Chemical Components in the PDB

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K19 : Summary

Code

K19

One-letter code

X

Molecule name

(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(1S,2R)-3-{(1,3-benzothiazol-6-ylsulfonyl)[(2S)-2-methylbutyl]amino}-1-benzyl-2-hydroxypropyl]carbamate

Systematic names

ProgramVersionName
ACDLabs 12.01 (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(2S,3R)-4-{(1,3-benzothiazol-6-ylsulfonyl)[(2S)-2-methylbutyl]amino}-3-hydroxy-1-phenylbutan-2-yl]carbamate
OpenEye OEToolkits 1.7.0 [(3R,3aS,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-3-yl] N-[(2S,3R)-4-[1,3-benzothiazol-6-ylsulfonyl-[(2S)-2-methylbutyl]amino]-3-hydroxy-1-phenyl-butan-2-yl]carbamate

Formula

C29 H37 N3 O7 S2

Formal charge

0

Molecular weight

603.75 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(OC1C2CCOC2OC1)NC(Cc3ccccc3)C(O)CN(CC(C)CC)S(=O)(=O)c4ccc5ncsc5c4
SMILES CACTVS 3.370 CC[CH](C)CN(C[CH](O)[CH](Cc1ccccc1)NC(=O)O[CH]2CO[CH]3OCC[CH]23)[S](=O)(=O)c4ccc5ncsc5c4
SMILES OpenEye OEToolkits 1.7.0 CCC(C)CN(CC(C(Cc1ccccc1)NC(=O)OC2COC3C2CCO3)O)S(=O)(=O)c4ccc5c(c4)scn5
Canonical SMILES CACTVS 3.370 CC[C@H](C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@H]2CO[C@H]3OCC[C@@H]23)[S](=O)(=O)c4ccc5ncsc5c4
Canonical SMILES OpenEye OEToolkits 1.7.0 CC[C@H](C)C[N@@](C[C@H]([C@H](Cc1ccccc1)NC(=O)O[C@H]2CO[C@@H]3[C@H]2CCO3)O)S(=O)(=O)c4ccc5c(c4)scn5

IUPAC InChI

InChI=1S/C29H37N3O7S2/c1-3-19(2)15-32(41(35,36)21-9-10-23-27(14-21)40-18-30-23)16-25(33)24(13-20-7-5-4-6-8-20)31-29(34)39-26-17-38-28-22(26)11-12-37-28/h4-10,14,18-19,22,24-26,28,33H,3,11-13,15-17H2,1-2H3,(H,31,34)/t19-,22-,24-,25+,26-,28+/m0/s1

