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1199943-44-6 molecular structure
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1-pentyl-3-(2,2,3,3-tetramethylcyclopropanecarbonyl)-1H-indole

ChemBase ID: 176277
Molecular Formular: C21H29NO
Molecular Mass: 311.46106
Monoisotopic Mass: 311.22491455
SMILES and InChIs

SMILES:
c12c(cccc1)c(cn2CCCCC)C(=O)C1C(C1(C)C)(C)C
Canonical SMILES:
CCCCCn1cc(c2c1cccc2)C(=O)C1C(C1(C)C)(C)C
InChI:
InChI=1S/C21H29NO/c1-6-7-10-13-22-14-16(15-11-8-9-12-17(15)22)18(23)19-20(2,3)21(19,4)5/h8-9,11-12,14,19H,6-7,10,13H2,1-5H3
InChIKey:
NBMMIBNZVQFQEO-UHFFFAOYSA-N

Cite this record

CBID:176277 http://www.chembase.cn/molecule-176277.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
1-pentyl-3-(2,2,3,3-tetramethylcyclopropanecarbonyl)-1H-indole
IUPAC Traditional name
1-pentyl-3-(2,2,3,3-tetramethylcyclopropanecarbonyl)indole
Synonyms
(1-Pentyl-1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone(UR-144)
(1-Pentyl-1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone
CAS Number
1199943-44-6
PubChem SID
164232187
PubChem CID
44626619

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 44626619 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 19.064417  H Acceptors
H Donor LogD (pH = 5.5) 5.575728 
LogD (pH = 7.4) 5.575728  Log P 5.575728 
Molar Refractivity 96.3652 cm3 Polarizability 38.80875 Å3
Polar Surface Area 22.0 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
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Purity
95+% expand Show data source
Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - P227525 external link
(1-Pentyl-1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone is an Indol-3-ylcycloalkyl Ketone with high affinity for the CB2 cannabinoid receptor. Tetramethylcyclopropyl group was found to lead to high affinity CB2 agonists.

REFERENCES

REFERENCES

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  • • Malan, T., et al.: Curr. Opin. Pharmacol., 3, 62 (2003)
  • • Cabral, G., et al.: J. Leukocyte Biol., 78, 1192 (2003)
  • • Beltramo, M., et al.: Eur. J. Neurosci., 23, 1530 (2003)
  • • Dziadulewicz, E., et al.: J. Med. Chem., 50, 3851 (2003)
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PATENTS

PATENTS

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INTERNET

INTERNET

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