Chemical Components in the PDB

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67S : Summary

Code

67S

One-letter code

X

Molecule name

{2-[(2R)-4-[4-(hydroxymethyl)-3-(methylsulfonyl)phenyl]-2-(propan-2-yl)piperazin-1-yl]-4-(trifluoromethyl)pyrimidin-5-yl}methanol

Systematic names

ProgramVersionName
ACDLabs 12.01 {2-[(2R)-4-[4-(hydroxymethyl)-3-(methylsulfonyl)phenyl]-2-(propan-2-yl)piperazin-1-yl]-4-(trifluoromethyl)pyrimidin-5-yl}methanol
OpenEye OEToolkits 2.0.4 [4-[(3~{R})-4-[5-(hydroxymethyl)-4-(trifluoromethyl)pyrimidin-2-yl]-3-propan-2-yl-piperazin-1-yl]-2-methylsulfonyl-phenyl]methanol

Formula

C21 H27 F3 N4 O4 S

Formal charge

0

Molecular weight

488.524 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=S(=O)(C)c1c(CO)ccc(c1)N2CC(C(C)C)N(CC2)c3nc(C(F)(F)F)c(cn3)CO
SMILES CACTVS 3.385 CC(C)[CH]1CN(CCN1c2ncc(CO)c(n2)C(F)(F)F)c3ccc(CO)c(c3)[S](C)(=O)=O
SMILES OpenEye OEToolkits 2.0.4 CC(C)C1CN(CCN1c2ncc(c(n2)C(F)(F)F)CO)c3ccc(c(c3)S(=O)(=O)C)CO
Canonical SMILES CACTVS 3.385 CC(C)[C@@H]1CN(CCN1c2ncc(CO)c(n2)C(F)(F)F)c3ccc(CO)c(c3)[S](C)(=O)=O
Canonical SMILES OpenEye OEToolkits 2.0.4 CC(C)[C@@H]1CN(CCN1c2ncc(c(n2)C(F)(F)F)CO)c3ccc(c(c3)S(=O)(=O)C)CO

IUPAC InChI

InChI=1S/C21H27F3N4O4S/c1-13(2)17-10-27(16-5-4-14(11-29)18(8-16)33(3,31)32)6-7-28(17)20-25-9-15(12-30)19(26-20)21(22,23)24/h4-5,8-9,13,17,29-30H,6-7,10-12H2,1-3H3/t17-/m0/s1

IUPAC InChI key

FPVIRRAMNBCEDK-KRWDZBQOSA-N
67S

wwPDB Information

Atom count

60 (33 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2016-02-15

Last modified at

2016-06-24

Status

Released

Obsoleted

Not Assigned



67S : Atoms of Molecule

Total Number of Atoms: 60
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O4 O O1 N N N 0 6.831 -1.359 -1.154
2 S S S1 N N N 0 5.799 -1.796 -0.28
3 O3 O O2 N N N 0 4.882 -2.806 -0.677
4 C19 C C1 N N N 0 6.468 -2.154 1.367
5 C18 C C2 N Y N 0 4.795 -0.366 -0.046
6 C20 C C3 N Y N 0 3.423 -0.459 -0.172
7 C16 C C4 N Y N 0 5.382 0.845 0.27
8 C17 C C5 N N N 0 6.879 0.941 0.413
9 O2 O O3 N N N 0 7.234 2.261 0.829
10 C15 C C6 N Y N 0 4.598 1.969 0.455
11 C14 C C7 N Y N 0 3.226 1.885 0.326
12 C13 C C8 N Y N 0 2.632 0.668 0.019
13 N4 N N1 N N N 0 1.245 0.579 -0.113
14 C21 C C9 N N N 0 0.609 1.885 0.112
15 C4 C C10 R N N 0 -0.899 1.762 -0.119
16 C2 C C11 N N N 0 -1.161 1.346 -1.567
17 C3 C C12 N N N 0 -2.665 1.387 -1.845
18 C1 C C13 N N N 0 -0.442 2.31 -2.513
19 C12 C C14 N N N 0 0.693 -0.436 0.795
20 C11 C C15 N N N 0 -0.815 -0.558 0.564
21 N1 N N2 N N N 0 -1.45 0.747 0.79
22 C5 C C16 N Y N 0 -2.825 0.659 0.66
23 N2 N N3 N Y N 0 -3.375 -0.514 0.381
24 C6 C C17 N Y N 0 -4.685 -0.632 0.25
25 C7 C C18 N N N 0 -5.302 -1.971 -0.066
26 F2 F F1 N N N 0 -6.268 -2.279 0.898
27 F1 F F2 N N N 0 -5.904 -1.92 -1.328
28 F3 F F3 N N N 0 -4.308 -2.955 -0.062
29 N3 N N4 N Y N 0 -3.561 1.749 0.821
30 C10 C C19 N Y N 0 -4.878 1.699 0.703
31 C8 C C20 N Y N 0 -5.485 0.489 0.407
32 C9 C C21 N N N 0 -6.982 0.393 0.265
33 O1 O O4 N N N 0 -7.564 1.681 0.479
34 H1 H H1 N N N 0 7.016 -3.096 1.34
35 H2 H H2 N N N 0 7.141 -1.351 1.668
36 H3 H H3 N N N 0 5.649 -2.23 2.083
37 H4 H H4 N N N 0 2.966 -1.405 -0.419
38 H5 H H5 N N N 0 7.22 0.222 1.158
39 H6 H H6 N N N 0 7.35 0.723 -0.545
40 H7 H H7 N N N 0 8.186 2.396 0.941
41 H8 H H8 N N N 0 5.06 2.914 0.701
42 H9 H H9 N N N 0 2.614 2.763 0.47
43 H10 H H10 N N N 0 0.795 2.207 1.137
44 H11 H H11 N N N 0 1.026 2.616 -0.58
45 H12 H H12 N N N 0 -1.376 2.723 0.076
46 H13 H H13 N N N 0 -0.789 0.335 -1.728
47 H14 H H14 N N N 0 -3.094 2.28 -1.391
48 H15 H H15 N N N 0 -2.835 1.409 -2.922
49 H16 H H16 N N N 0 -3.137 0.501 -1.421
50 H17 H H17 N N N 0 0.63 2.282 -2.315
51 H18 H H18 N N N 0 -0.628 2.014 -3.545
52 H19 H H19 N N N 0 -0.813 3.322 -2.352
53 H20 H H20 N N N 0 1.17 -1.397 0.6
54 H21 H H21 N N N 0 0.88 -0.14 1.828
55 H22 H H22 N N N 0 -1.001 -0.881 -0.46
56 H23 H H23 N N N 0 -1.231 -1.29 1.257
57 H24 H H24 N N N 0 -5.472 2.591 0.835
58 H25 H H25 N N N 0 -7.23 0.045 -0.738
59 H26 H H26 N N N 0 -7.373 -0.309 1.001
60 H27 H H27 N N N 0 -8.528 1.694 0.403



