Chemical Components in the PDB

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OBC : Summary

Code

OBC

One-letter code

X

Molecule name

2-fluorophenyl (1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonate

Systematic names

ProgramVersionName
ACDLabs 12.01 2-fluorophenyl (1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonate
OpenEye OEToolkits 1.9.2 (2-fluorophenyl) (1S,4S,5R)-2,3-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-2-ene-5-sulfonate

Formula

C24 H19 F O6 S

Formal charge

0

Molecular weight

454.467 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=S(=O)(Oc1ccccc1F)C2CC5OC2C(c3ccc(O)cc3)=C5c4ccc(O)cc4
SMILES CACTVS 3.385 Oc1ccc(cc1)C2=C([CH]3O[CH]2C[CH]3[S](=O)(=O)Oc4ccccc4F)c5ccc(O)cc5
SMILES OpenEye OEToolkits 1.9.2 c1ccc(c(c1)OS(=O)(=O)C2CC3C(=C(C2O3)c4ccc(cc4)O)c5ccc(cc5)O)F
Canonical SMILES CACTVS 3.385 Oc1ccc(cc1)C2=C([C@@H]3O[C@H]2C[C@H]3[S](=O)(=O)Oc4ccccc4F)c5ccc(O)cc5
Canonical SMILES OpenEye OEToolkits 1.9.2 c1ccc(c(c1)OS(=O)(=O)[C@@H]2C[C@H]3C(=C([C@@H]2O3)c4ccc(cc4)O)c5ccc(cc5)O)F

IUPAC InChI

InChI=1S/C24H19FO6S/c25-18-3-1-2-4-19(18)31-32(28,29)21-13-20-22(14-5-9-16(26)10-6-14)23(24(21)30-20)15-7-11-17(27)12-8-15/h1-12,20-21,24,26-27H,13H2/t20-,21+,24+/m0/s1

IUPAC InChI key

XRYOAXYWMLONJO-YZUZCNPQSA-N
OBC

wwPDB Information

Atom count

51 (32 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-05-07

Last modified at

2020-06-01

Status

Released

Obsoleted

Not Assigned



OBC : 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 O01 O O1 N N N 0 -3.516 -0.808 -1.51
2 O02 O O2 N N N 0 -3.071 1.421 -2.489
3 O03 O O3 N N N 0 -3.82 1.156 -0.304
4 S01 S S1 N N N 0 -2.989 0.508 -1.403
5 O04 O O4 N N N 0 3.501 -5.034 0.37
6 O05 O O5 N N N 0 6.205 2.461 1.869
7 C01 C C1 N Y N 0 2.666 2.102 1.118
8 C02 C C2 N Y N 0 3.829 2.447 1.772
9 C03 C C3 N Y N 0 5.061 2.119 1.221
10 C04 C C4 N Y N 0 5.128 1.442 0.01
11 C05 C C5 N Y N 0 3.97 1.094 -0.651
12 C06 C C6 N Y N 0 1.833 -1.817 0.669
13 C07 C C7 N Y N 0 2.44 -3.005 1.014
14 C08 C C8 N Y N 0 2.903 -3.864 0.025
15 C09 C C9 N Y N 0 2.755 -3.531 -1.315
16 C10 C C10 N Y N 0 2.149 -2.345 -1.67
17 F01 F F1 N N N 0 -2.24 1.213 1.942
18 C11 C C11 N Y N 0 -5.17 -0.536 0.684
19 C12 C C12 N Y N 0 -5.439 -1.375 1.748
20 C13 C C13 N Y N 0 -4.637 -1.348 2.874
21 C14 C C14 N Y N 0 -3.563 -0.479 2.94
22 C15 C C15 N Y N 0 -3.289 0.363 1.878
23 C16 C C16 N Y N 0 -4.09 0.333 0.743
24 C17 C C17 N Y N 0 1.683 -1.477 -0.678
25 C18 C C18 N Y N 0 2.727 1.416 -0.098
26 O06 O O6 N N N 0 -0.022 1.205 -2.541
27 C19 C C19 S N N 0 0.445 1.996 -1.397
28 C20 C C20 N N N 0 1.487 1.045 -0.801
29 C21 C C21 N N N 0 -0.786 1.901 -0.444
30 C22 C C22 R N N 0 -1.304 0.466 -0.731
31 C23 C C23 S N N 0 -0.289 -0.036 -1.804
32 C24 C C24 N N N 0 1.034 -0.208 -1.052
33 H4 H H4 N N N 0 3.782 2.973 2.714
34 H1 H H1 N N N 0 2.89 -5.779 0.456
35 H2 H H2 N N N 0 6.523 1.788 2.487
36 H3 H H3 N N N 0 1.708 2.358 1.547
37 H5 H H5 N N N 0 6.088 1.19 -0.415
38 H6 H H6 N N N 0 4.023 0.568 -1.594
39 H7 H H7 N N N 0 1.471 -1.152 1.439
40 H8 H H8 N N N 0 2.557 -3.269 2.055
41 H9 H H9 N N N 0 3.116 -4.202 -2.08
42 H10 H H10 N N N 0 2.035 -2.087 -2.712
43 H11 H H11 N N N 0 -5.797 -0.558 -0.194
44 H12 H H12 N N N 0 -6.278 -2.054 1.7
45 H13 H H13 N N N 0 -4.85 -2.005 3.704
46 H14 H H14 N N N 0 -2.938 -0.459 3.82
47 H15 H H15 N N N 0 0.8 3.001 -1.626
48 H17 H H17 N N N 0 -0.482 2.003 0.598
49 H18 H H18 N N N 0 -1.538 2.646 -0.703
50 H19 H H19 N N N 0 -1.26 -0.151 0.167
51 H20 H H20 N N N 0 -0.617 -0.885 -2.403



