Chemical Components in the PDB

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4BU : Summary

Code

4BU

One-letter code

X

Molecule name

(2S)-2-amino-5-[[4-[(2S)-2-hydroxy-2-phenyl-ethoxy]phenyl]amino]-5-oxo-pentanoic acid

Systematic names

ProgramVersionName
ACDLabs 10.04 N-{4-[(2S)-2-hydroxy-2-phenylethoxy]phenyl}-L-glutamine
OpenEye OEToolkits 1.5.0 (2S)-2-amino-5-[[4-[(2S)-2-hydroxy-2-phenyl-ethoxy]phenyl]amino]-5-oxo-pentanoic acid

Formula

C19 H22 N2 O5

Formal charge

0

Molecular weight

358.388 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(O)C(N)CCC(=O)Nc2ccc(OCC(O)c1ccccc1)cc2
SMILES CACTVS 3.341 N[CH](CCC(=O)Nc1ccc(OC[CH](O)c2ccccc2)cc1)C(O)=O
SMILES OpenEye OEToolkits 1.5.0 c1ccc(cc1)C(COc2ccc(cc2)NC(=O)CCC(C(=O)O)N)O
Canonical SMILES CACTVS 3.341 N[C@@H](CCC(=O)Nc1ccc(OC[C@@H](O)c2ccccc2)cc1)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.5.0 c1ccc(cc1)[C@@H](COc2ccc(cc2)NC(=O)CC[C@@H](C(=O)O)N)O

IUPAC InChI

InChI=1S/C19H22N2O5/c20-16(19(24)25)10-11-18(23)21-14-6-8-15(9-7-14)26-12-17(22)13-4-2-1-3-5-13/h1-9,16-17,22H,10-12,20H2,(H,21,23)(H,24,25)/t16-,17+/m0/s1

IUPAC InChI key

HHPPMARBWOSMFL-DLBZAZTESA-N
4BU

wwPDB Information

Atom count

48 (26 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2008-03-17

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



4BU : 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 O9 O O9 N N N 0 -2.614 0.247 -0.075
2 C8 C C8 N N N 0 -3.145 -0.751 0.365
3 C7 C C7 N N N 0 -4.644 -0.804 0.512
4 C6 C C6 N N N 0 -5.25 0.519 0.038
5 C4 C C4 S N N 0 -6.771 0.466 0.187
6 N5 N N5 N N N 0 -7.316 -0.557 -0.716
7 C2 C C2 N N N 0 -7.358 1.809 -0.162
8 O3 O O3 N N N 0 -7.846 1.99 -1.253
9 O1 O O1 N N N 0 -7.338 2.805 0.738
10 N10 N N10 N N N 0 -2.395 -1.814 0.717
11 C12 C C12 N Y N 0 -1.014 -1.805 0.486
12 C13 C C13 N Y N 0 -0.361 -2.978 0.132
13 C14 C C14 N Y N 0 1.001 -2.969 -0.096
14 C15 C C15 N Y N 0 1.717 -1.787 0.027
15 C16 C C16 N Y N 0 1.065 -0.614 0.38
16 C17 C C17 N Y N 0 -0.298 -0.622 0.604
17 O18 O O18 N N N 0 3.058 -1.778 -0.198
18 C19 C C19 N N N 0 3.731 -0.526 -0.053
19 C20 C C20 S N N 0 5.222 -0.712 -0.344
20 O21 O O21 N N N 0 5.398 -1.08 -1.713
21 C23 C C23 N Y N 0 5.952 0.578 -0.072
22 C24 C C24 N Y N 0 5.927 1.596 -1.007
23 C25 C C25 N Y N 0 6.596 2.779 -0.758
24 C26 C C26 N Y N 0 7.291 2.945 0.426
25 C27 C C27 N Y N 0 7.315 1.927 1.361
26 C28 C C28 N Y N 0 6.642 0.745 1.114
27 H7 H H7 N N N 0 -5.04 -1.621 -0.091
28 H7A H H7A N N N 0 -4.901 -0.967 1.558
29 H6 H H6 N N N 0 -4.854 1.336 0.641
30 H6A H H6A N N N 0 -4.993 0.682 -1.008
31 H4 H H4 N N N 0 -7.027 0.214 1.217
32 HN5 H HN5 N N N 0 -7.093 -0.346 -1.677
33 HN5A H HN5A N N N 0 -6.988 -1.476 -0.461
34 HO1 H HO1 N N N 0 -7.726 3.648 0.468
35 HN10 H HN10 N N N 0 -2.813 -2.586 1.131
36 H13 H H13 N N N 0 -0.918 -3.899 0.036
37 H14 H H14 N N N 0 1.509 -3.881 -0.371
38 H16 H H16 N N N 0 1.623 0.306 0.476
39 H17 H H17 N N N 0 -0.805 0.292 0.874
40 H19 H H19 N N N 0 3.312 0.196 -0.754
41 H19A H H19A N N N 0 3.603 -0.16 0.965
42 H20 H H20 N N N 0 5.622 -1.498 0.298
43 HO21 H HO21 N N N 0 5.064 -0.426 -2.342
44 H24 H H24 N N N 0 5.385 1.467 -1.932
45 H25 H H25 N N N 0 6.578 3.575 -1.489
46 H26 H H26 N N N 0 7.814 3.869 0.62
47 H27 H H27 N N N 0 7.857 2.056 2.286
48 H28 H H28 N N N 0 6.657 -0.048 1.846



