Chemical Components in the PDB

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B34 : Summary

Code

B34

One-letter code

X

Molecule name

(5S)-1-benzyl-3-(1,1-dioxido-1,2-benzisothiazol-3-yl)-4-hydroxy-5-(1-methylethyl)-1,5-dihydro-2H-pyrrol-2-one

Systematic names

ProgramVersionName
ACDLabs 10.04 (5S)-1-benzyl-3-(1,1-dioxido-1,2-benzisothiazol-3-yl)-4-hydroxy-5-(1-methylethyl)-1,5-dihydro-2H-pyrrol-2-one
OpenEye OEToolkits 1.5.0 (5S)-3-(1,1-dioxo-1,2-benzothiazol-3-yl)-4-hydroxy-1-(phenylmethyl)-5-propan-2-yl-5H-pyrrol-2-one

Formula

C21 H20 N2 O4 S

Formal charge

0

Molecular weight

396.46 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C4N(Cc1ccccc1)C(C(O)=C4C3=NS(=O)(=O)c2ccccc23)C(C)C
SMILES CACTVS 3.341 CC(C)[CH]1N(Cc2ccccc2)C(=O)C(=C1O)C3=N[S](=O)(=O)c4ccccc34
SMILES OpenEye OEToolkits 1.5.0 CC(C)C1C(=C(C(=O)N1Cc2ccccc2)C3=NS(=O)(=O)c4c3cccc4)O
Canonical SMILES CACTVS 3.341 CC(C)[C@@H]1N(Cc2ccccc2)C(=O)C(=C1O)C3=N[S](=O)(=O)c4ccccc34
Canonical SMILES OpenEye OEToolkits 1.5.0 CC(C)[C@H]1C(=C(C(=O)N1Cc2ccccc2)C3=NS(=O)(=O)c4c3cccc4)O

IUPAC InChI

InChI=1S/C21H20N2O4S/c1-13(2)19-20(24)17(21(25)23(19)12-14-8-4-3-5-9-14)18-15-10-6-7-11-16(15)28(26,27)22-18/h3-11,13,19,24H,12H2,1-2H3/t19-/m0/s1

IUPAC InChI key

XKOAFAIRGVAHRA-IBGZPJMESA-N
B34

wwPDB Information

Atom count

48 (28 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2008-05-11

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



B34 : Atoms of Molecule

Total Number of Atoms: 48
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O26 O O26 N N N 0 4.812 -1.029 0.406
2 S28 S S28 N N N 0 3.999 -0.354 -0.544
3 O25 O O25 N N N 0 4.399 -0.071 -1.878
4 C12 C C12 N Y N 0 3.471 1.169 0.19
5 C9 C C9 N Y N 0 4.098 2.325 0.561
6 C5 C C5 N Y N 0 3.36 3.354 1.127
7 N22 N N22 N N N 0 2.533 -1.154 -0.615
8 C13 C C13 N N N 0 1.653 -0.342 -0.115
9 C10 C C10 N Y N 0 2.094 0.982 0.361
10 C6 C C6 N Y N 0 1.363 2.033 0.935
11 C2 C C2 N Y N 0 1.997 3.197 1.308
12 C14 C C14 N N N 0 0.234 -0.737 -0.024
13 C16 C C16 N N N 0 -0.837 -0.261 -0.903
14 O24 O O24 N N N 0 -0.686 0.523 -1.821
15 N23 N N23 N N N 0 -2.01 -0.816 -0.55
16 C17 C C17 S N N 0 -1.766 -1.699 0.597
17 C21 C C21 N N N 0 -2.14 -3.139 0.242
18 C19 C C19 N N N 0 -1.203 -3.655 -0.852
19 C18 C C18 N N N 0 -2.008 -4.022 1.485
20 C15 C C15 N N N 0 -0.285 -1.607 0.886
21 O27 O O27 N N N 0 0.386 -2.25 1.857
22 C20 C C20 N N N 0 -3.303 -0.581 -1.196
23 C11 C C11 N Y N 0 -3.938 0.656 -0.614
24 C7 C C7 N Y N 0 -4.678 0.57 0.55
25 C3 C C3 N Y N 0 -5.261 1.704 1.084
26 C8 C C8 N Y N 0 -3.775 1.877 -1.241
27 C4 C C4 N Y N 0 -4.357 3.011 -0.707
28 C1 C C1 N Y N 0 -5.102 2.925 0.454
29 H9 H H9 N N N 0 5.162 2.436 0.416
30 H5 H H5 N N N 0 3.845 4.272 1.424
31 H6 H H6 N N N 0 0.298 1.929 1.083
32 H2 H H2 N N N 0 1.422 3.998 1.748
33 H17 H H17 N N N 0 -2.342 -1.362 1.459
34 H21 H H21 N N N 0 -3.169 -3.17 -0.117
35 H19 H H19 N N N 0 -0.174 -3.625 -0.493
36 H19A H H19A N N N 0 -1.47 -4.682 -1.104
37 H19B H H19B N N N 0 -1.298 -3.027 -1.737
38 H18 H H18 N N N 0 -0.979 -3.991 1.844
39 H18A H H18A N N N 0 -2.675 -3.654 2.264
40 H18B H H18B N N N 0 -2.274 -5.048 1.233
41 H20 H H20 N N N 0 -3.155 -0.443 -2.267
42 H20A H H20A N N N 0 -3.955 -1.438 -1.027
43 H7 H H7 N N N 0 -4.802 -0.383 1.042
44 H3 H H3 N N N 0 -5.84 1.637 1.993
45 H8 H H8 N N N 0 -3.193 1.945 -2.149
46 H4 H H4 N N N 0 -4.229 3.966 -1.197
47 H1 H H1 N N N 0 -5.558 3.811 0.87
48 H201 H H201 N N N 0 1.347 -2.146 1.87



