(1S,2R,3R,5R)-5-(4-amino-5-ethynylpyrrolo[2,3-d]pyrimidin-7-yl)-3-(hydroxymethyl)-3-methyl-4-methylidenecyclopentane-1,2-diol

C16H18N4O3 — CID 162668655

About (1S,2R,3R,5R)-5-(4-amino-5-ethynylpyrrolo[2,3-d]pyrimidin-7-yl)-3-(hydroxymethyl)-3-methyl-4-methylidenecyclopentane-1,2-diol

(1S,2R,3R,5R)-5-(4-amino-5-ethynylpyrrolo[2,3-d]pyrimidin-7-yl)-3-(hydroxymethyl)-3-methyl-4-methylidenecyclopentane-1,2-diol (PubChem CID 162668655) has the molecular formula C16H18N4O3 and a molecular weight of 314.35 g/mol. Its IUPAC name is (1S,2R,3R,5R)-5-(4-amino-5-ethynylpyrrolo[2,3-d]pyrimidin-7-yl)-3-(hydroxymethyl)-3-methyl-4-methylidenecyclopentane-1,2-diol.

Molecular Properties

• Compound Name: (1S,2R,3R,5R)-5-(4-amino-5-ethynylpyrrolo[2,3-d]pyrimidin-7-yl)-3-(hydroxymethyl)-3-methyl-4-methylidenecyclopentane-1,2-diol
• PubChem CID: 162668655
• Molecular Formula: C16H18N4O3
• Molecular Weight: 314.35 g/mol
• Exact Mass: 314.14
• IUPAC Name: (1S,2R,3R,5R)-5-(4-amino-5-ethynylpyrrolo[2,3-d]pyrimidin-7-yl)-3-(hydroxymethyl)-3-methyl-4-methylidenecyclopentane-1,2-diol
• SMILES: C#Cc1cn([C@@H]2C(=C)[C@](C)(CO)[C@@H](O)[C@H]2O)c2ncnc(N)c12
• InChI: InChI=1S/C16H18N4O3/c1-4-9-5-20(15-10(9)14(17)18-7-19-15)11-8(2)16(3,6-21)13(23)12(11)22/h1,5,7,11-13,21-23H,2,6H2,3H3,(H2,17,18,19)/t11-,12+,13+,16+/m1/s1
• InChIKey: GKFLXSICVZAFGO-DVZHBHJUSA-N
• XLogP: -0.17
• TPSA: 117.42 Ų
• H-Bond Donors: 4
• H-Bond Acceptors: 7
• Rotatable Bonds: 2
• Heavy Atoms: 23
• Complexity: —

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	314.35
LogP ≤ 5	-0.17
H-Bond Donors ≤ 5	4
H-Bond Acceptors ≤ 10	7

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'isolated_alkene', 'substructure': 'N/A'}, {'alert_name': 'triple_bond', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of (1S,2R,3R,5R)-5-(4-amino-5-ethynylpyrrolo[2,3-d]pyrimidin-7-yl)-3-(hydroxymethyl)-3-methyl-4-methylidenecyclopentane-1,2-diol?

The IUPAC name of (1S,2R,3R,5R)-5-(4-amino-5-ethynylpyrrolo[2,3-d]pyrimidin-7-yl)-3-(hydroxymethyl)-3-methyl-4-methylidenecyclopentane-1,2-diol (CID 162668655) is (1S,2R,3R,5R)-5-(4-amino-5-ethynylpyrrolo[2,3-d]pyrimidin-7-yl)-3-(hydroxymethyl)-3-methyl-4-methylidenecyclopentane-1,2-diol.

What is the SMILES notation for (1S,2R,3R,5R)-5-(4-amino-5-ethynylpyrrolo[2,3-d]pyrimidin-7-yl)-3-(hydroxymethyl)-3-methyl-4-methylidenecyclopentane-1,2-diol?

The canonical SMILES for (1S,2R,3R,5R)-5-(4-amino-5-ethynylpyrrolo[2,3-d]pyrimidin-7-yl)-3-(hydroxymethyl)-3-methyl-4-methylidenecyclopentane-1,2-diol is C#Cc1cn([C@@H]2C(=C)[C@](C)(CO)[C@@H](O)[C@H]2O)c2ncnc(N)c12.

What is the InChIKey of (1S,2R,3R,5R)-5-(4-amino-5-ethynylpyrrolo[2,3-d]pyrimidin-7-yl)-3-(hydroxymethyl)-3-methyl-4-methylidenecyclopentane-1,2-diol?

The InChIKey is GKFLXSICVZAFGO-DVZHBHJUSA-N. The full InChI is InChI=1S/C16H18N4O3/c1-4-9-5-20(15-10(9)14(17)18-7-19-15)11-8(2)16(3,6-21)13(23)12(11)22/h1,5,7,11-13,21-23H,2,6H2,3H3,(H2,17,18,19)/t11-,12+,13+,16+/m1/s1.

What are the key properties of (1S,2R,3R,5R)-5-(4-amino-5-ethynylpyrrolo[2,3-d]pyrimidin-7-yl)-3-(hydroxymethyl)-3-methyl-4-methylidenecyclopentane-1,2-diol?

(1S,2R,3R,5R)-5-(4-amino-5-ethynylpyrrolo[2,3-d]pyrimidin-7-yl)-3-(hydroxymethyl)-3-methyl-4-methylidenecyclopentane-1,2-diol has a molecular weight of 314.35 g/mol, XLogP of -0.17, 2 rotatable bonds, 4 hydrogen bond donors, and 7 hydrogen bond acceptors.

Where does this data come from?

All data for (1S,2R,3R,5R)-5-(4-amino-5-ethynylpyrrolo[2,3-d]pyrimidin-7-yl)-3-(hydroxymethyl)-3-methyl-4-methylidenecyclopentane-1,2-diol is sourced from PubChem (CID 162668655), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).