Chemical Components in the PDB

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X8U : Summary

Code

X8U

One-letter code

X

Molecule name

2-[(8E)-8-(1,3-benzothiazol-2-ylhydrazinylidene)-6,7-dihydro-5H-naphthalen-2-yl]-5-(4-phenylbutyl)-1,3-thiazole-4-carboxylic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 2-{(8E)-8-[2-(1,3-benzothiazol-2-yl)hydrazinylidene]-5,6,7,8-tetrahydronaphthalen-2-yl}-5-(4-phenylbutyl)-1,3-thiazole-4-carboxylic acid
OpenEye OEToolkits 1.9.2 2-[(8E)-8-(1,3-benzothiazol-2-ylhydrazinylidene)-6,7-dihydro-5H-naphthalen-2-yl]-5-(4-phenylbutyl)-1,3-thiazole-4-carboxylic acid

Formula

C31 H28 N4 O2 S2

Formal charge

0

Molecular weight

552.71 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)c1nc(sc1CCCCc2ccccc2)c3ccc6c(c3)/C(=N/Nc4nc5ccccc5s4)CCC6
SMILES CACTVS 3.385 OC(=O)c1nc(sc1CCCCc2ccccc2)c3ccc4CCCC(=NNc5sc6ccccc6n5)c4c3
SMILES OpenEye OEToolkits 1.9.2 c1ccc(cc1)CCCCc2c(nc(s2)c3ccc4c(c3)C(=NNc5nc6ccccc6s5)CCC4)C(=O)O
Canonical SMILES CACTVS 3.385 OC(=O)c1nc(sc1CCCCc2ccccc2)c3ccc4CCC\C(=N/Nc5sc6ccccc6n5)c4c3
Canonical SMILES OpenEye OEToolkits 1.9.2 c1ccc(cc1)CCCCc2c(nc(s2)c3ccc4c(c3)/C(=N/Nc5nc6ccccc6s5)/CCC4)C(=O)O

IUPAC InChI

InChI=1S/C31H28N4O2S2/c36-30(37)28-27(16-6-4-11-20-9-2-1-3-10-20)38-29(33-28)22-18-17-21-12-8-14-24(23(21)19-22)34-35-31-32-25-13-5-7-15-26(25)39-31/h1-3,5,7,9-10,13,15,17-19H,4,6,8,11-12,14,16H2,(H,32,35)(H,36,37)/b34-24+

IUPAC InChI key

KJRCRYVHSPWAIC-JGRMKTMXSA-N
X8U

wwPDB Information

Atom count

67 (39 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-02-04

Last modified at

2014-09-05

Status

Released

Obsoleted

Not Assigned



X8U : Atoms of Molecule

Total Number of Atoms: 67
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O2 O O2 N N N 0 -0.91 2.184 1.287
2 C20 C C20 N N N 0 -1.995 1.386 1.27
3 O1 O O1 N N N 0 -3.097 1.853 1.481
4 C19 C C19 N Y N 0 -1.846 -0.053 0.997
5 N4 N N4 N Y N 0 -0.669 -0.616 0.761
6 C21 C C21 N Y N 0 -2.907 -0.908 0.972
7 C22 C C22 N N N 0 -4.345 -0.527 1.212
8 C23 C C23 N N N 0 -5.001 -0.147 -0.117
9 C24 C C24 N N N 0 -6.46 0.24 0.127
10 C25 C C25 N N N 0 -7.116 0.619 -1.202
11 C26 C C26 N Y N 0 -8.554 1.0 -0.962
12 C31 C C31 N Y N 0 -8.885 2.315 -0.689
13 C30 C C30 N Y N 0 -10.204 2.665 -0.469
14 C29 C C29 N Y N 0 -11.193 1.7 -0.522
15 C28 C C28 N Y N 0 -10.863 0.386 -0.796
16 C27 C C27 N Y N 0 -9.544 0.037 -1.02
17 S2 S S2 N Y N 0 -2.342 -2.485 0.623
18 C18 C C18 N Y N 0 -0.687 -1.894 0.535
19 C15 C C15 N Y N 0 0.502 -2.726 0.249
20 C16 C C16 N Y N 0 0.361 -4.097 0.02
21 C17 C C17 N Y N 0 1.468 -4.876 -0.245
22 C12 C C12 N Y N 0 2.732 -4.312 -0.288
23 C11 C C11 N N N 0 3.915 -5.197 -0.572
24 C10 C C10 N N N 0 5.089 -4.392 -1.125
25 C9 C C9 N N N 0 5.423 -3.249 -0.157
26 C14 C C14 N Y N 0 1.767 -2.147 0.2
27 C13 C C13 N Y N 0 2.881 -2.943 -0.065
28 C8 C C8 N N N 0 4.224 -2.324 -0.12
29 N3 N N3 N N N 0 4.37 -1.034 -0.136
30 N2 N N2 N N N 0 5.653 -0.475 -0.188
31 C7 C C7 N Y N 0 5.808 0.896 -0.205
32 S1 S S1 N Y N 0 7.354 1.731 -0.269
33 C4 C C4 N Y N 0 6.529 3.288 -0.252
34 C3 C C3 N Y N 0 7.026 4.589 -0.282
35 C2 C C2 N Y N 0 6.161 5.661 -0.259
36 N1 N N1 N Y N 0 4.839 1.747 -0.182
37 C5 C C5 N Y N 0 5.151 3.058 -0.2
38 C6 C C6 N Y N 0 4.285 4.172 -0.178
39 C1 C C1 N Y N 0 4.792 5.446 -0.206
40 H2 H H2 N N N 0 -1.057 3.122 1.471
41 H221 H H221 N N N 0 -4.876 -1.371 1.651
42 H222 H H222 N N N 0 -4.386 0.323 1.893
43 H231 H H231 N N N 0 -4.469 0.697 -0.557
44 H232 H H232 N N N 0 -4.959 -0.997 -0.799
45 H241 H H241 N N N 0 -6.992 -0.605 0.566
46 H242 H H242 N N N 0 -6.502 1.089 0.808
47 H251 H H251 N N N 0 -6.585 1.464 -1.642
48 H252 H H252 N N N 0 -7.075 -0.231 -1.884
49 H31 H H31 N N N 0 -8.112 3.068 -0.648
50 H27 H H27 N N N 0 -9.286 -0.989 -1.238
51 H30 H H30 N N N 0 -10.462 3.691 -0.255
52 H29 H H29 N N N 0 -12.223 1.973 -0.349
53 H28 H H28 N N N 0 -11.635 -0.368 -0.837
54 H16 H H16 N N N 0 -0.62 -4.549 0.051
55 H14 H H14 N N N 0 1.885 -1.087 0.372
56 H17 H H17 N N N 0 1.348 -5.935 -0.419
57 H111 H H111 N N N 0 4.223 -5.689 0.35
58 H112 H H112 N N N 0 3.627 -5.954 -1.301
59 H101 H H101 N N N 0 5.957 -5.043 -1.232
60 H102 H H102 N N N 0 4.821 -3.979 -2.097
61 H91C H H91C N N N 0 5.612 -3.65 0.839
62 H92C H H92C N N N 0 6.299 -2.707 -0.512
63 HA H HA N N N 0 6.433 -1.052 -0.212
64 H3 H H3 N N N 0 8.092 4.758 -0.322
65 HB H HB N N N 0 6.55 6.668 -0.281
66 H1 H H1 N N N 0 4.118 6.29 -0.189
67 H6 H H6 N N N 0 3.217 4.02 -0.138



