Chemical Components in the PDB

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0KU : Summary

Code

0KU

One-letter code

X

Molecule name

N-(4-chlorophenyl)-N'-{(S)-[5-(hydroxymethyl)-4-methyl-1,3-thiazol-2-yl][(2S)-piperidin-2-yl]methyl}ethanediamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-(4-chlorophenyl)-N'-{(S)-[5-(hydroxymethyl)-4-methyl-1,3-thiazol-2-yl][(2S)-piperidin-2-yl]methyl}ethanediamide
OpenEye OEToolkits 1.7.6 N-(4-chlorophenyl)-N'-[(S)-[5-(hydroxymethyl)-4-methyl-1,3-thiazol-2-yl]-[(2S)-piperidin-2-yl]methyl]ethanediamide

Formula

C19 H23 Cl N4 O3 S

Formal charge

0

Molecular weight

422.929 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(NC(c1nc(c(s1)CO)C)C2NCCCC2)C(=O)Nc3ccc(Cl)cc3
SMILES CACTVS 3.370 Cc1nc(sc1CO)[CH](NC(=O)C(=O)Nc2ccc(Cl)cc2)[CH]3CCCCN3
SMILES OpenEye OEToolkits 1.7.6 Cc1c(sc(n1)C(C2CCCCN2)NC(=O)C(=O)Nc3ccc(cc3)Cl)CO
Canonical SMILES CACTVS 3.370 Cc1nc(sc1CO)[C@@H](NC(=O)C(=O)Nc2ccc(Cl)cc2)[C@@H]3CCCCN3
Canonical SMILES OpenEye OEToolkits 1.7.6 Cc1c(sc(n1)[C@H]([C@@H]2CCCCN2)NC(=O)C(=O)Nc3ccc(cc3)Cl)CO

IUPAC InChI

InChI=1S/C19H23ClN4O3S/c1-11-15(10-25)28-19(22-11)16(14-4-2-3-9-21-14)24-18(27)17(26)23-13-7-5-12(20)6-8-13/h5-8,14,16,21,25H,2-4,9-10H2,1H3,(H,23,26)(H,24,27)/t14-,16-/m0/s1

IUPAC InChI key

XEDSYSDQIUMILN-HOCLYGCPSA-N
0KU

wwPDB Information

Atom count

51 (28 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-02-06

Last modified at

2013-03-15

Status

Released

Obsoleted

Not Assigned



0KU : Atoms of Molecule

Total Number of Atoms: 51
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C01 C C01 N Y N 0 -6.707 -0.727 0.202
2 C02 C C02 N Y N 0 -6.469 -0.414 -1.125
3 C03 C C03 N Y N 0 -5.215 0.0060 -1.523
4 C04 C C04 N Y N 0 -4.192 0.116 -0.589
5 C05 C C05 N Y N 0 -4.434 -0.198 0.742
6 C06 C C06 N Y N 0 -5.691 -0.613 1.135
7 CL1 CL CL1 N N N 0 -8.284 -1.256 0.698
8 N08 N N08 N N N 0 -2.922 0.541 -0.989
9 C09 C C09 N N N 0 -1.825 0.055 -0.376
10 C10 C C10 N N N 0 -0.476 0.595 -0.721
11 N11 N N11 N N N 0 0.622 0.109 -0.108
12 O12 O O12 N N N 0 -0.368 1.472 -1.553
13 O13 O O13 N N N 0 -1.933 -0.822 0.456
14 C14 C C14 S N N 0 1.945 0.638 -0.446
15 C15 C C15 S N N 0 2.218 1.895 0.382
16 C16 C C16 N Y N 0 2.994 -0.4 -0.145
17 C17 C C17 N N N 0 1.153 2.95 0.076
18 C18 C C18 N N N 0 1.442 4.213 0.892
19 C19 C C19 N N N 0 2.848 4.717 0.557
20 C20 C C20 N N N 0 3.865 3.611 0.85
21 N21 N N21 N N N 0 3.545 2.425 0.044
22 N22 N N22 N Y N 0 3.044 -1.108 0.933
23 C23 C C23 N Y N 0 4.031 -1.975 1.037
24 C24 C C24 N Y N 0 4.859 -2.0 -0.011
25 S25 S S25 N Y N 0 4.286 -0.817 -1.184
26 C26 C C26 N N N 0 4.214 -2.862 2.242
27 C27 C C27 N N N 0 6.068 -2.888 -0.165
28 O28 O O28 N N N 0 5.683 -4.111 -0.797
29 H1 H H1 N N N 0 -7.265 -0.5 -1.85
30 H2 H H2 N N N 0 -5.03 0.249 -2.559
31 H3 H H3 N N N 0 -3.641 -0.113 1.47
32 H4 H H4 N N N 0 -5.88 -0.857 2.17
33 H5 H H5 N N N 0 -2.831 1.186 -1.708
34 H6 H H6 N N N 0 0.535 -0.592 0.557
35 H7 H H7 N N N 0 1.976 0.889 -1.507
36 H8 H H8 N N N 0 2.187 1.645 1.443
37 H9 H H9 N N N 0 1.174 3.191 -0.987
38 H10 H H10 N N N 0 0.169 2.562 0.341
39 H12 H H12 N N N 0 0.711 4.982 0.644
40 H11 H H11 N N N 0 1.381 3.981 1.955
41 H13 H H13 N N N 0 2.897 4.986 -0.498
42 H14 H H14 N N N 0 3.076 5.591 1.166
43 H16 H H16 N N N 0 4.866 3.962 0.598
44 H15 H H15 N N N 0 3.825 3.352 1.908
45 H17 H H17 N N N 0 3.613 2.629 -0.942
46 H21 H H21 N N N 0 4.84 -2.353 2.976
47 H19 H H19 N N N 0 3.241 -3.079 2.684
48 H20 H H20 N N N 0 4.692 -3.793 1.939
49 H23 H H23 N N N 0 6.814 -2.382 -0.777
50 H22 H H22 N N N 0 6.488 -3.103 0.817
51 H24 H H24 N N N 0 6.413 -4.732 -0.928



