Chemical Components in the PDB

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ENX : Summary

Code

ENX

One-letter code

X

Molecule name

ENACYLOXIN IIA

Systematic names

ProgramVersionName
ACDLabs 10.04 (1S,3R,4S)-3-{[(2E,4E,6E,8E,10Z,12S,13R,14S,17R,18S,19R,20E)-19-(carbamoyloxy)-11,18-dichloro-13,14,17-trihydroxy-6,12-dimethyl-15-oxotricosa-2,4,6,8,10,20-hexaenoyl]oxy}-4-hydroxycyclohexanecarboxylic acid
OpenEye OEToolkits 1.5.0 (1S,3R,4S)-3-[(2E,6E,8E,10Z,12S,13R,14S,17R,18S,19R,20E)-19-aminocarbonyloxy-11,18-dichloro-13,14,17-trihydroxy-6,12-dimethyl-15-oxo-tricosa-2,4,6,8,10,20-hexaenoyl]oxy-4-hydroxy-cyclohexane-1-carboxylic acid

Formula

C33 H45 Cl2 N O11

Formal charge

0

Molecular weight

702.616 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(OC1CC(C(=O)O)CCC1O)\C=C\C=C\C(=C\C=C\C=C(/Cl)C(C)C(O)C(O)C(=O)CC(O)C(Cl)C(OC(=O)N)/C=C/CC)C
SMILES CACTVS 3.385 CCC=C[CH](OC(N)=O)[CH](Cl)[CH](O)CC(=O)[CH](O)[CH](O)[CH](C)C(Cl)=CC=CC=C(C)C=CC=CC(=O)O[CH]1C[CH](CC[CH]1O)C(O)=O
SMILES OpenEye OEToolkits 1.7.5 CCC=CC(C(C(CC(=O)C(C(C(C)C(=CC=CC=C(C)C=CC=CC(=O)OC1CC(CCC1O)C(=O)O)Cl)O)O)O)Cl)OC(=O)N
Canonical SMILES CACTVS 3.385 CC\C=C\[C@@H](OC(N)=O)[C@@H](Cl)[C@H](O)CC(=O)[C@@H](O)[C@H](O)[C@H](C)\C(Cl)=C\C=C\C=C(C)\C=C\C=C\C(=O)O[C@@H]1C[C@H](CC[C@@H]1O)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.7.5 CC/C=C/[C@H]([C@H]([C@@H](CC(=O)[C@H]([C@@H]([C@H](C)/C(=C/C=C/C=C(\C)/C=C/C=C/C(=O)O[C@@H]1C[C@H](CC[C@@H]1O)C(=O)O)/Cl)O)O)O)Cl)OC(=O)N

IUPAC InChI

InChI=1S/C33H45Cl2NO11/c1-4-5-13-26(47-33(36)45)29(35)24(38)18-25(39)31(42)30(41)20(3)22(34)12-8-6-10-19(2)11-7-9-14-28(40)46-27-17-21(32(43)44)15-16-23(27)37/h5-14,20-21,23-24,26-27,29-31,37-38,41-42H,4,15-18H2,1-3H3,(H2,36,45)(H,43,44)/b8-6+,11-7+,13-5+,14-9+,19-10+,22-12-/t20-,21+,23+,24-,26-,27-,29+,30-,31-/m1/s1

