Chemical Components in the PDB

pdbe.org/chem
spacer

0WP : Summary

Code

0WP

One-letter code

X

Molecule name

3-{[3-(2-cyanopropan-2-yl)benzoyl]amino}-2,6-difluoro-N-(3-methoxy-2H-pyrazolo[3,4-b]pyridin-5-yl)benzamide

Systematic names

ProgramVersionName
ACDLabs 12.01 3-{[3-(2-cyanopropan-2-yl)benzoyl]amino}-2,6-difluoro-N-(3-methoxy-2H-pyrazolo[3,4-b]pyridin-5-yl)benzamide
OpenEye OEToolkits 1.7.6 3-[[3-(2-cyanopropan-2-yl)phenyl]carbonylamino]-2,6-bis(fluoranyl)-N-(3-methoxy-2H-pyrazolo[3,4-b]pyridin-5-yl)benzamide

Formula

C25 H20 F2 N6 O3

Formal charge

0

Molecular weight

490.462 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 N#CC(c1cccc(c1)C(=O)Nc2ccc(F)c(c2F)C(=O)Nc3cc4c(OC)nnc4nc3)(C)C
SMILES CACTVS 3.370 COc1[nH]nc2ncc(NC(=O)c3c(F)ccc(NC(=O)c4cccc(c4)C(C)(C)C#N)c3F)cc12
SMILES OpenEye OEToolkits 1.7.6 CC(C)(C#N)c1cccc(c1)C(=O)Nc2ccc(c(c2F)C(=O)Nc3cc4c([nH]nc4nc3)OC)F
Canonical SMILES CACTVS 3.370 COc1[nH]nc2ncc(NC(=O)c3c(F)ccc(NC(=O)c4cccc(c4)C(C)(C)C#N)c3F)cc12
Canonical SMILES OpenEye OEToolkits 1.7.6 CC(C)(C#N)c1cccc(c1)C(=O)Nc2ccc(c(c2F)C(=O)Nc3cc4c([nH]nc4nc3)OC)F

IUPAC InChI

InChI=1S/C25H20F2N6O3/c1-25(2,12-28)14-6-4-5-13(9-14)22(34)31-18-8-7-17(26)19(20(18)27)23(35)30-15-10-16-21(29-11-15)32-33-24(16)36-3/h4-11H,1-3H3,(H,30,35)(H,31,34)(H,29,32,33)

IUPAC InChI key

BCTNUFBSYWOHHJ-UHFFFAOYSA-N
0WP

wwPDB Information

Atom count

56 (36 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-07-27

Last modified at

2012-11-09

Status

Released

Obsoleted

Not Assigned



0WP : Atoms of Molecule

Total Number of Atoms: 56
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 -2.549 0.886 -0.391
2 C13 C C13 N N N 0 3.497 0.323 -0.059
3 C14 C C14 N Y N 0 4.623 -0.635 -0.014
4 C16 C C16 N Y N 0 4.402 -1.989 -0.27
5 C17 C C17 N Y N 0 5.456 -2.877 -0.226
6 C18 C C18 N Y N 0 6.731 -2.428 0.072
7 C19 C C19 N Y N 0 6.957 -1.087 0.327
8 C2 C C2 N Y N 0 -1.145 1.317 -0.534
9 C20 C C20 N Y N 0 5.912 -0.188 0.28
10 C21 C C21 N N N 0 8.348 -0.608 0.651
11 C22 C C22 N N N 0 8.356 0.034 2.04
12 C23 C C23 N N N 0 9.314 -1.794 0.632
13 C24 C C24 N Y N 0 -4.511 0.623 0.932
14 C25 C C25 N Y N 0 -5.045 -0.376 0.163
15 C26 C C26 N Y N 0 -6.416 -0.665 0.311
16 C27 C C27 N Y N 0 -7.2 0.119 1.279
17 C29 C C29 N Y N 0 -5.311 1.327 1.838
18 C30 C C30 N Y N 0 -7.296 -1.573 -0.266
19 C33 C C33 N N N 0 8.77 0.385 -0.35
20 C36 C C36 N N N 0 -8.053 -3.33 -1.673
21 C4 C C4 N Y N 0 -0.107 0.394 -0.373
22 C5 C C5 N Y N 0 1.211 0.809 -0.51
23 C6 C C6 N Y N 0 1.495 2.136 -0.805
24 C7 C C7 N Y N 0 0.471 3.05 -0.965
25 C8 C C8 N Y N 0 -0.846 2.65 -0.837
26 F10 F F10 N N N 0 -0.385 -0.896 -0.086
27 F9 F F9 N N N 0 -1.844 3.546 -1.0
28 H1 H H1 N N N 0 2.522 2.455 -0.91
29 H10 H H10 N N N 0 7.668 0.88 2.053
30 H11 H H11 N N N 0 8.043 -0.701 2.782
31 H12 H H12 N N N 0 9.308 -2.251 -0.357
32 H13 H H13 N N N 0 10.32 -1.447 0.867
33 H14 H H14 N N N 0 9.001 -2.529 1.374
34 H15 H H15 N N N 0 -4.434 -0.927 -0.536
35 H16 H H16 N N N 0 -4.859 2.107 2.433
36 H17 H H17 N N N 0 -9.305 -1.875 0.064
37 H18 H H18 N N N 0 -7.674 -4.017 -2.429
38 H19 H H19 N N N 0 -8.455 -3.898 -0.833
39 H2 H H2 N N N 0 0.7 4.081 -1.194
40 H20 H H20 N N N 0 -8.842 -2.714 -2.104
41 H3 H H3 N N N 0 2.083 -1.061 -0.446
42 H4 H H4 N N N 0 -2.642 1.197 1.599
43 H5 H H5 N N N 0 3.407 -2.341 -0.502
44 H6 H H6 N N N 0 5.287 -3.925 -0.424
45 H7 H H7 N N N 0 7.552 -3.128 0.111
46 H8 H H8 N N N 0 6.089 0.859 0.479
47 H9 H H9 N N N 0 9.362 0.381 2.274
48 N11 N N11 N N N 0 2.255 -0.111 -0.349
49 N12 N N12 N N N 0 -3.151 0.94 0.813
50 N28 N N28 N Y N 0 -6.587 1.08 1.989
51 N31 N N31 N Y N 0 -8.503 -1.375 0.285
52 N32 N N32 N Y N 0 -8.436 -0.343 1.226
53 N34 N N34 N N N 0 9.096 1.151 -1.123
54 O15 O O15 N N N 0 3.693 1.502 0.164
55 O3 O O3 N N N 0 -3.161 0.478 -1.359
56 O35 O O35 N N N 0 -6.991 -2.491 -1.215



