Chemical Components in the PDB

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5WE : Summary

Code

5WE

One-letter code

X

Molecule name

4-[8-azanyl-3-[(2~{S})-1-[4-(dimethylamino)butanoyl]pyrrolidin-2-yl]imidazo[1,5-a]pyrazin-1-yl]-~{N}-(1,3-thiazol-2-yl)benzamide

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.4 4-[8-azanyl-3-[(2~{S})-1-[4-(dimethylamino)butanoyl]pyrrolidin-2-yl]imidazo[1,5-a]pyrazin-1-yl]-~{N}-(1,3-thiazol-2-yl)benzamide

Formula

C26 H30 N8 O2 S

Formal charge

0

Molecular weight

518.634 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 CN(C)CCCC(=O)N1CCC[CH]1c2nc(c3ccc(cc3)C(=O)Nc4sccn4)c5n2ccnc5N
SMILES OpenEye OEToolkits 2.0.4 CN(C)CCCC(=O)N1CCCC1c2nc(c3n2ccnc3N)c4ccc(cc4)C(=O)Nc5nccs5
Canonical SMILES CACTVS 3.385 CN(C)CCCC(=O)N1CCC[C@H]1c2nc(c3ccc(cc3)C(=O)Nc4sccn4)c5n2ccnc5N
Canonical SMILES OpenEye OEToolkits 2.0.4 CN(C)CCCC(=O)N1CCC[C@H]1c2nc(c3n2ccnc3N)c4ccc(cc4)C(=O)Nc5nccs5

IUPAC InChI

InChI=1S/C26H30N8O2S/c1-32(2)13-4-6-20(35)33-14-3-5-19(33)24-30-21(22-23(27)28-11-15-34(22)24)17-7-9-18(10-8-17)25(36)31-26-29-12-16-37-26/h7-12,15-16,19H,3-6,13-14H2,1-2H3,(H2,27,28)(H,29,31,36)/t19-/m0/s1

IUPAC InChI key

HUXVNVAKNWKLJM-IBGZPJMESA-N
5WE

wwPDB Information

Atom count

67 (37 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-12-15

Last modified at

2016-01-29

Status

Released

Obsoleted

Not Assigned



5WE : 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 C2 C C1 N Y N 0 -2.852 4.375 -2.113
2 C3 C C2 N Y N 0 -3.361 3.619 -1.121
3 C4 C C3 N Y N 0 -0.726 3.504 -1.821
4 C5 C C4 N Y N 0 -1.208 2.69 -0.774
5 C12 C C5 N N N 0 -4.807 1.233 3.535
6 C13 C C6 N N N 0 -4.356 -0.097 2.883
7 N14 N N1 N N N 0 -4.266 0.2 1.442
8 N15 N N2 N N N 0 0.609 3.454 -2.186
9 C16 C C7 N Y N 0 0.783 1.333 0.095
10 C17 C C8 N Y N 0 1.797 2.294 0.03
11 C18 C C9 N Y N 0 3.106 1.907 0.052
12 C19 C C10 N Y N 0 3.433 0.549 0.139
13 C20 C C11 N Y N 0 2.418 -0.411 0.204
14 C21 C C12 N Y N 0 1.109 -0.023 0.182
15 C22 C C13 N N N 0 4.847 0.131 0.162
16 O37 O O1 N N N 0 -4.274 -0.344 -0.709
17 C30 C C14 N N N 0 -4.363 -0.703 0.446
18 C31 C C15 N N N 0 -4.58 -2.159 0.768
19 C32 C C16 N N N 0 -4.653 -2.964 -0.531
20 C11 C C17 N N N 0 -4.04 2.276 2.68
21 C10 C C18 S N N 0 -4.055 1.645 1.271
22 C7 C C19 N Y N 0 -2.737 1.892 0.584
23 N6 N N3 N Y N 0 -2.543 2.757 -0.43
24 N8 N N4 N Y N 0 -1.61 1.3 0.882
25 C9 C C20 N Y N 0 -0.634 1.753 0.078
26 N1 N N5 N Y N 0 -1.559 4.312 -2.45
27 O24 O O2 N N N 0 5.729 0.966 0.105
28 N23 N N6 N N N 0 5.162 -1.176 0.246
29 C25 C C21 N Y N 0 6.493 -1.57 0.268
30 N29 N N7 N Y N 0 6.904 -2.798 0.346
31 S26 S S1 N Y N 0 7.83 -0.508 0.187
32 C28 C C22 N Y N 0 8.209 -2.992 0.355
33 C27 C C23 N Y N 0 8.936 -1.876 0.278
34 H1 H H1 N N N 0 -3.506 5.045 -2.652
35 H2 H H2 N N N 0 -4.409 3.69 -0.87
36 H3 H H3 N N N 0 -5.884 1.369 3.442
37 H4 H H4 N N N 0 -4.498 1.281 4.58
38 H5 H H5 N N N 0 -3.382 -0.398 3.27
39 H6 H H6 N N N 0 -5.094 -0.879 3.066
40 H7 H H7 N N N 0 1.148 2.684 -1.949
41 H8 H H8 N N N 0 1.005 4.19 -2.679
42 H9 H H9 N N N 0 1.544 3.342 -0.038
43 H10 H H10 N N N 0 3.889 2.649 0.001
44 H11 H H11 N N N 0 2.67 -1.459 0.271
45 H12 H H12 N N N 0 0.326 -0.765 0.233
46 H13 H H13 N N N 0 -3.753 -2.525 1.376
47 H14 H H14 N N N 0 -5.481 -2.598 -1.139
48 H15 H H15 N N N 0 -3.719 -2.849 -1.082
49 H16 H H16 N N N 0 -4.56 3.234 2.68
50 H17 H H17 N N N 0 -3.018 2.394 3.041
51 H18 H H18 N N N 0 -4.868 2.071 0.683
52 H19 H H19 N N N 0 4.458 -1.843 0.292
53 H20 H H20 N N N 0 8.653 -3.974 0.418
54 H21 H H21 N N N 0 10.015 -1.821 0.269
55 C1 C C24 N N N 0 -4.874 -4.442 -0.205
56 N2 N N8 N N N 0 -4.944 -5.214 -1.452
57 C8 C C25 N N N 0 -3.652 -5.2 -2.153
58 C14 C C26 N N N 0 -5.388 -6.59 -1.196
59 H22 H H22 N N N 0 -5.514 -2.274 1.319
60 H23 H H23 N N N 0 -4.046 -4.807 0.403
61 H24 H H24 N N N 0 -5.807 -4.557 0.346
62 H25 H H25 N N N 0 -2.887 -5.639 -1.513
63 H26 H H26 N N N 0 -3.732 -5.779 -3.073
64 H27 H H27 N N N 0 -3.38 -4.172 -2.393
65 H28 H H28 N N N 0 -6.378 -6.573 -0.74
66 H29 H H29 N N N 0 -5.431 -7.14 -2.136
67 H30 H H30 N N N 0 -4.686 -7.079 -0.521



