4-[(2S,3R)-2-(2-hydroxyphenyl)-4-oxo-3-phenoxyazetidin-1-yl]benzoic acid

C22H17NO5 — CID 54498829

IUPAC4-[(2S,3R)-2-(2-hydroxyphenyl)-4-oxo-3-phenoxyazetidin-1-yl]benzoic acid
SMILESO=C(O)c1ccc(N2C(=O)[C@H](Oc3ccccc3)[C@@H]2c2ccccc2O)cc1
InChIInChI=1S/C22H17NO5/c24-18-9-5-4-8-17(18)19-20(28-16-6-2-1-3-7-16)21(25)23(19)15-12-10-14(11-13-15)22(26)27/h1-13,19-20,24H,(H,26,27)/t19-,20+/m0/s1
InChIKeyYAZXEIGPPQJMFW-VQTJNVASSA-N
MW375.38 g/mol
LogP3.63
Rot. Bonds5

About 4-[(2S,3R)-2-(2-hydroxyphenyl)-4-oxo-3-phenoxyazetidin-1-yl]benzoic acid

4-[(2S,3R)-2-(2-hydroxyphenyl)-4-oxo-3-phenoxyazetidin-1-yl]benzoic acid (PubChem CID 54498829) has the molecular formula C22H17NO5 and a molecular weight of 375.38 g/mol. Its IUPAC name is 4-[(2S,3R)-2-(2-hydroxyphenyl)-4-oxo-3-phenoxyazetidin-1-yl]benzoic acid.

Molecular Properties

Compound Name4-[(2S,3R)-2-(2-hydroxyphenyl)-4-oxo-3-phenoxyazetidin-1-yl]benzoic acid
PubChem CID54498829
Molecular FormulaC22H17NO5
Molecular Weight375.38 g/mol
Exact Mass375.11
IUPAC Name4-[(2S,3R)-2-(2-hydroxyphenyl)-4-oxo-3-phenoxyazetidin-1-yl]benzoic acid
SMILESO=C(O)c1ccc(N2C(=O)[C@H](Oc3ccccc3)[C@@H]2c2ccccc2O)cc1
InChIInChI=1S/C22H17NO5/c24-18-9-5-4-8-17(18)19-20(28-16-6-2-1-3-7-16)21(25)23(19)15-12-10-14(11-13-15)22(26)27/h1-13,19-20,24H,(H,26,27)/t19-,20+/m0/s1
InChIKeyYAZXEIGPPQJMFW-VQTJNVASSA-N
XLogP3.63
TPSA87.07 Ų
H-Bond Donors2
H-Bond Acceptors4
Rotatable Bonds5
Heavy Atoms28
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500375.38
LogP ≤ 53.63
H-Bond Donors ≤ 52
H-Bond Acceptors ≤ 104

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'mannich_A(296)', 'substructure': 'N/A'}

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Related Compounds

2-[(2S,3S)-2-(2-hydroxyphenyl)-4-oxo-3-phenoxyazetidin-1-yl]acetic acid
CID 95988582
ethyl 4-[(2R,3R)-3-(4-methoxyphenoxy)-2-(2-methoxyphenyl)-4-oxoazetidin-1-yl]benzoate
CID 1314163
(3S,4R)-1-(4-methoxyphenyl)-4-(2-nitrophenyl)-3-phenoxyazetidin-2-one
CID 11523958
(3S,4R)-4-(3-hydroxy-4-methoxyphenyl)-1-(4-methoxyphenyl)-3-phenoxyazetidin-2-one
CID 127025522
4-(4-aminophenyl)-1-(4-methylphenyl)-3-phenoxyazetidin-2-one
CID 12509595
methyl 4-[(2R,3S)-1-(3-chlorophenyl)-4-oxo-3-phenoxyazetidin-2-yl]benzoate
CID 1336445
4-(3,4-dimethoxyphenyl)-1-(4-methoxyphenyl)-3-phenoxyazetidin-2-one
CID 135013406
(3S,4R)-3-(4-hydroxyphenoxy)-1,4-bis(4-methoxyphenyl)azetidin-2-one
CID 102273364
(3R,4S)-3-(4-hydroxyphenoxy)-1,4-bis(4-methoxyphenyl)azetidin-2-one
CID 102273363
(3S,4R)-4-(3,4-dihydroxyphenyl)-3-phenoxy-1-(3,4,5-trimethoxyphenyl)azetidin-2-one
CID 127025179
1-(4-methylphenyl)-4-(4-nitrophenyl)-3-phenoxyazetidin-2-one
CID 12509594
4-[(2S,3S)-3-acetyloxy-2-(4-bromophenyl)-4-oxoazetidin-1-yl]benzoic acid
CID 10787379

Frequently Asked Questions

What is the IUPAC name of 4-[(2S,3R)-2-(2-hydroxyphenyl)-4-oxo-3-phenoxyazetidin-1-yl]benzoic acid?
The IUPAC name of 4-[(2S,3R)-2-(2-hydroxyphenyl)-4-oxo-3-phenoxyazetidin-1-yl]benzoic acid (CID 54498829) is 4-[(2S,3R)-2-(2-hydroxyphenyl)-4-oxo-3-phenoxyazetidin-1-yl]benzoic acid.
What is the SMILES notation for 4-[(2S,3R)-2-(2-hydroxyphenyl)-4-oxo-3-phenoxyazetidin-1-yl]benzoic acid?
The canonical SMILES for 4-[(2S,3R)-2-(2-hydroxyphenyl)-4-oxo-3-phenoxyazetidin-1-yl]benzoic acid is O=C(O)c1ccc(N2C(=O)[C@H](Oc3ccccc3)[C@@H]2c2ccccc2O)cc1.
What is the InChIKey of 4-[(2S,3R)-2-(2-hydroxyphenyl)-4-oxo-3-phenoxyazetidin-1-yl]benzoic acid?
The InChIKey is YAZXEIGPPQJMFW-VQTJNVASSA-N. The full InChI is InChI=1S/C22H17NO5/c24-18-9-5-4-8-17(18)19-20(28-16-6-2-1-3-7-16)21(25)23(19)15-12-10-14(11-13-15)22(26)27/h1-13,19-20,24H,(H,26,27)/t19-,20+/m0/s1.
What are the key properties of 4-[(2S,3R)-2-(2-hydroxyphenyl)-4-oxo-3-phenoxyazetidin-1-yl]benzoic acid?
4-[(2S,3R)-2-(2-hydroxyphenyl)-4-oxo-3-phenoxyazetidin-1-yl]benzoic acid has a molecular weight of 375.38 g/mol, XLogP of 3.63, 5 rotatable bonds, 2 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for 4-[(2S,3R)-2-(2-hydroxyphenyl)-4-oxo-3-phenoxyazetidin-1-yl]benzoic acid is sourced from PubChem (CID 54498829), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).