Chemical Components in the PDB

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GXA : Summary

Code

GXA

One-letter code

X

Molecule name

5-(1-methyl-1H-imidazol-4-yl)-2-[(1-{[4-(trifluoromethoxy)phenyl]acetyl}piperidin-4-yl)oxy]benzamide

Systematic names

ProgramVersionName
ACDLabs 12.01 5-(1-methyl-1H-imidazol-4-yl)-2-[(1-{[4-(trifluoromethoxy)phenyl]acetyl}piperidin-4-yl)oxy]benzamide
OpenEye OEToolkits 2.0.6 5-(1-methylimidazol-4-yl)-2-[1-[2-[4-(trifluoromethyloxy)phenyl]ethanoyl]piperidin-4-yl]oxy-benzamide

Formula

C25 H25 F3 N4 O4

Formal charge

0

Molecular weight

502.486 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 NC(c3c(OC2CCN(C(Cc1ccc(cc1)OC(F)(F)F)=O)CC2)ccc(c3)c4ncn(C)c4)=O
SMILES CACTVS 3.385 Cn1cnc(c1)c2ccc(OC3CCN(CC3)C(=O)Cc4ccc(OC(F)(F)F)cc4)c(c2)C(N)=O
SMILES OpenEye OEToolkits 2.0.6 Cn1cc(nc1)c2ccc(c(c2)C(=O)N)OC3CCN(CC3)C(=O)Cc4ccc(cc4)OC(F)(F)F
Canonical SMILES CACTVS 3.385 Cn1cnc(c1)c2ccc(OC3CCN(CC3)C(=O)Cc4ccc(OC(F)(F)F)cc4)c(c2)C(N)=O
Canonical SMILES OpenEye OEToolkits 2.0.6 Cn1cc(nc1)c2ccc(c(c2)C(=O)N)OC3CCN(CC3)C(=O)Cc4ccc(cc4)OC(F)(F)F

IUPAC InChI

InChI=1S/C25H25F3N4O4/c1-31-14-21(30-15-31)17-4-7-22(20(13-17)24(29)34)35-18-8-10-32(11-9-18)23(33)12-16-2-5-19(6-3-16)36-25(26,27)28/h2-7,13-15,18H,8-12H2,1H3,(H2,29,34)

IUPAC InChI key

VXJAFFGXYYHGQN-UHFFFAOYSA-N
GXA

wwPDB Information

Atom count

61 (36 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2018-06-01

Last modified at

2018-07-06

Status

Released

Obsoleted

Not Assigned



GXA : Atoms of Molecule

Total Number of Atoms: 61
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N3 N N1 N N N 0 -6.067 3.734 0.886
2 C4 C C1 N N N 0 -9.753 -4.027 0.132
3 N2 N N2 N Y N 0 -8.781 -0.596 0.43
4 C7 C C2 N Y N 0 -5.137 -1.095 -0.348
5 C6 C C3 N Y N 0 -6.291 -0.414 0.042
6 C9 C C4 N Y N 0 -3.871 0.936 -0.186
7 C13 C C5 N N N 0 -0.57 1.815 -1.436
8 C20 C C6 N Y N 0 4.987 0.52 1.412
9 C21 C C7 N Y N 0 6.346 0.733 1.535
10 C8 C C8 N Y N 0 -3.937 -0.423 -0.458
11 C18 C C9 N N N 0 3.031 -0.684 0.419
12 C16 C C10 N N N 0 -0.911 0.079 0.331
13 C19 C C11 N Y N 0 4.514 -0.449 0.547
14 N1 N N3 N Y N 0 -9.091 -2.722 0.197
15 C1 C C12 N Y N 0 -7.758 -2.481 0.008
16 C2 C C13 N Y N 0 -7.579 -1.143 0.157
17 C3 C C14 N Y N 0 -9.684 -1.536 0.454
18 C11 C C17 N N N 0 -4.956 3.071 0.509
19 C5 C C15 N Y N 0 -6.236 0.946 0.322
20 C10 C C16 N Y N 0 -5.023 1.627 0.213
21 O1 O O1 N N N 0 -3.898 3.663 0.412
22 O2 O O2 N N N 0 -2.688 1.592 -0.294
23 C12 C C18 N N N 0 -1.58 0.852 -0.808
24 C14 C C19 N N N 0 0.601 1.015 -2.016
25 N4 N N4 N N N 0 1.159 0.16 -0.96
26 C15 C C20 N N N 0 0.256 -0.741 -0.229
27 C17 C C21 N N N 0 2.474 0.199 -0.667
28 O3 O O3 N N N 0 3.208 0.947 -1.277
29 C22 C C22 N Y N 0 7.237 -0.026 0.789
30 C23 C C23 N Y N 0 6.759 -0.997 -0.078
31 C24 C C24 N Y N 0 5.399 -1.203 -0.202
32 O4 O O4 N N N 0 8.574 0.183 0.908
33 C25 C C25 N N N 0 9.432 -0.636 0.11
34 F1 F F1 N N N 0 10.766 -0.291 0.354
35 F2 F F2 N N N 0 9.231 -1.981 0.438
36 F3 F F3 N N N 0 9.139 -0.437 -1.243
37 H9 H H1 N N N 0 -6.911 3.263 0.963
38 H10 H H2 N N N 0 -6.021 4.683 1.085
39 H4 H H3 N N N 0 -9.751 -4.485 1.121
40 H3 H H4 N N N 0 -10.782 -3.896 -0.205
41 H5 H H5 N N N 0 -9.221 -4.671 -0.568
42 H7 H H6 N N N 0 -5.182 -2.152 -0.561
43 H12 H H7 N N N 0 -1.053 2.382 -2.231
44 H13 H H8 N N N 0 -0.2 2.501 -0.674
45 H22 H H9 N N N 0 4.294 1.107 1.995
46 H19 H H14 N N N 0 -0.537 0.781 1.076
47 H23 H H10 N N N 0 6.716 1.49 2.211
48 H8 H H11 N N N 0 -3.047 -0.957 -0.755
49 H21 H H12 N N N 0 2.849 -1.729 0.167
50 H20 H H13 N N N 0 2.543 -0.449 1.365
51 H18 H H15 N N N 0 -1.637 -0.59 0.793
52 H1 H H16 N N N 0 -6.996 -3.213 -0.217
53 H2 H H17 N N N 0 -10.736 -1.39 0.648
54 H6 H H18 N N N 0 -7.128 1.474 0.624
55 H11 H H19 N N N 0 -1.931 0.15 -1.565
56 H15 H H20 N N N 0 0.247 0.395 -2.839
57 H14 H H21 N N N 0 1.369 1.7 -2.375
58 H17 H H22 N N N 0 0.797 -1.214 0.59
59 H16 H H23 N N N 0 -0.126 -1.504 -0.907
60 H24 H H24 N N N 0 7.45 -1.59 -0.66
61 H25 H H25 N N N 0 5.027 -1.959 -0.877



