Chemical Components in the PDB

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0K9 : Summary

Code

0K9

One-letter code

X

Molecule name

(2R)-N-{(2S,3R)-4-{[(4'S)-6'-(2,2-dimethylpropyl)-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridin]-4'-yl]amino}-3-hydroxy-1-[3-(1,3-thiazol-2-yl)phenyl]butan-2-yl}-2-methoxypropanamide

Systematic names

ProgramVersionName
ACDLabs 12.01 (2R)-N-{(2S,3R)-4-{[(4'S)-6'-(2,2-dimethylpropyl)-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridin]-4'-yl]amino}-3-hydroxy-1-[3-(1,3-thiazol-2-yl)phenyl]butan-2-yl}-2-methoxypropanamide
OpenEye OEToolkits 1.7.6 (2R)-N-[(2S,3R)-4-[[(4S)-6-(2,2-dimethylpropyl)spiro[3,4-dihydropyrano[2,3-b]pyridine-2,1'-cyclobutane]-4-yl]amino]-3-oxidanyl-1-[3-(1,3-thiazol-2-yl)phenyl]butan-2-yl]-2-methoxy-propanamide

Formula

C33 H44 N4 O4 S

Formal charge

0

Molecular weight

592.792 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(NC(C(O)CNC2c3cc(cnc3OC1(CCC1)C2)CC(C)(C)C)Cc4cccc(c4)c5nccs5)C(OC)C
SMILES CACTVS 3.370 CO[CH](C)C(=O)N[CH](Cc1cccc(c1)c2sccn2)[CH](O)CN[CH]3CC4(CCC4)Oc5ncc(CC(C)(C)C)cc35
SMILES OpenEye OEToolkits 1.7.6 CC(C(=O)NC(Cc1cccc(c1)c2nccs2)C(CNC3CC4(CCC4)Oc5c3cc(cn5)CC(C)(C)C)O)OC
Canonical SMILES CACTVS 3.370 CO[C@H](C)C(=O)N[C@@H](Cc1cccc(c1)c2sccn2)[C@H](O)CN[C@H]3CC4(CCC4)Oc5ncc(CC(C)(C)C)cc35
Canonical SMILES OpenEye OEToolkits 1.7.6 C[C@H](C(=O)N[C@@H](Cc1cccc(c1)c2nccs2)[C@@H](CN[C@H]3CC4(CCC4)Oc5c3cc(cn5)CC(C)(C)C)O)OC

IUPAC InChI

InChI=1S/C33H44N4O4S/c1-21(40-5)29(39)37-26(16-22-8-6-9-24(14-22)31-34-12-13-42-31)28(38)20-35-27-18-33(10-7-11-33)41-30-25(27)15-23(19-36-30)17-32(2,3)4/h6,8-9,12-15,19,21,26-28,35,38H,7,10-11,16-18,20H2,1-5H3,(H,37,39)/t21-,26+,27+,28-/m1/s1

