General Information of the Compound
Compound ID
CP0052838
Compound Name
N-(4-nitro-2-phenoxyphenyl)methanesulfonamide
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Synonyms
4'-Nitro-2'-phenoxymethanesulfonanilide
4'-Nitro-2'-phenoxymethansulfonanilid
4-NITRO-2-PHENOXYMETHANESULFONANILIDE
4-Nitro-2-phenoxy-methanesulfonanilide
51803-78-2
BRN 2421175
CHEBI:44445
CHEMBL56367
Dulanermin
EINECS 257-431-4
Flogovital
MLS000069680
Mesulid
Methanesulfonamide, N-(4-nitro-2-phenoxyphenyl)-
Methanesulfonanilide, 4'-nitro-2'-phenoxy-
N-(4-Nitro-2-phenoxyphenyl)methanesulfonamide
Nimed
Nimesulida [INN-Spanish]
Nimesulide
Nimesulidum [INN-Latin]
Nisulid
R 805
R-805
Sulidene
UNII-V4TKW1454M
V4TKW1454M
nimesulide
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Structure
Formula
C13H12N2O5S
Molecular Weight
308.315
Canonical SMILES
CS(=O)(=O)Nc1ccc(cc1Oc1ccccc1)[N+]([O-])=O
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InChI
InChI=1S/C13H12N2O5S/c1-21(18,19)14-12-8-7-10(15(16)17)9-13(12)20-11-5-3-2-4-6-11/h2-9,14H,1H3
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InChIKey
HYWYRSMBCFDLJT-UHFFFAOYSA-N
CAS
51803-78-2
Physicochemical Property
logP
2.7586
Rotatable Bonds
5
Heavy Atom Count
21
Polar Areas
98.54
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Complexity
21

"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: 4495
SID: 12012650
ChEMBL ID
CHEMBL56367
DrugBank ID
DB04743
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: PT01255, Aromatase
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000261 SK-BR-3 Homo sapiens (Human)  1
1
IC50 = 27000 nM
   TI
   LI
   LO
   TS
Protein ID: PT06109, Geminin
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000015 SW480 Homo sapiens (Human)  1
1
Potency ~ 794.3 nM
   TI
   LI
   LO
   TS
Protein ID: PT00901, Prostaglandin G/H synthase 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000012 Sf21 Spodoptera frugiperda (Fall armyworm)  2
1
IC50 = 1436 nM
   TI
   LI
   LO
   TS
2
IC50 = 23140 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 15 nM
2 IC50 = 23 nM
3 IC50 = 600 nM
4 IC50 = 700 nM
5 IC50 = 1300 nM
6 IC50 = 1684 nM
7 IC50 = 8700 nM
8 IC50 = 9400 nM
Clinical Information about the Compound
Drug 1 ( Nimesulide )
Drug Name Nimesulide
Indication
Metastatic colorectal cancer
Terminated
Non-small-cell lung cancer
Terminated
Non-hodgkin lymphoma
Terminated
Target(s)
Prostaglandin G/H synthase 2 (COX-2)
Inhibitor
Lactotransferrin (LTF)
Inhibitor
TNF related apoptosis inducing ligand (TNFSF10)
Modulator