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

C22H22ClFN6O9S — CID 135182732

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

2-[[(1S,3R,4R,5S)-6-(6-amino-2-chloropurin-9-yl)-5-fluoro-4-hydroxy-2-oxabicyclo[3.1.0]hexan-3-yl]methoxy]-2-[[4-(methanesulfonamido)phenyl]methyl]propanedioic acid (PubChem CID 135182732) has the molecular formula C22H22ClFN6O9S and a molecular weight of 600.97 g/mol. Its IUPAC name is 2-[[(1S,3R,4R,5S)-6-(6-amino-2-chloropurin-9-yl)-5-fluoro-4-hydroxy-2-oxabicyclo[3.1.0]hexan-3-yl]methoxy]-2-[[4-(methanesulfonamido)phenyl]methyl]propanedioic acid.

Molecular Properties

• Compound Name: 2-[[(1S,3R,4R,5S)-6-(6-amino-2-chloropurin-9-yl)-5-fluoro-4-hydroxy-2-oxabicyclo[3.1.0]hexan-3-yl]methoxy]-2-[[4-(methanesulfonamido)phenyl]methyl]propanedioic acid
• PubChem CID: 135182732
• Molecular Formula: C22H22ClFN6O9S
• Molecular Weight: 600.97 g/mol
• Exact Mass: 600.08
• IUPAC Name: 2-[[(1S,3R,4R,5S)-6-(6-amino-2-chloropurin-9-yl)-5-fluoro-4-hydroxy-2-oxabicyclo[3.1.0]hexan-3-yl]methoxy]-2-[[4-(methanesulfonamido)phenyl]methyl]propanedioic acid
• SMILES: CS(=O)(=O)Nc1ccc(CC(OC[C@H]2O[C@H]3C(n4cnc5c(N)nc(Cl)nc54)[C@]3(F)[C@@H]2O)(C(=O)O)C(=O)O)cc1
• InChI: InChI=1S/C22H22ClFN6O9S/c1-40(36,37)29-10-4-2-9(3-5-10)6-21(18(32)33,19(34)35)38-7-11-14(31)22(24)13(15(22)39-11)30-8-26-12-16(25)27-20(23)28-17(12)30/h2-5,8,11,13-15,29,31H,6-7H2,1H3,(H,32,33)(H,34,35)(H2,25,27,28)/t11-,13?,14-,15+,22+/m1/s1
• InChIKey: BAQKPJZJSXQEEO-GHVVYAQXSA-N
• XLogP: -0.01
• TPSA: 229.08 Ų
• H-Bond Donors: 5
• H-Bond Acceptors: 12
• Rotatable Bonds: 10
• Heavy Atoms: 40
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	600.97
LogP ≤ 5	-0.01
H-Bond Donors ≤ 5	5
H-Bond Acceptors ≤ 10	12

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,5S)-6-(6-amino-2-chloropurin-9-yl)-5-fluoro-4-hydroxy-2-oxabicyclo[3.1.0]hexan-3-yl]methoxy]-2-[[4-(methanesulfonamido)phenyl]methyl]propanedioic acid?

The IUPAC name of 2-[[(1S,3R,4R,5S)-6-(6-amino-2-chloropurin-9-yl)-5-fluoro-4-hydroxy-2-oxabicyclo[3.1.0]hexan-3-yl]methoxy]-2-[[4-(methanesulfonamido)phenyl]methyl]propanedioic acid (CID 135182732) is 2-[[(1S,3R,4R,5S)-6-(6-amino-2-chloropurin-9-yl)-5-fluoro-4-hydroxy-2-oxabicyclo[3.1.0]hexan-3-yl]methoxy]-2-[[4-(methanesulfonamido)phenyl]methyl]propanedioic acid.

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

The canonical SMILES for 2-[[(1S,3R,4R,5S)-6-(6-amino-2-chloropurin-9-yl)-5-fluoro-4-hydroxy-2-oxabicyclo[3.1.0]hexan-3-yl]methoxy]-2-[[4-(methanesulfonamido)phenyl]methyl]propanedioic acid is CS(=O)(=O)Nc1ccc(CC(OC[C@H]2O[C@H]3C(n4cnc5c(N)nc(Cl)nc54)[C@]3(F)[C@@H]2O)(C(=O)O)C(=O)O)cc1.

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

The InChIKey is BAQKPJZJSXQEEO-GHVVYAQXSA-N. The full InChI is InChI=1S/C22H22ClFN6O9S/c1-40(36,37)29-10-4-2-9(3-5-10)6-21(18(32)33,19(34)35)38-7-11-14(31)22(24)13(15(22)39-11)30-8-26-12-16(25)27-20(23)28-17(12)30/h2-5,8,11,13-15,29,31H,6-7H2,1H3,(H,32,33)(H,34,35)(H2,25,27,28)/t11-,13?,14-,15+,22+/m1/s1.

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

2-[[(1S,3R,4R,5S)-6-(6-amino-2-chloropurin-9-yl)-5-fluoro-4-hydroxy-2-oxabicyclo[3.1.0]hexan-3-yl]methoxy]-2-[[4-(methanesulfonamido)phenyl]methyl]propanedioic acid has a molecular weight of 600.97 g/mol, XLogP of -0.01, 10 rotatable bonds, 5 hydrogen bond donors, and 12 hydrogen bond acceptors.

Where does this data come from?

All data for 2-[[(1S,3R,4R,5S)-6-(6-amino-2-chloropurin-9-yl)-5-fluoro-4-hydroxy-2-oxabicyclo[3.1.0]hexan-3-yl]methoxy]-2-[[4-(methanesulfonamido)phenyl]methyl]propanedioic acid is sourced from PubChem (CID 135182732), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).