Chemical Components in the PDB

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SHW : Summary

Code

SHW

One-letter code

X

Molecule name

S-[2-[3-[[(2S)-2-hydroxy-3,3-dimethyl-4-phosphonooxy-butanoyl]amino]propanoylamino]ethyl] (3R)-3-hydroxyoctanethioate

Systematic names

ProgramVersionName
ACDLabs 11.02 S-[2-({N-[(2S)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl}amino)ethyl] (3R)-3-hydroxyoctanethioate
OpenEye OEToolkits 1.6.1 S-[2-[3-[[(2S)-2-hydroxy-3,3-dimethyl-4-phosphonooxy-butanoyl]amino]propanoylamino]ethyl] (3R)-3-hydroxyoctanethioate

Formula

C19 H37 N2 O9 P S

Formal charge

0

Molecular weight

500.544 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 11.02 O=C(SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)O)CC(O)CCCCC
SMILES CACTVS 3.352 CCCCC[CH](O)CC(=O)SCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(O)=O
SMILES OpenEye OEToolkits 1.7.0 CCCCCC(CC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)O)O)O
Canonical SMILES CACTVS 3.352 CCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@@H](O)C(C)(C)CO[P](O)(O)=O
Canonical SMILES OpenEye OEToolkits 1.7.0 CCCCC[C@H](CC(=O)SCCNC(=O)CCNC(=O)[C@H](C(C)(C)COP(=O)(O)O)O)O

IUPAC InChI

InChI=1S/C19H37N2O9PS/c1-4-5-6-7-14(22)12-16(24)32-11-10-20-15(23)8-9-21-18(26)17(25)19(2,3)13-30-31(27,28)29/h14,17,22,25H,4-13H2,1-3H3,(H,20,23)(H,21,26)(H2,27,28,29)/t14-,17-/m1/s1

IUPAC InChI key

FOTLWMVULALMIY-RHSMWYFYSA-N
SHW

wwPDB Information

Atom count

69 (32 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2009-10-15

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



SHW : Atoms of Molecule

Total Number of Atoms: 69
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 -5.976 -0.329 -0.449
2 O1 O O1 N N N 0 -5.728 -0.052 0.705
3 S1 S S1 N N N 0 -4.719 -0.828 -1.499
4 C2 C C2 N N N 0 -7.392 -0.241 -0.958
5 C3 C C3 R N N 0 -8.312 0.219 0.174
6 O3 O O3 N N N 0 -8.341 -0.776 1.199
7 C4 C C4 N N N 0 -9.726 0.429 -0.372
8 C5 C C5 N N N 0 -10.617 1.008 0.729
9 C6 C C6 N N N 0 -12.031 1.217 0.183
10 C7 C C7 N N N 0 -12.922 1.796 1.284
11 C8 C C8 N N N 0 -14.336 2.006 0.738
12 O23 O O23 N N N 0 8.769 2.19 -1.363
13 P24 P P24 N N N 0 7.678 2.659 -0.478
14 O26 O O26 N N N 0 6.377 2.996 -1.363
15 C29 C C29 N N N 0 6.687 -0.658 1.457
16 O27 O O27 N N N 0 7.319 1.507 0.587
17 C28 C C28 N N N 0 6.965 0.176 0.205
18 O28 O O28 N N N 0 8.153 3.984 0.304
19 C30 C C30 N N N 0 7.941 -0.695 2.333
20 C31 C C31 N N N 0 5.535 -0.029 2.243
21 C32 C C32 S N N 0 6.307 -2.082 1.048
22 O33 O O33 N N N 0 7.429 -2.714 0.428
23 C34 C C34 N N N 0 5.156 -2.036 0.077
24 O35 O O35 N N N 0 5.34 -2.291 -1.094
25 N36 N N36 N N N 0 3.922 -1.711 0.51
26 C37 C C37 N N N 0 2.783 -1.775 -0.409
27 C38 C C38 N N N 0 1.508 -1.359 0.329
28 C39 C C39 N N N 0 0.336 -1.425 -0.616
29 O40 O O40 N N N 0 0.504 -1.771 -1.766
30 N41 N N41 N N N 0 -0.898 -1.1 -0.183
31 C42 C C42 N N N 0 -2.037 -1.165 -1.102
32 C43 C C43 N N N 0 -3.311 -0.749 -0.364
33 H2 H H2 N N N 0 -7.439 0.475 -1.778
34 H2A H H2A N N N 0 -7.713 -1.22 -1.312
35 H3 H H3 N N N 0 -7.94 1.156 0.587
36 HO3 H HO3 N N N 0 -8.663 -1.638 0.902
37 H4 H H4 N N N 0 -9.692 1.122 -1.213
38 H4A H H4A N N N 0 -10.133 -0.526 -0.704
39 H5 H H5 N N N 0 -10.652 0.315 1.57
40 H5A H H5A N N N 0 -10.211 1.963 1.061
41 H6 H H6 N N N 0 -11.997 1.91 -0.658
42 H6A H H6A N N N 0 -12.438 0.262 -0.149
43 H7 H H7 N N N 0 -12.957 1.103 2.125
44 H7A H H7A N N N 0 -12.516 2.751 1.617
45 H8 H H8 N N N 0 -14.302 2.698 -0.103
46 H8A H H8A N N N 0 -14.743 1.05 0.406
47 H8B H H8B N N N 0 -14.971 2.418 1.523
48 HO26 H HO26 N N N 0 5.621 3.309 -0.848
49 H28 H H28 N N N 0 6.072 0.203 -0.419
50 H28A H H28A N N N 0 7.786 -0.272 -0.355
51 HO28 H HO28 N N N 0 8.387 4.721 -0.277
52 H30 H H30 N N N 0 8.241 0.322 2.582
53 H30A H H30A N N N 0 7.727 -1.245 3.25
54 H30B H H30B N N N 0 8.747 -1.191 1.793
55 H31 H H31 N N N 0 4.68 0.115 1.582
56 H31A H H31A N N N 0 5.252 -0.688 3.064
57 H31B H H31B N N N 0 5.851 0.935 2.644
58 H32 H H32 N N N 0 6.015 -2.648 1.932
59 HO33 H HO33 N N N 0 7.744 -2.263 -0.368
60 HN36 H HN36 N N N 0 3.788 -1.435 1.43
61 H37 H H37 N N N 0 2.954 -1.1 -1.247
62 H37A H H37A N N N 0 2.672 -2.794 -0.779
63 H38 H H38 N N N 0 1.337 -2.034 1.168
64 H38A H H38A N N N 0 1.619 -0.34 0.7
65 HN41 H HN41 N N N 0 -1.032 -0.824 0.737
66 H42 H H42 N N N 0 -1.866 -0.49 -1.94
67 H42A H H42A N N N 0 -2.148 -2.184 -1.472
68 H43 H H43 N N N 0 -3.201 0.27 0.007
69 H43A H H43A N N N 0 -3.482 -1.424 0.475



