General Information of the Compound
Compound ID
CP0008213
Compound Name
(2S)-2-(6-methoxynaphthalen-2-yl)propanoic acid
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Synonyms
(+)-(S)-Naproxen
(+)-Naproxen
(S)-(+)-2-(6-Methoxy-2-naphthyl)propionic acid
(S)-(+)-Naproxen
(S)-2-(6-methoxynaphthalen-2-yl)propanoic acid
(S)-Naproxen
22204-53-1
Acusprain
Anexopen
Apronax
Artagen
Arthrisil
Artrixen
Artroxen
Atiflan
Axer
Bipronyl
Bonyl
Calosen
Clinosyn
Congex
Danaprox
Daprox
Ec-Naprosyn
Equiproxen
Flexipen
Genoxen
Laraflex
Lefaine
Leniartil
NAPROXEN
Naixan
Nalyxan
Napflam
Naposin
Napren
Naprius
Naprosyn
Naprosyne
Naproxen
Naproxene
Naproxeno
Naproxenum
Novonaprox
Nycopren
Reuxen
d-Naproxen
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Structure
Formula
C14H14O3
Molecular Weight
230.263
Canonical SMILES
COc1ccc2cc(ccc2c1)[C@H](C)C(O)=O
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InChI
InChI=1S/C14H14O3/c1-9(14(15)16)10-3-4-12-8-13(17-2)6-5-11(12)7-10/h3-9H,1-2H3,(H,15,16)/t9-/m0/s1
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InChIKey
CMWTZPSULFXXJA-VIFPVBQESA-N
CAS
22204-53-1
Physicochemical Property
logP
3.0365
Rotatable Bonds
3
Heavy Atom Count
17
Polar Areas
46.53
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Complexity
17

"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: 156391
SID: 15172374
ChEMBL ID
CHEMBL154
DrugBank ID
DB00788
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: PT00901, Prostaglandin G/H synthase 2
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000012 Sf21
 Cell Line Info 
Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 17001 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 900 nM
2 IC50 = 2390 nM
3 IC50 = 2500 nM
4 IC50 = 9700 nM
5 IC50 = 10070 nM
6 IC50 = 12400 nM
7 IC50 = 18900 nM
Protein ID: PT04064, Solute carrier family 22 member 6
 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
IC50 = 5800 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Naproxen )
Drug Name Naproxen
Company Iroko pharmaceuticals; PLx Pharma; CeNeS Pharmaceuticals plc
Indication
Osteoarthritis
Approved
Pain
Phase 2
Endometriosis
Investigative
Target(s)
Prostaglandin G/H synthase 1 (COX-1)
 Target Info 
Inhibitor
Prostaglandin G/H synthase 2 (COX-2)
 Target Info 
Inhibitor