Chemical Components in the PDB

pdbe.org/chem
spacer

0SG : Summary

Code

0SG

One-letter code

X

Molecule name

N-{(2S,3R,4E)-1-[(3,6-di-O-sulfo-beta-D-galactopyranosyl)oxy]-3-hydroxyoctadec-4-en-2-yl}dodecanamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-{(2S,3R,4E)-1-[(3,6-di-O-sulfo-beta-D-galactopyranosyl)oxy]-3-hydroxyoctadec-4-en-2-yl}dodecanamide
OpenEye OEToolkits 1.7.6 [(2R,3R,4S,5S,6R)-2-[(2S,3R)-2-(dodecanoylamino)-3-oxidanyl-octadec-4-enoxy]-3,5-bis(oxidanyl)-6-(sulfooxymethyl)oxan-4-yl] hydrogen sulfate

Formula

C36 H69 N O14 S2

Formal charge

0

Molecular weight

804.061 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=S(=O)(O)OCC1OC(OCC(NC(=O)CCCCCCCCCCC)C(O)/C=C/CCCCCCCCCCCCC)C(O)C(OS(=O)(=O)O)C1O
SMILES CACTVS 3.370 CCCCCCCCCCCCCC=C[CH](O)[CH](CO[CH]1O[CH](CO[S](O)(=O)=O)[CH](O)[CH](O[S](O)(=O)=O)[CH]1O)NC(=O)CCCCCCCCCCC
SMILES OpenEye OEToolkits 1.7.6 CCCCCCCCCCCCCC=CC(C(COC1C(C(C(C(O1)COS(=O)(=O)O)O)OS(=O)(=O)O)O)NC(=O)CCCCCCCCCCC)O
Canonical SMILES CACTVS 3.370 CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO[S](O)(=O)=O)[C@H](O)[C@H](O[S](O)(=O)=O)[C@H]1O)NC(=O)CCCCCCCCCCC
Canonical SMILES OpenEye OEToolkits 1.7.6 CCCCCCCCCCCCCC=C[C@H]([C@H](CO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)COS(=O)(=O)O)O)OS(=O)(=O)O)O)NC(=O)CCCCCCCCCCC)O

IUPAC InChI

InChI=1S/C36H69NO14S2/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-30(38)29(37-32(39)26-24-22-20-17-12-10-8-6-4-2)27-48-36-34(41)35(51-53(45,46)47)33(40)31(50-36)28-49-52(42,43)44/h23,25,29-31,33-36,38,40-41H,3-22,24,26-28H2,1-2H3,(H,37,39)(H,42,43,44)(H,45,46,47)/b25-23+/t29-,30+,31+,33-,34+,35-,36+/m0/s1

