Chemical Components in the PDB

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BXQ : Summary

Code

BXQ

One-letter code

X

Molecule name

(3S,4S,5R)-3-{4-amino-3-fluoro-5-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]benzyl}-5-[(3-tert-butylbenzyl)amino]tetrahydro-2H-thiopyran-4-ol 1,1-dioxide

Systematic names

ProgramVersionName
ACDLabs 12.01 (3S,4S,5R)-3-{4-amino-3-fluoro-5-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]benzyl}-5-[(3-tert-butylbenzyl)amino]tetrahydro-2H-thiopyran-4-ol 1,1-dioxide
OpenEye OEToolkits 1.7.6 (3S,4S,5R)-3-[[4-azanyl-3-fluoranyl-5-[(2S)-3,3,3-tris(fluoranyl)-2-oxidanyl-propyl]phenyl]methyl]-5-[(3-tert-butylphenyl)methylamino]-1,1-bis(oxidanylidene)thian-4-ol

Formula

C26 H34 F4 N2 O4 S

Formal charge

0

Molecular weight

546.618 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=S2(=O)CC(C(O)C(NCc1cccc(c1)C(C)(C)C)C2)Cc3cc(c(N)c(F)c3)CC(O)C(F)(F)F
SMILES CACTVS 3.370 CC(C)(C)c1cccc(CN[CH]2C[S](=O)(=O)C[CH](Cc3cc(F)c(N)c(C[CH](O)C(F)(F)F)c3)[CH]2O)c1
SMILES OpenEye OEToolkits 1.7.6 CC(C)(C)c1cccc(c1)CNC2CS(=O)(=O)CC(C2O)Cc3cc(c(c(c3)F)N)CC(C(F)(F)F)O
Canonical SMILES CACTVS 3.370 CC(C)(C)c1cccc(CN[C@H]2C[S](=O)(=O)C[C@@H](Cc3cc(F)c(N)c(C[C@H](O)C(F)(F)F)c3)[C@@H]2O)c1
Canonical SMILES OpenEye OEToolkits 1.7.6 CC(C)(C)c1cccc(c1)CN[C@H]2CS(=O)(=O)C[C@H]([C@@H]2O)Cc3cc(c(c(c3)F)N)C[C@@H](C(F)(F)F)O

IUPAC InChI

InChI=1S/C26H34F4N2O4S/c1-25(2,3)19-6-4-5-15(9-19)12-32-21-14-37(35,36)13-18(24(21)34)8-16-7-17(23(31)20(27)10-16)11-22(33)26(28,29)30/h4-7,9-10,18,21-22,24,32-34H,8,11-14,31H2,1-3H3/t18-,21+,22+,24+/m1/s1

