NAPROXCINOD

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Search structure


Synonyms	AR-P900758XX AZD-3582 AZD3582 HCT 3012 HCT-3012 Naproxcinod Naproxen-n-butyl nitrate Nitronaproxen
Status
Molecule Category	Free-form
ATC	M01AE18
UNII	V24GR4LI3I
EPA CompTox	DTXSID20167523

Structure


InChI Key	AKFJWRDCWYYTIG-ZDUSSCGKSA-N
Smiles	COc1ccc2cc([C@H](C)C(=O)OCCCCO[N+](=O)[O-])ccc2c1
InChI	InChI=1S/C18H21NO6/c1-13(18(20)24-9-3-4-10-25-19(21)22)14-5-6-16-12-17(23-2)8-7-15(16)11-14/h5-8,11-13H,3-4,9-10H2,1-2H3/t13-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C18H21NO6
Molecular Weight	347.37
AlogP	3.48
Hydrogen Bond Acceptor	6.0
Number of Rotational Bond	9.0
Polar Surface Area	87.9
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	25.0

Pharmacology

Mechanism of Action	Action	Reference
Cyclooxygenase inhibitor	INHIBITOR	PubMed

	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Rattus norvegicus	-	467.74	-	-	-

Target Conservation


Protein: Cyclooxygenase Description: Prostaglandin G/H synthase 1 Organism : Homo sapiens P23219 ENSG00000095303












Protein: Cyclooxygenase Description: Prostaglandin G/H synthase 2 Organism : Homo sapiens P35354 ENSG00000073756

Cross References

Resources	Reference
ChEBI	76254
ChEMBL	CHEMBL2103831
DrugBank	DB06682
DrugCentral	4674
FDA SRS	V24GR4LI3I
Guide to Pharmacology	9551
PubChem	9884642
SureChEMBL	SCHEMBL1170879
ZINC	ZINC000001541804

CONTENTS

EcoDrug+ was developed under the PREMIER Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information EcoDrug+ contains.

Elements of EcoDrug+ were developed under the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT Center for Science Ltd is thanked for providing computational resources. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

Content of EcoDrug+ is provided without guarantee for correctness.

Cite Us:

Ashenafi Legehar, Siobhán Monaghan, Mael Briand, Akseli Niemelä, Leo Ghemtio, Ziaurrehman Tanoli, A Ross Brown, Charles R Tyler, Henri Xhaard, EcoDrug PLUS: an advanced database for drug target conservation analysis and environmental risk assessment, Nucleic Acids Research, 2025, gkaf1251 Read...

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Last update: Monday, 3 November 2025