Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

5GZ : Summary

Code

5GZ

One-letter code

X

Molecule name

4-(2-chloro-6-nitrophenoxy)-N-[2-(diethylamino)ethyl]benzenesulfonamide

Systematic names

ProgramVersionName
ACDLabs 12.01 4-(2-chloro-6-nitrophenoxy)-N-[2-(diethylamino)ethyl]benzenesulfonamide
OpenEye OEToolkits 1.7.6 4-(2-chloranyl-6-nitro-phenoxy)-N-[2-(diethylamino)ethyl]benzenesulfonamide

Formula

C18 H22 Cl N3 O5 S

Formal charge

0

Molecular weight

427.902 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 Clc2cccc(c2Oc1ccc(cc1)S(=O)(=O)NCCN(CC)CC)N(=O)=O
SMILES CACTVS 3.370 CCN(CC)CCN[S](=O)(=O)c1ccc(Oc2c(Cl)cccc2[N+]([O-])=O)cc1
SMILES OpenEye OEToolkits 1.7.6 CCN(CC)CCNS(=O)(=O)c1ccc(cc1)Oc2c(cccc2Cl)[N+](=O)[O-]
Canonical SMILES CACTVS 3.370 CCN(CC)CCN[S](=O)(=O)c1ccc(Oc2c(Cl)cccc2[N+]([O-])=O)cc1
Canonical SMILES OpenEye OEToolkits 1.7.6 CCN(CC)CCNS(=O)(=O)c1ccc(cc1)Oc2c(cccc2Cl)[N+](=O)[O-]

IUPAC InChI

InChI=1S/C18H22ClN3O5S/c1-3-21(4-2)13-12-20-28(25,26)15-10-8-14(9-11-15)27-18-16(19)6-5-7-17(18)22(23)24/h5-11,20H,3-4,12-13H2,1-2H3

IUPAC InChI key

NBPRMWUQGSKNES-UHFFFAOYSA-N
5GZ

wwPDB Information

Atom count

50 (28 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-06-18

Last modified at

2013-09-06

Status

Released

Obsoleted

Not Assigned



5GZ : Atoms of Molecule

Total Number of Atoms: 50
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CL CL CL N N N 0 4.792 1.761 0.835
2 O01 O O01 N N N 0 -2.31 2.68 1.538
3 S02 S S02 N N N 0 -2.192 2.677 0.121
4 C03 C C03 N Y N 0 -0.617 1.979 -0.245
5 C04 C C04 N Y N 0 0.003 2.267 -1.447
6 C05 C C05 N Y N 0 1.238 1.72 -1.738
7 O09 O O09 N N N 0 3.071 0.341 -1.105
8 C06 C C06 N Y N 0 0.0 1.147 0.671
9 C07 C C07 N Y N 0 1.235 0.599 0.387
10 C08 C C08 N Y N 0 1.857 0.881 -0.822
11 C10 C C10 N Y N 0 3.639 -0.475 -0.178
12 C11 C C11 N Y N 0 3.39 -1.839 -0.208
13 N12 N N12 N N N 1 2.507 -2.408 -1.25
14 O13 O O13 N N N -1 2.289 -3.606 -1.276
15 O14 O O14 N N N 0 1.997 -1.678 -2.082
16 C15 C C15 N Y N 0 3.969 -2.666 0.735
17 C16 C C16 N Y N 0 4.795 -2.136 1.709
18 C17 C C17 N Y N 0 5.045 -0.776 1.742
19 C18 C C18 N Y N 0 4.473 0.055 0.798
20 N20 N N20 N N N 0 -3.339 1.623 -0.441
21 C21 C C21 N N N 0 -3.462 0.29 0.152
22 C22 C C22 N N N 0 -4.796 -0.333 -0.266
23 N23 N N23 N N N 0 -4.919 -1.67 0.329
24 C24 C C24 N N N 0 -6.277 -2.203 0.15
25 C25 C C25 N N N 0 -7.228 -1.515 1.132
26 C26 C C26 N N N 0 -3.916 -2.588 -0.227
27 C27 C C27 N N N 0 -3.802 -3.823 0.67
28 O28 O O28 N N N 0 -2.304 3.852 -0.67
29 H04 H H04 N N N 0 -0.479 2.92 -2.16
30 H05 H H05 N N N 0 1.722 1.945 -2.677
31 H06 H H06 N N N 0 -0.484 0.927 1.611
32 H07 H H07 N N N 0 1.717 -0.05 1.103
33 H15 H H15 N N N 0 3.776 -3.729 0.712
34 H16 H H16 N N N 0 5.246 -2.785 2.445
35 H17 H H17 N N N 0 5.69 -0.365 2.503
36 HN20 H HN20 N N N 0 -3.929 1.889 -1.164
37 H21 H H21 N N N 0 -2.643 -0.34 -0.196
38 H21A H H21A N N N 0 -3.423 0.37 1.238
39 H22 H H22 N N N 0 -5.615 0.296 0.082
40 H22A H H22A N N N 0 -4.835 -0.413 -1.352
41 H24 H H24 N N N 0 -6.609 -2.014 -0.871
42 H24A H H24A N N N 0 -6.274 -3.276 0.339
43 H25 H H25 N N N 0 -8.213 -1.978 1.068
44 H25A H H25A N N N 0 -6.842 -1.621 2.146
45 H25B H H25B N N N 0 -7.306 -0.457 0.881
46 H26 H H26 N N N 0 -4.219 -2.894 -1.228
47 H26A H H26A N N N 0 -2.951 -2.085 -0.276
48 H27 H H27 N N N 0 -3.486 -3.519 1.668
49 H27A H H27A N N N 0 -4.771 -4.318 0.732
50 H27B H H27B N N N 0 -3.069 -4.511 0.25