0KU : Chemical Bonds

Total Number of Bonds: 53
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C19 C20 C C sing 1.53 N N
2 C19 C18 C C sing 1.53 N N
3 C20 N21 C N sing 1.47 N N
4 O28 C27 O C sing 1.43 N N
5 C18 C17 C C sing 1.53 N N
6 C26 C23 C C sing 1.51 N N
7 C27 C24 C C sing 1.51 N N
8 C23 C24 C C doub 1.34 N Y
9 C23 N22 C N sing 1.32 N Y
10 N21 C15 N C sing 1.47 N N
11 C24 S25 C S sing 1.76 N Y
12 C15 C17 C C sing 1.53 N N
13 C15 C14 C C sing 1.53 N N
14 N22 C16 N C doub 1.29 N Y
15 S25 C16 S C sing 1.71 N Y
16 C16 C14 C C sing 1.51 N N
17 C14 N11 C N sing 1.46 N N
18 N11 C10 N C sing 1.35 N N
19 C10 O12 C O doub 1.21 N N
20 C10 C09 C C sing 1.49 N N
21 O13 C09 O C doub 1.21 N N
22 C09 N08 C N sing 1.35 N N
23 N08 C04 N C sing 1.4 N N
24 C04 C03 C C doub 1.39 N Y
25 C04 C05 C C sing 1.39 N Y
26 C03 C02 C C sing 1.38 N Y
27 C05 C06 C C doub 1.38 N Y
28 C02 C01 C C doub 1.38 N Y
29 C06 C01 C C sing 1.38 N Y
30 C01 CL1 C CL sing 1.74 N N
31 C02 H1 C H sing 1.08 N N
32 C03 H2 C H sing 1.08 N N
33 C05 H3 C H sing 1.08 N N
34 C06 H4 C H sing 1.08 N N
35 N08 H5 N H sing 0.97 N N
36 N11 H6 N H sing 0.97 N N
37 C14 H7 C H sing 1.09 N N
38 C15 H8 C H sing 1.09 N N
39 C17 H9 C H sing 1.09 N N
40 C17 H10 C H sing 1.09 N N
41 C18 H12 C H sing 1.09 N N
42 C18 H11 C H sing 1.09 N N
43 C19 H13 C H sing 1.09 N N
44 C19 H14 C H sing 1.09 N N
45 C20 H16 C H sing 1.09 N N
46 C20 H15 C H sing 1.09 N N
47 N21 H17 N H sing 1.01 N N
48 C26 H21 C H sing 1.09 N N
49 C26 H19 C H sing 1.09 N N
50 C26 H20 C H sing 1.09 N N
51 C27 H23 C H sing 1.09 N N
52 C27 H22 C H sing 1.09 N N
53 O28 H24 O H sing 0.97 N N



0KU : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0KU 4dku Open in New Window Bound ligand 2 1