Chemical Components in the PDB

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FBO : Summary

Code

FBO

One-letter code

X

Molecule name

L-phenylalanyl-N6-[(benzyloxy)carbonyl]-N1-hydroxy-L-lysinamide

Systematic names

ProgramVersionName
ACDLabs 12.01 L-phenylalanyl-N~6~-[(benzyloxy)carbonyl]-N-hydroxy-L-lysinamide
OpenEye OEToolkits 1.7.0 phenylmethyl N-[(5S)-5-[[(2S)-2-azanyl-3-phenyl-propanoyl]amino]-6-(hydroxyamino)-6-oxo-hexyl]carbamate

Formula

C23 H30 N4 O5

Formal charge

0

Molecular weight

442.508 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(NO)C(NC(=O)C(N)Cc1ccccc1)CCCCNC(=O)OCc2ccccc2
SMILES CACTVS 3.370 N[CH](Cc1ccccc1)C(=O)N[CH](CCCCNC(=O)OCc2ccccc2)C(=O)NO
SMILES OpenEye OEToolkits 1.7.0 c1ccc(cc1)CC(C(=O)NC(CCCCNC(=O)OCc2ccccc2)C(=O)NO)N
Canonical SMILES CACTVS 3.370 N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCCNC(=O)OCc2ccccc2)C(=O)NO
Canonical SMILES OpenEye OEToolkits 1.7.0 c1ccc(cc1)C[C@@H](C(=O)N[C@@H](CCCCNC(=O)OCc2ccccc2)C(=O)NO)N

IUPAC InChI

InChI=1S/C23H30N4O5/c24-19(15-17-9-3-1-4-10-17)21(28)26-20(22(29)27-31)13-7-8-14-25-23(30)32-16-18-11-5-2-6-12-18/h1-6,9-12,19-20,31H,7-8,13-16,24H2,(H,25,30)(H,26,28)(H,27,29)/t19-,20-/m0/s1

IUPAC InChI key

YGHNIVJEKSKDJB-PMACEKPBSA-N
FBO

wwPDB Information

Atom count

62 (32 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2011-01-24

Last modified at

2011-07-22

Status

Released

Obsoleted

Not Assigned



FBO : Atoms of Molecule

Total Number of Atoms: 62
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N Y N 0 -5.953 -4.267 -1.543
2 C2 C C2 N Y N 0 -7.059 -4.694 -0.831
3 C3 C C3 N Y N 0 -7.681 -3.838 0.058
4 C4 C C4 N Y N 0 -7.198 -2.555 0.236
5 C5 C C5 N Y N 0 -6.092 -2.129 -0.475
6 C6 C C6 N Y N 0 -5.47 -2.984 -1.366
7 C7 C C7 N N N 0 -5.565 -0.73 -0.282
8 C8 C C8 S N N 0 -4.525 -0.727 0.84
9 C9 C C9 N N N 0 -3.91 0.644 0.952
10 N10 N N10 N N N 0 -2.938 1.018 0.096
11 O11 O O11 N N N 0 -4.289 1.411 1.811
12 N12 N N12 N N N 0 -5.175 -1.077 2.111
13 C13 C C13 N N N 0 2.266 0.474 0.7
14 C14 C C14 S N N 0 -2.339 2.35 0.205
15 C15 C C15 N N N 0 -0.93 2.326 -0.389
16 C16 C C16 N N N 0 -0.037 1.412 0.452
17 C17 C C17 N N N 0 1.373 1.388 -0.142
18 N18 N N18 N N N 0 3.615 0.451 0.131
19 C20 C C20 N N N 0 4.578 -0.292 0.711
20 O21 O O21 N N N 0 5.819 -0.314 0.188
21 O22 O O22 N N N 0 4.327 -0.944 1.706
22 C23 C C23 N N N 0 6.806 -1.137 0.865
23 C24 C C24 N Y N 0 8.124 -1.036 0.142
24 C25 C C25 N Y N 0 9.035 -0.058 0.498
25 C26 C C26 N Y N 0 10.244 0.034 -0.164
26 C27 C C27 N Y N 0 10.544 -0.852 -1.183
27 C28 C C28 N Y N 0 9.634 -1.83 -1.538
28 C29 C C29 N Y N 0 8.426 -1.925 -0.872
29 C30 C C30 N N N 0 -3.185 3.343 -0.55
30 O31 O O31 N N N 0 -4.189 2.974 -1.121
31 N32 N N32 N N N 0 -2.826 4.642 -0.589
32 O33 O O33 N N N 0 -3.621 5.575 -1.298
33 H1 H H1 N N N 0 -5.465 -4.938 -2.235
34 H2 H H2 N N N 0 -7.437 -5.696 -0.97
35 H3 H H3 N N N 0 -8.545 -4.171 0.614
36 H4 H H4 N N N 0 -7.684 -1.886 0.93
37 H6 H H6 N N N 0 -4.607 -2.651 -1.922
38 H7 H H7 N N N 0 -5.102 -0.385 -1.207
39 H7A H H7A N N N 0 -6.387 -0.065 -0.017
40 H8 H H8 N N N 0 -3.747 -1.458 0.617
41 HN10 H HN10 N N N 0 -2.634 0.404 -0.591
42 HN12 H HN12 N N N 0 -5.901 -0.414 2.34
43 HN1A H HN1A N N N 0 -5.54 -2.017 2.083
44 H13 H H13 N N N 0 2.309 0.85 1.722
45 H13A H H13A N N N 0 1.854 -0.535 0.701
46 H14 H H14 N N N 0 -2.286 2.641 1.254
47 H15 H H15 N N N 0 -0.973 1.951 -1.412
48 H15A H H15A N N N 0 -0.518 3.336 -0.39
49 H16 H H16 N N N 0 0.006 1.788 1.475
50 H16A H H16A N N N 0 -0.448 0.403 0.453
51 H17 H H17 N N N 0 1.784 2.398 -0.142
52 H17A H H17A N N N 0 1.33 1.013 -1.164
53 HN18 H HN18 N N N 0 3.816 0.971 -0.663
54 H23 H H23 N N N 0 6.926 -0.789 1.891
55 H23A H H23A N N N 0 6.472 -2.174 0.869
56 H25 H H25 N N N 0 8.8 0.633 1.294
57 H26 H H26 N N N 0 10.955 0.798 0.113
58 H27 H H27 N N N 0 11.488 -0.779 -1.701
59 H28 H H28 N N N 0 9.868 -2.522 -2.334
60 H29 H H29 N N N 0 7.716 -2.691 -1.147
61 HN32 H HN32 N N N 0 -2.023 4.937 -0.132
62 HO33 H HO33 N N N 0 -3.284 6.481 -1.269