OBC : Chemical Bonds

Total Number of Bonds: 55
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C14 C13 C C doub 1.38 N Y
2 C14 C15 C C sing 1.38 N Y
3 F01 C15 F C sing 1.35 N N
4 C13 C12 C C sing 1.38 N Y
5 C15 C16 C C doub 1.39 N Y
6 C12 C11 C C doub 1.38 N Y
7 C16 C11 C C sing 1.39 N Y
8 C16 O03 C O sing 1.36 N N
9 O01 S01 O S doub 1.42 N N
10 O03 S01 O S sing 1.52 N N
11 S01 O02 S O doub 1.42 N N
12 S01 C22 S C sing 1.81 N N
13 C22 C21 C C sing 1.55 N N
14 C22 C23 C C sing 1.56 N N
15 C21 C19 C C sing 1.56 N N
16 C23 O06 C O sing 1.47 N N
17 C23 C24 C C sing 1.53 N N
18 O06 C19 O C sing 1.47 N N
19 C19 C20 C C sing 1.53 N N
20 C06 C07 C C doub 1.38 N Y
21 C06 C17 C C sing 1.4 N Y
22 C07 C08 C C sing 1.39 N Y
23 C24 C17 C C sing 1.47 N N
24 C24 C20 C C doub 1.36 N N
25 C17 C10 C C doub 1.4 N Y
26 C08 O04 C O sing 1.36 N N
27 C08 C09 C C doub 1.39 N Y
28 C10 C09 C C sing 1.38 N Y
29 C20 C18 C C sing 1.47 N N
30 C18 C05 C C doub 1.4 N Y
31 C18 C01 C C sing 1.4 N Y
32 C05 C04 C C sing 1.38 N Y
33 C01 C02 C C doub 1.38 N Y
34 C04 C03 C C doub 1.39 N Y
35 C02 C03 C C sing 1.39 N Y
36 C03 O05 C O sing 1.36 N N
37 O04 H1 O H sing 0.97 N N
38 O05 H2 O H sing 0.97 N N
39 C01 H3 C H sing 1.08 N N
40 C02 H4 C H sing 1.08 N N
41 C04 H5 C H sing 1.08 N N
42 C05 H6 C H sing 1.08 N N
43 C06 H7 C H sing 1.08 N N
44 C07 H8 C H sing 1.08 N N
45 C09 H9 C H sing 1.08 N N
46 C10 H10 C H sing 1.08 N N
47 C11 H11 C H sing 1.08 N N
48 C12 H12 C H sing 1.08 N N
49 C13 H13 C H sing 1.08 N N
50 C14 H14 C H sing 1.08 N N
51 C19 H15 C H sing 1.09 N N
52 C21 H17 C H sing 1.09 N N
53 C21 H18 C H sing 1.09 N N
54 C22 H19 C H sing 1.09 N N
55 C23 H20 C H sing 1.09 N N



OBC : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
OBC 4znh Open in New Window Bound ligand 3 1