5GZ : Chemical Bonds

Total Number of Bonds: 51
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CL C18 CL C sing 1.74 N N
2 O01 S02 O S doub 1.42 N N
3 S02 C03 S C sing 1.76 N N
4 S02 N20 S N sing 1.66 N N
5 S02 O28 S O doub 1.42 N N
6 C03 C04 C C doub 1.38 N Y
7 C03 C06 C C sing 1.38 N Y
8 C04 C05 C C sing 1.38 N Y
9 C05 C08 C C doub 1.39 N Y
10 C06 C07 C C doub 1.38 N Y
11 C07 C08 C C sing 1.39 N Y
12 C08 O09 C O sing 1.36 N N
13 O09 C10 O C sing 1.36 N N
14 C10 C11 C C doub 1.39 N Y
15 C10 C18 C C sing 1.39 N Y
16 C11 N12 C N sing 1.48 N N
17 C11 C15 C C sing 1.38 N Y
18 N12 O13 N O sing 1.22 N N
19 N12 O14 N O doub 1.22 N N
20 C15 C16 C C doub 1.38 N Y
21 C16 C17 C C sing 1.38 N Y
22 C17 C18 C C doub 1.38 N Y
23 N20 C21 N C sing 1.46 N N
24 C21 C22 C C sing 1.53 N N
25 C22 N23 C N sing 1.47 N N
26 N23 C24 N C sing 1.47 N N
27 N23 C26 N C sing 1.47 N N
28 C24 C25 C C sing 1.53 N N
29 C26 C27 C C sing 1.53 N N
30 C04 H04 C H sing 1.08 N N
31 C05 H05 C H sing 1.08 N N
32 C06 H06 C H sing 1.08 N N
33 C07 H07 C H sing 1.08 N N
34 C15 H15 C H sing 1.08 N N
35 C16 H16 C H sing 1.08 N N
36 C17 H17 C H sing 1.08 N N
37 N20 HN20 N H sing 0.97 N N
38 C21 H21 C H sing 1.09 N N
39 C21 H21A C H sing 1.09 N N
40 C22 H22 C H sing 1.09 N N
41 C22 H22A C H sing 1.09 N N
42 C24 H24 C H sing 1.09 N N
43 C24 H24A C H sing 1.09 N N
44 C25 H25 C H sing 1.09 N N
45 C25 H25A C H sing 1.09 N N
46 C25 H25B C H sing 1.09 N N
47 C26 H26 C H sing 1.09 N N
48 C26 H26A C H sing 1.09 N N
49 C27 H27 C H sing 1.09 N N
50 C27 H27A C H sing 1.09 N N
51 C27 H27B C H sing 1.09 N N



5GZ : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
5GZ 4btl Open in New Window Bound ligand 4 1