Chemical Components in the PDB

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0MZ : Summary

Code

0MZ

One-letter code

X

Molecule name

2-{(2Z,5S)-4-hydroxy-2-[(2E)-(2-hydroxybenzylidene)hydrazinylidene]-2,5-dihydro-1,3-thiazol-5-yl}-N-[3-(trifluoromethyl)phenyl]acetamide

Systematic names

ProgramVersionName
ACDLabs 12.01 2-{(2Z,5S)-4-hydroxy-2-[(2E)-(2-hydroxybenzylidene)hydrazinylidene]-2,5-dihydro-1,3-thiazol-5-yl}-N-[3-(trifluoromethyl)phenyl]acetamide
OpenEye OEToolkits 1.7.6 2-[(2Z,5S)-2-[(E)-(2-hydroxyphenyl)methylidenehydrazinylidene]-4-oxidanyl-5H-1,3-thiazol-5-yl]-N-[3-(trifluoromethyl)phenyl]ethanamide

Formula

C19 H15 F3 N4 O3 S

Formal charge

0

Molecular weight

436.408 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(Nc1cc(ccc1)C(F)(F)F)CC2SC(/N=C2O)=N\N=C\c3ccccc3O
SMILES CACTVS 3.370 OC1=NC(S[CH]1CC(=O)Nc2cccc(c2)C(F)(F)F)=NN=Cc3ccccc3O
SMILES OpenEye OEToolkits 1.7.6 c1ccc(c(c1)C=NN=C2N=C(C(S2)CC(=O)Nc3cccc(c3)C(F)(F)F)O)O
Canonical SMILES CACTVS 3.370 OC1=N\C(S[C@H]1CC(=O)Nc2cccc(c2)C(F)(F)F)=N\N=C\c3ccccc3O
Canonical SMILES OpenEye OEToolkits 1.7.6 c1ccc(c(c1)/C=N/N=C\2/N=C([C@@H](S2)CC(=O)Nc3cccc(c3)C(F)(F)F)O)O

IUPAC InChI

InChI=1S/C19H15F3N4O3S/c20-19(21,22)12-5-3-6-13(8-12)24-16(28)9-15-17(29)25-18(30-15)26-23-10-11-4-1-2-7-14(11)27/h1-8,10,15,27H,9H2,(H,24,28)(H,25,26,29)/b23-10+/t15-/m0/s1