B34 : Chemical Bonds

Total Number of Bonds: 51
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 S28 O26 S O doub 1.42 N N
2 S28 O25 S O doub 1.42 N N
3 S28 C12 S C sing 1.77 N N
4 C12 C9 C C sing 1.37 N Y
5 C9 C5 C C doub 1.39 N Y
6 C9 H9 C H sing 1.08 N N
7 C5 H5 C H sing 1.08 N N
8 N22 S28 N S sing 1.67 N N
9 C13 N22 C N doub 1.3 N N
10 C13 C10 C C sing 1.47 N N
11 C10 C12 C C doub 1.4 N Y
12 C10 C6 C C sing 1.4 N Y
13 C6 C2 C C doub 1.38 N Y
14 C6 H6 C H sing 1.08 N N
15 C2 C5 C C sing 1.38 N Y
16 C2 H2 C H sing 1.08 N N
17 C14 C13 C C sing 1.48 N N
18 C16 C14 C C sing 1.47 N N
19 C16 O24 C O doub 1.22 N N
20 N23 C16 N C sing 1.34 N N
21 C17 N23 C N sing 1.47 N N
22 C17 C15 C C sing 1.51 N N
23 C17 H17 C H sing 1.09 N N
24 C21 C17 C C sing 1.53 N N
25 C21 C18 C C sing 1.53 N N
26 C21 H21 C H sing 1.09 N N
27 C19 C21 C C sing 1.53 N N
28 C19 H19 C H sing 1.09 N N
29 C19 H19A C H sing 1.09 N N
30 C19 H19B C H sing 1.09 N N
31 C18 H18 C H sing 1.09 N N
32 C18 H18A C H sing 1.09 N N
33 C18 H18B C H sing 1.09 N N
34 C15 C14 C C doub 1.36 N N
35 C15 O27 C O sing 1.34 N N
36 C20 N23 C N sing 1.46 N N
37 C20 H20 C H sing 1.09 N N
38 C20 H20A C H sing 1.09 N N
39 C11 C20 C C sing 1.51 N N
40 C11 C8 C C sing 1.38 N Y
41 C7 C11 C C doub 1.38 N Y
42 C7 H7 C H sing 1.08 N N
43 C3 C7 C C sing 1.38 N Y
44 C3 C1 C C doub 1.38 N Y
45 C3 H3 C H sing 1.08 N N
46 C8 H8 C H sing 1.08 N N
47 C4 C8 C C doub 1.38 N Y
48 C4 H4 C H sing 1.08 N N
49 C1 C4 C C sing 1.38 N Y
50 C1 H1 C H sing 1.08 N N
51 O27 H201 O H sing 0.97 N N



B34 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
B34 3d28 Open in New Window Bound ligand 2 1