NPS

(2S)-2-(6-methoxynaphthalen-2-yl)propanoic acid

Created: 2007-10-04
Last modified:  2020-06-05

Find related ligands:

Chemical Details

Formal Charge0
Atom Count31
Chiral Atom Count1
Bond Count32
Aromatic Bond Count11
2D diagram of NPS

Chemical Component Summary

Name(2S)-2-(6-methoxynaphthalen-2-yl)propanoic acid
SynonymsNAPROXEN
Systematic Name (OpenEye OEToolkits)(2S)-2-(6-methoxynaphthalen-2-yl)propanoic acid
FormulaC14 H14 O3
Molecular Weight230.259
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C(O)C(c1ccc2c(c1)ccc(OC)c2)C
SMILESCACTVS3.341COc1ccc2cc(ccc2c1)[CH](C)C(O)=O
SMILESOpenEye OEToolkits1.5.0CC(c1ccc2cc(ccc2c1)OC)C(=O)O
Canonical SMILESCACTVS3.341 COc1ccc2cc(ccc2c1)[C@H](C)C(O)=O
Canonical SMILESOpenEye OEToolkits1.5.0 C[C@@H](c1ccc2cc(ccc2c1)OC)C(=O)O
InChIInChI1.03 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
InChIKeyInChI1.03 CMWTZPSULFXXJA-VIFPVBQESA-N

Drug Info: DrugBank

DrugBank IDDB00788 
NameNaproxen
Groups
  • approved
  • vet_approved
DescriptionNaproxen is classified as a nonsteroidal anti-inflammatory dug (NSAID) and was initially approved for prescription use in 1976 and then for over-the-counter (OTC) use in 1994.[A178975] It can effectively manage acute pain as well as pain related to rheumatic diseases, and has a well studied adverse effect profile.[A179098] Given its overall tolerability and effectiveness, naproxen can be considered a first line treatment for a variety of clinical situations requiring analgesia.[A179098] Naproxen is available in both immediate and delayed release formulations, in combination with sumatriptan to treat migraines, and in combination with esomeprazole to lower the risk of developing gastric ulcers.[L6582][L6583][L7309][L7312]
Synonyms
  • Naproxène
  • (+)-(S)-6-Methoxy-α-methyl-2-naphthaleneacetic acid
  • (S)-6-Methoxy-alpha-methyl-2-naphthaleneacetic acid
  • (+)-2-(6-Methoxy-2-naphthyl)propionic acid
  • (S)-(+)-Naproxen
Brand Names
  • Naproxen 125 Tab 125mg
  • Pro-naproxen EC - 375
  • Theraproxen-500
  • Napropak Cool
  • Waymade-naproxen Sodium DS
IndicationNaproxen is indicated for the management of rheumatoid arthritis, osteoarthritis, ankylosing spondylitis, polyarticular juvenile idiopathic arthritis, tendinitis, bursitis, acute gout, primary dysmenorrhea, and for the relief of mild to moderate pain.[L6582][L6583][A178975] Further, it is first-line therapy for osteoarthritis, acute gouty arthritis, dysmenorrhea, and musculoskeletal inflammation and pain.[A178975]
Categories
  • Agents causing hyperkalemia
  • Agents that produce hypertension
  • Analgesics
  • Analgesics, Non-Narcotic
  • Anti-Inflammatory Agents
ATC-Code
  • G02CC02
  • M02AA12
  • M01AE56
  • M01AE52
  • M01AE02
CAS number22204-53-1

Drug Targets

NameTarget SequencePharmacological ActionActions
Prostaglandin G/H synthase 1MSRSLLLWFLLFLLLLPPLPVLLADPGAPTPVNPCCYYPCQHQGICVRFG...unknowninhibitor
Prostaglandin G/H synthase 2MLARALLLCAVLALSHTANPCCSHPCQNRGVCMSVGFDQYKCDCTRTGFY...unknowninhibitor
Peptostreptococcal albumin-binding proteinMKLNKKLLMAALAGAIVVGGGVNTFAADEPGAIKVDKAPEAPSQELKLTK...unknown
Cytochrome P450 2C8MEPFVVLVLCLSFMLLFSLWRQSCRRRKLPPGPTPLPIIGNMLQIDVKDI...unknownsubstrate
UDP-glucuronosyltransferase 2B7MSVKWTSVILLIQLSFCFSSGNCGKVLVWAAEYSHWMNIKTILDELIQRG...unknownsubstrate
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL154
PubChem 156391
ChEMBL CHEMBL154
ChEBI CHEBI:7476
CCDC/CSD COYRUD12, QIMBIA, COYRUD14, COYRUD13, AFOPIX, FEVZUD, QILZIX, COYRUD11, QILZAP, RODSUA, AFOPOD, PAPTUX, RODSOU, QILZOD, TERYEU, QIMCOH, RODSEK, PAMQAX, QIMBEW01, BEYTUW, COYRUD, QIMBAS01, SAJCOY, MICFEJ, COZYAS, QIMBAS, QIMCUN, FEVZUD01, TOBMAA, RODSIO, JULJEH, KETKUT, KETKIH, KETKON
COD 7221751, 4501397, 4513532, 7215887, 7215888, 7216530, 7205534, 7218004, 7218005, 2020783, 7209753, 7209755, 4509150