X8U : Chemical Bonds

Total Number of Bonds: 72
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O2 C20 O C sing 1.35 N N
2 C20 O1 C O doub 1.22 N N
3 C20 C19 C C sing 1.47 N N
4 C19 N4 C N sing 1.33 N Y
5 C19 C21 C C doub 1.36 N Y
6 N4 C18 N C doub 1.3 N Y
7 C21 C22 C C sing 1.51 N N
8 C21 S2 C S sing 1.71 N Y
9 C22 C23 C C sing 1.53 N N
10 C23 C24 C C sing 1.53 N N
11 C24 C25 C C sing 1.53 N N
12 C25 C26 C C sing 1.51 N N
13 C26 C31 C C sing 1.38 N Y
14 C26 C27 C C doub 1.38 N Y
15 C31 C30 C C doub 1.38 N Y
16 C30 C29 C C sing 1.38 N Y
17 C29 C28 C C doub 1.38 N Y
18 C28 C27 C C sing 1.38 N Y
19 S2 C18 S C sing 1.76 N Y
20 C18 C15 C C sing 1.48 N N
21 C15 C16 C C sing 1.4 N Y
22 C15 C14 C C doub 1.39 N Y
23 C16 C17 C C doub 1.38 N Y
24 C17 C12 C C sing 1.38 N Y
25 C12 C11 C C sing 1.5 N N
26 C12 C13 C C doub 1.4 N Y
27 C11 C10 C C sing 1.53 N N
28 C10 C9 C C sing 1.53 N N
29 C9 C8 C C sing 1.51 N N
30 C14 C13 C C sing 1.39 N Y
31 C13 C8 C C sing 1.48 N N
32 C8 N3 C N doub 1.3 E N
33 N3 N2 N N sing 1.4 N N
34 N2 C7 N C sing 1.38 N N
35 C7 S1 C S sing 1.76 N Y
36 C7 N1 C N doub 1.29 N Y
37 S1 C4 S C sing 1.76 N Y
38 C4 C3 C C sing 1.39 N Y
39 C4 C5 C C doub 1.4 N Y
40 C3 C2 C C doub 1.38 N Y
41 C2 C1 C C sing 1.39 N Y
42 N1 C5 N C sing 1.35 N Y
43 C5 C6 C C sing 1.41 N Y
44 C6 C1 C C doub 1.37 N Y
45 O2 H2 O H sing 0.97 N N
46 C22 H221 C H sing 1.09 N N
47 C22 H222 C H sing 1.09 N N
48 C23 H231 C H sing 1.09 N N
49 C23 H232 C H sing 1.09 N N
50 C24 H241 C H sing 1.09 N N
51 C24 H242 C H sing 1.09 N N
52 C25 H251 C H sing 1.09 N N
53 C25 H252 C H sing 1.09 N N
54 C31 H31 C H sing 1.08 N N
55 C27 H27 C H sing 1.08 N N
56 C30 H30 C H sing 1.08 N N
57 C29 H29 C H sing 1.08 N N
58 C28 H28 C H sing 1.08 N N
59 C16 H16 C H sing 1.08 N N
60 C14 H14 C H sing 1.08 N N
61 C17 H17 C H sing 1.08 N N
62 C11 H111 C H sing 1.09 N N
63 C11 H112 C H sing 1.09 N N
64 C10 H101 C H sing 1.09 N N
65 C10 H102 C H sing 1.09 N N
66 C9 H91C C H sing 1.09 N N
67 C9 H92C C H sing 1.09 N N
68 N2 HA N H sing 0.97 N N
69 C3 H3 C H sing 1.08 N N
70 C2 HB C H sing 1.08 N N
71 C1 H1 C H sing 1.08 N N
72 C6 H6 C H sing 1.08 N N



X8U : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
X8U 3zlo Open in New Window Bound ligand 1 1