Chemical Components in the PDB

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X59 : Summary

Code

X59

One-letter code

X

Molecule name

4-[6-[(2-methoxy-5-propan-2-yloxy-phenyl)amino]pyrazin-2-yl]benzoic acid

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.7 4-[6-[(2-methoxy-5-propan-2-yloxy-phenyl)amino]pyrazin-2-yl]benzoic acid

Formula

C21 H21 N3 O4

Formal charge

0

Molecular weight

379.409 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 COc1ccc(OC(C)C)cc1Nc2cncc(n2)c3ccc(cc3)C(O)=O
SMILES OpenEye OEToolkits 2.0.7 CC(C)Oc1ccc(c(c1)Nc2cncc(n2)c3ccc(cc3)C(=O)O)OC
Canonical SMILES CACTVS 3.385 COc1ccc(OC(C)C)cc1Nc2cncc(n2)c3ccc(cc3)C(O)=O
Canonical SMILES OpenEye OEToolkits 2.0.7 CC(C)Oc1ccc(c(c1)Nc2cncc(n2)c3ccc(cc3)C(=O)O)OC

IUPAC InChI

InChI=1S/C21H21N3O4/c1-13(2)28-16-8-9-19(27-3)17(10-16)23-20-12-22-11-18(24-20)14-4-6-15(7-5-14)21(25)26/h4-13H,1-3H3,(H,23,24)(H,25,26)

IUPAC InChI key

YITHRAGTKVMJPO-UHFFFAOYSA-N
X59

wwPDB Information

Atom count

49 (28 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2023-10-23

Last modified at

2024-01-12

Status

Released

Obsoleted

Not Assigned



X59 : Atoms of Molecule

Total Number of Atoms: 49
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O1 O O1 N N N 0 5.351 -2.191 -0.873
2 C2 C C1 N N N 0 5.488 -1.025 -0.561
3 C3 C C2 N Y N 0 4.301 -0.169 -0.363
4 C4 C C3 N Y N 0 3.02 -0.701 -0.533
5 C5 C C4 N Y N 0 1.914 0.098 -0.348
6 C6 C C5 N Y N 0 4.458 1.171 0.0
7 C7 C C6 N Y N 0 3.35 1.966 0.19
8 C8 C C7 N Y N 0 2.072 1.437 0.009
9 C9 C C8 N Y N 0 0.879 2.294 0.214
10 C10 C C9 N Y N 0 1.034 3.652 0.485
11 N11 N N1 N Y N 0 -0.028 4.416 0.668
12 C12 C C10 N Y N 0 -1.239 3.897 0.594
13 C13 C C11 N Y N 0 -1.403 2.539 0.324
14 N14 N N2 N N N 0 -2.68 1.994 0.247
15 C15 C C12 N Y N 0 -2.843 0.609 0.127
16 C16 C C13 N Y N 0 -3.998 0.09 -0.456
17 C17 C C14 N Y N 0 -4.155 -1.28 -0.579
18 C18 C C15 N Y N 0 -3.167 -2.134 -0.124
19 C19 C C16 N Y N 0 -2.016 -1.621 0.456
20 O20 O O2 N N N 0 -1.046 -2.464 0.902
21 C21 C C17 N N N 0 -1.31 -3.865 0.805
22 C22 C C18 N N N 0 -1.017 -4.342 -0.618
23 C23 C C19 N N N 0 -0.416 -4.621 1.79
24 C24 C C20 N Y N 0 -1.854 -0.25 0.582
25 O25 O O3 N N N 0 -4.971 0.93 -0.903
26 C26 C C21 N N N 0 -6.127 0.329 -1.489
27 N27 N N3 N Y N 0 -0.341 1.769 0.134
28 O28 O O4 N N N 0 6.723 -0.513 -0.392
29 H1 H H1 N N N 0 2.898 -1.738 -0.81
30 H2 H H2 N N N 0 0.924 -0.313 -0.48
31 H3 H H3 N N N 0 5.447 1.582 0.132
32 H4 H H4 N N N 0 3.471 3.003 0.467
33 H5 H H5 N N N 0 2.024 4.081 0.547
34 H6 H H6 N N N 0 -2.105 4.525 0.744
35 H7 H H7 N N N 0 -3.457 2.573 0.277
36 H8 H H8 N N N 0 -5.049 -1.682 -1.03
37 H9 H H9 N N N 0 -3.291 -3.203 -0.221
38 H10 H H10 N N N 0 -2.356 -4.055 1.045
39 H11 H H11 N N N 0 -1.218 -5.411 -0.692
40 H12 H H12 N N N 0 -1.654 -3.803 -1.32
41 H13 H H13 N N N 0 0.029 -4.152 -0.858
42 H14 H H14 N N N 0 -0.624 -4.281 2.805
43 H15 H H15 N N N 0 -0.617 -5.69 1.717
44 H16 H H16 N N N 0 0.63 -4.431 1.551
45 H17 H H17 N N N 0 -0.956 0.149 1.03
46 H18 H H18 N N N 0 -5.83 -0.262 -2.355
47 H19 H H19 N N N 0 -6.611 -0.317 -0.757
48 H20 H H20 N N N 0 -6.822 1.108 -1.802
49 H21 H H21 N N N 0 7.469 -1.113 -0.529