IUPAC InChI key

GCVKLIOGBJALOK-VPJOFFEXSA-N
BXQ

wwPDB Information

Atom count

71 (37 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-01-13

Last modified at

2012-11-16

Status

Released

Obsoleted

Not Assigned



BXQ : Atoms of Molecule

Total Number of Atoms: 71
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 F1 F F1 N N N 0 6.114 -3.787 0.041
2 C2 C C2 N N N 0 6.619 -2.718 -0.708
3 F3 F F3 N N N 0 7.893 -2.382 -0.24
4 F4 F F4 N N N 0 6.699 -3.09 -2.054
5 C5 C C5 S N N 0 5.688 -1.512 -0.566
6 O7 O O7 N N N 0 4.386 -1.856 -1.044
7 C9 C C9 N N N 0 5.6 -1.106 0.906
8 C12 C C12 N Y N 0 4.783 0.154 1.031
9 C13 C C13 N Y N 0 5.363 1.387 0.762
10 C14 C C14 N Y N 0 4.605 2.548 0.879
11 C15 C C15 N Y N 0 3.279 2.469 1.263
12 C17 C C17 N Y N 0 2.707 1.239 1.531
13 C18 C C18 N Y N 0 3.456 0.083 1.409
14 C20 C C20 N N N 0 1.262 1.157 1.949
15 C23 C C23 S N N 0 0.379 1.012 0.708
16 C25 C C25 S N N 0 -1.069 0.799 1.139
17 C27 C C27 R N N 0 -1.933 0.403 -0.055
18 C29 C C29 N N N 0 -2.099 1.596 -1.0
19 S32 S S32 N N N 0 -0.472 2.049 -1.67
20 C33 C C33 N N N 0 0.488 2.278 -0.144
21 O36 O O36 N N N 0 0.055 0.935 -2.377
22 O37 O O37 N N N 0 -0.585 3.302 -2.33
23 N38 N N38 N N N 0 -3.255 -0.026 0.421
24 C40 C C40 N N N 0 -3.889 -0.939 -0.539
25 C43 C C43 N Y N 0 -5.24 -1.357 -0.018
26 C44 C C44 N Y N 0 -6.363 -0.616 -0.335
27 C46 C C46 N Y N 0 -7.602 -0.999 0.143
28 C47 C C47 N Y N 0 -7.718 -2.124 0.938
29 C49 C C49 N Y N 0 -6.596 -2.866 1.254
30 C51 C C51 N Y N 0 -5.357 -2.486 0.772
31 C53 C C53 N N N 0 -8.826 -0.19 -0.202
32 C54 C C54 N N N 0 -9.008 -0.163 -1.721
33 C58 C C58 N N N 0 -10.057 -0.825 0.447
34 C62 C C62 N N N 0 -8.655 1.239 0.317
35 O66 O O66 N N N 0 -1.121 -0.236 2.122
36 F68 F F68 N N N 0 5.164 3.75 0.618
37 N69 N N69 N N N 0 6.704 1.462 0.375
38 H1 H H1 N N N 0 6.081 -0.68 -1.15
39 H2 H H2 N N N 0 3.975 -2.592 -0.57
40 H3 H H3 N N N 0 5.125 -1.905 1.476
41 H4 H H4 N N N 0 6.603 -0.929 1.295
42 H5 H H5 N N N 0 2.69 3.37 1.354
43 H6 H H6 N N N 0 3.005 -0.876 1.614
44 H7 H H7 N N N 0 1.12 0.294 2.599
45 H8 H H8 N N N 0 0.987 2.065 2.486
46 H9 H H9 N N N 0 0.712 0.154 0.125
47 H10 H H10 N N N 0 -1.455 1.723 1.57
48 H11 H H11 N N N 0 -1.457 -0.419 -0.589
49 H12 H H12 N N N 0 -2.766 1.323 -1.817
50 H13 H H13 N N N 0 -2.516 2.441 -0.452
51 H14 H H14 N N N 0 0.093 3.129 0.411
52 H15 H H15 N N N 0 1.534 2.458 -0.395
53 H16 H H16 N N N 0 -3.848 0.769 0.609
54 H18 H H18 N N N 0 -4.01 -0.433 -1.497
55 H19 H H19 N N N 0 -3.262 -1.821 -0.671
56 H20 H H20 N N N 0 -6.272 0.264 -0.956
57 H21 H H21 N N N 0 -8.686 -2.423 1.311
58 H22 H H22 N N N 0 -6.687 -3.744 1.876
59 H23 H H23 N N N 0 -4.481 -3.068 1.015
60 H24 H H24 N N N 0 -9.129 -1.181 -2.091
61 H25 H H25 N N N 0 -9.893 0.422 -1.971
62 H26 H H26 N N N 0 -8.131 0.289 -2.184
63 H27 H H27 N N N 0 -9.927 -0.845 1.53
64 H28 H H28 N N N 0 -10.942 -0.24 0.198
65 H29 H H29 N N N 0 -10.178 -1.843 0.078
66 H30 H H30 N N N 0 -7.778 1.692 -0.147
67 H31 H H31 N N N 0 -9.541 1.824 0.067
68 H32 H H32 N N N 0 -8.526 1.22 1.399
69 H33 H H33 N N N 0 -2.012 -0.428 2.445
70 H34 H H34 N N N 0 7.231 0.651 0.294
71 H35 H H35 N N N 0 7.108 2.323 0.187



