Chemical Components in the PDB

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P06 : Summary

Code

P06

One-letter code

X

Molecule name

Dabrafenib

Synonyms

N-{3-[5-(2-aminopyrimidin-4-yl)-2-tert-butyl-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-{3-[5-(2-aminopyrimidin-4-yl)-2-tert-butyl-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide
OpenEye OEToolkits 1.7.6 N-[3-[5-(2-azanylpyrimidin-4-yl)-2-tert-butyl-1,3-thiazol-4-yl]-2-fluoranyl-phenyl]-2,6-bis(fluoranyl)benzenesulfonamide

Formula

C23 H20 F3 N5 O2 S2

Formal charge

0

Molecular weight

519.562 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c4(N)nc(c1c(nc(s1)C(C)(C)C)c2c(c(ccc2)NS(=O)(=O)c3c(cccc3F)F)F)ccn4
SMILES CACTVS 3.385 CC(C)(C)c1sc(c2ccnc(N)n2)c(n1)c3cccc(N[S](=O)(=O)c4c(F)cccc4F)c3F
SMILES OpenEye OEToolkits 1.7.6 CC(C)(C)c1nc(c(s1)c2ccnc(n2)N)c3cccc(c3F)NS(=O)(=O)c4c(cccc4F)F
Canonical SMILES CACTVS 3.385 CC(C)(C)c1sc(c2ccnc(N)n2)c(n1)c3cccc(N[S](=O)(=O)c4c(F)cccc4F)c3F
Canonical SMILES OpenEye OEToolkits 1.7.6 CC(C)(C)c1nc(c(s1)c2ccnc(n2)N)c3cccc(c3F)NS(=O)(=O)c4c(cccc4F)F

IUPAC InChI

InChI=1S/C23H20F3N5O2S2/c1-23(2,3)21-30-18(19(34-21)16-10-11-28-22(27)29-16)12-6-4-9-15(17(12)26)31-35(32,33)20-13(24)7-5-8-14(20)25/h4-11,31H,1-3H3,(H2,27,28,29)

IUPAC InChI key

BFSMGDJOXZAERB-UHFFFAOYSA-N
P06

wwPDB Information

Atom count

55 (35 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-04-11

Last modified at

2015-10-23

Status

Released

Obsoleted

Not Assigned



P06 : Atoms of Molecule

Total Number of Atoms: 55
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N Y N 0 0.333 -3.488 -0.295
2 C12 C C12 N Y N 0 2.9 -0.902 0.059
3 C14 C C14 N Y N 0 4.364 1.075 0.218
4 C16 C C16 N Y N 0 2.382 0.277 -0.422
5 C17 C C17 N N N 0 5.43 2.121 0.421
6 C18 C C18 N N N 0 6.659 1.478 1.067
7 C2 C C2 N Y N 0 2.22 -2.21 0.071
8 C22 C C22 N N N 0 5.82 2.722 -0.931
9 C26 C C26 N N N 0 4.893 3.225 1.334
10 C30 C C30 N Y N 0 1.027 0.389 -1.01
11 C31 C C31 N Y N 0 -1.172 1.367 -1.016
12 C32 C C32 N Y N 0 0.096 1.268 -0.459
13 C33 C C33 N Y N 0 -1.508 0.592 -2.119
14 C35 C C35 N Y N 0 0.681 -0.381 -2.121
15 C37 C C37 N Y N 0 -0.582 -0.275 -2.668
16 C4 C C4 N Y N 0 2.903 -3.364 0.479
17 C43 C C43 N Y N 0 -3.853 0.352 0.506
18 C44 C C44 N Y N 0 -4.166 -0.748 2.613
19 C46 C C46 N Y N 0 -4.056 0.418 1.873
20 C47 C C47 N Y N 0 -4.073 -1.976 1.986
21 C49 C C49 N Y N 0 -3.766 -0.878 -0.122
22 C50 C C50 N Y N 0 -3.875 -2.043 0.62
23 C7 C C7 N Y N 0 2.222 -4.566 0.477
24 F39 F F39 N N N 0 0.426 2.021 0.613
25 F52 F F52 N N N 0 -3.573 -0.944 -1.457
26 F53 F F53 N N N 0 -4.147 1.618 2.486
27 H1 H H1 N N N 0 3.936 -3.314 0.789
28 H10 H H10 N N N 0 6.203 1.935 -1.581
29 H11 H H11 N N N 0 4.615 2.797 2.297
30 H12 H H12 N N N 0 5.663 3.982 1.481
31 H13 H H13 N N N 0 4.017 3.683 0.873
32 H14 H H14 N N N 0 -2.495 0.67 -2.551
33 H15 H H15 N N N 0 1.401 -1.06 -2.553
34 H16 H H16 N N N 0 -0.849 -0.876 -3.525
35 H17 H H17 N N N 0 -1.823 3.1 -0.105
36 H18 H H18 N N N 0 -4.324 -0.697 3.68
37 H19 H H19 N N N 0 -4.158 -2.884 2.564
38 H2 H H2 N N N 0 2.717 -5.473 0.789
39 H20 H H20 N N N 0 -3.803 -3.003 0.131
40 H3 H H3 N N N 0 -1.48 -2.752 -0.902
41 H4 H H4 N N N 0 -1.429 -4.425 -0.758
42 H5 H H5 N N N 0 7.041 0.691 0.417
43 H6 H H6 N N N 0 7.429 2.235 1.215
44 H7 H H7 N N N 0 6.38 1.05 2.031
45 H8 H H8 N N N 0 4.944 3.18 -1.391
46 H9 H H9 N N N 0 6.591 3.478 -0.783
47 N15 N N15 N Y N 0 3.208 1.301 -0.306
48 N3 N N3 N Y N 0 0.944 -2.314 -0.305
49 N40 N N40 N N N 0 -2.111 2.247 -0.468
50 N6 N N6 N Y N 0 0.955 -4.593 0.09
51 N9 N N9 N N N 0 -0.991 -3.562 -0.691
52 O54 O O54 N N N 0 -4.376 2.847 0.308
53 O55 O O55 N N N 0 -4.067 1.496 -1.771
54 S13 S S13 N Y N 0 4.526 -0.57 0.65
55 S42 S S42 N N N 0 -3.714 1.834 -0.437



