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64806-05-9 molecular structure
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(2R)-1-[(2S)-3-{[(2S)-3-[(2R)-2-carboxypyrrolidin-1-yl]-2-methyl-3-oxopropyl]disulfanyl}-2-methylpropanoyl]pyrrolidine-2-carboxylic acid

ChemBase ID: 163609
Molecular Formular: C18H28N2O6S2
Molecular Mass: 432.55472
Monoisotopic Mass: 432.13887863
SMILES and InChIs

SMILES:
N1(C(=O)[C@@H](CSSC[C@H](C(=O)N2[C@H](CCC2)C(=O)O)C)C)[C@H](CCC1)C(=O)O
Canonical SMILES:
OC(=O)[C@H]1CCCN1C(=O)[C@@H](CSSC[C@H](C(=O)N1CCC[C@@H]1C(=O)O)C)C
InChI:
InChI=1S/C18H28N2O6S2/c1-11(15(21)19-7-3-5-13(19)17(23)24)9-27-28-10-12(2)16(22)20-8-4-6-14(20)18(25)26/h11-14H,3-10H2,1-2H3,(H,23,24)(H,25,26)/t11-,12-,13-,14-/m1/s1
InChIKey:
ZWKRXBCJAUKDCI-AAVRWANBSA-N

Cite this record

CBID:163609 http://www.chembase.cn/molecule-163609.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R)-1-[(2S)-3-{[(2S)-3-[(2R)-2-carboxypyrrolidin-1-yl]-2-methyl-3-oxopropyl]disulfanyl}-2-methylpropanoyl]pyrrolidine-2-carboxylic acid
IUPAC Traditional name
(2R)-1-[(2S)-3-{[(2S)-3-[(2R)-2-carboxypyrrolidin-1-yl]-2-methyl-3-oxopropyl]disulfanyl}-2-methylpropanoyl]pyrrolidine-2-carboxylic acid
Synonyms
1,1'-[Dithiobis[(2S)-2-methyl-1-oxo-3,1-propanediyl]]bis-L-proline CAPTOPRDS
SQ 14551
Captopril Imp. A (BP)
Captopril Disulfide
CAS Number
64806-05-9
PubChem SID
162257744
PubChem CID
9802869

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC C175760 external link Add to cart
PubChem 9802869 external link
Data Source Data ID Price
TRC
C175760 external link Add to cart Please log in.
Data Source Data ID
PubChem 9802869 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.4659956  H Acceptors
H Donor LogD (pH = 5.5) -2.1812599 
LogD (pH = 7.4) -5.267579  Log P 1.286865 
Molar Refractivity 107.7816 cm3 Polarizability 42.187477 Å3
Polar Surface Area 115.22 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
Methanol expand Show data source
Apperance
White Solid expand Show data source
Melting Point
213-217°C expand Show data source
Storage Condition
-20°C Freezer expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - C175760 external link
A metabolite of Captopril. A new antihypertensive agent.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Sprague, P., et al.: Perspect. Drug Discovery Des., 3, 21 (1995)
  • • Cushman, D., et al.: Nat. Med., 5, 1110 (1995)
  • • Jacoby, E., et al.: Drug News Perspect., 16, 93 (1995)
  • • Lengauer, T., et al.: Drug Discovery Today, 9, 27 (1995)
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PATENTS

PATENTS

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INTERNET

INTERNET

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