IUPAC InChI key

IWBADCVFZDCUTN-OCXJTLLTSA-N
ENX

wwPDB Information

Atom count

92 (47 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2005-06-30

Last modified at

2012-01-05

Status

Released

Obsoleted

Not Assigned



ENX : Atoms of Molecule

Total Number of Atoms: 92
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 -10.693 -5.033 -2.957
2 C2 C C2 N N N 0 -11.653 -4.045 -2.292
3 C3 C C3 N N N 0 -10.956 -3.362 -1.144
4 C4 C C4 N N N 0 -10.903 -2.054 -1.096
5 C5 C C5 R N N 0 -10.205 -1.37 0.052
6 C6 C C6 S N N 0 -9.137 -0.421 -0.493
7 C7 C C7 R N N 0 -8.345 0.179 0.67
8 C10 C C10 S N N 0 -5.44 2.763 0.997
9 C8 C C8 N N N 0 -7.361 1.222 0.135
10 C9 C C9 N N N 0 -6.497 1.723 1.263
11 C11 C C11 R N N 0 -4.252 2.113 0.286
12 C12 C C12 S N N 0 -3.128 3.139 0.127
13 C13 C C13 N N N 0 -1.958 2.498 -0.574
14 C14 C C14 N N N 0 -0.766 2.434 0.034
15 C15 C C15 N N N 0 0.333 1.832 -0.624
16 C16 C C16 N N N 0 1.543 1.768 -0.007
17 C17 C C17 N N N 0 2.634 1.17 -0.66
18 C18 C C18 N N N 0 3.849 1.105 -0.041
19 C19 C C19 N N N 0 4.937 0.509 -0.693
20 C20 C C20 N N N 0 6.162 0.444 -0.068
21 C21 C C21 N N N 0 7.25 -0.152 -0.72
22 C22 C C22 N N N 0 8.464 -0.217 -0.101
23 C28 C C28 N N N 0 14.331 -1.72 2.021
24 C23 C C23 N N N 0 9.558 -0.816 -0.756
25 O24 O O24 N N N 0 10.76 -0.88 -0.143
26 C25 C C25 R N N 0 11.825 -1.501 -0.866
27 C26 C C26 N N N 0 12.799 -2.151 0.119
28 C27 C C27 S N N 0 13.371 -1.08 1.051
29 O29 O O29 N N N 0 -9.578 -2.368 0.901
30 CL30 CL CL30 N N N 0 -9.929 0.903 -1.427
31 O31 O O31 N N N 0 -9.246 0.802 1.588
32 O32 O O32 N N N 0 -5.003 3.326 2.236
33 O33 O O33 N N N 0 -3.782 1.007 1.059
34 C34 C C34 N N N 0 -3.632 4.323 -0.7
35 CL35 CL CL35 N N N 0 -2.155 1.841 -2.169
36 C36 C C36 N N N 0 4.02 1.675 1.344
37 O37 O O37 N N N 0 9.42 -1.276 -1.875
38 C38 C C38 S N N 0 12.563 -0.447 -1.693
39 C39 C C39 N N N 0 13.135 0.623 -0.762
40 C40 C C40 N N N 0 14.109 -0.026 0.223
41 O41 O O41 N N N 0 11.653 0.16 -2.613
42 C42 C C42 N N N 0 -10.318 -2.861 1.912
43 N43 N N43 N N N 0 -9.796 -3.79 2.737
44 O44 O O44 N N N 0 -11.455 -2.47 2.08
45 O45 O O45 N N N 0 -6.653 1.292 2.38
46 O46 O O46 N N N 0 14.536 -2.91 1.972
47 O47 O O47 N N N 0 14.958 -0.968 2.939
48 H1C1 H 1H1C N N N 0 -9.821 -4.496 -3.33
49 H1C3 H 3H1C N N N 0 -11.197 -5.528 -3.787
50 H1C2 H 2H1C N N N 0 -10.376 -5.779 -2.228
51 H4 H H4 N N N 0 -11.358 -1.465 -1.878
52 H2C1 H 1H2C N N N 0 -11.97 -3.3 -3.021
53 H2C2 H 2H2C N N N 0 -12.526 -4.582 -1.919
54 H3 H H3 N N N 0 -10.5 -3.95 -0.361
55 H5 H H5 N N N 0 -10.932 -0.803 0.633
56 H6 H H6 N N N 0 -8.46 -0.971 -1.147
57 H7 H H7 N N N 0 -7.795 -0.611 1.181
58 H8C1 H 1H8C N N N 0 -6.732 0.767 -0.631
59 H8C2 H 2H8C N N N 0 -7.915 2.055 -0.298
60 H10 H H10 N N N 0 -5.854 3.55 0.367
61 H11 H H11 N N N 0 -4.565 1.762 -0.698
62 H19 H H19 N N N 0 4.815 0.101 -1.685
63 H12 H H12 N N N 0 -2.815 3.489 1.11
64 H14 H H14 N N N 0 -0.644 2.843 1.026
65 H15 H H15 N N N 0 0.211 1.424 -1.617
66 H16 H H16 N N N 0 1.666 2.176 0.985
67 H17 H H17 N N N 0 2.512 0.762 -1.653
68 H20 H H20 N N N 0 6.284 0.852 0.924
69 H21 H H21 N N N 0 7.128 -0.561 -1.713
70 H22 H H22 N N N 0 8.587 0.191 0.891
71 H32 H H32 N N N 0 -4.622 2.682 2.848
72 H25 H H25 N N N 0 11.417 -2.264 -1.53
73 H261 H 1H26 N N N 0 12.273 -2.902 0.708
74 H262 H 2H26 N N N 0 13.611 -2.624 -0.432
75 H27 H H27 N N N 0 12.559 -0.606 1.602
76 H31 H H31 N N N 0 -9.77 1.517 1.201
77 H33 H H33 N N N 0 -3.486 1.245 1.948
78 H341 H 1H34 N N N 0 -4.478 4.787 -0.193
79 H342 H 2H34 N N N 0 -2.831 5.054 -0.813
80 H343 H 3H34 N N N 0 -3.945 3.972 -1.684
81 H361 H 1H36 N N N 0 3.806 0.904 2.083
82 H362 H 2H36 N N N 0 5.045 2.024 1.469
83 H392 H 2H39 N N N 0 12.323 1.097 -0.21
84 H363 H 3H36 N N N 0 3.332 2.51 1.48
85 H38 H H38 N N N 0 13.375 -0.921 -2.245
86 H391 H 1H39 N N N 0 13.661 1.375 -1.351
87 H401 H 1H40 N N N 0 14.517 0.737 0.887
88 H402 H 2H40 N N N 0 14.922 -0.5 -0.328
89 H41 H H41 N N N 0 12.053 0.84 -3.172
90 H431 H 1H43 N N N 0 -8.887 -4.103 2.603
91 H432 H 2H43 N N N 0 -10.328 -4.146 3.466
92 H47 H H47 N N N 0 15.564 -1.423 3.539



