Chemical Components in the PDB

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L4H : Summary

Code

L4H

One-letter code

X

Molecule name

farnesyl dihydroxybenzoate

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.7 3,4-bis(oxidanyl)-5-[(2~{E},6~{E})-3,7,11-trimethyldodeca-2,6,10-trienyl]benzoic acid

Formula

C22 H30 O4

Formal charge

0

Molecular weight

358.471 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 CC(C)=CCCC(C)=CCCC(C)=CCc1cc(cc(O)c1O)C(O)=O
SMILES OpenEye OEToolkits 2.0.7 CC(=CCCC(=CCCC(=CCc1cc(cc(c1O)O)C(=O)O)C)C)C
Canonical SMILES CACTVS 3.385 CC(C)=CCC\C(C)=C\CCC(/C)=C/Cc1cc(cc(O)c1O)C(O)=O
Canonical SMILES OpenEye OEToolkits 2.0.7 CC(=CCC/C(=C/CC/C(=C/Cc1cc(cc(c1O)O)C(=O)O)/C)/C)C

IUPAC InChI

InChI=1S/C22H30O4/c1-15(2)7-5-8-16(3)9-6-10-17(4)11-12-18-13-19(22(25)26)14-20(23)21(18)24/h7,9,11,13-14,23-24H,5-6,8,10,12H2,1-4H3,(H,25,26)/b16-9+,17-11+

IUPAC InChI key

VWHKYMBCXCSQEZ-BTMZFSHUSA-N
L4H

wwPDB Information

Atom count

56 (26 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2019-07-19

Last modified at

2020-07-10

Status

Released

Obsoleted

Not Assigned



L4H : Atoms of Molecule

Total Number of Atoms: 56
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C6 C C1 N Y N 0 -3.803 0.388 0.615
2 C7 C C2 N Y N 0 -3.213 -0.835 0.855
3 C8 C C3 N N N 0 -2.322 -1.017 2.056
4 C10 C C4 N N N 0 -0.153 0.083 2.275
5 C13 C C5 N N N 0 2.993 1.423 0.599
6 C15 C C6 N N N 0 4.882 1.345 -0.946
7 C17 C C7 N N N 0 6.873 -0.075 -1.354
8 C20 C C8 N N N 0 9.203 -0.505 -0.765
9 C21 C C9 N N N 0 2.407 1.204 -1.762
10 C22 C C10 N N N 0 -0.779 0.985 3.307
11 C18 C C11 N N N 0 7.721 -0.62 -0.518
12 C19 C C12 N N N 0 7.215 -1.363 0.692
13 C16 C C13 N N N 0 5.398 -0.091 -1.049
14 C14 C C14 N N N 0 3.406 1.329 -0.641
15 C12 C C15 N N N 0 1.524 1.301 0.914
16 C11 C C16 N N N 0 1.316 0.204 1.96
17 C9 C C17 N N N 0 -0.885 -0.807 1.652
18 C2 C C18 N Y N 0 -4.63 0.559 -0.497
19 C3 C C19 N N N 0 -5.266 1.865 -0.752
20 O4 O O1 N N N 0 -6.064 2.028 -1.826
21 O5 O O2 N N N 0 -5.071 2.793 0.0070
22 C1 C C20 N Y N 0 -4.853 -0.511 -1.37
23 C25 C C21 N Y N 0 -4.254 -1.732 -1.127
24 O26 O O3 N N N 0 -4.469 -2.774 -1.974
25 C23 C C22 N Y N 0 -3.439 -1.898 -0.0080
26 O24 O O4 N N N 0 -2.855 -3.101 0.232
27 H1 H H1 N N N 0 -3.629 1.212 1.291
28 H2 H H2 N N N 0 -2.593 -0.292 2.823
29 H3 H H3 N N N 0 -2.444 -2.026 2.45
30 H4 H H4 N N N 0 3.704 1.587 1.394
31 H5 H H5 N N N 0 5.412 1.865 -0.148
32 H6 H H6 N N N 0 5.052 1.861 -1.891
33 H7 H H7 N N N 0 7.232 0.387 -2.262
34 H8 H H8 N N N 0 9.584 0.394 -0.28
35 H9 H H9 N N N 0 9.709 -1.38 -0.356
36 H10 H H10 N N N 0 9.39 -0.445 -1.837
37 H11 H H11 N N N 0 2.933 1.176 -2.716
38 H12 H H12 N N N 0 1.833 0.286 -1.636
39 H13 H H13 N N N 0 1.732 2.06 -1.744
40 H14 H H14 N N N 0 -0.803 0.474 4.269
41 H15 H H15 N N N 0 -0.191 1.898 3.395
42 H16 H H16 N N N 0 -1.796 1.234 3.003
43 H17 H H17 N N N 0 8.059 -1.767 1.25
44 H18 H H18 N N N 0 6.651 -0.68 1.328
45 H19 H H19 N N N 0 6.567 -2.179 0.372
46 H20 H H20 N N N 0 5.228 -0.607 -0.104
47 H21 H H21 N N N 0 4.868 -0.611 -1.847
48 H22 H H22 N N N 0 1.156 2.25 1.304
49 H23 H H23 N N N 0 0.977 1.046 0.0060
50 H24 H H24 N N N 0 1.862 0.46 2.868
51 H25 H H25 N N N 0 1.683 -0.745 1.569
52 H26 H H26 N N N 0 -0.459 -1.39 0.848
53 H27 H H27 N N N 0 -6.458 2.902 -1.951
54 H28 H H28 N N N 0 -5.492 -0.383 -2.231
55 H29 H H29 N N N 0 -3.832 -2.829 -2.7
56 H30 H H30 N N N 0 -3.385 -3.692 0.784