SHW : Chemical Bonds

Total Number of Bonds: 68
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 O1 C O doub 1.21 N N
2 C1 S1 C S sing 1.71 N N
3 C1 C2 C C sing 1.51 N N
4 S1 C43 S C sing 1.81 N N
5 C2 C3 C C sing 1.53 N N
6 C3 O3 C O sing 1.43 N N
7 C3 C4 C C sing 1.53 N N
8 C4 C5 C C sing 1.53 N N
9 C5 C6 C C sing 1.53 N N
10 C6 C7 C C sing 1.53 N N
11 C7 C8 C C sing 1.53 N N
12 O23 P24 O P doub 1.48 N N
13 P24 O26 P O sing 1.61 N N
14 P24 O27 P O sing 1.61 N N
15 P24 O28 P O sing 1.61 N N
16 O27 C28 O C sing 1.43 N N
17 C28 C29 C C sing 1.53 N N
18 C29 C30 C C sing 1.53 N N
19 C29 C31 C C sing 1.53 N N
20 C29 C32 C C sing 1.53 N N
21 C32 O33 C O sing 1.43 N N
22 C32 C34 C C sing 1.51 N N
23 C34 O35 C O doub 1.21 N N
24 C34 N36 C N sing 1.35 N N
25 N36 C37 N C sing 1.46 N N
26 C37 C38 C C sing 1.53 N N
27 C38 C39 C C sing 1.51 N N
28 C39 O40 C O doub 1.21 N N
29 C39 N41 C N sing 1.35 N N
30 N41 C42 N C sing 1.46 N N
31 C42 C43 C C sing 1.53 N N
32 C2 H2 C H sing 1.09 N N
33 C2 H2A C H sing 1.09 N N
34 C3 H3 C H sing 1.09 N N
35 O3 HO3 O H sing 0.97 N N
36 C4 H4 C H sing 1.09 N N
37 C4 H4A C H sing 1.09 N N
38 C5 H5 C H sing 1.09 N N
39 C5 H5A C H sing 1.09 N N
40 C6 H6 C H sing 1.09 N N
41 C6 H6A C H sing 1.09 N N
42 C7 H7 C H sing 1.09 N N
43 C7 H7A C H sing 1.09 N N
44 C8 H8 C H sing 1.09 N N
45 C8 H8A C H sing 1.09 N N
46 C8 H8B C H sing 1.09 N N
47 O26 HO26 O H sing 0.97 N N
48 C28 H28 C H sing 1.09 N N
49 C28 H28A C H sing 1.09 N N
50 O28 HO28 O H sing 0.97 N N
51 C30 H30 C H sing 1.09 N N
52 C30 H30A C H sing 1.09 N N
53 C30 H30B C H sing 1.09 N N
54 C31 H31 C H sing 1.09 N N
55 C31 H31A C H sing 1.09 N N
56 C31 H31B C H sing 1.09 N N
57 C32 H32 C H sing 1.09 N N
58 O33 HO33 O H sing 0.97 N N
59 N36 HN36 N H sing 0.97 N N
60 C37 H37 C H sing 1.09 N N
61 C37 H37A C H sing 1.09 N N
62 C38 H38 C H sing 1.09 N N
63 C38 H38A C H sing 1.09 N N
64 N41 HN41 N H sing 0.97 N N
65 C42 H42 C H sing 1.09 N N
66 C42 H42A C H sing 1.09 N N
67 C43 H43 C H sing 1.09 N N
68 C43 H43A C H sing 1.09 N N



SHW : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
SHW 2koq Open in New Window Bound ligand 1 1