H3,(H,32,33)(H,34,35)(H2,25,27,28)/t14-,16+,20-,23-/m1/s1.

What are the key properties of 2-[[(2R,3S,4R,5R)-5-(2-acetyl-6-aminopurin-9-yl)-3-ethynyl-3,4-dihydroxyoxolan-2-yl]methoxy]-2-benzylpropanedioic acid?

2-[[(2R,3S,4R,5R)-5-(2-acetyl-6-aminopurin-9-yl)-3-ethynyl-3,4-dihydroxyoxolan-2-yl]methoxy]-2-benzylpropanedioic acid has a molecular weight of 525.47 g/mol, XLogP of -0.60, 9 rotatable bonds, 5 hydrogen bond donors, and 12 hydrogen bond acceptors.

Where does this data come from?

All data for 2-[[(2R,3S,4R,5R)-5-(2-acetyl-6-aminopurin-9-yl)-3-ethynyl-3,4-dihydroxyoxolan-2-yl]methoxy]-2-benzylpropanedioic acid is sourced from PubChem (CID 146276875), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).