IUPAC InChI key

COTBSCQKHDXTHH-RPEWIUDZSA-N
K19

wwPDB Information

Atom count

78 (41 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2010-08-04

Last modified at

2011-08-05

Status

Released

Obsoleted

Not Assigned



K19 : Atoms of Molecule

Total Number of Atoms: 78
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 -0.516 -5.684 -0.12
2 N1 N N1 N Y N 0 -1.633 -5.485 -0.712
3 S1 S S1 N Y N 0 -0.151 -4.423 0.97
4 C2 C C2 N Y N 0 -2.319 -4.368 -0.401
5 C3 C C3 N Y N 0 -1.65 -3.597 0.556
6 C4 C C4 N Y N 0 -2.205 -2.401 1.007
7 C5 C C5 N Y N 0 -3.416 -1.975 0.509
8 C6 C C6 N Y N 0 -4.084 -2.735 -0.44
9 C7 C C7 N Y N 0 -3.556 -3.906 -0.893
10 S8 S S8 N N N 0 -4.118 -0.462 1.079
11 O9 O O9 N N N 0 -5.517 -0.559 0.851
12 O10 O O10 N N N 0 -3.554 -0.215 2.359
13 N11 N N11 N N N 0 -3.564 0.74 0.084
14 C12 C C12 N N N 0 -4.316 1.098 -1.122
15 C13 C C13 S N N 0 -5.27 2.251 -0.805
16 C14 C C14 N N N 0 -4.46 3.501 -0.455
17 C15 C C15 N N N 0 -6.148 2.537 -2.025
18 C16 C C16 N N N 0 -2.323 1.447 0.409
19 C17 C C17 R N N 0 -1.152 0.781 -0.317
20 C18 C C18 N N N 0 -7.185 3.604 -1.668
21 O18 O O18 N N N 0 -1.316 0.936 -1.728
22 C19 C C19 S N N 0 0.159 1.439 0.119
23 N20 N N20 N N N 0 1.288 0.725 -0.483
24 C21 C C21 N N N 0 2.5 0.762 0.105
25 O22 O O22 N N N 0 2.656 1.388 1.135
26 O23 O O23 N N N 0 3.537 0.106 -0.448
27 C24 C C24 R N N 0 4.813 0.19 0.24
28 C25 C C25 N N N 0 4.964 -0.976 1.233
29 O26 O O26 N N N 0 6.057 -1.787 0.78
30 C27 C C27 R N N 0 6.939 -0.951 0.007
31 O28 O O28 N N N 0 7.558 -1.75 -1.01
32 C29 C C29 N N N 0 6.744 -1.778 -2.187
33 C30 C C30 N N N 0 5.501 -0.905 -1.917
34 C31 C C31 S N N 0 5.975 0.008 -0.758
35 C32 C C32 N N N 0 0.175 2.898 -0.34
36 C36 C C36 N Y N 0 2.504 4.833 1.915
37 C33 C C33 N Y N 0 2.576 3.575 -0.546
38 C34 C C34 N Y N 0 3.707 4.2 -0.056
39 C35 C C35 N Y N 0 3.672 4.829 1.174
40 C37 C C37 N Y N 0 1.373 4.208 1.425
41 C38 C C38 N Y N 0 1.408 3.579 0.194
42 H1 H H1 N N N 0 0.116 -6.544 -0.288
43 H4 H H4 N N N 0 -1.686 -1.809 1.746
44 H6 H H6 N N N 0 -5.034 -2.394 -0.825
45 H7 H H7 N N N 0 -4.09 -4.485 -1.632
46 H12 H H12 N N N 0 -3.622 1.405 -1.905
47 H12A H H12A N N N 0 -4.889 0.235 -1.462
48 H13 H H13 N N N 0 -5.901 1.979 0.041
49 H14 H H14 N N N 0 -3.741 3.702 -1.249
50 H14A H H14A N N N 0 -5.133 4.353 -0.35
51 H14B H H14B N N N 0 -3.93 3.34 0.483
52 H15 H H15 N N N 0 -5.525 2.895 -2.845
53 H15A H H15A N N N 0 -6.657 1.622 -2.328
54 H16 H H16 N N N 0 -2.402 2.487 0.093
55 H16A H H16A N N N 0 -2.153 1.406 1.485
56 H17 H H17 N N N 0 -1.126 -0.28 -0.068
57 H18 H H18 N N N 0 -7.81 3.807 -2.537
58 H18A H H18A N N N 0 -7.807 3.246 -0.848
59 H18B H H18B N N N 0 -6.675 4.519 -1.365
60 HO18 H HO18 N N N 0 -1.347 1.857 -2.021
61 H19 H H19 N N N 0 0.242 1.399 1.206
62 HN20 H HN20 N N N 0 1.163 0.226 -1.305
63 H24 H H24 N N N 0 4.902 1.144 0.759
64 H25 H H25 N N N 0 5.178 -0.589 2.229
65 H25A H H25A N N N 0 4.048 -1.567 1.253
66 H27 H H27 N N N 0 7.666 -0.426 0.626
67 H29 H H29 N N N 0 7.302 -1.375 -3.032
68 H29A H H29A N N N 0 6.437 -2.802 -2.4
69 H30 H H30 N N N 0 5.246 -0.313 -2.796
70 H30A H H30A N N N 0 4.657 -1.52 -1.605
71 H31 H H31 N N N 0 6.434 0.944 -1.075
72 H32 H H32 N N N 0 0.182 2.936 -1.429
73 H32A H H32A N N N 0 -0.713 3.407 0.036
74 H33 H H33 N N N 0 2.602 3.088 -1.51
75 H34 H H34 N N N 0 4.62 4.196 -0.634
76 H35 H H35 N N N 0 4.556 5.316 1.558
77 H36 H H36 N N N 0 2.476 5.324 2.876
78 H37 H H37 N N N 0 0.461 4.212 2.003