BXQ : Chemical Bonds

Total Number of Bonds: 73
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O37 S32 O S doub 1.42 N N
2 F4 C2 F C sing 1.4 N N
3 C29 S32 C S sing 1.82 N N
4 C29 C27 C C sing 1.53 N N
5 C40 N38 C N sing 1.47 N N
6 C40 C43 C C sing 1.51 N N
7 S32 O36 S O doub 1.42 N N
8 S32 C33 S C sing 1.82 N N
9 C51 C43 C C doub 1.38 N Y
10 C51 C49 C C sing 1.38 N Y
11 N38 C27 N C sing 1.47 N N
12 C43 C44 C C sing 1.38 N Y
13 C2 F1 C F sing 1.4 N N
14 C2 F3 C F sing 1.4 N N
15 C2 C5 C C sing 1.53 N N
16 C27 C25 C C sing 1.53 N N
17 O7 C5 O C sing 1.43 N N
18 C33 C23 C C sing 1.53 N N
19 C49 C47 C C doub 1.38 N Y
20 C5 C9 C C sing 1.53 N N
21 C25 C23 C C sing 1.53 N N
22 C25 O66 C O sing 1.43 N N
23 C44 C46 C C doub 1.38 N Y
24 C23 C20 C C sing 1.53 N N
25 C47 C46 C C sing 1.38 N Y
26 C46 C53 C C sing 1.51 N N
27 C9 C12 C C sing 1.51 N N
28 C18 C12 C C doub 1.38 N Y
29 C18 C17 C C sing 1.38 N Y
30 C12 C13 C C sing 1.39 N Y
31 C20 C17 C C sing 1.51 N N
32 C17 C15 C C doub 1.38 N Y
33 C13 N69 C N sing 1.4 N N
34 C13 C14 C C doub 1.39 N Y
35 C62 C53 C C sing 1.53 N N
36 C53 C54 C C sing 1.53 N N
37 C53 C58 C C sing 1.53 N N
38 C15 C14 C C sing 1.38 N Y
39 C14 F68 C F sing 1.35 N N
40 C5 H1 C H sing 1.09 N N
41 O7 H2 O H sing 0.97 N N
42 C9 H3 C H sing 1.09 N N
43 C9 H4 C H sing 1.09 N N
44 C15 H5 C H sing 1.08 N N
45 C18 H6 C H sing 1.08 N N
46 C20 H7 C H sing 1.09 N N
47 C20 H8 C H sing 1.09 N N
48 C23 H9 C H sing 1.09 N N
49 C25 H10 C H sing 1.09 N N
50 C27 H11 C H sing 1.09 N N
51 C29 H12 C H sing 1.09 N N
52 C29 H13 C H sing 1.09 N N
53 C33 H14 C H sing 1.09 N N
54 C33 H15 C H sing 1.09 N N
55 N38 H16 N H sing 1.01 N N
56 C40 H18 C H sing 1.09 N N
57 C40 H19 C H sing 1.09 N N
58 C44 H20 C H sing 1.08 N N
59 C47 H21 C H sing 1.08 N N
60 C49 H22 C H sing 1.08 N N
61 C51 H23 C H sing 1.08 N N
62 C54 H24 C H sing 1.09 N N
63 C54 H25 C H sing 1.09 N N
64 C54 H26 C H sing 1.09 N N
65 C58 H27 C H sing 1.09 N N
66 C58 H28 C H sing 1.09 N N
67 C58 H29 C H sing 1.09 N N
68 C62 H30 C H sing 1.09 N N
69 C62 H31 C H sing 1.09 N N
70 C62 H32 C H sing 1.09 N N
71 O66 H33 O H sing 0.97 N N
72 N69 H34 N H sing 0.97 N N
73 N69 H35 N H sing 0.97 N N



BXQ : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
BXQ 4d88 Open in New Window Bound ligand 1 1