Chemical Components in the PDB

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0RN : Summary

Code

0RN

One-letter code

X

Molecule name

SULBACTAM

Synonyms

(2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide

Systematic names

ProgramVersionName
ACDLabs 12.01 (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide
OpenEye OEToolkits 1.7.6 (2S,5R)-3,3-dimethyl-4,4,7-tris(oxidanylidene)-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Formula

C8 H11 N O5 S

Formal charge

0

Molecular weight

233.242 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=S2(=O)C(C(N1C(=O)CC12)C(=O)O)(C)C
SMILES CACTVS 3.370 CC1(C)[CH](N2[CH](CC2=O)[S]1(=O)=O)C(O)=O
SMILES OpenEye OEToolkits 1.7.6 CC1(C(N2C(S1(=O)=O)CC2=O)C(=O)O)C
Canonical SMILES CACTVS 3.370 CC1(C)[C@@H](N2[C@@H](CC2=O)[S]1(=O)=O)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.7.6 CC1([C@@H](N2[C@H](S1(=O)=O)CC2=O)C(=O)O)C

IUPAC InChI

InChI=1S/C8H11NO5S/c1-8(2)6(7(11)12)9-4(10)3-5(9)15(8,13)14/h5-6H,3H2,1-2H3,(H,11,12)/t5-,6+/m1/s1

IUPAC InChI key

FKENQMMABCRJMK-RITPCOANSA-N
0RN

wwPDB Information

Atom count

26 (15 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-06-11

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



0RN : 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 CG2 C CG2 N N N 0 -0.247 -1.989 -1.211
2 CB C CB N N N 0 0.085 -1.273 0.1
3 CG1 C CG1 N N N 0 0.034 -2.239 1.284
4 SAO S SAO N N N 0 1.715 -0.421 0.0020
5 OAE O OAE N N N 0 2.169 -0.098 1.309
6 OAF O OAF N N N 0 2.566 -1.114 -0.901
7 CAK C CAK R N N 0 1.036 1.075 -0.808
8 CAH C CAH N N N 0 1.227 2.36 -0.01
9 CAJ C CAJ N N N 0 -0.274 2.284 0.082
10 OAD O OAD N N N 0 -1.096 3.055 0.529
11 N N N N N N 0 -0.4 1.071 -0.502
12 CA C CA S N N 0 -0.847 -0.053 0.326
13 C C C N N N 0 -2.259 -0.423 -0.051
14 OXT O OXT N N N 0 -2.704 -0.091 -1.123
15 O O O N N N 0 -3.02 -1.122 0.805
16 H1 H H1 N N N 0 0.507 -2.751 -1.41
17 H2 H H2 N N N 0 -1.227 -2.46 -1.13
18 H3 H H3 N N N 0 -0.257 -1.266 -2.027
19 H4 H H4 N N N 0 0.749 -3.046 1.126
20 H5 H H5 N N N 0 0.286 -1.705 2.2
21 H6 H H6 N N N 0 -0.97 -2.655 1.371
22 H7 H H7 N N N 0 1.277 1.146 -1.868
23 H8 H H8 N N N 0 1.743 2.227 0.941
24 H9 H H9 N N N 0 1.601 3.201 -0.593
25 H10 H H10 N N N 0 -0.817 0.237 1.377
26 H11 H H11 N N N 0 -3.919 -1.336 0.519



0RN : Chemical Bonds

Total Number of Bonds: 27
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 OAF SAO O S doub 1.42 N N
2 CG2 CB C C sing 1.53 N N
3 CG1 CB C C sing 1.53 N N
4 CB SAO C S sing 1.84 N N
5 CB CA C C sing 1.55 N N
6 SAO CAK S C sing 1.83 N N
7 SAO OAE S O doub 1.42 N N
8 CAK N C N sing 1.47 N N
9 CAK CAH C C sing 1.52 N N
10 CA C C C sing 1.51 N N
11 CA N C N sing 1.47 N N
12 OXT C O C doub 1.21 N N
13 C O C O sing 1.34 N N
14 N CAJ N C sing 1.35 N N
15 CAH CAJ C C sing 1.51 N N
16 CAJ OAD C O doub 1.21 N N
17 CG2 H1 C H sing 1.09 N N
18 CG2 H2 C H sing 1.09 N N
19 CG2 H3 C H sing 1.09 N N
20 CG1 H4 C H sing 1.09 N N
21 CG1 H5 C H sing 1.09 N N
22 CG1 H6 C H sing 1.09 N N
23 CAK H7 C H sing 1.09 N N
24 CAH H8 C H sing 1.09 N N
25 CAH H9 C H sing 1.09 N N
26 CA H10 C H sing 1.09 N N
27 O H11 O H sing 0.97 N N



0RN : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
0RN 4fh2 Open in New Window Bound ligand 1 1
0RN 7k8k Open in New Window Bound ligand 2 1