(2R,3S,5R)-5-(2-amino-6-methoxypurin-9-yl)-4-azido-4-methyl-2-[[methyl-[(1S)-1-phenylethoxy]phosphoryl]oxymethyl]oxolan-3-ol

C21H27N8O6P — CID 90299985

About (2R,3S,5R)-5-(2-amino-6-methoxypurin-9-yl)-4-azido-4-methyl-2-[[methyl-[(1S)-1-phenylethoxy]phosphoryl]oxymethyl]oxolan-3-ol

(2R,3S,5R)-5-(2-amino-6-methoxypurin-9-yl)-4-azido-4-methyl-2-[[methyl-[(1S)-1-phenylethoxy]phosphoryl]oxymethyl]oxolan-3-ol (PubChem CID 90299985) has the molecular formula C21H27N8O6P and a molecular weight of 518.47 g/mol. Its IUPAC name is (2R,3S,5R)-5-(2-amino-6-methoxypurin-9-yl)-4-azido-4-methyl-2-[[methyl-[(1S)-1-phenylethoxy]phosphoryl]oxymethyl]oxolan-3-ol.

Molecular Properties

• Compound Name: (2R,3S,5R)-5-(2-amino-6-methoxypurin-9-yl)-4-azido-4-methyl-2-[[methyl-[(1S)-1-phenylethoxy]phosphoryl]oxymethyl]oxolan-3-ol
• PubChem CID: 90299985
• Molecular Formula: C21H27N8O6P
• Molecular Weight: 518.47 g/mol
• Exact Mass: 518.18
• IUPAC Name: (2R,3S,5R)-5-(2-amino-6-methoxypurin-9-yl)-4-azido-4-methyl-2-[[methyl-[(1S)-1-phenylethoxy]phosphoryl]oxymethyl]oxolan-3-ol
• SMILES: COc1nc(N)nc2c1ncn2[C@@H]1O[C@H](COP(C)(=O)O[C@@H](C)c2ccccc2)[C@@H](O)C1(C)N=[N+]=[N-]
• InChI: InChI=1S/C21H27N8O6P/c1-12(13-8-6-5-7-9-13)35-36(4,31)33-10-14-16(30)21(2,27-28-23)19(34-14)29-11-24-15-17(29)25-20(22)26-18(15)32-3/h5-9,11-12,14,16,19,30H,10H2,1-4H3,(H2,22,25,26)/t12-,14+,16+,19+,21?,36?/m0/s1
• InChIKey: YDBBKNDIYCKIHX-MKWRJVBGSA-N
• XLogP: 3.36
• TPSA: 192.60 Ų
• H-Bond Donors: 2
• H-Bond Acceptors: 12
• Rotatable Bonds: 9
• Heavy Atoms: 36
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	518.47
LogP ≤ 5	3.36
H-Bond Donors ≤ 5	2
H-Bond Acceptors ≤ 10	12

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'azo_A(324)', 'substructure': 'N/A'}, {'alert_name': 'Azido_group', 'substructure': 'N/A'}, {'alert_name': 'diazo_group', 'substructure': 'N/A'}, {'alert_name': 'phosphor', 'substructure': 'N/A'}, {'alert_name': 'quaternary_nitrogen_3', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of (2R,3S,5R)-5-(2-amino-6-methoxypurin-9-yl)-4-azido-4-methyl-2-[[methyl-[(1S)-1-phenylethoxy]phosphoryl]oxymethyl]oxolan-3-ol?

The IUPAC name of (2R,3S,5R)-5-(2-amino-6-methoxypurin-9-yl)-4-azido-4-methyl-2-[[methyl-[(1S)-1-phenylethoxy]phosphoryl]oxymethyl]oxolan-3-ol (CID 90299985) is (2R,3S,5R)-5-(2-amino-6-methoxypurin-9-yl)-4-azido-4-methyl-2-[[methyl-[(1S)-1-phenylethoxy]phosphoryl]oxymethyl]oxolan-3-ol.

What is the SMILES notation for (2R,3S,5R)-5-(2-amino-6-methoxypurin-9-yl)-4-azido-4-methyl-2-[[methyl-[(1S)-1-phenylethoxy]phosphoryl]oxymethyl]oxolan-3-ol?

The canonical SMILES for (2R,3S,5R)-5-(2-amino-6-methoxypurin-9-yl)-4-azido-4-methyl-2-[[methyl-[(1S)-1-phenylethoxy]phosphoryl]oxymethyl]oxolan-3-ol is COc1nc(N)nc2c1ncn2[C@@H]1O[C@H](COP(C)(=O)O[C@@H](C)c2ccccc2)[C@@H](O)C1(C)N=[N+]=[N-].

What is the InChIKey of (2R,3S,5R)-5-(2-amino-6-methoxypurin-9-yl)-4-azido-4-methyl-2-[[methyl-[(1S)-1-phenylethoxy]phosphoryl]oxymethyl]oxolan-3-ol?

The InChIKey is YDBBKNDIYCKIHX-MKWRJVBGSA-N. The full InChI is InChI=1S/C21H27N8O6P/c1-12(13-8-6-5-7-9-13)35-36(4,31)33-10-14-16(30)21(2,27-28-23)19(34-14)29-11-24-15-17(29)25-20(22)26-18(15)32-3/h5-9,11-12,14,16,19,30H,10H2,1-4H3,(H2,22,25,26)/t12-,14+,16+,19+,21?,36?/m0/s1.

What are the key properties of (2R,3S,5R)-5-(2-amino-6-methoxypurin-9-yl)-4-azido-4-methyl-2-[[methyl-[(1S)-1-phenylethoxy]phosphoryl]oxymethyl]oxolan-3-ol?

(2R,3S,5R)-5-(2-amino-6-methoxypurin-9-yl)-4-azido-4-methyl-2-[[methyl-[(1S)-1-phenylethoxy]phosphoryl]oxymethyl]oxolan-3-ol has a molecular weight of 518.47 g/mol, XLogP of 3.36, 9 rotatable bonds, 2 hydrogen bond donors, and 12 hydrogen bond acceptors.

Where does this data come from?

All data for (2R,3S,5R)-5-(2-amino-6-methoxypurin-9-yl)-4-azido-4-methyl-2-[[methyl-[(1S)-1-phenylethoxy]phosphoryl]oxymethyl]oxolan-3-ol is sourced from PubChem (CID 90299985), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).