(Z)-7-[(1R,2R,3S)-2-[(3R)-3-(1-benzothiophen-2-yl)-3-hydroxypropyl]-3-fluoro-5-oxocyclopentyl]hept-5-enoic acid

C23H27FO4S — CID 67000507

About (Z)-7-[(1R,2R,3S)-2-[(3R)-3-(1-benzothiophen-2-yl)-3-hydroxypropyl]-3-fluoro-5-oxocyclopentyl]hept-5-enoic acid

(Z)-7-[(1R,2R,3S)-2-[(3R)-3-(1-benzothiophen-2-yl)-3-hydroxypropyl]-3-fluoro-5-oxocyclopentyl]hept-5-enoic acid (PubChem CID 67000507) has the molecular formula C23H27FO4S and a molecular weight of 418.53 g/mol. Its IUPAC name is (Z)-7-[(1R,2R,3S)-2-[(3R)-3-(1-benzothiophen-2-yl)-3-hydroxypropyl]-3-fluoro-5-oxocyclopentyl]hept-5-enoic acid.

Molecular Properties

• Compound Name: (Z)-7-[(1R,2R,3S)-2-[(3R)-3-(1-benzothiophen-2-yl)-3-hydroxypropyl]-3-fluoro-5-oxocyclopentyl]hept-5-enoic acid
• PubChem CID: 67000507
• Molecular Formula: C23H27FO4S
• Molecular Weight: 418.53 g/mol
• Exact Mass: 418.16
• IUPAC Name: (Z)-7-[(1R,2R,3S)-2-[(3R)-3-(1-benzothiophen-2-yl)-3-hydroxypropyl]-3-fluoro-5-oxocyclopentyl]hept-5-enoic acid
• SMILES: O=C(O)CCC/C=C\C[C@H]1C(=O)C[C@H](F)[C@@H]1CC[C@@H](O)c1cc2ccccc2s1
• InChI: InChI=1S/C23H27FO4S/c24-18-14-20(26)17(8-3-1-2-4-10-23(27)28)16(18)11-12-19(25)22-13-15-7-5-6-9-21(15)29-22/h1,3,5-7,9,13,16-19,25H,2,4,8,10-12,14H2,(H,27,28)/b3-1-/t16-,17-,18+,19-/m1/s1
• InChIKey: VKWFXKPHWXJZNB-UMQUAKBUSA-N
• XLogP: 5.46
• TPSA: 74.60 Ų
• H-Bond Donors: 2
• H-Bond Acceptors: 4
• Rotatable Bonds: 10
• Heavy Atoms: 29
• Complexity: —

Lipinski Rule of Five

1 violation

Rule	Value
MW ≤ 500	418.53
LogP ≤ 5	5.46
H-Bond Donors ≤ 5	2
H-Bond Acceptors ≤ 10	4

Computed Properties (RDKit)

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

Frequently Asked Questions

What is the IUPAC name of (Z)-7-[(1R,2R,3S)-2-[(3R)-3-(1-benzothiophen-2-yl)-3-hydroxypropyl]-3-fluoro-5-oxocyclopentyl]hept-5-enoic acid?

The IUPAC name of (Z)-7-[(1R,2R,3S)-2-[(3R)-3-(1-benzothiophen-2-yl)-3-hydroxypropyl]-3-fluoro-5-oxocyclopentyl]hept-5-enoic acid (CID 67000507) is (Z)-7-[(1R,2R,3S)-2-[(3R)-3-(1-benzothiophen-2-yl)-3-hydroxypropyl]-3-fluoro-5-oxocyclopentyl]hept-5-enoic acid.

What is the SMILES notation for (Z)-7-[(1R,2R,3S)-2-[(3R)-3-(1-benzothiophen-2-yl)-3-hydroxypropyl]-3-fluoro-5-oxocyclopentyl]hept-5-enoic acid?

The canonical SMILES for (Z)-7-[(1R,2R,3S)-2-[(3R)-3-(1-benzothiophen-2-yl)-3-hydroxypropyl]-3-fluoro-5-oxocyclopentyl]hept-5-enoic acid is O=C(O)CCC/C=C\C[C@H]1C(=O)C[C@H](F)[C@@H]1CC[C@@H](O)c1cc2ccccc2s1.

What is the InChIKey of (Z)-7-[(1R,2R,3S)-2-[(3R)-3-(1-benzothiophen-2-yl)-3-hydroxypropyl]-3-fluoro-5-oxocyclopentyl]hept-5-enoic acid?

The InChIKey is VKWFXKPHWXJZNB-UMQUAKBUSA-N. The full InChI is InChI=1S/C23H27FO4S/c24-18-14-20(26)17(8-3-1-2-4-10-23(27)28)16(18)11-12-19(25)22-13-15-7-5-6-9-21(15)29-22/h1,3,5-7,9,13,16-19,25H,2,4,8,10-12,14H2,(H,27,28)/b3-1-/t16-,17-,18+,19-/m1/s1.

What are the key properties of (Z)-7-[(1R,2R,3S)-2-[(3R)-3-(1-benzothiophen-2-yl)-3-hydroxypropyl]-3-fluoro-5-oxocyclopentyl]hept-5-enoic acid?

(Z)-7-[(1R,2R,3S)-2-[(3R)-3-(1-benzothiophen-2-yl)-3-hydroxypropyl]-3-fluoro-5-oxocyclopentyl]hept-5-enoic acid has a molecular weight of 418.53 g/mol, XLogP of 5.46, 10 rotatable bonds, 2 hydrogen bond donors, and 4 hydrogen bond acceptors.

Where does this data come from?

All data for (Z)-7-[(1R,2R,3S)-2-[(3R)-3-(1-benzothiophen-2-yl)-3-hydroxypropyl]-3-fluoro-5-oxocyclopentyl]hept-5-enoic acid is sourced from PubChem (CID 67000507), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).