General Information of the Compound
Compound ID
CP0037498
Compound Name
4-Cyano-1-methoxy-naphthalene-2-carboxylic acid (1-butyl-pyrrolidin-2-ylmethyl)-amide
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Synonyms
(+-)-nafadotride
149649-22-9
A1-01951
AC1MPBUT
AKOS024257976
BCP27779
BDBM50133923
CCG-101119
CHEBI:64191
CHEMBL286252
CPD000466292
CTK8H0240
DTXSID1042603
GTPL44
HMS2052A15
HMS2232B11
HMS3267P15
HMS3370D02
HMS3394A15
LS-186981
LS-187623
MLS000758952
MLS001424218
MolPort-023-276-076
N-[(1-BUTYL-2-PYRROLIDINYL)METHYL]-4-CYANO-1-METHOXY-2-NAPHTHALENECARBOXAMIDE
N-[(1-butylpyrrolidin-2-yl)methyl]-4-cyano-1-methoxynaphthalene-2-carboxamide
NC00369
Nafadotride
SAM001247092
SCHEMBL635866
SMR000466292
TRA0072321
nafadotride
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Structure
Formula
C22H27N3O2
Molecular Weight
365.477
Canonical SMILES
CCCCN1CCCC1CNC(=O)c1cc(C#N)c2ccccc2c1OC
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InChI
InChI=1S/C22H27N3O2/c1-3-4-11-25-12-7-8-17(25)15-24-22(26)20-13-16(14-23)18-9-5-6-10-19(18)21(20)27-2/h5-6,9-10,13,17H,3-4,7-8,11-12,15H2,1-2H3,(H,24,26)
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InChIKey
IDZASIQMRGPBCQ-UHFFFAOYSA-N
Physicochemical Property
logP
3.71438
Rotatable Bonds
7
Heavy Atom Count
27
Polar Areas
65.36
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Complexity
27

"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: 3408722
SID: 14877084
ChEMBL ID
CHEMBL286252
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: PT00943, D(3) dopamine receptor
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO
 Cell Line Info 
Cricetulus griseus (Chinese hamster)  1
1
Ki = 0.81 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 0.11 nM
Clinical Information about the Compound
Drug 1 ( nafadotride )
Drug Name nafadotride
Target(s)
Dopamine D4 receptor (D4R)
 Target Info 
Antagonist
Dopamine D3 receptor (D3R)
 Target Info 
Antagonist
Dopamine D2 receptor (D2R)
 Target Info 
Antagonist
5-HT 1A receptor (HTR1A)
 Target Info 
Agonist