IUPAC InChI key

JBJSVLZKWGLXMO-AZNTWQPMSA-N
0SG

wwPDB Information

Atom count

122 (53 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-05-22

Last modified at

2012-11-09

Status

Released

Obsoleted

Not Assigned



0SG : Atoms of Molecule

Total Number of Atoms: 122
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C C C N N N 0 -0.377 2.069 0.674
2 C1 C C1 S N N 0 -1.154 3.09 1.508
3 C10 C C10 N N N 0 8.556 0.957 0.851
4 C11 C C11 N N N 0 9.903 0.681 1.521
5 C12 C C12 N N N 0 10.771 -0.169 0.59
6 C13 C C13 N N N 0 12.118 -0.445 1.26
7 C14 C C14 N N N 0 12.986 -1.295 0.329
8 C15 C C15 N N N 0 14.333 -1.571 0.998
9 C16 C C16 N N N 0 15.201 -2.421 0.068
10 C17 C C17 N N N 0 16.549 -2.697 0.737
11 C18 C C18 N N N 0 -3.489 2.434 1.268
12 C19 C C19 N N N 0 -4.862 2.625 0.677
13 C2 C C2 R N N 0 -0.407 4.425 1.503
14 C20 C C20 N N N 0 -5.803 1.546 1.217
15 C21 C C21 N N N 0 -7.197 1.738 0.617
16 C22 C C22 N N N 0 -8.138 0.659 1.156
17 C23 C C23 N N N 0 -9.533 0.852 0.557
18 C24 C C24 N N N 0 -10.474 -0.227 1.096
19 C25 C C25 N N N 0 -11.868 -0.034 0.497
20 C26 C C26 N N N 0 -12.809 -1.113 1.036
21 C27 C C27 N N N 0 -14.203 -0.92 0.437
22 C28 C C28 N N N 0 -15.144 -1.999 0.976
23 C29 C C29 N N N 0 -16.538 -1.806 0.377
24 C3 C C3 N N N 0 0.92 4.261 2.198
25 C4 C C4 N N N 0 2.031 4.534 1.56
26 C43 C C43 R N N 0 -0.287 -0.266 0.138
27 C44 C C44 R N N 0 -0.901 -1.613 0.523
28 C45 C C45 S N N 0 -0.171 -2.732 -0.226
29 C46 C C46 S N N 0 -0.257 -2.464 -1.732
30 C47 C C47 R N N 0 0.333 -1.083 -2.03
31 C48 C C48 N N N 0 0.197 -0.782 -3.524
32 C5 C C5 N N N 0 3.361 4.258 2.211
33 C6 C C6 N N N 0 4.175 3.31 1.327
34 C7 C C7 N N N 0 5.473 2.933 2.043
35 C8 C C8 N N N 0 6.341 2.083 1.112
36 C9 C C9 N N N 0 7.688 1.807 1.782
37 H1 H H1 N N N 0 17.053 -1.753 0.942
38 H10 H H10 N N N 0 11.956 -0.98 2.195
39 H11 H H11 N N N 0 12.623 0.5 1.464
40 H12 H H12 N N N 0 10.933 0.367 -0.345
41 H13 H H13 N N N 0 10.267 -1.113 0.385
42 H14 H H14 N N N 0 9.741 0.146 2.456
43 H15 H H15 N N N 0 10.408 1.626 1.725
44 H16 H H16 N N N 0 8.718 1.493 -0.084
45 H17 H H17 N N N 0 8.052 0.013 0.646
46 H18 H H18 N N N 0 7.526 1.272 2.717
47 H19 H H19 N N N 0 8.193 2.752 1.986
48 H2 H H2 N N N 0 16.386 -3.233 1.673
49 H20 H H20 N N N 0 6.503 2.619 0.177
50 H21 H H21 N N N 0 5.837 1.139 0.907
51 H22 H H22 N N N 0 5.24 2.364 2.943
52 H23 H H23 N N N 0 6.014 3.84 2.316
53 H24 H H24 N N N 0 4.409 3.804 0.384
54 H25 H H25 N N N 0 3.594 2.409 1.13
55 H26 H H26 N N N 0 3.2 3.797 3.185
56 H27 H H27 N N N 0 3.906 5.193 2.337
57 H28 H H28 N N N 0 1.993 4.958 0.567
58 H29 H H29 N N N 0 -0.14 -4.475 3.297
