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56176-31-9 molecular structure
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(2R)-2-[5-(dimethylamino)naphthalene-1-sulfonamido]-3-phenylpropanoic acid

ChemBase ID: 165372
Molecular Formular: C21H22N2O4S
Molecular Mass: 398.47538
Monoisotopic Mass: 398.13002819
SMILES and InChIs

SMILES:
c1cccc(c1)C[C@@H](NS(=O)(=O)c1c2c(ccc1)c(ccc2)N(C)C)C(=O)O
Canonical SMILES:
OC(=O)[C@H](NS(=O)(=O)c1cccc2c1cccc2N(C)C)Cc1ccccc1
InChI:
InChI=1S/C21H22N2O4S/c1-23(2)19-12-6-11-17-16(19)10-7-13-20(17)28(26,27)22-18(21(24)25)14-15-8-4-3-5-9-15/h3-13,18,22H,14H2,1-2H3,(H,24,25)/t18-/m1/s1
InChIKey:
GPIOGTIFRDHWSB-GOSISDBHSA-N

Cite this record

CBID:165372 http://www.chembase.cn/molecule-165372.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R)-2-[5-(dimethylamino)naphthalene-1-sulfonamido]-3-phenylpropanoic acid
IUPAC Traditional name
(2R)-2-[5-(dimethylamino)naphthalene-1-sulfonamido]-3-phenylpropanoic acid
Synonyms
N-[[5-(Dimethylamino)-1-naphthalenyl]sulfonyl]-D-phenylalanine
D-Dansylphenylalanine
Dansyl-(R)-phenylalanine
Dansyl-D-Phe
Dansyl-D-phenylalanine
N-Dansyl-D-phenylalanine
N-Dansyl-D-phenylalanine
CAS Number
56176-31-9
PubChem SID
162259505
PubChem CID
13734200

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC D180500 external link Add to cart
PubChem 13734200 external link
Data Source Data ID Price
TRC
D180500 external link Add to cart Please log in.
Data Source Data ID
PubChem 13734200 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.4470248  H Acceptors
H Donor LogD (pH = 5.5) 1.5647538 
LogD (pH = 7.4) 0.2285311  Log P 2.2788696 
Molar Refractivity 109.1889 cm3 Polarizability 43.555206 Å3
Polar Surface Area 86.71 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
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Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - D180500 external link
Used for the preparation of N-sulfonylamino acid derivatives as metalloproteinase inhibitors.

REFERENCES

REFERENCES

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  • • Reed, R., et al.: Biochem. J., 191, 867 (1980)
  • • Fehske, K., et al.: Biochem. Pharm., 30, 687 (1980)
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PATENTS

PATENTS

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INTERNET

INTERNET

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