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868273-06-7 | Org 27569
CAS No: 868273-06-7 Catalog No: AG004IQZ MDL No:MFCD11045300
Product Description
Catalog Number:
AG004IQZ
Chemical Name:
Org 27569
CAS Number:
868273-06-7
Molecular Formula:
C24H28ClN3O
Molecular Weight:
409.9516
MDL Number:
MFCD11045300
IUPAC Name:
5-chloro-3-ethyl-N-[2-(4-piperidin-1-ylphenyl)ethyl]-1H-indole-2-carboxamide
InChI:
InChI=1S/C24H28ClN3O/c1-2-20-21-16-18(25)8-11-22(21)27-23(20)24(29)26-13-12-17-6-9-19(10-7-17)28-14-4-3-5-15-28/h6-11,16,27H,2-5,12-15H2,1H3,(H,26,29)
InChI Key:
AHFZDNYNXFMRFQ-UHFFFAOYSA-N
SMILES:
CCc1c([nH]c2c1cc(Cl)cc2)C(=O)NCCc1ccc(cc1)N1CCCCC1
Properties
Complexity:
530
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
409.192g/mol
Formal Charge:
0
Heavy Atom Count:
29
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
409.958g/mol
Monoisotopic Mass:
409.192g/mol
Rotatable Bond Count:
6
Topological Polar Surface Area:
48.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6
Literature
| Title | Journal |
|---|---|
| Mapping Cannabinoid 1 Receptor Allosteric Site(s): Critical Molecular Determinant and Signaling Profile of GAT100, a Novel, Potent, and Irreversibly Binding Probe. | ACS chemical neuroscience 20160615 |
| Novel Electrophilic and Photoaffinity Covalent Probes for Mapping the Cannabinoid 1 Receptor Allosteric Site(s). | Journal of medicinal chemistry 20160114 |
| A key agonist-induced conformational change in the cannabinoid receptor CB1 is blocked by the allosteric ligand Org 27569. | The Journal of biological chemistry 20120928 |
| Indole-2-carboxamides as allosteric modulators of the cannabinoid CB₁ receptor. | Journal of medicinal chemistry 20120614 |
| Allosteric modulator ORG27569 induces CB1 cannabinoid receptor high affinity agonist binding state, receptor internalization, and Gi protein-independent ERK1/2 kinase activation. | The Journal of biological chemistry 20120406 |
| Allosteric modulation of the cannabinoid CB1 receptor. | Molecular pharmacology 20051101 |
| Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. | The Journal of biological chemistry 20020419 |
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