S-phenyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanethioate

C22H19NO3S — CID 11057921

IUPACS-phenyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanethioate
SMILESO=C(N[C@@H](c1ccccc1)[C@H](O)C(=O)Sc1ccccc1)c1ccccc1
InChIInChI=1S/C22H19NO3S/c24-20(22(26)27-18-14-8-3-9-15-18)19(16-10-4-1-5-11-16)23-21(25)17-12-6-2-7-13-17/h1-15,19-20,24H,(H,23,25)/t19-,20-/m0/s1
InChIKeyBIEFEVBLTQTGJV-PMACEKPBSA-N
MW377.47 g/mol
LogP3.84
Rot. Bonds6

About S-phenyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanethioate

S-phenyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanethioate (PubChem CID 11057921) has the molecular formula C22H19NO3S and a molecular weight of 377.47 g/mol. Its IUPAC name is S-phenyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanethioate.

Molecular Properties

Compound NameS-phenyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanethioate
PubChem CID11057921
Molecular FormulaC22H19NO3S
Molecular Weight377.47 g/mol
Exact Mass377.11
IUPAC NameS-phenyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanethioate
SMILESO=C(N[C@@H](c1ccccc1)[C@H](O)C(=O)Sc1ccccc1)c1ccccc1
InChIInChI=1S/C22H19NO3S/c24-20(22(26)27-18-14-8-3-9-15-18)19(16-10-4-1-5-11-16)23-21(25)17-12-6-2-7-13-17/h1-15,19-20,24H,(H,23,25)/t19-,20-/m0/s1
InChIKeyBIEFEVBLTQTGJV-PMACEKPBSA-N
XLogP3.84
TPSA66.40 Ų
H-Bond Donors2
H-Bond Acceptors4
Rotatable Bonds6
Heavy Atoms27
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500377.47
LogP ≤ 53.84
H-Bond Donors ≤ 52
H-Bond Acceptors ≤ 104

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'thioester', 'substructure': 'N/A'}

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Related Compounds

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CID 462312
2-[(2R,3S)-3-[[(2R)-2-acetamido-3-phenylsulfanyl-propanoyl]amino]-2-hydroxy-4-phenyl-butyl]-N-tert-butyl-benzamide
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(2R,3S)-N-cyclohexyl-2-hydroxy-3-phenyl-3-[[(E)-3-phenylprop-2-enoyl]amino]propanamide
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cis-(2R,3R)-3-hydroxy-2-phenyl-9-[(E)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridecan-4-one
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2-(ethylthio)-N-(2-hydroxy-3-phenylpropyl)benzamide
CID 56765276
N-[(1S)-2-hydroxy-1-phenyl-ethyl]-2-[[2-[[(1S)-2-hydroxy-1-phenyl-ethyl]carbamoyl]phenyl]disulfanyl]benzamide
CID 476388
2-[(2R,3S)-3-[[(2S)-2-amino-3-(4-fluorophenyl)sulfanyl-propanoyl]amino]-2-hydroxy-4-phenyl-butyl]-N-tert-butyl-benzamide
CID 488076
N-(2-hydroxy-1-phenylpentyl)benzamide
CID 2825136
N-[(1S,2S)-2-hydroxy-1-phenylbut-3-enyl]benzamide
CID 11357631
N-(2-Hydroxy-1,2-diphenylethyl)benzamide
CID 12480090
N-[(1S,2R)-2-hydroxy-3-oxo-1-phenylpropyl]benzamide
CID 59032982
N-(2-cyclohexyl-2-hydroxyethyl)-2-((difluoromethyl)thio)benzamide
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Frequently Asked Questions

What is the IUPAC name of S-phenyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanethioate?
The IUPAC name of S-phenyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanethioate (CID 11057921) is S-phenyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanethioate.
What is the SMILES notation for S-phenyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanethioate?
The canonical SMILES for S-phenyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanethioate is O=C(N[C@@H](c1ccccc1)[C@H](O)C(=O)Sc1ccccc1)c1ccccc1.
What is the InChIKey of S-phenyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanethioate?
The InChIKey is BIEFEVBLTQTGJV-PMACEKPBSA-N. The full InChI is InChI=1S/C22H19NO3S/c24-20(22(26)27-18-14-8-3-9-15-18)19(16-10-4-1-5-11-16)23-21(25)17-12-6-2-7-13-17/h1-15,19-20,24H,(H,23,25)/t19-,20-/m0/s1.
What are the key properties of S-phenyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanethioate?
S-phenyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanethioate has a molecular weight of 377.47 g/mol, XLogP of 3.84, 6 rotatable bonds, 2 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for S-phenyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanethioate is sourced from PubChem (CID 11057921), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).