Chemical Components in the PDB

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OSB : Summary

Code

OSB

One-letter code

X

Molecule name

2-SUCCINYLBENZOATE

Synonyms

O-SUCCINYLBENZOATE

Systematic names

ProgramVersionName
ACDLabs 10.04 2-(3-carboxypropanoyl)benzoic acid
OpenEye OEToolkits 1.5.0 2-(4-hydroxy-4-oxo-butanoyl)benzoic acid

Formula

C11 H10 O5

Formal charge

0

Molecular weight

222.194 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(O)c1ccccc1C(=O)CCC(=O)O
SMILES CACTVS 3.341 OC(=O)CCC(=O)c1ccccc1C(O)=O
SMILES OpenEye OEToolkits 1.5.0 c1ccc(c(c1)C(=O)CCC(=O)O)C(=O)O
Canonical SMILES CACTVS 3.341 OC(=O)CCC(=O)c1ccccc1C(O)=O
Canonical SMILES OpenEye OEToolkits 1.5.0 c1ccc(c(c1)C(=O)CCC(=O)O)C(=O)O

IUPAC InChI

InChI=1S/C11H10O5/c12-9(5-6-10(13)14)7-3-1-2-4-8(7)11(15)16/h1-4H,5-6H2,(H,13,14)(H,15,16)

IUPAC InChI key

YIVWQNVQRXFZJB-UHFFFAOYSA-N
OSB

wwPDB Information

Atom count

26 (16 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2000-08-11

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



OSB : Atoms of Molecule

Total Number of Atoms: 26
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O1 O O1 N N N 0 -2.727 0.376 -2.426
2 O2 O O2 N N N 0 -1.993 -0.226 -0.42
3 C7 C C7 N N N 0 -1.733 0.076 -1.567
4 C6 C C6 N Y N 0 2.03 -0.252 -1.599
5 C5 C C5 N Y N 0 2.317 0.196 -2.874
6 C4 C C4 N Y N 0 1.3 0.605 -3.719
7 C3 C C3 N Y N 0 -0.016 0.57 -3.299
8 C2 C C2 N Y N 0 -0.327 0.116 -2.021
9 C1 C C1 N Y N 0 0.708 -0.295 -1.157
10 C8 C C8 N N N 0 0.395 -0.772 0.2
11 C9 C C9 N N N 0 0.457 0.179 1.366
12 O3 O O3 N N N 0 0.088 -1.931 0.378
13 C10 C C10 N N N 0 0.09 -0.565 2.652
14 C11 C C11 N N N 0 0.153 0.386 3.818
15 O4 O O4 N N N 0 0.459 1.541 3.64
16 O5 O O5 N N N 0 -0.131 -0.048 5.056
17 HO1 H HO1 N N N 0 -3.647 0.35 -2.13
18 H61 H 1H6 N N N 0 2.829 -0.568 -0.945
19 H51 H 1H5 N N N 0 3.342 0.228 -3.213
20 H41 H 1H4 N N N 0 1.537 0.954 -4.713
21 H31 H 1H3 N N N 0 -0.803 0.891 -3.964
22 H91 H 1H9 N N N 0 -0.245 0.996 1.206
23 H92 H 2H9 N N N 0 1.467 0.58 1.454
24 H101 H 1H10 N N N 0 0.794 -1.382 2.812
25 H102 H 2H10 N N N 0 -0.918 -0.966 2.564
26 HO5 H HO5 N N N 0 -0.091 0.562 5.804



OSB : Chemical Bonds

Total Number of Bonds: 26
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O1 C7 O C sing 1.35 N N
2 O1 HO1 O H sing 0.97 N N
3 O2 C7 O C doub 1.21 N N
4 C7 C2 C C sing 1.48 N N
5 C6 C5 C C doub 1.38 N Y
6 C6 C1 C C sing 1.39 N Y
7 C6 H61 C H sing 1.08 N N
8 C5 C4 C C sing 1.38 N Y
9 C5 H51 C H sing 1.08 N N
10 C4 C3 C C doub 1.38 N Y
11 C4 H41 C H sing 1.08 N N
12 C3 C2 C C sing 1.39 N Y
13 C3 H31 C H sing 1.08 N N
14 C2 C1 C C doub 1.41 N Y
15 C1 C8 C C sing 1.47 N N
16 C8 C9 C C sing 1.51 N N
17 C8 O3 C O doub 1.21 N N
18 C9 C10 C C sing 1.53 N N
19 C9 H91 C H sing 1.09 N N
20 C9 H92 C H sing 1.09 N N
21 C10 C11 C C sing 1.51 N N
22 C10 H101 C H sing 1.09 N N
23 C10 H102 C H sing 1.09 N N
24 C11 O4 C O doub 1.21 N N
25 C11 O5 C O sing 1.34 N N
26 O5 HO5 O H sing 0.97 N N



OSB : Used in PDB Entries

Total Number of PDB Entries: 4
Ligand Code PDB Entry ID Type Total Distinct
OSB 1fhv Open in New Window Bound ligand 1 1
OSB 1sjb Open in New Window Bound ligand 4 1
OSB 2qvh Open in New Window Bound ligand 2 1
OSB 5gtd Open in New Window Bound ligand 2 1