FBO : Chemical Bonds

Total Number of Bonds: 63
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C doub 1.38 N Y
2 C1 C6 C C sing 1.38 N Y
3 C2 C3 C C sing 1.38 N Y
4 C3 C4 C C doub 1.38 N Y
5 C4 C5 C C sing 1.38 N Y
6 C5 C6 C C doub 1.38 N Y
7 C5 C7 C C sing 1.51 N N
8 C7 C8 C C sing 1.53 N N
9 C8 C9 C C sing 1.51 N N
10 C8 N12 C N sing 1.47 N N
11 C9 N10 C N sing 1.35 N N
12 C9 O11 C O doub 1.21 N N
13 N10 C14 N C sing 1.46 N N
14 C13 C17 C C sing 1.53 N N
15 C13 N18 C N sing 1.46 N N
16 C14 C15 C C sing 1.53 N N
17 C14 C30 C C sing 1.51 N N
18 C15 C16 C C sing 1.53 N N
19 C16 C17 C C sing 1.53 N N
20 N18 C20 N C sing 1.35 N N
21 C20 O21 C O sing 1.35 N N
22 C20 O22 C O doub 1.22 N N
23 O21 C23 O C sing 1.45 N N
24 C23 C24 C C sing 1.51 N N
25 C24 C25 C C doub 1.38 N Y
26 C24 C29 C C sing 1.38 N Y
27 C25 C26 C C sing 1.38 N Y
28 C26 C27 C C doub 1.38 N Y
29 C27 C28 C C sing 1.38 N Y
30 C28 C29 C C doub 1.38 N Y
31 C30 O31 C O doub 1.21 N N
32 C30 N32 C N sing 1.35 N N
33 N32 O33 N O sing 1.42 N N
34 C1 H1 C H sing 1.08 N N
35 C2 H2 C H sing 1.08 N N
36 C3 H3 C H sing 1.08 N N
37 C4 H4 C H sing 1.08 N N
38 C6 H6 C H sing 1.08 N N
39 C7 H7 C H sing 1.09 N N
40 C7 H7A C H sing 1.09 N N
41 C8 H8 C H sing 1.09 N N
42 N10 HN10 N H sing 0.97 N N
43 N12 HN12 N H sing 1.01 N N
44 N12 HN1A N H sing 1.01 N N
45 C13 H13 C H sing 1.09 N N
46 C13 H13A C H sing 1.09 N N
47 C14 H14 C H sing 1.09 N N
48 C15 H15 C H sing 1.09 N N
49 C15 H15A C H sing 1.09 N N
50 C16 H16 C H sing 1.09 N N
51 C16 H16A C H sing 1.09 N N
52 C17 H17 C H sing 1.09 N N
53 C17 H17A C H sing 1.09 N N
54 N18 HN18 N H sing 0.97 N N
55 C23 H23 C H sing 1.09 N N
56 C23 H23A C H sing 1.09 N N
57 C25 H25 C H sing 1.08 N N
58 C26 H26 C H sing 1.08 N N
59 C27 H27 C H sing 1.08 N N
60 C28 H28 C H sing 1.08 N N
61 C29 H29 C H sing 1.08 N N
62 N32 HN32 N H sing 0.97 N N
63 O33 HO33 O H sing 0.97 N N



FBO : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
FBO 3q7j Open in New Window Bound ligand 1 1