X59 : Chemical Bonds

Total Number of Bonds: 51
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C26 O25 C O sing 1.43 N N
2 C17 C18 C C doub 1.38 N Y
3 C17 C16 C C sing 1.38 N Y
4 C18 C19 C C sing 1.39 N Y
5 O25 C16 O C sing 1.36 N N
6 C16 C15 C C doub 1.39 N Y
7 C19 O20 C O sing 1.36 N N
8 C19 C24 C C doub 1.39 N Y
9 O20 C21 O C sing 1.43 N N
10 C15 C24 C C sing 1.39 N Y
11 C15 N14 C N sing 1.4 N N
12 C22 C21 C C sing 1.53 N N
13 C21 C23 C C sing 1.53 N N
14 N14 C13 N C sing 1.39 N N
15 C13 C12 C C doub 1.39 N Y
16 C13 N27 C N sing 1.33 N Y
17 C12 N11 C N sing 1.32 N Y
18 N27 C9 N C doub 1.33 N Y
19 N11 C10 N C doub 1.32 N Y
20 C9 C10 C C sing 1.39 N Y
21 C9 C8 C C sing 1.48 N N
22 C7 C8 C C doub 1.39 N Y
23 C7 C6 C C sing 1.38 N Y
24 C8 C5 C C sing 1.39 N Y
25 C6 C3 C C doub 1.4 N Y
26 C5 C4 C C doub 1.38 N Y
27 C3 C4 C C sing 1.4 N Y
28 C3 C2 C C sing 1.48 N N
29 O1 C2 O C doub 1.21 N N
30 C2 O28 C O sing 1.35 N N
31 C4 H1 C H sing 1.08 N N
32 C5 H2 C H sing 1.08 N N
33 C6 H3 C H sing 1.08 N N
34 C7 H4 C H sing 1.08 N N
35 C10 H5 C H sing 1.08 N N
36 C12 H6 C H sing 1.08 N N
37 N14 H7 N H sing 0.97 N N
38 C17 H8 C H sing 1.08 N N
39 C18 H9 C H sing 1.08 N N
40 C21 H10 C H sing 1.09 N N
41 C22 H11 C H sing 1.09 N N
42 C22 H12 C H sing 1.09 N N
43 C22 H13 C H sing 1.09 N N
44 C23 H14 C H sing 1.09 N N
45 C23 H15 C H sing 1.09 N N
46 C23 H16 C H sing 1.09 N N
47 C24 H17 C H sing 1.08 N N
48 C26 H18 C H sing 1.09 N N
49 C26 H19 C H sing 1.09 N N
50 C26 H20 C H sing 1.09 N N
51 O28 H21 O H sing 0.97 N N



X59 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
X59 8qwy Open in New Window Bound ligand 2 1