0WP : Chemical Bonds

Total Number of Bonds: 59
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N34 C33 N C trip 1.14 N N
2 C33 C21 C C sing 1.47 N N
3 C22 C21 C C sing 1.53 N N
4 C21 C23 C C sing 1.53 N N
5 C21 C19 C C sing 1.51 N N
6 C18 C19 C C doub 1.38 N Y
7 C18 C17 C C sing 1.38 N Y
8 C19 C20 C C sing 1.38 N Y
9 C17 C16 C C doub 1.38 N Y
10 C20 C14 C C doub 1.4 N Y
11 C16 C14 C C sing 1.4 N Y
12 C14 C13 C C sing 1.48 N N
13 O15 C13 O C doub 1.22 N N
14 C13 N11 C N sing 1.35 N N
15 N11 C5 N C sing 1.4 N N
16 F10 C4 F C sing 1.35 N N
17 C5 C4 C C doub 1.39 N Y
18 C5 C6 C C sing 1.39 N Y
19 C4 C2 C C sing 1.4 N Y
20 C6 C7 C C doub 1.38 N Y
21 C2 C1 C C sing 1.48 N N
22 C2 C8 C C doub 1.4 N Y
23 O3 C1 O C doub 1.22 N N
24 C1 N12 C N sing 1.35 N N
25 N12 C24 N C sing 1.4 N N
26 C7 C8 C C sing 1.38 N Y
27 C24 C29 C C sing 1.4 N Y
28 C24 C25 C C doub 1.37 N Y
29 C29 N28 C N doub 1.31 N Y
30 C8 F9 C F sing 1.35 N N
31 C25 C26 C C sing 1.41 N Y
32 N28 C27 N C sing 1.34 N Y
33 C26 C27 C C sing 1.47 N Y
34 C26 C30 C C doub 1.39 N Y
35 C27 N32 C N doub 1.32 N Y
36 C30 O35 C O sing 1.36 N N
37 C30 N31 C N sing 1.34 N Y
38 O35 C36 O C sing 1.43 N N
39 N32 N31 N N sing 1.4 N Y
40 C6 H1 C H sing 1.08 N N
41 C7 H2 C H sing 1.08 N N
42 N11 H3 N H sing 0.97 N N
43 N12 H4 N H sing 0.97 N N
44 C16 H5 C H sing 1.08 N N
45 C17 H6 C H sing 1.08 N N
46 C18 H7 C H sing 1.08 N N
47 C20 H8 C H sing 1.08 N N
48 C22 H9 C H sing 1.09 N N
49 C22 H10 C H sing 1.09 N N
50 C22 H11 C H sing 1.09 N N
51 C23 H12 C H sing 1.09 N N
52 C23 H13 C H sing 1.09 N N
53 C23 H14 C H sing 1.09 N N
54 C25 H15 C H sing 1.08 N N
55 C29 H16 C H sing 1.08 N N
56 N31 H17 N H sing 0.97 N N
57 C36 H18 C H sing 1.09 N N
58 C36 H19 C H sing 1.09 N N
59 C36 H20 C H sing 1.09 N N



0WP : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0WP 4g9c Open in New Window Bound ligand 2 1