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Piroxicam

C15H13N3O4S — CID 54676228

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Data last refreshed: (MolForge compound catalog, from PubChem)

IUPAC4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1λ6,2-benzothiazine-3-carboxamide
SMILESCN1C(C(=O)Nc2ccccn2)=C(O)c2ccccc2S1(=O)=O
InChIInChI=1S/C15H13N3O4S/c1-18-13(15(20)17-12-8-4-5-9-16-12)14(19)10-6-2-3-7-11(10)23(18,21)22/h2-9,19H,1H3,(H,16,17,20)
InChIKeyQYSPLQLAKJAUJT-UHFFFAOYSA-N
MW331.35 g/mol
LogP1.58
Rot. Bonds2

About Piroxicam

Piroxicam (PubChem CID 54676228) has the molecular formula C15H13N3O4S and a molecular weight of 331.35 g/mol. Its IUPAC name is 4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1λ6,2-benzothiazine-3-carboxamide.

Molecular Properties

Compound NamePiroxicam
PubChem CID54676228
Molecular FormulaC15H13N3O4S
Molecular Weight331.35 g/mol
Exact Mass331.06
IUPAC Name4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1λ6,2-benzothiazine-3-carboxamide
SMILESCN1C(C(=O)Nc2ccccn2)=C(O)c2ccccc2S1(=O)=O
InChIInChI=1S/C15H13N3O4S/c1-18-13(15(20)17-12-8-4-5-9-16-12)14(19)10-6-2-3-7-11(10)23(18,21)22/h2-9,19H,1H3,(H,16,17,20)
InChIKeyQYSPLQLAKJAUJT-UHFFFAOYSA-N
XLogP1.58
TPSA99.60 Ų
H-Bond Donors2
H-Bond Acceptors5
Rotatable Bonds2
Heavy Atoms23
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500331.35
LogP ≤ 51.58
H-Bond Donors ≤ 52
H-Bond Acceptors ≤ 105

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Related Compounds

Ampiroxicam
CID 2176
5'-Hydroxypiroxicam
CID 54676301
Piroxicam Cinnamate
CID 6436090
Piroxicam monohydrate
CID 54705052
4-hydroxy-2-methyl-N-(pyrimidin-2-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
CID 54695987
1-(cyclohexylmethyl)-3-(1,1-dioxo-4H-1$l^{6},2,4-benzothiadiazin-3-yl)-4-hydroxy-1,8-naphthyridin-2-one
CID 135464356
3-(1,1-dioxo-4H-1$l^{6},2,4-benzothiadiazin-3-yl)-4-hydroxy-1-isopentyl-1,8-naphthyridin-2-one
CID 135494585
3-(1,1-dioxo-4H-1$l^{6},2,4-benzothiadiazin-3-yl)-1-(2-ethylbutyl)-4-hydroxy-1,8-naphthyridin-2-one
CID 135500123
1-benzyl-3-(1,1-dioxo-4H-1$l^{6},2,4-benzothiadiazin-3-yl)-4-hydroxy-1,8-naphthyridin-2-one
CID 135517454
2-[[3-(4-hydroxy-1-isopentyl-2-oxo-1,8-naphthyridin-3-yl)-1,1-dioxo-4H-1$l^{6},2,4-benzothiadiazin-7-yl]amino]acetamide
CID 135541385

Frequently Asked Questions

What is the IUPAC name of Piroxicam?
The IUPAC name of Piroxicam (CID 54676228) is 4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1λ6,2-benzothiazine-3-carboxamide.
What is the SMILES notation for Piroxicam?
The canonical SMILES for Piroxicam is CN1C(C(=O)Nc2ccccn2)=C(O)c2ccccc2S1(=O)=O.
What is the InChIKey of Piroxicam?
The InChIKey is QYSPLQLAKJAUJT-UHFFFAOYSA-N. The full InChI is InChI=1S/C15H13N3O4S/c1-18-13(15(20)17-12-8-4-5-9-16-12)14(19)10-6-2-3-7-11(10)23(18,21)22/h2-9,19H,1H3,(H,16,17,20).
What are the key properties of Piroxicam?
Piroxicam has a molecular weight of 331.35 g/mol, XLogP of 1.58, 2 rotatable bonds, 2 hydrogen bond donors, and 5 hydrogen bond acceptors.
Where does this data come from?
All data for Piroxicam is sourced from PubChem (CID 54676228), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).

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