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944746-48-9 molecular structure
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(2R)-3-phenyl-2-[(2R)-3-phenyl-2-{[(1r,4r)-4-(propan-2-yl)cyclohexyl]formamido}propanamido]propanoic acid

ChemBase ID: 176510
Molecular Formular: C28H36N2O4
Molecular Mass: 464.59644
Monoisotopic Mass: 464.26750764
SMILES and InChIs

SMILES:
C([C@@H](NC(=O)[C@@H]1CC[C@H](CC1)C(C)C)C(=O)N[C@H](Cc1ccccc1)C(=O)O)c1ccccc1
Canonical SMILES:
CC([C@@H]1CC[C@H](CC1)C(=O)N[C@@H](C(=O)N[C@@H](C(=O)O)Cc1ccccc1)Cc1ccccc1)C
InChI:
InChI=1S/C28H36N2O4/c1-19(2)22-13-15-23(16-14-22)26(31)29-24(17-20-9-5-3-6-10-20)27(32)30-25(28(33)34)18-21-11-7-4-8-12-21/h3-12,19,22-25H,13-18H2,1-2H3,(H,29,31)(H,30,32)(H,33,34)/t22-,23-,24-,25-/m1/s1
InChIKey:
XMXSUTQQSCOJBE-ZGFBMJKBSA-N

Cite this record

CBID:176510 http://www.chembase.cn/molecule-176510.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R)-3-phenyl-2-[(2R)-3-phenyl-2-{[(1r,4r)-4-(propan-2-yl)cyclohexyl]formamido}propanamido]propanoic acid
IUPAC Traditional name
(2R)-3-phenyl-2-[(2R)-3-phenyl-2-{[(1r,4r)-4-isopropylcyclohexyl]formamido}propanamido]propanoic acid
Synonyms
N-[[trans-4-(1-Methylethyl)cyclohexyl]carbonyl]-D-phenylalanyl-D-phenylalanine
N-[(trans-4-Isopropylcyclohexyl)carbonyl]-D-phenylalanyl-D-phenylalanine
D-Phenylalanyl Nateglinide
CAS Number
944746-48-9
PubChem SID
164232420
PubChem CID
71157707

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC P319435 external link Add to cart
PubChem 71157707 external link
Data Source Data ID Price
TRC
P319435 external link Add to cart Please log in.
Data Source Data ID
PubChem 71157707 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.9009287  H Acceptors
H Donor LogD (pH = 5.5) 3.5435557 
LogD (pH = 7.4) 1.9352541  Log P 5.148378 
Molar Refractivity 131.3769 cm3 Polarizability 51.584686 Å3
Polar Surface Area 95.5 Å2 Rotatable Bonds 10 
Lipinski's Rule of Five false 

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 - P319435 external link
An impurity of the oral hypoglycemic agent Nateglinide (N379375) used in forced degradation studies.

REFERENCES

REFERENCES

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  • • Pathare, D.B. et al.: Drug Dev. Indust. Pharm., 33, 551 (2007)
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PATENTS

PATENTS

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INTERNET

INTERNET

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