Chemical Components in the PDB

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0UP : Summary

Code

0UP

One-letter code

X

Molecule name

4-{[(5R,7S)-1-(3-fluorophenyl)-3,7-dimethyl-2,2-dioxido-2-thia-1,3,8-triazaspiro[4.5]dec-8-yl]methyl}-2-(propan-2-yloxy)phenol

Systematic names

ProgramVersionName
ACDLabs 12.01 4-{[(5R,7S)-1-(3-fluorophenyl)-3,7-dimethyl-2,2-dioxido-2-thia-1,3,8-triazaspiro[4.5]dec-8-yl]methyl}-2-(propan-2-yloxy)phenol
OpenEye OEToolkits 1.7.6 4-[[(6R,9S)-1-(3-fluorophenyl)-3,9-dimethyl-2,2-bis(oxidanylidene)-2$l^{6}-thia-1,3,8-triazaspiro[4.5]decan-8-yl]methyl]-2-propan-2-yloxy-phenol

Formula

C24 H32 F N3 O4 S

Formal charge

0

Molecular weight

477.592 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 Fc4cccc(N3C1(CCN(C(C)C1)Cc2ccc(O)c(OC(C)C)c2)CN(C)S3(=O)=O)c4
SMILES CACTVS 3.370 CC(C)Oc1cc(CN2CC[C]3(C[CH]2C)CN(C)[S](=O)(=O)N3c4cccc(F)c4)ccc1O
SMILES OpenEye OEToolkits 1.7.6 CC1CC2(CCN1Cc3ccc(c(c3)OC(C)C)O)CN(S(=O)(=O)N2c4cccc(c4)F)C
Canonical SMILES CACTVS 3.370 CC(C)Oc1cc(CN2CC[C@@]3(C[C@@H]2C)CN(C)[S](=O)(=O)N3c4cccc(F)c4)ccc1O
Canonical SMILES OpenEye OEToolkits 1.7.6 C[C@H]1C[C@]2(CCN1Cc3ccc(c(c3)OC(C)C)O)CN(S(=O)(=O)N2c4cccc(c4)F)C

IUPAC InChI

InChI=1S/C24H32FN3O4S/c1-17(2)32-23-12-19(8-9-22(23)29)15-27-11-10-24(14-18(27)3)16-26(4)33(30,31)28(24)21-7-5-6-20(25)13-21/h5-9,12-13,17-18,29H,10-11,14-16H2,1-4H3/t18-,24+/m0/s1

IUPAC InChI key

UICGCQDWRACUBV-MHECFPHRSA-N
0UP

wwPDB Information

Atom count

65 (33 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-06-21

Last modified at

2012-09-28

Status

Released

Obsoleted

Not Assigned



0UP : Atoms of Molecule

Total Number of Atoms: 65
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 2.088 2.307 2.432
2 C10 C C10 N Y N 0 -4.874 0.993 -1.476
3 C11 C C11 N Y N 0 -4.86 0.023 -0.479
4 C12 C C12 N Y N 0 1.717 3.251 0.259
5 C13 C C13 N N N 0 0.967 -0.881 -1.451
6 C14 C C14 N N N 0 1.388 -1.895 0.792
7 C15 C C15 N N N 0 2.879 -2.459 -1.133
8 C16 C C16 N N N 0 0.107 0.184 -0.767
9 C17 C C17 S N N 0 0.516 -0.8 1.41
10 C18 C C18 R N N 0 2.054 -1.352 -0.478
11 C19 C C19 N N N 0 -0.166 -1.34 2.668
12 C2 C C2 N Y N 0 -2.672 1.684 -0.828
13 C20 C C20 N N N 0 -6.103 -1.332 2.039
14 C21 C C21 N N N 0 -6.773 -2.982 0.287
15 C22 C C22 N N N 0 5.331 -3.323 -0.646
16 C23 C C23 N N N 0 -1.448 0.569 1.048
17 C24 C C24 N N N 0 -5.795 -1.858 0.636
18 C3 C C3 N Y N 0 2.488 1.12 1.852
19 C4 C C4 N Y N 0 -3.777 1.822 -1.647
20 C5 C C5 N Y N 0 1.701 3.371 1.638
21 C6 C C6 N Y N 0 -3.745 -0.118 0.331
22 C7 C C7 N Y N 0 2.112 2.062 -0.328
23 C8 C C8 N Y N 0 -2.656 0.716 0.158
24 C9 C C9 N Y N 0 2.501 0.993 0.468
25 F32 F F32 N N N 0 1.337 4.292 -0.514
26 H1 H H1 N N N 0 2.074 2.404 3.508
27 H10 H H10 N N N 0 2.155 -2.195 1.506
28 H11 H H11 N N N 0 0.769 -2.756 0.539
29 H12 H H12 N N N 0 2.53 -3.429 -0.781
30 H13 H H13 N N N 0 2.766 -2.403 -2.216
31 H14 H H14 N N N 0 0.731 1.035 -0.494
32 H15 H H15 N N N 0 -0.676 0.513 -1.451
33 H16 H H16 N N N 0 1.138 0.056 1.673
34 H17 H H17 N N N 0 0.584 -1.773 3.33
35 H18 H H18 N N N 0 -0.679 -0.527 3.182
36 H19 H H19 N N N 0 -0.889 -2.106 2.389
37 H2 H H2 N N N 0 -1.818 2.331 -0.963
38 H20 H H20 N N N 0 -5.406 -0.531 2.288
39 H21 H H21 N N N 0 -7.123 -0.949 2.068
40 H22 H H22 N N N 0 -5.998 -2.142 2.762
41 H23 H H23 N N N 0 -7.793 -2.599 0.316
42 H24 H H24 N N N 0 -6.554 -3.357 -0.713
43 H25 H H25 N N N 0 -6.668 -3.792 1.01
44 H26 H H26 N N N 0 5.822 -3.472 -1.608
45 H27 H H27 N N N 0 6.068 -3.008 0.093
46 H28 H H28 N N N 0 4.87 -4.257 -0.325
47 H29 H H29 N N N 0 -0.963 1.538 1.164
48 H3 H H3 N N N 0 2.791 0.29 2.473
49 H30 H H30 N N N 0 -1.759 0.199 2.025
50 H31 H H31 N N N 0 -4.775 -2.242 0.607
51 H33 H H33 N N N 0 -5.929 0.589 -3.082
52 H4 H H4 N N N 0 -3.786 2.577 -2.42
53 H5 H H5 N N N 0 1.384 4.297 2.095
54 H6 H H6 N N N 0 -3.726 -0.88 1.096
55 H7 H H7 N N N 0 2.125 1.968 -1.404
56 H8 H H8 N N N 0 0.341 -1.727 -1.735
57 H9 H H9 N N N 0 1.433 -0.458 -2.341
58 N25 N N25 N N N 0 2.906 -0.207 -0.121
59 N26 N N26 N N N 0 4.3 -2.29 -0.779
60 N27 N N27 N N N 0 -0.506 -0.381 0.442
61 O28 O O28 N N N 0 4.7 -0.07 -1.844
62 O29 O O29 N N N 0 5.29 -0.437 0.567
63 O30 O O30 N N N 0 -5.963 1.129 -2.28
64 O31 O O31 N N N 0 -5.932 -0.797 -0.311
65 S33 S S33 N N N 0 4.455 -0.639 -0.565



