Chemical Components in the PDB

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BOU : Summary

Code

BOU

One-letter code

X

Molecule name

(2R,4S)-2-[(1R)-1-{[(2'-carboxybiphenyl-2-yl)carbonyl]amino}-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (2R,4S)-2-[(1R)-1-{[(2'-carboxybiphenyl-2-yl)carbonyl]amino}-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
OpenEye OEToolkits 1.7.2 (2R,4S)-2-[(1R)-1-[[2-(2-carboxyphenyl)phenyl]carbonylamino]-2-oxidanylidene-ethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid

Formula

C22 H22 N2 O6 S

Formal charge

0

Molecular weight

442.485 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(NC(C=O)C1SC(C(N1)C(=O)O)(C)C)c3ccccc3c2ccccc2C(=O)O
SMILES CACTVS 3.370 CC1(C)S[CH](N[CH]1C(O)=O)[CH](NC(=O)c2ccccc2c3ccccc3C(O)=O)C=O
SMILES OpenEye OEToolkits 1.7.2 CC1(C(NC(S1)C(C=O)NC(=O)c2ccccc2c3ccccc3C(=O)O)C(=O)O)C
Canonical SMILES CACTVS 3.370 CC1(C)S[C@@H](N[C@H]1C(O)=O)[C@H](NC(=O)c2ccccc2c3ccccc3C(O)=O)C=O
Canonical SMILES OpenEye OEToolkits 1.7.2 CC1([C@@H](N[C@H](S1)[C@@H](C=O)NC(=O)c2ccccc2c3ccccc3C(=O)O)C(=O)O)C

IUPAC InChI

InChI=1S/C22H22N2O6S/c1-22(2)17(21(29)30)24-19(31-22)16(11-25)23-18(26)14-9-5-3-7-12(14)13-8-4-6-10-15(13)20(27)28/h3-11,16-17,19,24H,1-2H3,(H,23,26)(H,27,28)(H,29,30)/t16-,17+,19-/m1/s1

IUPAC InChI key

RFZQTRAFQUXQJP-ZIFCJYIRSA-N
BOU

wwPDB Information

Atom count

53 (31 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2011-06-13

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



BOU : Atoms of Molecule

Total Number of Atoms: 53
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 S1 S S1 N N N 0 -3.13 0.858 -0.985
2 C1 C C1 N N N 0 -4.883 0.417 -0.658
3 C2 C C2 S N N 0 -4.781 -0.91 0.118
4 N1 N N1 N N N 0 -3.402 -1.393 0.241
5 C3 C C3 R N N 0 -2.444 -0.255 0.311
6 C4 C C4 R N N 0 -1.025 -0.705 -0.043
7 C5 C C5 N N N 0 -1.01 -1.262 -1.443
8 O1 O O1 N N N 0 -0.311 -0.755 -2.287
9 C6 C C6 N N N 0 -5.559 1.493 0.195
10 C7 C C7 N N N 0 -5.642 0.217 -1.971
11 C8 C C8 N N N 0 -5.348 -0.711 1.499
12 O2 O O2 N N N 0 -6.677 -0.732 1.689
13 O3 O O3 N N N 0 -4.608 -0.532 2.437
14 N2 N N2 N N N 0 -0.115 0.44 0.037
15 C9 C C9 N N N 0 1.198 0.242 0.269
16 O4 O O4 N N N 0 1.627 -0.887 0.411
17 C10 C C10 N Y N 0 2.116 1.396 0.35
18 C11 C C11 N Y N 0 1.629 2.692 0.187
19 C12 C C12 N Y N 0 2.491 3.768 0.263
20 C13 C C13 N Y N 0 3.841 3.569 0.5
21 C14 C C14 N Y N 0 4.341 2.292 0.664
22 C15 C C15 N Y N 0 3.487 1.195 0.597
23 C16 C C16 N Y N 0 4.017 -0.175 0.778
24 C17 C C17 N Y N 0 4.547 -0.564 2.006
25 C18 C C18 N Y N 0 5.041 -1.843 2.17
26 C19 C C19 N Y N 0 5.015 -2.746 1.121
27 C20 C C20 N Y N 0 4.494 -2.379 -0.103
28 C21 C C21 N Y N 0 3.984 -1.094 -0.287
29 C22 C C22 N N N 0 3.42 -0.699 -1.592
30 O5 O O5 N N N 0 3.391 -1.582 -2.609
31 O6 O O6 N N N 0 2.982 0.424 -1.749
32 H3 H H3 N N N 0 -5.373 -1.666 -0.399
33 HN4 H HN4 N N N 0 -3.302 -2.0 1.041
34 H5 H H5 N N N 0 -2.47 0.221 1.292
35 H6 H H6 N N N 0 -0.703 -1.475 0.658
36 HO8 H HO8 N N N 0 -1.624 -2.115 -1.692
37 H9 H H9 N N N 0 -5.55 2.441 -0.342
38 H9A H H9A N N N 0 -6.589 1.2 0.4
39 H9B H H9B N N N 0 -5.019 1.603 1.136
40 H10 H H10 N N N 0 -5.161 -0.569 -2.553
41 H10A H H10A N N N 0 -6.672 -0.068 -1.755
42 H10B H H10B N N N 0 -5.635 1.147 -2.54
43 HO12 H HO12 N N N 0 -6.994 -0.6 2.592
44 HN14 H HN14 N N N 0 -0.457 1.34 -0.076
45 H21 H H21 N N N 0 5.395 2.145 0.849
46 H18 H H18 N N N 0 0.578 2.855 0.001
47 H19 H H19 N N N 0 2.111 4.77 0.137
48 H20 H H20 N N N 0 4.506 4.417 0.558
49 H24 H H24 N N N 0 4.572 0.135 2.829
50 H25 H H25 N N N 0 5.452 -2.141 3.124
51 H26 H H26 N N N 0 5.405 -3.743 1.261
52 H27 H H27 N N N 0 4.477 -3.089 -0.917
53 HO30 H HO30 N N N 0 3.011 -1.277 -3.444