P06 : Chemical Bonds

Total Number of Bonds: 58
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C47 C50 C C doub 1.38 N Y
2 C47 C44 C C sing 1.38 N Y
3 C50 C49 C C sing 1.39 N Y
4 C44 C46 C C doub 1.39 N Y
5 C49 F52 C F sing 1.35 N N
6 C49 C43 C C doub 1.38 N Y
7 C46 C43 C C sing 1.38 N Y
8 C46 F53 C F sing 1.35 N N
9 C43 S42 C S sing 1.76 N N
10 C7 N6 C N doub 1.33 N Y
11 C7 C4 C C sing 1.38 N Y
12 N6 C1 N C sing 1.33 N Y
13 C4 C2 C C doub 1.4 N Y
14 S42 O55 S O doub 1.42 N N
15 S42 N40 S N sing 1.66 N N
16 S42 O54 S O doub 1.42 N N
17 C33 C37 C C doub 1.38 N Y
18 C33 C31 C C sing 1.39 N Y
19 C1 N9 C N sing 1.38 N N
20 C1 N3 C N doub 1.32 N Y
21 N40 C31 N C sing 1.4 N N
22 C37 C35 C C sing 1.38 N Y
23 C31 C32 C C doub 1.39 N Y
24 C2 N3 C N sing 1.33 N Y
25 C2 C12 C C sing 1.47 N N
26 C35 C30 C C doub 1.4 N Y
27 C32 C30 C C sing 1.39 N Y
28 C32 F39 C F sing 1.35 N N
29 C30 C16 C C sing 1.48 N N
30 C12 C16 C C doub 1.37 N Y
31 C12 S13 C S sing 1.76 N Y
32 C16 N15 C N sing 1.32 N Y
33 S13 C14 S C sing 1.71 N Y
34 N15 C14 N C doub 1.29 N Y
35 C14 C17 C C sing 1.51 N N
36 C17 C26 C C sing 1.53 N N
37 C17 C18 C C sing 1.53 N N
38 C17 C22 C C sing 1.53 N N
39 C4 H1 C H sing 1.08 N N
40 C7 H2 C H sing 1.08 N N
41 N9 H3 N H sing 0.97 N N
42 N9 H4 N H sing 0.97 N N
43 C18 H5 C H sing 1.09 N N
44 C18 H6 C H sing 1.09 N N
45 C18 H7 C H sing 1.09 N N
46 C22 H8 C H sing 1.09 N N
47 C22 H9 C H sing 1.09 N N
48 C22 H10 C H sing 1.09 N N
49 C26 H11 C H sing 1.09 N N
50 C26 H12 C H sing 1.09 N N
51 C26 H13 C H sing 1.09 N N
52 C33 H14 C H sing 1.08 N N
53 C35 H15 C H sing 1.08 N N
54 C37 H16 C H sing 1.08 N N
55 N40 H17 N H sing 0.97 N N
56 C44 H18 C H sing 1.08 N N
57 C47 H19 C H sing 1.08 N N
58 C50 H20 C H sing 1.08 N N



P06 : Used in PDB Entries

Total Number of PDB Entries: 5
Ligand Code PDB Entry ID Type Total Distinct
P06 4xv2 Open in New Window Bound ligand 2 1
P06 5csw Open in New Window Bound ligand 2 1
P06 5hie Open in New Window Bound ligand 4 1
P06 6hj2 Open in New Window Bound ligand 1 1
P06 6v2u Open in New Window Bound ligand 2 1