IUPAC InChI key

OBVIGUGYWMTZGZ-MQEPLNOPSA-N
0MZ

wwPDB Information

Atom count

45 (30 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-03-09

Last modified at

2012-11-09

Status

Released

Obsoleted

Not Assigned



0MZ : Atoms of Molecule

Total Number of Atoms: 45
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 F28 F F28 N N N 0 -7.704 -0.516 -0.856
2 C27 C C27 N N N 0 -7.076 -1.096 0.252
3 F30 F F30 N N N 0 -7.365 -0.346 1.397
4 F29 F F29 N N N 0 -7.543 -2.404 0.421
5 C25 C C25 N Y N 0 -5.586 -1.119 0.029
6 C26 C C26 N Y N 0 -4.81 -0.052 0.439
7 C24 C C24 N Y N 0 -4.995 -2.211 -0.579
8 C23 C C23 N Y N 0 -3.628 -2.237 -0.785
9 C22 C C22 N Y N 0 -2.848 -1.17 -0.382
10 C21 C C21 N Y N 0 -3.437 -0.074 0.234
11 N18 N N18 N N N 0 -2.649 1.008 0.642
12 C17 C C17 N N N 0 -1.557 1.352 -0.068
13 O19 O O19 N N N 0 -1.309 0.786 -1.112
14 C16 C C16 N N N 0 -0.643 2.439 0.435
15 C13 C C13 S N N 0 0.512 2.632 -0.551
16 C14 C C14 N N N 0 1.382 3.8 -0.137
17 O20 O O20 N N N 0 0.919 5.061 -0.056
18 N15 N N15 N N N 0 2.592 3.489 0.129
19 C11 C C11 N N N 0 3.039 2.228 0.044
20 S12 S S12 N N N 0 1.671 1.223 -0.473
21 N10 N N10 N N N 0 4.267 1.812 0.298
22 N9 N N9 N N N 0 4.563 0.563 0.175
23 C8 C C8 N N N 0 5.778 0.151 0.425
24 C6 C C6 N Y N 0 6.115 -1.273 0.286
25 C5 C C5 N Y N 0 7.412 -1.719 0.558
26 C4 C C4 N Y N 0 7.72 -3.057 0.43
27 C3 C C3 N Y N 0 6.75 -3.961 0.033
28 C2 C C2 N Y N 0 5.463 -3.534 -0.24
29 C1 C C1 N Y N 0 5.136 -2.194 -0.117
30 O1 O O1 N N N 0 3.871 -1.775 -0.379
31 H26 H H26 N N N 0 -5.272 0.799 0.917
32 H24 H H24 N N N 0 -5.603 -3.047 -0.894
33 H23 H H23 N N N 0 -3.17 -3.092 -1.26
34 H22 H H22 N N N 0 -1.78 -1.191 -0.543
35 H1 H H1 N N N 0 -2.89 1.51 1.436
36 H161 H H161 N N N 0 -1.202 3.371 0.526
37 H162 H H162 N N N 0 -0.245 2.158 1.41
38 H13 H H13 N N N 0 0.134 2.77 -1.564
39 HO20 H 0HO2 N N N 0 1.548 5.743 0.216
40 H8 H H8 N N N 0 6.534 0.857 0.735
41 H5 H H5 N N N 0 8.172 -1.016 0.868
42 H4 H H4 N N N 0 8.722 -3.401 0.641
43 H3 H H3 N N N 0 7.0 -5.008 -0.065
44 H2 H H2 N N N 0 4.713 -4.246 -0.55
45 HO1 H HO1 N N N 0 3.725 -1.518 -1.299



0MZ : Chemical Bonds

Total Number of Bonds: 47
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C23 C24 C C doub 1.38 N Y
2 C23 C22 C C sing 1.38 N Y
3 C24 C25 C C sing 1.38 N Y
4 F29 C27 F C sing 1.4 N N
5 C22 C21 C C doub 1.39 N Y
6 F30 C27 F C sing 1.4 N N
7 C25 C27 C C sing 1.51 N N
8 C25 C26 C C doub 1.38 N Y
9 C27 F28 C F sing 1.4 N N
10 C21 C26 C C sing 1.39 N Y
11 C21 N18 C N sing 1.4 N N
12 C4 C3 C C doub 1.38 N Y
13 C4 C5 C C sing 1.38 N Y
14 N18 C17 N C sing 1.35 N N
15 C3 C2 C C sing 1.38 N Y
16 C5 C6 C C doub 1.4 N Y
17 O19 C17 O C doub 1.21 N N
18 C17 C16 C C sing 1.51 N N
19 C2 C1 C C doub 1.38 N Y
20 S12 C13 S C sing 1.83 N N
21 S12 C11 S C sing 1.77 N N
22 C13 C16 C C sing 1.53 N N
23 C13 C14 C C sing 1.51 N N
24 C6 C1 C C sing 1.4 N Y
25 C6 C8 C C sing 1.47 N N
26 C1 O1 C O sing 1.36 N N
27 N9 C8 N C doub 1.31 E N
28 N9 N10 N N sing 1.29 N N
29 C11 N10 C N doub 1.32 Z N
30 C11 N15 C N sing 1.34 N N
31 C14 O20 C O sing 1.35 N N
32 C14 N15 C N doub 1.28 N N
33 C26 H26 C H sing 1.08 N N
34 C24 H24 C H sing 1.08 N N
35 C23 H23 C H sing 1.08 N N
36 C22 H22 C H sing 1.08 N N
37 N18 H1 N H sing 0.97 N N
38 C16 H161 C H sing 1.09 N N
39 C16 H162 C H sing 1.09 N N
40 C13 H13 C H sing 1.09 N N
41 O20 HO20 O H sing 0.97 N N
42 C8 H8 C H sing 1.08 N N
43 C5 H5 C H sing 1.08 N N
44 C4 H4 C H sing 1.08 N N
45 C3 H3 C H sing 1.08 N N
46 C2 H2 C H sing 1.08 N N
47 O1 HO1 O H sing 0.97 N N



0MZ : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0MZ 4e28 Open in New Window Bound ligand 1 1