GXA : Chemical Bonds

Total Number of Bonds: 64
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C4 N1 C N sing 1.46 N N
2 C3 N1 C N sing 1.35 N Y
3 C3 N2 C N doub 1.3 N Y
4 N1 C1 N C sing 1.37 N Y
5 N2 C2 N C sing 1.35 N Y
6 C1 C2 C C doub 1.36 N Y
7 C2 C6 C C sing 1.48 N N
8 C6 C7 C C doub 1.4 N Y
9 C6 C5 C C sing 1.39 N Y
10 C7 C8 C C sing 1.38 N Y
11 C5 C10 C C doub 1.4 N Y
12 F1 C25 F C sing 1.4 N N
13 F2 C25 F C sing 1.4 N N
14 C8 C9 C C doub 1.39 N Y
15 C14 C13 C C sing 1.53 N N
16 C14 N4 C N sing 1.47 N N
17 C13 C12 C C sing 1.53 N N
18 C10 C9 C C sing 1.4 N Y
19 C10 C11 C C sing 1.48 N N
20 O3 C17 O C doub 1.21 N N
21 C25 F3 C F sing 1.4 N N
22 C25 O4 C O sing 1.43 N N
23 C9 O2 C O sing 1.36 N N
24 C11 O1 C O doub 1.22 N N
25 C11 N3 C N sing 1.35 N N
26 N4 C17 N C sing 1.35 N N
27 N4 C15 N C sing 1.47 N N
28 C17 C18 C C sing 1.51 N N
29 C12 O2 C O sing 1.43 N N
30 C12 C16 C C sing 1.53 N N
31 O4 C22 O C sing 1.36 N N
32 C21 C22 C C doub 1.39 N Y
33 C21 C20 C C sing 1.38 N Y
34 C22 C23 C C sing 1.39 N Y
35 C20 C19 C C doub 1.38 N Y
36 C23 C24 C C doub 1.38 N Y
37 C15 C16 C C sing 1.53 N N
38 C19 C24 C C sing 1.38 N Y
39 C19 C18 C C sing 1.51 N N
40 N3 H9 N H sing 0.97 N N
41 N3 H10 N H sing 0.97 N N
42 C4 H4 C H sing 1.09 N N
43 C4 H3 C H sing 1.09 N N
44 C4 H5 C H sing 1.09 N N
45 C7 H7 C H sing 1.08 N N
46 C13 H12 C H sing 1.09 N N
47 C13 H13 C H sing 1.09 N N
48 C20 H22 C H sing 1.08 N N
49 C21 H23 C H sing 1.08 N N
50 C8 H8 C H sing 1.08 N N
51 C18 H21 C H sing 1.09 N N
52 C18 H20 C H sing 1.09 N N
53 C16 H19 C H sing 1.09 N N
54 C16 H18 C H sing 1.09 N N
55 C1 H1 C H sing 1.08 N N
56 C3 H2 C H sing 1.08 N N
57 C5 H6 C H sing 1.08 N N
58 C12 H11 C H sing 1.09 N N
59 C14 H15 C H sing 1.09 N N
60 C14 H14 C H sing 1.09 N N
61 C15 H17 C H sing 1.09 N N
62 C15 H16 C H sing 1.09 N N
63 C23 H24 C H sing 1.08 N N
64 C24 H25 C H sing 1.08 N N



GXA : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
GXA 6dkw Open in New Window Bound ligand 2 1