BOU : 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 C1 S1 C S sing 1.84 N N
2 C1 C7 C C sing 1.53 N N
3 C2 C1 C C sing 1.54 N N
4 N1 C2 N C sing 1.47 N N
5 N1 C3 N C sing 1.49 N N
6 C3 S1 C S sing 1.84 N N
7 C3 C4 C C sing 1.53 N N
8 C4 N2 C N sing 1.46 N N
9 C5 C4 C C sing 1.51 N N
10 C5 O1 C O doub 1.21 N N
11 C6 C1 C C sing 1.53 N N
12 C8 C2 C C sing 1.51 N N
13 C8 O2 C O sing 1.34 N N
14 O3 C8 O C doub 1.21 N N
15 N2 C9 N C sing 1.35 N N
16 C9 C10 C C sing 1.48 N N
17 O4 C9 O C doub 1.22 N N
18 C10 C11 C C doub 1.39 N Y
19 C10 C15 C C sing 1.41 N Y
20 C11 C12 C C sing 1.38 N Y
21 C12 C13 C C doub 1.39 N Y
22 C14 C13 C C sing 1.38 N Y
23 C15 C14 C C doub 1.39 N Y
24 C16 C15 C C sing 1.48 N N
25 C16 C21 C C sing 1.41 N Y
26 C17 C16 C C doub 1.39 N Y
27 C18 C17 C C sing 1.38 N Y
28 C18 C19 C C doub 1.38 N Y
29 C19 C20 C C sing 1.38 N Y
30 C20 C21 C C doub 1.39 N Y
31 C21 C22 C C sing 1.48 N N
32 C22 O5 C O sing 1.35 N N
33 O6 C22 O C doub 1.22 N N
34 C2 H3 C H sing 1.09 N N
35 N1 HN4 N H sing 1.01 N N
36 C3 H5 C H sing 1.09 N N
37 C4 H6 C H sing 1.09 N N
38 C5 HO8 C H sing 1.08 N N
39 C6 H9 C H sing 1.09 N N
40 C6 H9A C H sing 1.09 N N
41 C6 H9B C H sing 1.09 N N
42 C7 H10 C H sing 1.09 N N
43 C7 H10A C H sing 1.09 N N
44 C7 H10B C H sing 1.09 N N
45 O2 HO12 O H sing 0.97 N N
46 N2 HN14 N H sing 0.97 N N
47 C11 H18 C H sing 1.08 N N
48 C12 H19 C H sing 1.08 N N
49 C13 H20 C H sing 1.08 N N
50 C14 H21 C H sing 1.08 N N
51 C17 H24 C H sing 1.08 N N
52 C18 H25 C H sing 1.08 N N
53 C19 H26 C H sing 1.08 N N
54 C20 H27 C H sing 1.08 N N
55 O5 HO30 O H sing 0.97 N N



BOU : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
BOU 3q7z Open in New Window Bound ligand 2 1