Chemical Components in the PDB

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0ZZ : Summary

Code

0ZZ

One-letter code

X

Molecule name

5-S-benzyl-3-({N-[(5-bromo-2-methoxyphenyl)acetyl]-L-valyl}amino)-2,3-dideoxy-5-thio-D-erythro-pentonic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 5-S-benzyl-3-({N-[(5-bromo-2-methoxyphenyl)acetyl]-L-valyl}amino)-2,3-dideoxy-5-thio-D-erythro-pentonic acid
OpenEye OEToolkits 1.7.0 (3S,4S)-5-benzylsulfanyl-3-[[(2S)-2-[2-(5-bromo-2-methoxy-phenyl)ethanoylamino]-3-methyl-butanoyl]amino]-4-hydroxy-pentanoic acid

Formula

C26 H33 Br N2 O6 S

Formal charge

0

Molecular weight

581.519 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 Brc1cc(c(OC)cc1)CC(=O)NC(C(=O)NC(CC(=O)O)C(O)CSCc2ccccc2)C(C)C
SMILES CACTVS 3.370 COc1ccc(Br)cc1CC(=O)N[CH](C(C)C)C(=O)N[CH](CC(O)=O)[CH](O)CSCc2ccccc2
SMILES OpenEye OEToolkits 1.7.0 CC(C)C(C(=O)NC(CC(=O)O)C(CSCc1ccccc1)O)NC(=O)Cc2cc(ccc2OC)Br
Canonical SMILES CACTVS 3.370 COc1ccc(Br)cc1CC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(O)=O)[C@H](O)CSCc2ccccc2
Canonical SMILES OpenEye OEToolkits 1.7.0 CC(C)[C@@H](C(=O)N[C@@H](CC(=O)O)[C@@H](CSCc1ccccc1)O)NC(=O)Cc2cc(ccc2OC)Br

IUPAC InChI

InChI=1S/C26H33BrN2O6S/c1-16(2)25(29-23(31)12-18-11-19(27)9-10-22(18)35-3)26(34)28-20(13-24(32)33)21(30)15-36-14-17-7-5-4-6-8-17/h4-11,16,20-21,25,30H,12-15H2,1-3H3,(H,28,34)(H,29,31)(H,32,33)/t20-,21+,25-/m0/s1

IUPAC InChI key

IQHLJYZLDAEITK-BKSPAHHJSA-N
0ZZ

wwPDB Information

Atom count

69 (36 without Hydrogen)

Polymer type

Bound ligand

Type description

peptide-like

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2008-08-15

Last modified at

2024-09-27

Status

Released

Obsoleted

Not Assigned



0ZZ : Atoms of Molecule

Total Number of Atoms: 69
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C2 C C2 N Y N 0 -5.775 1.675 0.043
2 C3 C C3 N Y N 0 -6.978 1.732 0.732
3 C4 C C4 N Y N 0 -7.808 0.628 0.764
4 C5 C C5 N Y N 0 -7.44 -0.534 0.111
5 C6 C C6 N Y N 0 -6.241 -0.594 -0.577
6 O1 O O1 N N N 0 -4.957 2.76 0.01
7 C7 C C7 N N N 0 -5.398 3.926 0.707
8 BR1 BR BR1 N N N 0 -8.578 -2.043 0.157
9 C1 C C1 N Y N 0 -5.406 0.506 -0.608
10 C C C N N N 0 -2.99 0.088 -0.402
11 O O O N N N 0 -3.235 -0.093 0.772
12 CH3 C CH3 N N N 0 -4.101 0.441 -1.358
13 N N N N N N 0 -1.725 -0.027 -0.852
14 CA C CA S N N 0 -0.645 -0.37 0.077
15 C8 C C8 N N N 0 0.664 0.143 -0.464
16 O2 O O2 N N N 0 0.765 0.43 -1.638
17 CB C CB N N N 0 -0.572 -1.89 0.234
18 CG1 C CG1 N N N 0 -1.846 -2.395 0.915
19 CG2 C CG2 N N N 0 -0.439 -2.54 -1.145
20 N1 N N1 N N N 0 1.724 0.282 0.357
21 CA1 C CA1 S N N 0 2.976 0.847 -0.152
22 C9 C C9 S N N 0 4.157 0.036 0.384
23 O3 O O3 N N N 0 4.228 0.179 1.804
24 CB1 C CB1 N N N 0 3.104 2.301 0.309
25 C11 C C11 N N N 0 5.455 0.548 -0.245
26 CG C CG N N N 0 2.013 3.126 -0.322
27 OD1 O OD1 N N N 0 1.299 2.639 -1.167
28 OD2 O OD2 N N N 0 1.833 4.402 0.054
29 S2 S S2 N N N 0 6.836 -0.506 0.276
30 C31 C C31 N N N 0 8.261 0.247 -0.557
31 C41 C C41 N Y N 0 9.508 -0.529 -0.219
32 C51 C C51 N Y N 0 9.898 -1.591 -1.013
33 C61 C C61 N Y N 0 11.042 -2.302 -0.703
34 C71 C C71 N Y N 0 11.796 -1.951 0.401
35 C81 C C81 N Y N 0 11.406 -0.888 1.195
36 C91 C C91 N Y N 0 10.265 -0.174 0.882
37 H3 H H3 N N N 0 -7.265 2.64 1.243
38 H4 H H4 N N N 0 -8.744 0.673 1.301
39 H6 H H6 N N N 0 -5.956 -1.502 -1.086
40 H71 H H71 N N N 0 -4.654 4.716 0.601
41 H72 H H72 N N N 0 -6.347 4.262 0.289
42 H73 H H73 N N N 0 -5.53 3.69 1.763
43 H1 H H1 N N N 0 -4.166 -0.32 -2.136
44 H2 H H2 N N N 0 -3.894 1.409 -1.813
45 H H H N N N 0 -1.529 0.117 -1.791
46 HA H HA N N N 0 -0.842 0.086 1.047
47 HB H HB N N N 0 0.294 -2.151 0.844
48 HG11 H HG11 N N N 0 -2.698 -2.234 0.255
49 HG12 H HG12 N N N 0 -1.747 -3.459 1.128
50 HG13 H HG13 N N N 0 -2.0 -1.85 1.847
51 HG21 H HG21 N N N 0 0.468 -2.181 -1.63
52 HG22 H HG22 N N N 0 -0.387 -3.623 -1.032
53 HG23 H HG23 N N N 0 -1.304 -2.279 -1.754
54 H5 H H5 N N N 0 1.658 0.008 1.285
55 HA1 H HA1 N N N 0 2.975 0.811 -1.241
56 HB2 H HB2 N N N 0 3.013 2.347 1.395
57 HB3 H HB3 N N N 0 4.076 2.693 0.009
58 HD2 H HD2 N N N 0 1.121 4.891 -0.38
59 H11 H H11 N N N 0 5.367 0.522 -1.331
60 H12 H H12 N N N 0 5.637 1.572 0.08
61 H31 H H31 N N N 0 8.103 0.228 -1.636
62 H32 H H32 N N N 0 8.373 1.278 -0.225
63 H51 H H51 N N N 0 9.309 -1.865 -1.876
64 H61 H H61 N N N 0 11.347 -3.132 -1.323
65 H7 H H7 N N N 0 12.69 -2.507 0.644
66 H8 H H8 N N N 0 11.995 -0.614 2.058
67 H9 H H9 N N N 0 9.962 0.659 1.5
68 H80 H H80 N N N 0 4.021 -1.015 0.132
69 H81 H H81 N N N 0 4.349 1.091 2.102



