Chemical Components in the PDB

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BRL : Summary

Code

BRL

One-letter code

X

Molecule name

2,4-THIAZOLIDIINEDIONE, 5-[[4-[2-(METHYL-2-PYRIDINYLAMINO)ETHOXY]PHENYL]METHYL]-(9CL)

Systematic names

ProgramVersionName
ACDLabs 10.04 (5S)-5-(4-{2-[methyl(pyridin-2-yl)amino]ethoxy}benzyl)-1,3-thiazolidine-2,4-dione
OpenEye OEToolkits 1.5.0 (5S)-5-[[4-[2-(methyl-pyridin-2-yl-amino)ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione

Formula

C18 H19 N3 O3 S

Formal charge

0

Molecular weight

357.427 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C1NC(=O)SC1Cc3ccc(OCCN(c2ncccc2)C)cc3
SMILES CACTVS 3.341 CN(CCOc1ccc(C[CH]2SC(=O)NC2=O)cc1)c3ccccn3
SMILES OpenEye OEToolkits 1.5.0 CN(CCOc1ccc(cc1)CC2C(=O)NC(=O)S2)c3ccccn3
Canonical SMILES CACTVS 3.341 CN(CCOc1ccc(C[C@@H]2SC(=O)NC2=O)cc1)c3ccccn3
Canonical SMILES OpenEye OEToolkits 1.5.0 CN(CCOc1ccc(cc1)C[C@H]2C(=O)NC(=O)S2)c3ccccn3

IUPAC InChI

InChI=1S/C18H19N3O3S/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15/h2-9,15H,10-12H2,1H3,(H,20,22,23)/t15-/m0/s1

IUPAC InChI key

YASAKCUCGLMORW-HNNXBMFYSA-N
BRL

wwPDB Information

Atom count

44 (25 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

1999-07-08

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



BRL : Atoms of Molecule

Total Number of Atoms: 44
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 S1 S S1 N N N 0 -1.069 -0.616 4.021
2 O2 O O2 N N N 0 -2.612 -0.429 6.243
3 O4 O O4 N N N 0 1.772 0.669 6.138
4 O13 O O13 N N N 0 0.394 -0.497 -2.144
5 N3 N N3 N N N 0 -0.383 0.153 6.278
6 N16 N N16 N N N 0 1.174 -0.291 -4.871
7 N18 N N18 N Y N 0 -1.094 -0.813 -4.574
8 C2 C C2 N N N 0 -1.525 -0.287 5.717
9 C4 C C4 N N N 0 0.755 0.27 5.614
10 C5 C C5 S N N 0 0.697 -0.129 4.147
11 C6 C C6 N N N 0 1.013 1.056 3.233
12 C7 C C7 N Y N 0 0.847 0.64 1.794
13 C8 C C8 N Y N 0 -0.378 0.784 1.171
14 C9 C C9 N Y N 0 -0.532 0.403 -0.147
15 C10 C C10 N Y N 0 0.544 -0.122 -0.846
16 C11 C C11 N Y N 0 1.771 -0.27 -0.217
17 C12 C C12 N Y N 0 1.922 0.116 1.1
18 C14 C C14 N N N 0 1.662 -0.992 -2.579
19 C15 C C15 N N N 0 1.563 -1.434 -4.041
20 C16 C C16 N N N 0 2.203 0.571 -5.457
21 C17 C C17 N Y N 0 -0.17 -0.026 -5.102
22 C19 C C19 N Y N 0 -2.381 -0.593 -4.764
23 C20 C C20 N Y N 0 -2.812 0.467 -5.536
24 C21 C C21 N Y N 0 -1.874 1.313 -6.113
25 C22 C C22 N Y N 0 -0.532 1.06 -5.891
26 HN3 H HN3 N N N 0 -0.396 0.397 7.217
27 H5 H H5 N N N 0 1.356 -0.972 3.939
28 H61 H 1H6 N N N 0 2.04 1.381 3.402
29 H62 H 2H6 N N N 0 0.331 1.877 3.455
30 H8 H H8 N N N 0 -1.215 1.194 1.716
31 H9 H H9 N N N 0 -1.489 0.516 -0.634
32 H11 H H11 N N N 0 2.61 -0.68 -0.759
33 H12 H H12 N N N 0 2.878 0.004 1.589
34 H141 H 1H14 N N N 0 1.952 -1.843 -1.962
35 H142 H 2H14 N N N 0 2.411 -0.205 -2.487
36 H151 H 1H15 N N N 0 0.814 -2.221 -4.132
37 H152 H 2H15 N N N 0 2.53 -1.812 -4.373
38 H161 H 1H16 N N N 0 3.189 0.209 -5.168
39 H162 H 2H16 N N N 0 2.114 0.555 -6.543
40 H163 H 3H16 N N N 0 2.07 1.591 -5.096
41 H19 H H19 N N N 0 -3.107 -1.253 -4.314
42 H20 H H20 N N N 0 -3.867 0.636 -5.69
43 H21 H H21 N N N 0 -2.185 2.149 -6.721
44 H22 H H22 N N N 0 0.223 1.699 -6.325