IUPAC InChI key

IUSARDYWEPUTPN-OZBXUNDUSA-N
0K9

wwPDB Information

Atom count

86 (42 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-01-31

Last modified at

2012-10-05

Status

Released

Obsoleted

Not Assigned



0K9 : Atoms of Molecule

Total Number of Atoms: 86
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C24 C C24 N N N 0 -5.299 4.037 -1.823
2 C25 C C25 N N N 0 -5.53 4.789 -0.5
3 C26 C C26 N N N 0 -4.511 3.827 0.136
4 C18 C C18 N N N 0 -4.881 2.832 -0.972
5 C19 C C19 N N N 0 -3.681 2.07 -1.537
6 O17 O O17 N N N 0 -5.957 1.963 -0.637
7 C16 C C16 N Y N 0 -5.657 0.817 0.029
8 N23 N N23 N Y N 0 -6.655 0.141 0.589
9 C22 C C22 N Y N 0 -6.456 -0.984 1.244
10 C21 C C21 N Y N 0 -5.185 -1.509 1.376
11 C27 C C27 N N N 0 -4.966 -2.799 2.124
12 C28 C C28 N N N 0 -5.155 -3.98 1.17
13 C30 C C30 N N N 0 -6.538 -3.894 0.52
14 C31 C C31 N N N 0 -4.078 -3.937 0.084
15 C29 C C29 N N N 0 -5.04 -5.29 1.951
16 C20 C C20 N Y N 0 -4.114 -0.833 0.811
17 C15 C C15 N Y N 0 -4.357 0.352 0.131
18 C14 C C14 S N N 0 -3.189 1.093 -0.465
19 N4 N N4 N N N 0 -2.259 0.131 -1.072
20 C3 C C3 N N N 0 -1.059 -0.036 -0.242
21 C2 C C2 R N N 0 -0.032 1.037 -0.608
22 O5 O O5 N N N 0 -0.588 2.331 -0.364
23 C1 C C1 S N N 0 1.224 0.853 0.246
24 N6 N N6 N N N 0 1.848 -0.433 -0.073
25 C33 C C33 N N N 0 2.257 -0.69 -1.331
26 O34 O O34 N N N 0 2.2 0.178 -2.177
27 C35 C C35 R N N 0 2.787 -2.055 -1.688
28 C42 C C42 N N N 0 1.652 -3.078 -1.612
29 O36 O O36 N N N 0 3.316 -2.028 -3.015
30 C37 C C37 N N N 0 4.451 -2.876 -3.205
31 C7 C C7 N N N 0 2.211 1.985 -0.048
32 C8 C C8 N Y N 0 3.393 1.874 0.879
33 C9 C C9 N Y N 0 4.493 1.129 0.507
34 C13 C C13 N Y N 0 3.376 2.525 2.101
35 C12 C C12 N Y N 0 4.458 2.428 2.957
36 C11 C C11 N Y N 0 5.562 1.682 2.598
37 C10 C C10 N Y N 0 5.588 1.028 1.366
38 C32 C C32 N Y N 0 6.769 0.231 0.973
39 N38 N N38 N Y N 0 7.843 0.067 1.691
40 C39 C C39 N Y N 0 8.796 -0.677 1.179
41 C40 C C40 N Y N 0 8.55 -1.186 -0.034
42 S41 S S41 N Y N 0 6.948 -0.654 -0.54
43 H1 H H1 N N N 0 -6.211 3.872 -2.397
44 H2 H H2 N N N 0 -4.489 4.449 -2.424
45 H3 H H3 N N N 0 -5.195 5.826 -0.523
46 H4 H H4 N N N 0 -6.54 4.679 -0.106
47 H5 H H5 N N N 0 -3.482 4.18 0.079
48 H6 H H6 N N N 0 -4.791 3.493 1.135
49 H7 H H7 N N N 0 -3.982 1.518 -2.428
50 H8 H H8 N N N 0 -2.886 2.771 -1.79
51 H9 H H9 N N N 0 -7.295 -1.501 1.684
52 H10 H H10 N N N 0 -3.954 -2.817 2.528
53 H11 H H11 N N N 0 -5.684 -2.872 2.94
54 H12 H H12 N N N 0 -6.673 -4.735 -0.16
55 H13 H H13 N N N 0 -7.305 -3.925 1.293
56 H14 H H14 N N N 0 -6.62 -2.961 -0.036
57 H15 H H15 N N N 0 -3.098 -4.077 0.539
58 H16 H H16 N N N 0 -4.26 -4.731 -0.64
59 H17 H H17 N N N 0 -4.109 -2.971 -0.421
60 H18 H H18 N N N 0 -4.027 -5.393 2.341
61 H19 H H19 N N N 0 -5.748 -5.284 2.779
62 H20 H H20 N N N 0 -5.261 -6.128 1.29
63 H21 H H21 N N N 0 -3.11 -1.221 0.9
64 H22 H H22 N N N 0 -2.674 1.646 0.32
65 H23 H H23 N N N 0 -2.712 -0.756 -1.235
66 H25 H H25 N N N 0 -1.328 0.062 0.81
67 H26 H H26 N N N 0 -0.631 -1.023 -0.417
68 H27 H H27 N N N 0 0.228 0.946 -1.662
69 H28 H H28 N N N 0 -0.844 2.483 0.556
70 H29 H H29 N N N 0 0.952 0.873 1.302
71 H30 H H30 N N N 0 1.966 -1.1 0.621
72 H31 H H31 N N N 0 3.575 -2.333 -0.988
73 H32 H H32 N N N 0 2.052 -4.077 -1.783
74 H33 H H33 N N N 0 1.19 -3.036 -0.625
75 H34 H H34 N N N 0 0.905 -2.85 -2.372
76 H35 H H35 N N N 0 5.281 -2.514 -2.598
77 H36 H H36 N N N 0 4.199 -3.893 -2.905
78 H37 H H37 N N N 0 4.739 -2.868 -4.256
79 H38 H H38 N N N 0 2.551 1.912 -1.081
80 H39 H H39 N N N 0 1.718 2.945 0.105
81 H40 H H40 N N N 0 4.506 0.625 -0.449
82 H41 H H41 N N N 0 2.515 3.111 2.386
83 H42 H H42 N N N 0 4.439 2.938 3.909
84 H43 H H43 N N N 0 6.406 1.608 3.268
85 H44 H H44 N N N 0 9.72 -0.867 1.704
86 H45 H H45 N N N 0 9.217 -1.816 -0.603