0ZZ : Chemical Bonds

Total Number of Bonds: 70
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C2 C3 C C doub 1.39 N Y
2 C2 O1 C O sing 1.36 N N
3 C2 C1 C C sing 1.39 N Y
4 C3 C4 C C sing 1.38 N Y
5 C3 H3 C H sing 1.08 N N
6 C4 C5 C C doub 1.38 N Y
7 C4 H4 C H sing 1.08 N N
8 C5 C6 C C sing 1.38 N Y
9 C5 BR1 C BR sing 1.89 N N
10 C6 C1 C C doub 1.38 N Y
11 C6 H6 C H sing 1.08 N N
12 O1 C7 O C sing 1.43 N N
13 C7 H71 C H sing 1.09 N N
14 C7 H72 C H sing 1.09 N N
15 C7 H73 C H sing 1.09 N N
16 C1 CH3 C C sing 1.51 N N
17 C O C O doub 1.21 N N
18 C CH3 C C sing 1.51 N N
19 C N C N sing 1.35 N N
20 CH3 H1 C H sing 1.09 N N
21 CH3 H2 C H sing 1.09 N N
22 N CA N C sing 1.47 N N
23 N H N H sing 0.97 N N
24 CA C8 C C sing 1.51 N N
25 CA CB C C sing 1.53 N N
26 CA HA C H sing 1.09 N N
27 C8 O2 C O doub 1.21 N N
28 C8 N1 C N sing 1.35 N N
29 CB CG1 C C sing 1.53 N N
30 CB CG2 C C sing 1.53 N N
31 CB HB C H sing 1.09 N N
32 CG1 HG11 C H sing 1.09 N N
33 CG1 HG12 C H sing 1.09 N N
34 CG1 HG13 C H sing 1.09 N N
35 CG2 HG21 C H sing 1.09 N N
36 CG2 HG22 C H sing 1.09 N N
37 CG2 HG23 C H sing 1.09 N N
38 N1 CA1 N C sing 1.46 N N
39 N1 H5 N H sing 0.97 N N
40 CA1 C9 C C sing 1.53 N N
41 CA1 CB1 C C sing 1.53 N N
42 CA1 HA1 C H sing 1.09 N N
43 C9 O3 C O sing 1.43 N N
44 C9 C11 C C sing 1.53 N N
45 CB1 CG C C sing 1.51 N N
46 CB1 HB2 C H sing 1.09 N N
47 CB1 HB3 C H sing 1.09 N N
48 CG OD1 C O doub 1.21 N N
49 CG OD2 C O sing 1.34 N N
50 OD2 HD2 O H sing 0.97 N N
51 C11 S2 C S sing 1.81 N N
52 C11 H11 C H sing 1.09 N N
53 C11 H12 C H sing 1.09 N N
54 S2 C31 S C sing 1.81 N N
55 C31 C41 C C sing 1.51 N N
56 C31 H31 C H sing 1.09 N N
57 C31 H32 C H sing 1.09 N N
58 C41 C51 C C doub 1.38 N Y
59 C41 C91 C C sing 1.38 N Y
60 C51 C61 C C sing 1.38 N Y
61 C51 H51 C H sing 1.08 N N
62 C61 C71 C C doub 1.38 N Y
63 C61 H61 C H sing 1.08 N N
64 C71 C81 C C sing 1.38 N Y
65 C71 H7 C H sing 1.08 N N
66 C81 C91 C C doub 1.38 N Y
67 C81 H8 C H sing 1.08 N N
68 C91 H9 C H sing 1.08 N N
69 C9 H80 C H sing 1.09 N N
70 O3 H81 O H sing 0.97 N N



0ZZ : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0ZZ 1rhq Open in New Window Bound ligand 2 1