4BU : Chemical Bonds

Total Number of Bonds: 49
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C8 O9 C O doub 1.21 N N
2 C7 C8 C C sing 1.51 N N
3 C8 N10 C N sing 1.35 N N
4 C7 C6 C C sing 1.53 N N
5 C7 H7 C H sing 1.09 N N
6 C7 H7A C H sing 1.09 N N
7 C4 C6 C C sing 1.53 N N
8 C6 H6 C H sing 1.09 N N
9 C6 H6A C H sing 1.09 N N
10 N5 C4 N C sing 1.47 N N
11 C4 C2 C C sing 1.51 N N
12 C4 H4 C H sing 1.09 N N
13 N5 HN5 N H sing 1.01 N N
14 N5 HN5A N H sing 1.01 N N
15 O3 C2 O C doub 1.21 N N
16 C2 O1 C O sing 1.34 N N
17 O1 HO1 O H sing 0.97 N N
18 N10 C12 N C sing 1.4 N N
19 N10 HN10 N H sing 0.97 N N
20 C12 C17 C C doub 1.39 N Y
21 C12 C13 C C sing 1.39 N Y
22 C13 C14 C C doub 1.38 N Y
23 C13 H13 C H sing 1.08 N N
24 C15 C14 C C sing 1.39 N Y
25 C14 H14 C H sing 1.08 N N
26 C16 C15 C C doub 1.39 N Y
27 C15 O18 C O sing 1.36 N N
28 C17 C16 C C sing 1.38 N Y
29 C16 H16 C H sing 1.08 N N
30 C17 H17 C H sing 1.08 N N
31 O18 C19 O C sing 1.43 N N
32 C19 C20 C C sing 1.53 N N
33 C19 H19 C H sing 1.09 N N
34 C19 H19A C H sing 1.09 N N
35 C20 C23 C C sing 1.51 N N
36 C20 O21 C O sing 1.43 N N
37 C20 H20 C H sing 1.09 N N
38 O21 HO21 O H sing 0.97 N N
39 C24 C23 C C doub 1.38 N Y
40 C23 C28 C C sing 1.38 N Y
41 C24 C25 C C sing 1.38 N Y
42 C24 H24 C H sing 1.08 N N
43 C25 C26 C C doub 1.38 N Y
44 C25 H25 C H sing 1.08 N N
45 C26 C27 C C sing 1.38 N Y
46 C26 H26 C H sing 1.08 N N
47 C28 C27 C C doub 1.38 N Y
48 C27 H27 C H sing 1.08 N N
49 C28 H28 C H sing 1.08 N N



4BU : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
4BU 3chs Open in New Window Bound ligand 1 1