0K9 : Chemical Bonds

Total Number of Bonds: 90
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C30 C28 C C sing 1.5305506 N N
2 C29 C28 C C sing 1.5294725 N N
3 C28 C31 C C sing 1.5300895 N N
4 C28 C27 C C sing 1.5299013 N N
5 C22 N23 C N doub 1.3169097 N Y
6 C22 C21 C C sing 1.381481 N Y
7 C27 C21 C C sing 1.5071712 N N
8 N23 C16 N C sing 1.3291276 N Y
9 C21 C20 C C doub 1.3868101 N Y
10 C16 O17 C O sing 1.3589966 N N
11 C16 C15 C C doub 1.3844237 N Y
12 C20 C15 C C sing 1.3876866 N Y
13 O17 C18 O C sing 1.4230819 N N
14 C26 C25 C C sing 1.5389285 N N
15 C26 C18 C C sing 1.534467 N N
16 C15 C14 C C sing 1.506161 N N
17 C25 C24 C C sing 1.5392187 N N
18 C18 C24 C C sing 1.5332808 N N
19 C18 C19 C C sing 1.5296631 N N
20 C14 C19 C C sing 1.531593 N N
21 C14 N4 C N sing 1.4692831 N N
22 N4 C3 N C sing 1.468601 N N
23 O5 C2 O C sing 1.4293733 N N
24 O34 C33 O C doub 1.2134204 N N
25 C3 C2 C C sing 1.5297104 N N
26 C2 C1 C C sing 1.5299373 N N
27 C1 C7 C C sing 1.5303689 N N
28 C1 N6 C N sing 1.464559 N N
29 C33 N6 C N sing 1.3475511 N N
30 C33 C35 C C sing 1.5071741 N N
31 C13 C12 C C doub 1.3830651 N Y
32 C13 C8 C C sing 1.3846928 N Y
33 C7 C8 C C sing 1.506245 N N
34 C42 C35 C C sing 1.5298791 N N
35 C35 O36 C O sing 1.4288104 N N
36 C12 C11 C C sing 1.3799323 N Y
37 C8 C9 C C doub 1.3796409 N Y
38 O36 C37 O C sing 1.4294856 N N
39 C11 C10 C C doub 1.3950684 N Y
40 C9 C10 C C sing 1.3953878 N Y
41 C10 C32 C C sing 1.477978 N N
42 C32 N38 C N doub 1.3022658 N Y
43 C32 S41 C S sing 1.7619407 N Y
44 N38 C39 N C sing 1.3129696 N Y
45 S41 C40 S C sing 1.7622327 N Y
46 C39 C40 C C doub 1.3382698 N Y
47 C24 H1 C H sing 1.0901582 N N
48 C24 H2 C H sing 1.0895159 N N
49 C25 H3 C H sing 1.0900105 N N
50 C25 H4 C H sing 1.0896953 N N
51 C26 H5 C H sing 1.0893571 N N
52 C26 H6 C H sing 1.0899343 N N
53 C19 H7 C H sing 1.0904981 N N
54 C19 H8 C H sing 1.0896949 N N
55 C22 H9 C H sing 1.0792637 N N
56 C27 H10 C H sing 1.0898092 N N
57 C27 H11 C H sing 1.0893618 N N
58 C30 H12 C H sing 1.089911 N N
59 C30 H13 C H sing 1.0893939 N N
60 C30 H14 C H sing 1.0891964 N N
61 C31 H15 C H sing 1.0895067 N N
62 C31 H16 C H sing 1.089833 N N
63 C31 H17 C H sing 1.0904778 N N
64 C29 H18 C H sing 1.0903568 N N
65 C29 H19 C H sing 1.089442 N N
66 C29 H20 C H sing 1.0899569 N N
67 C20 H21 C H sing 1.0800375 N N
68 C14 H22 C H sing 1.0896142 N N
69 N4 H23 N H sing 1.0092309 N N
70 C3 H25 C H sing 1.090261 N N
71 C3 H26 C H sing 1.089944 N N
72 C2 H27 C H sing 1.0894021 N N
73 O5 H28 O H sing 0.9669747 N N
74 C1 H29 C H sing 1.0906512 N N
75 N6 H30 N H sing 0.9697675 N N
76 C35 H31 C H sing 1.0900587 N N
77 C42 H32 C H sing 1.0896064 N N
78 C42 H33 C H sing 1.0905856 N N
79 C42 H34 C H sing 1.0897675 N N
80 C37 H35 C H sing 1.0901344 N N
81 C37 H36 C H sing 1.0898591 N N
82 C37 H37 C H sing 1.0897747 N N
83 C7 H38 C H sing 1.0899624 N N
84 C7 H39 C H sing 1.0899807 N N
85 C9 H40 C H sing 1.0807965 N N
86 C13 H41 C H sing 1.079788 N N
87 C12 H42 C H sing 1.080169 N N
88 C11 H43 C H sing 1.0801444 N N
89 C39 H44 C H sing 1.0795838 N N
90 C40 H45 C H sing 1.0796064 N N



0K9 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0K9 4di2 Open in New Window Bound ligand 3 1