BRL : Chemical Bonds

Total Number of Bonds: 46
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 S1 C2 S C sing 1.79 N N
2 S1 C5 S C sing 1.84 N N
3 O2 C2 O C doub 1.22 N N
4 O4 C4 O C doub 1.21 N N
5 O13 C10 O C sing 1.36 N N
6 O13 C14 O C sing 1.43 N N
7 N3 C2 N C sing 1.35 N N
8 N3 C4 N C sing 1.32 N N
9 N3 HN3 N H sing 0.97 N N
10 N16 C15 N C sing 1.47 N N
11 N16 C16 N C sing 1.46 N N
12 N16 C17 N C sing 1.39 N N
13 N18 C17 N C doub 1.32 N Y
14 N18 C19 N C sing 1.32 N Y
15 C4 C5 C C sing 1.52 N N
16 C5 C6 C C sing 1.53 N N
17 C5 H5 C H sing 1.09 N N
18 C6 C7 C C sing 1.51 N N
19 C6 H61 C H sing 1.09 N N
20 C6 H62 C H sing 1.09 N N
21 C7 C8 C C doub 1.38 N Y
22 C7 C12 C C sing 1.38 N Y
23 C8 C9 C C sing 1.38 N Y
24 C8 H8 C H sing 1.08 N N
25 C9 C10 C C doub 1.39 N Y
26 C9 H9 C H sing 1.08 N N
27 C10 C11 C C sing 1.39 N Y
28 C11 C12 C C doub 1.38 N Y
29 C11 H11 C H sing 1.08 N N
30 C12 H12 C H sing 1.08 N N
31 C14 C15 C C sing 1.53 N N
32 C14 H141 C H sing 1.09 N N
33 C14 H142 C H sing 1.09 N N
34 C15 H151 C H sing 1.09 N N
35 C15 H152 C H sing 1.09 N N
36 C16 H161 C H sing 1.09 N N
37 C16 H162 C H sing 1.09 N N
38 C16 H163 C H sing 1.09 N N
39 C17 C22 C C sing 1.39 N Y
40 C19 C20 C C doub 1.38 N Y
41 C19 H19 C H sing 1.08 N N
42 C20 C21 C C sing 1.39 N Y
43 C20 H20 C H sing 1.08 N N
44 C21 C22 C C doub 1.38 N Y
45 C21 H21 C H sing 1.08 N N
46 C22 H22 C H sing 1.08 N N



BRL : Used in PDB Entries

Total Number of PDB Entries: 13
Ligand Code PDB Entry ID Type Total Distinct
BRL 1fm6 Open in New Window Bound ligand 2 1
BRL 1zgy Open in New Window Bound ligand 1 1
BRL 2prg Open in New Window Bound ligand 2 1
BRL 3cs8 Open in New Window Bound ligand 1 1
BRL 3dzy Open in New Window Bound ligand 1 1
BRL 4ema Open in New Window Bound ligand 1 1
BRL 4o8f Open in New Window Bound ligand 2 1
BRL 4xld Open in New Window Bound ligand 1 1
BRL 5ji0 Open in New Window Bound ligand 1 1
BRL 5ycp Open in New Window Bound ligand 1 1
BRL 6md4 Open in New Window Bound ligand 1 1
BRL 6onj Open in New Window Bound ligand 1 1
BRL 7awc Open in New Window Bound ligand 1 1