General Information of the Compound
Compound ID
CP0384669
Compound Name
(4aR,10bR)-4-propyl-3,4,4a,5,6,10b-hexahydro-2H-naphtho[1,2-b][1,4]oxazin-9-ol
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Synonyms
(+)-PHNO
Dopazinol
L-647339
MK-458
Naxagolide
Naxagolide hydrochloride
Nazagolide
PHNO
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Structure
Formula
C15H21NO2
Molecular Weight
247.338
Canonical SMILES
CCCN1CCO[C@H]2[C@H]1CCc1ccc(O)cc21
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InChI
InChI=1S/C15H21NO2/c1-2-7-16-8-9-18-15-13-10-12(17)5-3-11(13)4-6-14(15)16/h3,5,10,14-15,17H,2,4,6-9H2,1H3/t14-,15-/m1/s1
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InChIKey
JCSREICEMHWFAY-HUUCEWRRSA-N
CAS
88058-88-2
Physicochemical Property
logP
2.4903
Rotatable Bonds
2
Heavy Atom Count
18
Polar Areas
32.7
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Complexity
18

"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: 57533
SID: 15973616
ChEMBL ID
CHEMBL69271
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
CL000026 CHO-K1
 Cell Line Info 
Cricetulus griseus (Chinese hamster)  1
1
Ki = 0.21 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Naxagolide )
Drug Name Naxagolide
Company Merck & Co Inc
Indication
Parkinson disease
Discontinued in Phase 2
Target(s)
Dopamine D2 receptor (D2R)
 Target Info 
Modulator