L4H : Chemical Bonds

Total Number of Bonds: 56
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C19 C18 C C sing 1.51 N N
2 C18 C20 C C sing 1.51 N N
3 C18 C17 C C doub 1.31 N N
4 C16 C17 C C sing 1.51 N N
5 C16 C15 C C sing 1.53 N N
6 C15 C14 C C sing 1.51 N N
7 C21 C14 C C sing 1.51 N N
8 C14 C13 C C doub 1.31 E N
9 C13 C12 C C sing 1.51 N N
10 C12 C11 C C sing 1.53 N N
11 C22 C10 C C sing 1.51 N N
12 C10 C9 C C doub 1.31 E N
13 C10 C11 C C sing 1.51 N N
14 O24 C23 O C sing 1.36 N N
15 C8 C9 C C sing 1.51 N N
16 C8 C7 C C sing 1.51 N N
17 C23 C7 C C doub 1.39 N Y
18 C23 C25 C C sing 1.39 N Y
19 C7 C6 C C sing 1.38 N Y
20 O26 C25 O C sing 1.36 N N
21 C25 C1 C C doub 1.38 N Y
22 C6 C2 C C doub 1.4 N Y
23 C1 C2 C C sing 1.4 N Y
24 C2 C3 C C sing 1.47 N N
25 C3 O5 C O doub 1.21 N N
26 C3 O4 C O sing 1.35 N N
27 C6 H1 C H sing 1.08 N N
28 C8 H2 C H sing 1.09 N N
29 C8 H3 C H sing 1.09 N N
30 C13 H4 C H sing 1.08 N N
31 C15 H5 C H sing 1.09 N N
32 C15 H6 C H sing 1.09 N N
33 C17 H7 C H sing 1.08 N N
34 C20 H8 C H sing 1.09 N N
35 C20 H9 C H sing 1.09 N N
36 C20 H10 C H sing 1.09 N N
37 C21 H11 C H sing 1.09 N N
38 C21 H12 C H sing 1.09 N N
39 C21 H13 C H sing 1.09 N N
40 C22 H14 C H sing 1.09 N N
41 C22 H15 C H sing 1.09 N N
42 C22 H16 C H sing 1.09 N N
43 C19 H17 C H sing 1.09 N N
44 C19 H18 C H sing 1.09 N N
45 C19 H19 C H sing 1.09 N N
46 C16 H20 C H sing 1.09 N N
47 C16 H21 C H sing 1.09 N N
48 C12 H22 C H sing 1.09 N N
49 C12 H23 C H sing 1.09 N N
50 C11 H24 C H sing 1.09 N N
51 C11 H25 C H sing 1.09 N N
52 C9 H26 C H sing 1.08 N N
53 O4 H27 O H sing 0.97 N N
54 C1 H28 C H sing 1.08 N N
55 O26 H29 O H sing 0.97 N N
56 O24 H30 O H sing 0.97 N N



L4H : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
L4H 6sbc Open in New Window Bound ligand 1 1