Chemical Components in the PDB

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NIM : Summary

Code

NIM

One-letter code

X

Molecule name

4-NITRO-2-PHENOXYMETHANESULFONANILIDE

Synonyms

NIMESULIDE

Systematic names

ProgramVersionName
ACDLabs 10.04 N-(4-nitro-2-phenoxyphenyl)methanesulfonamide
OpenEye OEToolkits 1.5.0 N-(4-nitro-2-phenoxy-phenyl)methanesulfonamide

Formula

C13 H12 N2 O5 S

Formal charge

0

Molecular weight

308.31 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 [O-][N+](=O)c2cc(Oc1ccccc1)c(cc2)NS(=O)(=O)C
SMILES CACTVS 3.341 C[S](=O)(=O)Nc1ccc(cc1Oc2ccccc2)[N+]([O-])=O
SMILES OpenEye OEToolkits 1.5.0 CS(=O)(=O)Nc1ccc(cc1Oc2ccccc2)[N+](=O)[O-]
Canonical SMILES CACTVS 3.341 C[S](=O)(=O)Nc1ccc(cc1Oc2ccccc2)[N+]([O-])=O
Canonical SMILES OpenEye OEToolkits 1.5.0 CS(=O)(=O)Nc1ccc(cc1Oc2ccccc2)[N+](=O)[O-]

IUPAC 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

IUPAC InChI key

HYWYRSMBCFDLJT-UHFFFAOYSA-N
NIM

wwPDB Information

Atom count

33 (21 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2005-06-20

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



NIM : Atoms of Molecule

Total Number of Atoms: 33
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O4 O O4 N N N -1 -1.674 4.113 0.136
2 N2 N N2 N N N 1 -1.929 2.922 0.149
3 O3 O O3 N N N 0 -3.077 2.547 0.308
4 C5 C C5 N Y N 0 -0.844 1.931 -0.029
5 C4 C C4 N Y N 0 0.458 2.359 -0.21
6 C3 C C3 N Y N 0 1.475 1.438 -0.376
7 C2 C C2 N Y N 0 1.19 0.081 -0.362
8 N1 N N1 N N N 0 2.218 -0.854 -0.53
9 S1 S S1 N N N 0 3.735 -0.529 0.051
10 O1 O O1 N N N 0 4.441 -1.731 -0.225
11 O2 O O2 N N N 0 4.059 0.7 -0.584
12 C1 C C1 N N N 0 3.458 -0.31 1.83
13 C6 C C6 N Y N 0 -1.136 0.58 -0.014
14 C7 C C7 N Y N 0 -0.123 -0.35 -0.186
15 O5 O O5 N N N 0 -0.408 -1.679 -0.171
16 C8 C C8 N Y N 0 -1.76 -1.79 -0.091
17 C13 C C13 N Y N 0 -2.54 -1.617 -1.225
18 C12 C C12 N Y N 0 -3.915 -1.73 -1.141
19 C11 C C11 N Y N 0 -4.513 -2.015 0.073
20 C10 C C10 N Y N 0 -3.738 -2.188 1.205
21 C9 C C9 N Y N 0 -2.363 -2.082 1.125
22 H4 H H4 N N N 0 0.681 3.416 -0.221
23 H3 H H3 N N N 0 2.492 1.776 -0.516
24 HN1 H HN1 N N N 0 2.043 -1.691 -0.987
25 H11A H 1H1 N N N 0 2.764 0.515 1.991
26 H12A H 2H1 N N N 0 3.037 -1.225 2.248
27 H13A H 3H1 N N N 0 4.406 -0.089 2.321
28 H6 H H6 N N N 0 -2.154 0.249 0.128
29 H13 H H13 N N N 0 -2.074 -1.394 -2.173
30 H12 H H12 N N N 0 -4.522 -1.595 -2.023
31 H11 H H11 N N N 0 -5.587 -2.102 0.137
32 H10 H H10 N N N 0 -4.207 -2.41 2.152
33 H9 H H9 N N N 0 -1.757 -2.218 2.009



NIM : Chemical Bonds

Total Number of Bonds: 34
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O4 N2 O N sing 1.22 N N
2 N2 O3 N O doub 1.22 N N
3 N2 C5 N C sing 1.48 N N
4 C5 C4 C C doub 1.38 N Y
5 C5 C6 C C sing 1.38 N Y
6 C4 C3 C C sing 1.38 N Y
7 C4 H4 C H sing 1.08 N N
8 C3 C2 C C doub 1.39 N Y
9 C3 H3 C H sing 1.08 N N
10 C2 N1 C N sing 1.4 N N
11 C2 C7 C C sing 1.39 N Y
12 N1 S1 N S sing 1.66 N N
13 N1 HN1 N H sing 0.97 N N
14 S1 O1 S O doub 1.42 N N
15 S1 O2 S O doub 1.42 N N
16 S1 C1 S C sing 1.81 N N
17 C1 H11A C H sing 1.09 N N
18 C1 H12A C H sing 1.09 N N
19 C1 H13A C H sing 1.09 N N
20 C6 C7 C C doub 1.39 N Y
21 C6 H6 C H sing 1.08 N N
22 C7 O5 C O sing 1.36 N N
23 O5 C8 O C sing 1.36 N N
24 C8 C13 C C doub 1.39 N Y
25 C8 C9 C C sing 1.39 N Y
26 C13 C12 C C sing 1.38 N Y
27 C13 H13 C H sing 1.08 N N
28 C12 C11 C C doub 1.38 N Y
29 C12 H12 C H sing 1.08 N N
30 C11 C10 C C sing 1.38 N Y
31 C11 H11 C H sing 1.08 N N
32 C10 C9 C C doub 1.38 N Y
33 C10 H10 C H sing 1.08 N N
34 C9 H9 C H sing 1.08 N N



NIM : Used in PDB Entries

Total Number of PDB Entries: 5
Ligand Code PDB Entry ID Type Total Distinct
NIM 1zwp Open in New Window Bound ligand 1 1
NIM 2oth Open in New Window Bound ligand 1 1
NIM 3e9x Open in New Window Bound ligand 1 1
NIM 3n8x Open in New Window Bound ligand 2 1
NIM 4eix Open in New Window Bound ligand 1 1