5WE : Chemical Bonds

Total Number of Bonds: 71
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O37 C30 O C doub 1.21 N N
2 C32 C31 C C sing 1.53 N N
3 C2 C3 C C doub 1.35 N Y
4 C2 N1 C N sing 1.34 N Y
5 C3 N6 C N sing 1.37 N Y
6 C30 C31 C C sing 1.51 N N
7 C30 N14 C N sing 1.35 N N
8 C10 N14 C N sing 1.47 N N
9 C10 C11 C C sing 1.54 N N
10 C10 C7 C C sing 1.51 N N
11 N14 C13 N C sing 1.47 N N
12 N1 C4 N C doub 1.32 N Y
13 N6 C7 N C sing 1.35 N Y
14 N6 C5 N C sing 1.38 N Y
15 C11 C12 C C sing 1.55 N N
16 C7 N8 C N doub 1.31 N Y
17 C13 C12 C C sing 1.55 N N
18 C4 C5 C C sing 1.41 N Y
19 C4 N15 C N sing 1.38 N N
20 C5 C9 C C doub 1.39 N Y
21 N8 C9 N C sing 1.34 N Y
22 C9 C16 C C sing 1.48 N N
23 C17 C16 C C doub 1.4 N Y
24 C17 C18 C C sing 1.37 N Y
25 C16 C21 C C sing 1.4 N Y
26 C18 C19 C C doub 1.4 N Y
27 C21 C20 C C doub 1.37 N Y
28 C20 C19 C C sing 1.4 N Y
29 C19 C22 C C sing 1.47 N N
30 C22 N23 C N sing 1.35 N N
31 C22 O24 C O doub 1.22 N N
32 N23 C25 N C sing 1.39 N N
33 C25 N29 C N doub 1.3 N Y
34 C25 S26 C S sing 1.71 N Y
35 N29 C28 N C sing 1.32 N Y
36 S26 C27 S C sing 1.76 N Y
37 C28 C27 C C doub 1.33 N Y
38 C2 H1 C H sing 1.08 N N
39 C3 H2 C H sing 1.08 N N
40 C12 H3 C H sing 1.09 N N
41 C12 H4 C H sing 1.09 N N
42 C13 H5 C H sing 1.09 N N
43 C13 H6 C H sing 1.09 N N
44 N15 H7 N H sing 0.97 N N
45 N15 H8 N H sing 0.97 N N
46 C17 H9 C H sing 1.08 N N
47 C18 H10 C H sing 1.08 N N
48 C20 H11 C H sing 1.08 N N
49 C21 H12 C H sing 1.08 N N
50 C31 H13 C H sing 1.09 N N
51 C32 H14 C H sing 1.09 N N
52 C32 H15 C H sing 1.09 N N
53 C11 H16 C H sing 1.09 N N
54 C11 H17 C H sing 1.09 N N
55 C10 H18 C H sing 1.09 N N
56 N23 H19 N H sing 0.97 N N
57 C28 H20 C H sing 1.08 N N
58 C27 H21 C H sing 1.08 N N
59 C32 C1 C C sing 1.53 N N
60 C1 N2 C N sing 1.47 N N
61 N2 C8 N C sing 1.47 N N
62 N2 C14 N C sing 1.47 N N
63 C31 H22 C H sing 1.09 N N
64 C1 H23 C H sing 1.09 N N
65 C1 H24 C H sing 1.09 N N
66 C8 H25 C H sing 1.09 N N
67 C8 H26 C H sing 1.09 N N
68 C8 H27 C H sing 1.09 N N
69 C14 H28 C H sing 1.09 N N
70 C14 H29 C H sing 1.09 N N
71 C14 H30 C H sing 1.09 N N



5WE : Used in PDB Entries

Total Number of PDB Entries: 4
Ligand Code PDB Entry ID Type Total Distinct
5WE 5fbn Open in New Window Bound ligand 4 1
5WE 5fbo Open in New Window Bound ligand 1 1
5WE 6x3n Open in New Window Bound ligand 1 1
5WE 6x3o Open in New Window Bound ligand 2 1