59 H3 H H3 N N N 0 17.166 -3.303 0.074
60 H30 H H30 N N N 0 0.955 3.918 3.221
61 H31 H H31 N N N 0 -0.933 1.83 -6.259
62 H32 H H32 N N N 0 -1.001 5.175 2.027
63 H33 H H33 N N N 0 0.275 4.196 -0.39
64 H34 H H34 N N N 0 -1.246 2.728 2.532
65 H35 H H35 N N N 0 -0.375 2.379 -0.371
66 H36 H H36 N N N 0 0.649 2.009 1.037
67 H37 H H37 N N N 0 0.759 -0.242 0.445
68 H38 H H38 N N N 0 -1.957 -1.623 0.253
69 H39 H H39 N N N 0 -1.206 -1.141 2.469
70 H4 H H4 N N N 0 15.363 -1.885 -0.868
71 H40 H H40 N N N 0 0.874 -2.755 0.082
72 H41 H H41 N N N 0 0.308 -3.225 -2.27
73 H42 H H42 N N N 0 -1.753 -2.336 -3.09
74 H43 H H43 N N N 0 1.387 -1.07 -1.751
75 H44 H H44 N N N 0 0.65 -1.589 -4.1
76 H45 H H45 N N N 0 -0.859 -0.7 -3.783
77 H46 H H46 N N N 0 -2.654 4.002 0.313
78 H47 H H47 N N N 0 -5.242 3.609 0.951
79 H48 H H48 N N N 0 -4.804 2.547 -0.408
80 H49 H H49 N N N 0 -5.422 0.562 0.942
81 H5 H H5 N N N 0 14.696 -3.365 -0.137
82 H50 H H50 N N N 0 -5.86 1.623 2.302
83 H51 H H51 N N N 0 -7.578 2.723 0.891
84 H52 H H52 N N N 0 -7.14 1.661 -0.469
85 H53 H H53 N N N 0 -7.758 -0.325 0.882
86 H54 H H54 N N N 0 -8.196 0.737 2.242
87 H55 H H55 N N N 0 -9.913 1.836 0.831
88 H56 H H56 N N N 0 -9.475 0.775 -0.529
89 H57 H H57 N N N 0 -10.093 -1.211 0.822
90 H58 H H58 N N N 0 -10.531 -0.149 2.182
91 H59 H H59 N N N 0 -12.248 0.95 0.771
92 H6 H H6 N N N 0 14.171 -2.106 1.934
93 H60 H H60 N N N 0 -11.81 -0.111 -0.589
94 H61 H H61 N N N 0 -12.428 -2.097 0.762
95 H62 H H62 N N N 0 -12.866 -1.035 2.122
96 H63 H H63 N N N 0 -14.583 0.064 0.711
97 H64 H H64 N N N 0 -14.146 -0.997 -0.649
98 H65 H H65 N N N 0 -14.764 -2.983 0.702
99 H66 H H66 N N N 0 -15.201 -1.921 2.062
100 H67 H H67 N N N 0 -16.919 -0.822 0.651
101 H68 H H68 N N N 0 -16.481 -1.883 -0.709
102 H69 H H69 N N N 0 -17.209 -2.575 0.761
103 H7 H H7 N N N 0 14.838 -0.627 1.203
104 H8 H H8 N N N 0 13.148 -0.759 -0.607
105 H9 H H9 N N N 0 12.481 -2.239 0.124
106 N N N N N N 0 -2.489 3.275 0.934
107 O O O N N N 0 -0.999 0.787 0.79
108 O1 O O1 N N N 0 -0.191 4.846 0.155
109 O10 O O10 N N N 0 -0.515 -4.065 2.506
110 O11 O O11 N N N 0 0.859 0.448 -3.825
111 O12 O O12 N N N 0 1.544 2.028 -5.435
112 O13 O O13 N N N 0 0.754 -0.257 -6.072
113 O14 O O14 N N N 0 -0.738 1.438 -5.397
114 O2 O O2 N N N 0 -3.283 1.525 2.044
115 O3 O O3 N N N 0 -0.766 -1.814 1.932
116 O4 O O4 N N N 0 -0.786 -3.987 0.072
117 O5 O O5 N N N 0 -1.624 -2.499 -2.146
118 O6 O O6 N N N 0 -0.371 -0.093 -1.278
119 O8 O O8 N N N 0 1.281 -4.548 1.057
120 O9 O O9 N N N 0 -0.718 -6.038 1.232
121 S S S N N N 0 -0.118 -4.751 1.206
122 S1 S S1 N N N 0 0.683 0.91 -5.264



