Chemical Components in the PDB

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OFB : Summary

Code

OFB

One-letter code

X

Molecule name

3-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 3-fluorophenyl (1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonate
OpenEye OEToolkits 1.9.2 (3-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 c1(O)ccc(cc1)C2=C(C3OC2CC3S(=O)(Oc4cccc(c4)F)=O)c5ccc(cc5)O
SMILES CACTVS 3.385 Oc1ccc(cc1)C2=C([CH]3O[CH]2C[CH]3[S](=O)(=O)Oc4cccc(F)c4)c5ccc(O)cc5
SMILES OpenEye OEToolkits 1.9.2 c1cc(cc(c1)F)OS(=O)(=O)C2CC3C(=C(C2O3)c4ccc(cc4)O)c5ccc(cc5)O
Canonical SMILES CACTVS 3.385 Oc1ccc(cc1)C2=C([C@@H]3O[C@H]2C[C@H]3[S](=O)(=O)Oc4cccc(F)c4)c5ccc(O)cc5
Canonical SMILES OpenEye OEToolkits 1.9.2 c1cc(cc(c1)F)OS(=O)(=O)[C@@H]2C[C@H]3C(=C([C@@H]2O3)c4ccc(cc4)O)c5ccc(cc5)O

IUPAC InChI

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

IUPAC InChI key

PJRYBICUCUOQQX-YZUZCNPQSA-N
OFB

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

2016-04-29

Status

Released

Obsoleted

Not Assigned



OFB : 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 C01 C C1 N Y N 0 -5.296 1.701 -1.645
2 C02 C C2 N Y N 0 -5.366 1.192 -0.354
3 C03 C C3 N Y N 0 -4.215 1.006 0.379
4 C04 C C4 N Y N 0 -2.974 1.332 -0.177
5 C05 C C5 N Y N 0 -2.909 1.844 -1.476
6 C06 C C6 N Y N 0 -4.065 2.021 -2.204
7 O01 O O1 N N N 0 -6.434 1.883 -2.364
8 C07 C C7 N N N 0 -1.74 1.136 0.604
9 C08 C C8 N N N 0 -1.223 -0.042 1.032
10 C09 C C9 S N N 0 0.059 0.312 1.791
11 C10 C C10 N Y N 0 -1.781 -1.388 0.812
12 C11 C C11 N Y N 0 -2.236 -2.144 1.896
13 C12 C C12 N Y N 0 -2.758 -3.402 1.685
14 C13 C C13 N Y N 0 -2.831 -3.919 0.398
15 C14 C C14 N Y N 0 -2.38 -3.172 -0.682
16 C15 C C15 N Y N 0 -1.862 -1.911 -0.482
17 O02 O O2 N N N 0 -3.346 -5.16 0.195
18 C16 C C16 S N N 0 -0.776 2.221 1.092
19 C17 C C17 N N N 0 0.484 2.085 0.181
20 C18 C C18 R N N 0 1.084 0.732 0.693
21 O03 O O3 N N N 0 -0.308 1.618 2.349
22 S01 S S1 N N N 0 2.741 0.98 1.389
23 O04 O O4 N N N 0 3.552 1.561 0.24
24 O05 O O5 N N N 0 2.723 2.013 2.364
25 C21 C C21 N Y N 0 5.403 -0.999 -1.568
26 O06 O O6 N N N 0 3.361 -0.27 1.658
27 C19 C C19 N Y N 0 3.889 0.654 -0.714
28 C20 C C20 N Y N 0 5.065 -0.072 -0.598
29 C22 C C22 N Y N 0 4.567 -1.201 -2.653
30 C23 C C23 N Y N 0 3.395 -0.478 -2.769
31 C24 C C24 N Y N 0 3.054 0.448 -1.803
32 F01 F F1 N N N 0 6.548 -1.707 -1.456
33 H1 H H1 N N N 0 -6.325 0.94 0.074
34 H2 H H2 N N N 0 -4.271 0.61 1.383
35 H3 H H3 N N N 0 -1.952 2.097 -1.91
36 H4 H H4 N N N 0 -4.015 2.416 -3.207
37 H5 H H5 N N N 0 -6.835 2.756 -2.252
38 H6 H H6 N N N 0 0.4 -0.435 2.509
39 H7 H H7 N N N 0 -2.179 -1.743 2.897
40 H8 H H8 N N N 0 -3.109 -3.987 2.522
41 H9 H H9 N N N 0 -2.438 -3.578 -1.681
42 H10 H H10 N N N 0 -1.515 -1.328 -1.323
43 H11 H H11 N N N 0 -4.301 -5.169 0.042
44 H12 H H12 N N N 0 -1.195 3.224 1.17
45 H13 H H13 N N N 0 0.201 2.034 -0.87
46 H14 H H14 N N N 0 1.181 2.905 0.356
47 H15 H H15 N N N 0 1.105 -0.011 -0.104
48 H16 H H16 N N N 0 5.717 0.087 0.249
49 H17 H H17 N N N 0 4.832 -1.925 -3.41
50 H18 H H18 N N N 0 2.744 -0.638 -3.617
51 H19 H H19 N N N 0 2.135 1.009 -1.893



