General Information of the Compound
Compound ID
CP0260237
Compound Name
CAS_117946-91-5
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Synonyms
Luzindole
Luzindole, Interneuron
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Structure
Formula
C19H20N2O
Molecular Weight
292.382
Canonical SMILES
CC(=O)NCCc1c(Cc2ccccc2)[nH]c2ccccc12
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InChI
InChI=1S/C19H20N2O/c1-14(22)20-12-11-17-16-9-5-6-10-18(16)21-19(17)13-15-7-3-2-4-8-15/h2-10,21H,11-13H2,1H3,(H,20,22)
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InChIKey
WVVXBPKOIZGVNS-UHFFFAOYSA-N
CAS
117946-91-5
Physicochemical Property
logP
3.4373
Rotatable Bonds
5
Heavy Atom Count
22
Polar Areas
44.89
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
1
Complexity
22

"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: 122162
SID: 14849231
ChEMBL ID
CHEMBL286615
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: PT01843, Melatonin receptor type 1A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
Ki = 158 nM
   TI
   LI
   LO
   TS
CL000035 NIH 3T3 Mus musculus (Mouse)  2
1
Ki = 603 nM
   TI
   LI
   LO
   TS
2
Ki = 794.33 nM
   TI
   LI
   LO
   TS
Protein ID: PT02174, Melatonin receptor type 1B
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
Ki = 10.2 nM
   TI
   LI
   LO
   TS
CL000035 NIH 3T3 Mus musculus (Mouse)  2
1
Ki = 44.7 nM
   TI
   LI
   LO
   TS
2
Ki = 46.77 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Luzindole )
Drug Name Luzindole
Company Endo Pharmaceuticals Solutions Inc
Indication
Sleep-wake disorder
Terminated
Target(s)
Melatonin receptor type 1A (MTNR1A)
Modulator