67S : Chemical Bonds

Total Number of Bonds: 62
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O1 C9 O C sing 1.43 N N
2 C9 C8 C C sing 1.51 N N
3 F1 C7 F C sing 1.4 N N
4 F2 C7 F C sing 1.4 N N
5 C8 C10 C C doub 1.39 N Y
6 C8 C6 C C sing 1.39 N Y
7 C10 N3 C N sing 1.32 N Y
8 C7 C6 C C sing 1.51 N N
9 C7 F3 C F sing 1.4 N N
10 C6 N2 C N doub 1.32 N Y
11 N3 C5 N C doub 1.33 N Y
12 N2 C5 N C sing 1.33 N Y
13 C5 N1 C N sing 1.38 N N
14 N1 C4 N C sing 1.47 N N
15 N1 C11 N C sing 1.47 N N
16 C4 C21 C C sing 1.53 N N
17 C4 C2 C C sing 1.53 N N
18 C1 C2 C C sing 1.53 N N
19 C21 N4 C N sing 1.47 N N
20 C11 C12 C C sing 1.53 N N
21 C2 C3 C C sing 1.53 N N
22 C12 N4 C N sing 1.47 N N
23 N4 C13 N C sing 1.4 N N
24 C13 C14 C C doub 1.39 N Y
25 C13 C20 C C sing 1.39 N Y
26 C14 C15 C C sing 1.38 N Y
27 C20 C18 C C doub 1.38 N Y
28 C15 C16 C C doub 1.38 N Y
29 C18 C16 C C sing 1.38 N Y
30 C18 S C S sing 1.76 N N
31 C16 C17 C C sing 1.51 N N
32 C19 S C S sing 1.81 N N
33 S O3 S O doub 1.42 N N
34 S O4 S O doub 1.42 N N
35 C17 O2 C O sing 1.43 N N
36 C19 H1 C H sing 1.09 N N
37 C19 H2 C H sing 1.09 N N
38 C19 H3 C H sing 1.09 N N
39 C20 H4 C H sing 1.08 N N
40 C17 H5 C H sing 1.09 N N
41 C17 H6 C H sing 1.09 N N
42 O2 H7 O H sing 0.97 N N
43 C15 H8 C H sing 1.08 N N
44 C14 H9 C H sing 1.08 N N
45 C21 H10 C H sing 1.09 N N
46 C21 H11 C H sing 1.09 N N
47 C4 H12 C H sing 1.09 N N
48 C2 H13 C H sing 1.09 N N
49 C3 H14 C H sing 1.09 N N
50 C3 H15 C H sing 1.09 N N
51 C3 H16 C H sing 1.09 N N
52 C1 H17 C H sing 1.09 N N
53 C1 H18 C H sing 1.09 N N
54 C1 H19 C H sing 1.09 N N
55 C12 H20 C H sing 1.09 N N
56 C12 H21 C H sing 1.09 N N
57 C11 H22 C H sing 1.09 N N
58 C11 H23 C H sing 1.09 N N
59 C10 H24 C H sing 1.08 N N
60 C9 H25 C H sing 1.09 N N
61 C9 H26 C H sing 1.09 N N
62 O1 H27 O H sing 0.97 N N



67S : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
67S 5i4v Open in New Window Bound ligand 2 1