OFB : 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 F01 C21 F C sing 1.35 N N
2 C21 C22 C C doub 1.38 N Y
3 C21 C20 C C sing 1.38 N Y
4 C22 C23 C C sing 1.38 N Y
5 C20 C19 C C doub 1.39 N Y
6 C23 C24 C C doub 1.38 N Y
7 C19 C24 C C sing 1.39 N Y
8 C19 O04 C O sing 1.36 N N
9 O06 S01 O S doub 1.42 N N
10 O04 S01 O S sing 1.52 N N
11 S01 O05 S O doub 1.42 N N
12 S01 C18 S C sing 1.81 N N
13 C18 C17 C C sing 1.57 N N
14 C18 C09 C C sing 1.56 N N
15 C17 C16 C C sing 1.56 N N
16 C09 O03 C O sing 1.47 N N
17 C09 C08 C C sing 1.53 N N
18 C12 C11 C C doub 1.38 N Y
19 C12 C13 C C sing 1.39 N Y
20 O03 C16 O C sing 1.47 N N
21 O02 C13 O C sing 1.36 N N
22 C11 C10 C C sing 1.4 N Y
23 C13 C14 C C doub 1.39 N Y
24 C14 C15 C C sing 1.38 N Y
25 C10 C08 C C sing 1.47 N N
26 C10 C15 C C doub 1.4 N Y
27 C16 C07 C C sing 1.53 N N
28 C08 C07 C C doub 1.36 N N
29 C07 C04 C C sing 1.47 N N
30 C04 C03 C C doub 1.4 N Y
31 C04 C05 C C sing 1.4 N Y
32 C03 C02 C C sing 1.38 N Y
33 C05 C06 C C doub 1.38 N Y
34 C02 C01 C C doub 1.39 N Y
35 C06 C01 C C sing 1.39 N Y
36 C01 O01 C O sing 1.36 N N
37 C02 H1 C H sing 1.08 N N
38 C03 H2 C H sing 1.08 N N
39 C05 H3 C H sing 1.08 N N
40 C06 H4 C H sing 1.08 N N
41 O01 H5 O H sing 0.97 N N
42 C09 H6 C H sing 1.09 N N
43 C11 H7 C H sing 1.08 N N
44 C12 H8 C H sing 1.08 N N
45 C14 H9 C H sing 1.08 N N
46 C15 H10 C H sing 1.08 N N
47 O02 H11 O H sing 0.97 N N
48 C16 H12 C H sing 1.09 N N
49 C17 H13 C H sing 1.09 N N
50 C17 H14 C H sing 1.09 N N
51 C18 H15 C H sing 1.09 N N
52 C20 H16 C H sing 1.08 N N
53 C22 H17 C H sing 1.08 N N
54 C23 H18 C H sing 1.08 N N
55 C24 H19 C H sing 1.08 N N



OFB : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
OFB 4zns Open in New Window Bound ligand 2 1