General Information of the Compound
Compound ID
CP0387212
Compound Name
5-chloro-3-ethyl-N-[2-(4-piperidin-1-ylphenyl)ethyl]-1H-indole-2-carboxamide
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Synonyms
Org 27569
Org27569
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Structure
Formula
C24H28ClN3O
Molecular Weight
409.961
Canonical SMILES
CCc1c([nH]c2ccc(Cl)cc12)C(=O)NCCc1ccc(cc1)N1CCCCC1
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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)
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InChIKey
AHFZDNYNXFMRFQ-UHFFFAOYSA-N
Physicochemical Property
logP
5.3465
Rotatable Bonds
6
Heavy Atom Count
29
Polar Areas
48.13
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Complexity
29

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 44828492
ChEMBL ID
CHEMBL1553629
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01298, Cannabinoid receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  3
1
EC50 = 9.05 nM
   TI
   LI
   LO
   TS
2
EC50 = 324 nM
   TI
   LI
   LO
   TS
3
IC50 = 2 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
EC50 = 83 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  6
1
EC50 = 140 nM
   TI
   LI
   LO
   TS
2
EC50 = 640 nM
   TI
   LI
   LO
   TS
3
EC50 = 2090 nM
   TI
   LI
   LO
   TS
4
EC50 = 2240 nM
   TI
   LI
   LO
   TS
5
EC50 = 10590 nM
   TI
   LI
   LO
   TS
6
IC50 = 158.49 nM
   TI
   LI
   LO
   TS
CL000076 CHO/Galpha16 Cricetulus griseus (Chinese hamster)  2
1
IC50 = 794.33 nM
   TI
   LI
   LO
   TS
2
IC50 = 853 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 853 nM
Protein ID: PT00834, Cannabinoid receptor 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 > 10000 nM
   TI
   LI
   LO
   TS
CL000076 CHO/Galpha16 Cricetulus griseus (Chinese hamster)  1
1
IC50 > 10000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Org27569 )
Drug Name Org27569
Target(s)
Cannabinoid receptor 1 (CB1)
Modulator (allosteric modulator)