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Celecoxib

Athanor · official

C17H14F3N3O2S · 381.4 g/mol

IUPAC name: 4-[5-(4-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide

Also called Celebrex, COX-2 inhibitor

DrugsRings
Open in Athanor
The structure of Celecoxib
Drawn from its SMILES with RDKit
Harmful or irritantHealth hazardDangerMay cause an allergic skin reaction · Causes serious eye irritation · May damage fertility or the unborn child

Names and identifiers

IUPAC name
4-[5-(4-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide
Synonyms
Celebrex, COX-2 inhibitor, Celebra
+ 35 more

Onsenal, 4-[5-(4-METHYLPHENYL)-3-(TRIFLUOROMETHYL)-1H-PYRAZOL-1-YL]BENZENESULFONAMIDE, 4-[5-(4-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide, SC-58635, YM 177, p-(5-p-Tolyl-3-(trifluoromethyl)pyrazol-1-yl)benzenesulfonamide, Celecoxibum, DTXSID0022777, SC58635, DFN15, JCX84Q7J1L, 4-(5-(4-Methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide, NSC-719627, NSC-758624, 4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzene-1-sulfonamide, ELYXYB, DFN-15, CHEBI:41423, benzenesulfonamide, 4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]-, DTXCID502777, CONSENSI COMPONENT CELECOXIB, NSC719627, Benzenesulfonamide, 4-(5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)-, 4-(5-(4-Methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl)benzenesulfonamide, 4-(5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzene-1-sulfonamide, ELYXYB-celecoxib, Celecoxib 50 mg, Celecoxib 100 mg, Celecoxib 200 mg, Celecoxib 400 mg, RefChem:5656, L01XX33, M01AH01, 685-962-5, Celocoxib

Molecular formula
C17H14F3N3O2S
Empirical formula
C17H14F3N3O2S
Molecular weight
381.4 g/mol
Exact mass
381.07588
CAS number
169590-42-5
PubChem CID
2662
Canonical SMILES
CC1=CC=C(C=C1)C2=CC(=NN2C3=CC=C(C=C3)S(=O)(=O)N)C(F)(F)F
Isomeric SMILES
CC1=CC=C(C=C1)C2=CC(=NN2C3=CC=C(C=C3)S(=O)(=O)N)C(F)(F)F
InChI
InChI=1S/C17H14F3N3O2S/c1-11-2-4-12(5-3-11)15-10-16(17(18,19)20)22-23(15)13-6-8-14(9-7-13)26(21,24)25/h2-10H,1H3,(H2,21,24,25)
InChIKey
RZEKVGVHFLEQIL-UHFFFAOYSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

pKa
pKa = 11.1 (sulfonamide moiety)[1]

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms
26
Rings
3
Aromatic rings
3
Fraction sp³ carbons (Fsp3)
0.12
H-bond donors
1
H-bond acceptors
3 computed here · PubChem 7
Rotatable bonds
3
TPSA (Ų)
78 computed here · PubChem 86.4
Formal charge
0
XLogP3
3.4 PubChem
Complexity
577 PubChem
Stereocenters
None
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C53.54%
  • H3.70%
  • F14.94%
  • N11.02%
  • O8.39%
  • S8.41%

Isotope pattern

100%381.07621%382.0796.9%383.0751.1%384.076385.077

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
3.51 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-4.7 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
2.14 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 381.38
  • log P ≤ 5 (Crippen): 3.51
  • H-bond donors ≤ 5: 1
  • H-bond acceptors ≤ 10: 3

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Danger

Most widely reported: 159 company reports to ECHA. Source [2].

  • Harmful or irritant
  • Health hazard
  • H317May cause an allergic skin reaction (11.9% of reports)
  • H319Causes serious eye irritation (12.6% of reports)
  • H360May damage fertility or the unborn child (82.4% of reports)

Precautionary statements: P203, P261, P264+P265, P272, P280, P302+P352, P305+P351+P338, P318, P321, P333+P317, P337+P317, P362+P364, P405, P501

View all classifications (2)
  • [2] European Chemicals Agency (ECHA) · 159 reports · DangerH317, H319, H360
  • [1] Hazardous Substances Data Bank (HSDB) · DangerH360, H401, H411

Storage

  • Keep container tightly closed in a dry and well-ventilated place.[1]
  • Store at room temperature 20 °C to 25 °C (68 °F to 77 °F); excursions permitted between 15 °C to 30 °C (59 °F to 86 °F).[1]

Safety data sheets on the supplier’s page: MedChemexpress MCE, MuseChem, Quality Control Solutions (QCS Standards).

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. [1]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
  2. [2]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
  3. [3]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  4. [4]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
  5. [5]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
  6. [6]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  7. [7]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  8. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  9. ·Literature on PubChem

Data last updated 2026-10-14.