0UP : Chemical Bonds

Total Number of Bonds: 68
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C20 C24 C C sing 1.53 N N
2 C23 C8 C C sing 1.51 N N
3 C23 N27 C N sing 1.47 N N
4 C24 C21 C C sing 1.53 N N
5 C24 O31 C O sing 1.43 N N
6 C8 C6 C C doub 1.38 N Y
7 C8 C2 C C sing 1.38 N Y
8 C6 C11 C C sing 1.39 N Y
9 C2 C4 C C doub 1.38 N Y
10 C11 O31 C O sing 1.36 N N
11 C11 C10 C C doub 1.39 N Y
12 N27 C16 N C sing 1.47 N N
13 N27 C17 N C sing 1.47 N N
14 C19 C17 C C sing 1.53 N N
15 C4 C10 C C sing 1.39 N Y
16 C10 O30 C O sing 1.36 N N
17 C16 C13 C C sing 1.53 N N
18 C17 C14 C C sing 1.53 N N
19 C13 C18 C C sing 1.53 N N
20 C14 C18 C C sing 1.53 N N
21 C18 C15 C C sing 1.53 N N
22 C18 N25 C N sing 1.47 N N
23 C15 N26 C N sing 1.47 N N
24 C3 C1 C C doub 1.38 N Y
25 C3 C9 C C sing 1.39 N Y
26 C1 C5 C C sing 1.38 N Y
27 C9 N25 C N sing 1.4 N N
28 C9 C7 C C doub 1.39 N Y
29 N25 S33 N S sing 1.67 N N
30 C5 C12 C C doub 1.38 N Y
31 C7 C12 C C sing 1.38 N Y
32 C12 F32 C F sing 1.35 N N
33 N26 S33 N S sing 1.67 N N
34 N26 C22 N C sing 1.47 N N
35 S33 O28 S O doub 1.42 N N
36 S33 O29 S O doub 1.42 N N
37 C1 H1 C H sing 1.08 N N
38 C2 H2 C H sing 1.08 N N
39 C3 H3 C H sing 1.08 N N
40 C4 H4 C H sing 1.08 N N
41 C5 H5 C H sing 1.08 N N
42 C6 H6 C H sing 1.08 N N
43 C7 H7 C H sing 1.08 N N
44 C13 H8 C H sing 1.09 N N
45 C13 H9 C H sing 1.09 N N
46 C14 H10 C H sing 1.09 N N
47 C14 H11 C H sing 1.09 N N
48 C15 H12 C H sing 1.09 N N
49 C15 H13 C H sing 1.09 N N
50 C16 H14 C H sing 1.09 N N
51 C16 H15 C H sing 1.09 N N
52 C17 H16 C H sing 1.09 N N
53 C19 H17 C H sing 1.09 N N
54 C19 H18 C H sing 1.09 N N
55 C19 H19 C H sing 1.09 N N
56 C20 H20 C H sing 1.09 N N
57 C20 H21 C H sing 1.09 N N
58 C20 H22 C H sing 1.09 N N
59 C21 H23 C H sing 1.09 N N
60 C21 H24 C H sing 1.09 N N
61 C21 H25 C H sing 1.09 N N
62 C22 H26 C H sing 1.09 N N
63 C22 H27 C H sing 1.09 N N
64 C22 H28 C H sing 1.09 N N
65 C23 H29 C H sing 1.09 N N
66 C23 H30 C H sing 1.09 N N
67 C24 H31 C H sing 1.09 N N
68 O30 H33 O H sing 0.97 N N



0UP : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0UP 4fm7 Open in New Window Bound ligand 1 1