Home Other Building Blocks L-Proline,1-[(2S)-3-mercapto-2-methyl-1-oxopropyl]-4-(phenylthio)-, (4S)-

L-Proline,1-[(2S)-3-mercapto-2-methyl-1-oxopropyl]-4-(phenylthio)-, (4S)-

CAS No.:
75176-37-3
Catalog Number:
AG008NTN
Molecular Formula:
C15H19NO3S2
Molecular Weight:
325.4463
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Product Description
Catalog Number:
AG008NTN
Chemical Name:
L-Proline,1-[(2S)-3-mercapto-2-methyl-1-oxopropyl]-4-(phenylthio)-, (4S)-
CAS Number:
75176-37-3
Molecular Formula:
C15H19NO3S2
Molecular Weight:
325.4463
MDL Number:
MFCD00865919
IUPAC Name:
(2S,4S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-4-phenylsulfanylpyrrolidine-2-carboxylic acid
InChI:
InChI=1S/C15H19NO3S2/c1-10(9-20)14(17)16-8-12(7-13(16)15(18)19)21-11-5-3-2-4-6-11/h2-6,10,12-13,20H,7-9H2,1H3,(H,18,19)/t10-,12+,13+/m1/s1
InChI Key:
UQWLOWFDKAFKAP-WXHSDQCUSA-N
SMILES:
SC[C@@H](C(=O)N1C[C@H](C[C@H]1C(=O)O)Sc1ccccc1)C
UNII:
4G4WDK2YBS
Properties
Complexity:
385  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
0
Exact Mass:
325.081g/mol
Formal Charge:
0
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
325.441g/mol
Monoisotopic Mass:
325.081g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
83.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.6  
Literature
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Metal ion substitution in the catalytic site greatly affects the binding of sulfhydryl-containing compounds to leucyl aminopeptidase. Biochemistry 20060314
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Hydrochlorothiazide increases plasma or tissue angiotensin-converting enzyme-inhibitor drug levels in rats with myocardial infarction: differential effects on lisinopril and zofenopril. European journal of pharmacology 20051219
Zofenoprilat-glutathione mixed disulfide as a specific S-thiolating agent of bovine lens aldose reductase. Antioxidants & redox signaling 20050101
11C-Radiosynthesis and preliminary human evaluation of the disposition of the ACE inhibitor [11C]zofenoprilat. Bioorganic & medicinal chemistry 20040201
Angiotensin-converting enzyme inhibitors. Mercaptan, carboxyalkyl dipeptide, and phosphinic acid inhibitors incorporating 4-substituted prolines. Journal of medicinal chemistry 19880601
Properties