ENX : Chemical Bonds

Total Number of Bonds: 92
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C sing 1.53 N N
2 C1 H1C1 C H sing 1.09 N N
3 C1 H1C2 C H sing 1.09 N N
4 C1 H1C3 C H sing 1.09 N N
5 C2 C3 C C sing 1.51 N N
6 C2 H2C1 C H sing 1.09 N N
7 C2 H2C2 C H sing 1.09 N N
8 C3 C4 C C doub 1.31 E N
9 C3 H3 C H sing 1.08 N N
10 C4 C5 C C sing 1.51 N N
11 C4 H4 C H sing 1.08 N N
12 C5 C6 C C sing 1.53 N N
13 C5 O29 C O sing 1.45 N N
14 C5 H5 C H sing 1.09 N N
15 C6 C7 C C sing 1.53 N N
16 C6 CL30 C CL sing 1.8 N N
17 C6 H6 C H sing 1.09 N N
18 C7 C8 C C sing 1.53 N N
19 C7 O31 C O sing 1.43 N N
20 C7 H7 C H sing 1.09 N N
21 C8 C9 C C sing 1.51 N N
22 C8 H8C1 C H sing 1.09 N N
23 C8 H8C2 C H sing 1.09 N N
24 C9 C10 C C sing 1.51 N N
25 C9 O45 C O doub 1.21 N N
26 C10 C11 C C sing 1.53 N N
27 C10 O32 C O sing 1.43 N N
28 C10 H10 C H sing 1.09 N N
29 C11 C12 C C sing 1.53 N N
30 C11 O33 C O sing 1.43 N N
31 C11 H11 C H sing 1.09 N N
32 C12 C13 C C sing 1.51 N N
33 C12 C34 C C sing 1.53 N N
34 C12 H12 C H sing 1.09 N N
35 C13 C14 C C doub 1.34 Z N
36 C13 CL35 C CL sing 1.74 N N
37 C14 C15 C C sing 1.42 N N
38 C14 H14 C H sing 1.08 N N
39 C15 C16 C C doub 1.36 E N
40 C15 H15 C H sing 1.08 N N
41 C16 C17 C C sing 1.41 N N
42 C16 H16 C H sing 1.08 N N
43 C17 C18 C C doub 1.37 E N
44 C17 H17 C H sing 1.08 N N
45 C18 C19 C C sing 1.4 N N
46 C18 C36 C C sing 1.51 N N
47 C19 C20 C C doub 1.38 E N
48 C19 H19 C H sing 1.08 N N
49 C20 C21 C C sing 1.4 N N
50 C20 H20 C H sing 1.08 N N
51 C21 C22 C C doub 1.36 E N
52 C21 H21 C H sing 1.08 N N
53 C22 C23 C C sing 1.41 N N
54 C22 H22 C H sing 1.08 N N
55 C23 O24 C O sing 1.35 N N
56 C23 O37 C O doub 1.22 N N
57 O24 C25 O C sing 1.43 N N
58 C25 C26 C C sing 1.53 N N
59 C25 C38 C C sing 1.53 N N
60 C25 H25 C H sing 1.09 N N
61 C26 C27 C C sing 1.53 N N
62 C26 H261 C H sing 1.09 N N
63 C26 H262 C H sing 1.09 N N
64 C27 C28 C C sing 1.51 N N
65 C27 C40 C C sing 1.53 N N
66 C27 H27 C H sing 1.09 N N
67 C28 O46 C O doub 1.21 N N
68 C28 O47 C O sing 1.34 N N
69 O29 C42 O C sing 1.35 N N
70 O31 H31 O H sing 0.97 N N
71 O32 H32 O H sing 0.97 N N
72 O33 H33 O H sing 0.97 N N
73 C34 H341 C H sing 1.09 N N
74 C34 H342 C H sing 1.09 N N
75 C34 H343 C H sing 1.09 N N
76 C36 H361 C H sing 1.09 N N
77 C36 H362 C H sing 1.09 N N
78 C36 H363 C H sing 1.09 N N
79 C38 C39 C C sing 1.53 N N
80 C38 O41 C O sing 1.43 N N
81 C38 H38 C H sing 1.09 N N
82 C39 C40 C C sing 1.53 N N
83 C39 H391 C H sing 1.09 N N
84 C39 H392 C H sing 1.09 N N
85 C40 H401 C H sing 1.09 N N
86 C40 H402 C H sing 1.09 N N
87 O41 H41 O H sing 0.97 N N
88 C42 N43 C N sing 1.35 N N
89 C42 O44 C O doub 1.21 N N
90 N43 H431 N H sing 0.97 N N
91 N43 H432 N H sing 0.97 N N
92 O47 H47 O H sing 0.97 N N



ENX : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
ENX 1ob5 Open in New Window Bound ligand 3 1
ENX 2bvn Open in New Window Bound ligand 2 1