K19 : Chemical Bonds

Total Number of Bonds: 82
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 N1 C N doub 1.28 N Y
2 C1 S1 C S sing 1.71 N Y
3 N1 C2 N C sing 1.35 N Y
4 S1 C3 S C sing 1.76 N Y
5 C2 C3 C C doub 1.4 N Y
6 C2 C7 C C sing 1.41 N Y
7 C3 C4 C C sing 1.39 N Y
8 C4 C5 C C doub 1.38 N Y
9 C5 C6 C C sing 1.39 N Y
10 C5 S8 C S sing 1.76 N N
11 C6 C7 C C doub 1.36 N Y
12 S8 O9 S O doub 1.42 N N
13 S8 O10 S O doub 1.42 N N
14 S8 N11 S N sing 1.66 N N
15 N11 C12 N C sing 1.47 N N
16 N11 C16 N C sing 1.46 N N
17 C12 C13 C C sing 1.53 N N
18 C13 C14 C C sing 1.53 N N
19 C13 C15 C C sing 1.53 N N
20 C15 C18 C C sing 1.53 N N
21 C16 C17 C C sing 1.53 N N
22 C17 O18 C O sing 1.43 N N
23 C17 C19 C C sing 1.53 N N
24 C19 N20 C N sing 1.47 N N
25 C19 C32 C C sing 1.53 N N
26 N20 C21 N C sing 1.35 N N
27 C21 O22 C O doub 1.22 N N
28 C21 O23 C O sing 1.35 N N
29 O23 C24 O C sing 1.45 N N
30 C24 C25 C C sing 1.54 N N
31 C24 C31 C C sing 1.54 N N
32 C25 O26 C O sing 1.43 N N
33 O26 C27 O C sing 1.44 N N
34 C27 O28 C O sing 1.43 N N
35 C27 C31 C C sing 1.56 N N
36 O28 C29 O C sing 1.43 N N
37 C29 C30 C C sing 1.54 N N
38 C30 C31 C C sing 1.55 N N
39 C32 C38 C C sing 1.51 N N
40 C33 C34 C C doub 1.38 N Y
41 C33 C38 C C sing 1.38 N Y
42 C34 C35 C C sing 1.38 N Y
43 C35 C36 C C doub 1.38 N Y
44 C36 C37 C C sing 1.38 N Y
45 C37 C38 C C doub 1.38 N Y
46 C1 H1 C H sing 1.08 N N
47 C4 H4 C H sing 1.08 N N
48 C6 H6 C H sing 1.08 N N
49 C7 H7 C H sing 1.08 N N
50 C12 H12 C H sing 1.09 N N
51 C12 H12A C H sing 1.09 N N
52 C13 H13 C H sing 1.09 N N
53 C14 H14 C H sing 1.09 N N
54 C14 H14A C H sing 1.09 N N
55 C14 H14B C H sing 1.09 N N
56 C15 H15 C H sing 1.09 N N
57 C15 H15A C H sing 1.09 N N
58 C16 H16 C H sing 1.09 N N
59 C16 H16A C H sing 1.09 N N
60 C17 H17 C H sing 1.09 N N
61 C18 H18 C H sing 1.09 N N
62 C18 H18A C H sing 1.09 N N
63 C18 H18B C H sing 1.09 N N
64 O18 HO18 O H sing 0.97 N N
65 C19 H19 C H sing 1.09 N N
66 N20 HN20 N H sing 0.97 N N
67 C24 H24 C H sing 1.09 N N
68 C25 H25 C H sing 1.09 N N
69 C25 H25A C H sing 1.09 N N
70 C27 H27 C H sing 1.09 N N
71 C29 H29 C H sing 1.09 N N
72 C29 H29A C H sing 1.09 N N
73 C30 H30 C H sing 1.09 N N
74 C30 H30A C H sing 1.09 N N
75 C31 H31 C H sing 1.09 N N
76 C32 H32 C H sing 1.09 N N
77 C32 H32A C H sing 1.09 N N
78 C33 H33 C H sing 1.08 N N
79 C34 H34 C H sing 1.08 N N
80 C35 H35 C H sing 1.08 N N
81 C36 H36 C H sing 1.08 N N
82 C37 H37 C H sing 1.08 N N



K19 : Used in PDB Entries

Total Number of PDB Entries: 3
Ligand Code PDB Entry ID Type Total Distinct
K19 3o9d Open in New Window Bound ligand 1 1
K19 7le3 Open in New Window Bound ligand 1 1
K19 7ma6 Open in New Window Bound ligand 1 1