0SG : Chemical Bonds

Total Number of Bonds: 122
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C17 C16 C C sing 1.53 N N
2 C14 C15 C C sing 1.53 N N
3 C14 C13 C C sing 1.53 N N
4 C16 C15 C C sing 1.53 N N
5 O9 S O S doub 1.42 N N
6 C13 C12 C C sing 1.53 N N
7 C12 C11 C C sing 1.53 N N
8 C11 C10 C C sing 1.53 N N
9 C10 C9 C C sing 1.53 N N
10 O4 S O S sing 1.52 N N
11 O4 C45 O C sing 1.43 N N
12 S O8 S O doub 1.42 N N
13 S O10 S O sing 1.52 N N
14 O5 C46 O C sing 1.43 N N
15 C8 C9 C C sing 1.53 N N
16 C8 C7 C C sing 1.53 N N
17 O3 C44 O C sing 1.43 N N
18 C7 C6 C C sing 1.53 N N
19 C5 C6 C C sing 1.53 N N
20 C5 C4 C C sing 1.51 N N
21 C44 C45 C C sing 1.53 N N
22 C44 C43 C C sing 1.53 N N
23 C45 C46 C C sing 1.53 N N
24 C4 C3 C C doub 1.31 E N
25 C46 C47 C C sing 1.53 N N
26 O1 C2 O C sing 1.43 N N
27 C2 C3 C C sing 1.51 N N
28 C2 C1 C C sing 1.53 N N
29 O C43 O C sing 1.43 N N
30 O C O C sing 1.43 N N
31 C43 O6 C O sing 1.43 N N
32 O6 C47 O C sing 1.43 N N
33 C47 C48 C C sing 1.53 N N
34 C48 O11 C O sing 1.43 N N
35 N C1 N C sing 1.46 N N
36 N C18 N C sing 1.35 N N
37 C1 C C C sing 1.53 N N
38 C19 C18 C C sing 1.51 N N
39 C19 C20 C C sing 1.53 N N
40 O13 S1 O S doub 1.42 N N
41 C18 O2 C O doub 1.21 N N
42 O11 S1 O S sing 1.52 N N
43 S1 O12 S O doub 1.42 N N
44 S1 O14 S O sing 1.52 N N
45 C21 C20 C C sing 1.53 N N
46 C21 C22 C C sing 1.53 N N
47 C23 C22 C C sing 1.53 N N
48 C23 C24 C C sing 1.53 N N
49 C25 C24 C C sing 1.53 N N
50 C25 C26 C C sing 1.53 N N
51 C26 C27 C C sing 1.53 N N
52 C27 C28 C C sing 1.53 N N
53 C28 C29 C C sing 1.53 N N
54 C17 H1 C H sing 1.09 N N
55 C17 H2 C H sing 1.09 N N
56 C17 H3 C H sing 1.09 N N
57 C16 H4 C H sing 1.09 N N
58 C16 H5 C H sing 1.09 N N
59 C15 H6 C H sing 1.09 N N
60 C15 H7 C H sing 1.09 N N
61 C14 H8 C H sing 1.09 N N
62 C14 H9 C H sing 1.09 N N
63 C13 H10 C H sing 1.09 N N
64 C13 H11 C H sing 1.09 N N
65 C12 H12 C H sing 1.09 N N
66 C12 H13 C H sing 1.09 N N
67 C11 H14 C H sing 1.09 N N
68 C11 H15 C H sing 1.09 N N
69 C10 H16 C H sing 1.09 N N
70 C10 H17 C H sing 1.09 N N
71 C9 H18 C H sing 1.09 N N
72 C9 H19 C H sing 1.09 N N
73 C8 H20 C H sing 1.09 N N
74 C8 H21 C H sing 1.09 N N
75 C7 H22 C H sing 1.09 N N
76 C7 H23 C H sing 1.09 N N
77 C6 H24 C H sing 1.09 N N
78 C6 H25 C H sing 1.09 N N
79 C5 H26 C H sing 1.09 N N
80 C5 H27 C H sing 1.09 N N
81 C4 H28 C H sing 1.08 N N
82 C3 H30 C H sing 1.08 N N
83 C2 H32 C H sing 1.09 N N
84 O1 H33 O H sing 0.97 N N
85 C1 H34 C H sing 1.09 N N
86 C H35 C H sing 1.09 N N
87 C H36 C H sing 1.09 N N
88 C43 H37 C H sing 1.09 N N
89 C44 H38 C H sing 1.09 N N
90 O3 H39 O H sing 0.97 N N
91 C45 H40 C H sing 1.09 N N
92 C46 H41 C H sing 1.09 N N
93 O5 H42 O H sing 0.97 N N
94 C47 H43 C H sing 1.09 N N
95 C48 H44 C H sing 1.09 N N
96 C48 H45 C H sing 1.09 N N
97 N H46 N H sing 0.97 N N
98 C19 H47 C H sing 1.09 N N
99 C19 H48 C H sing 1.09 N N
100 C20 H49 C H sing 1.09 N N
101 C20 H50 C H sing 1.09 N N
102 C21 H51 C H sing 1.09 N N
103 C21 H52 C H sing 1.09 N N
104 C22 H53 C H sing 1.09 N N
105 C22 H54 C H sing 1.09 N N
106 C23 H55 C H sing 1.09 N N
107 C23 H56 C H sing 1.09 N N
108 C24 H57 C H sing 1.09 N N
109 C24 H58 C H sing 1.09 N N
110 C25 H59 C H sing 1.09 N N
111 C25 H60 C H sing 1.09 N N
112 C26 H61 C H sing 1.09 N N
113 C26 H62 C H sing 1.09 N N
114 C27 H63 C H sing 1.09 N N
115 C27 H64 C H sing 1.09 N N
116 C28 H65 C H sing 1.09 N N
117 C28 H66 C H sing 1.09 N N
118 C29 H67 C H sing 1.09 N N
119 C29 H68 C H sing 1.09 N N
120 C29 H69 C H sing 1.09 N N
121 O10 H29 O H sing 0.97 N N
122 O14 H31 O H sing 0.97 N N



0SG : Used in PDB Entries

Total Number of PDB Entries: 5
Ligand Code PDB Entry ID Type Total Distinct
0SG 4f7c Open in New Window Bound ligand 2 1
0SG 4ghs Open in New Window Bound ligand 2 1
0SG 4gix Open in New Window Bound ligand 1 1
0SG 4gvt Open in New Window Bound ligand 1 1
0SG 4gxd Open in New Window Bound ligand 1 1