Chemical Components in the PDB

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165 : Summary

Code

165

One-letter code

X

Molecule name

N-(BENZYLSULFONYL)-3-CYCLOHEXYLALANYL-N-(2-AMINO-1,3-BENZOTHIAZOL-6-YL)PROLINAMIDE

Systematic names

ProgramVersionName
ACDLabs 12.01 N-(benzylsulfonyl)-3-cyclohexyl-D-alanyl-N-(2-amino-1,3-benzothiazol-6-yl)-L-prolinamide
OpenEye OEToolkits 1.7.0 (2S)-N-(2-azanyl-1,3-benzothiazol-6-yl)-1-[(2R)-3-cyclohexyl-2-(phenylmethylsulfonylamino)propanoyl]pyrrolidine-2-carboxamide

Formula

C28 H35 N5 O4 S2

Formal charge

0

Molecular weight

569.739 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=S(=O)(NC(C(=O)N1CCCC1C(=O)Nc2ccc3nc(sc3c2)N)CC4CCCCC4)Cc5ccccc5
SMILES CACTVS 3.370 Nc1sc2cc(NC(=O)[CH]3CCCN3C(=O)[CH](CC4CCCCC4)N[S](=O)(=O)Cc5ccccc5)ccc2n1
SMILES OpenEye OEToolkits 1.7.0 c1ccc(cc1)CS(=O)(=O)NC(CC2CCCCC2)C(=O)N3CCCC3C(=O)Nc4ccc5c(c4)sc(n5)N
Canonical SMILES CACTVS 3.370 Nc1sc2cc(NC(=O)[C@@H]3CCCN3C(=O)[C@@H](CC4CCCCC4)N[S](=O)(=O)Cc5ccccc5)ccc2n1
Canonical SMILES OpenEye OEToolkits 1.7.0 c1ccc(cc1)CS(=O)(=O)N[C@H](CC2CCCCC2)C(=O)N3CCC[C@H]3C(=O)Nc4ccc5c(c4)sc(n5)N

IUPAC InChI

InChI=1S/C28H35N5O4S2/c29-28-31-22-14-13-21(17-25(22)38-28)30-26(34)24-12-7-15-33(24)27(35)23(16-19-8-3-1-4-9-19)32-39(36,37)18-20-10-5-2-6-11-20/h2,5-6,10-11,13-14,17,19,23-24,32H,1,3-4,7-9,12,15-16,18H2,(H2,29,31)(H,30,34)/t23-,24+/m1/s1

IUPAC InChI key

HDSAIJKTEVRQHF-RPWUZVMVSA-N

Has sub-components

01U
165

wwPDB Information

Atom count

74 (39 without Hydrogen)

Polymer type

Bound ligand

Type description

peptide-like

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2004-02-17

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



165 : Atoms of Molecule

Total Number of Atoms: 74
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C7 C C7 N N N 0 -3.286 1.929 0.086
2 S8 S S8 N N N 0 -2.277 1.362 1.483
3 C5 C C5 N Y N 0 -2.986 3.379 -0.194
4 C4 C C4 N Y N 0 -3.649 4.37 0.505
5 C3 C C3 N Y N 0 -3.371 5.7 0.251
6 C2 C C2 N Y N 0 -2.436 6.039 -0.709
7 C1 C C1 N Y N 0 -1.776 5.048 -1.412
8 C6 C C6 N Y N 0 -2.051 3.718 -1.155
9 O36 O O36 N N N 0 -2.741 1.933 2.698
10 O37 O O37 N N N 0 -0.897 1.384 1.142
11 N9 N N9 N N N 0 -2.636 -0.248 1.625
12 C10 C C10 R N N 0 -2.269 -1.178 0.554
13 C18 C C18 N N N 0 -0.933 -1.803 0.867
14 O38 O O38 N N N 0 -0.346 -1.501 1.885
15 C11 C C11 N N N 0 -3.331 -2.274 0.444
16 C12 C C12 N N N 0 -4.658 -1.655 0.001
17 C13 C C13 N N N 0 -5.756 -2.72 0.042
18 C17 C C17 N N N 0 -4.521 -1.119 -1.425
19 C14 C C14 N N N 0 -7.083 -2.101 -0.4
20 C16 C C16 N N N 0 -5.848 -0.5 -1.867
21 C15 C C15 N N N 0 -6.946 -1.564 -1.826
22 N19 N N19 N N N 0 -0.391 -2.697 0.016
23 C23 C C23 S N N 0 0.898 -3.379 0.198
24 C24 C C24 N N N 0 2.008 -2.363 0.282
25 O39 O O39 N N N 0 1.755 -1.18 0.2
26 C22 C C22 N N N 0 1.112 -4.289 -1.031
27 C21 C C21 N N N 0 0.198 -3.642 -2.105
28 C20 C C20 N N N 0 -0.997 -3.157 -1.247
29 N25 N N25 N N N 0 3.282 -2.77 0.449
30 C26 C C26 N Y N 0 4.326 -1.835 0.42
31 C31 C C31 N Y N 0 4.238 -0.724 -0.399
32 C30 C C30 N Y N 0 5.276 0.204 -0.427
33 S34 S S34 N Y N 0 5.474 1.697 -1.342
34 C33 C C33 N Y N 0 7.044 1.962 -0.597
35 N35 N N35 N N N 0 7.867 3.04 -0.856
36 N32 N N32 N Y N 0 7.318 1.008 0.224
37 C29 C C29 N Y N 0 6.41 0.021 0.37
38 C28 C C28 N Y N 0 6.473 -1.121 1.197
39 C27 C C27 N Y N 0 5.45 -2.019 1.22
40 H71 H H71 N N N 0 -3.054 1.333 -0.796
41 H72 H H72 N N N 0 -4.342 1.818 0.332
42 H1 H H1 N N N 0 -1.046 5.313 -2.162
43 H4 H H4 N N N 0 -4.383 4.105 1.252
44 H3 H H3 N N N 0 -3.886 6.474 0.8
45 H2 H H2 N N N 0 -2.22 7.078 -0.909
46 H6 H H6 N N N 0 -1.536 2.944 -1.704
47 HN9 H HN9 N N N 0 -3.089 -0.576 2.417
48 H10 H H10 N N N 0 -2.204 -0.638 -0.39
49 H111 H H111 N N N 0 -3.013 -3.015 -0.29
50 H112 H H112 N N N 0 -3.459 -2.755 1.413
51 H131 H H131 N N N 0 -5.495 -3.537 -0.63
52 H151 H H151 N N N 0 -6.685 -2.382 -2.498
53 H171 H H171 N N N 0 -3.738 -0.36 -1.454
54 H141 H H141 N N N 0 -7.866 -2.859 -0.371
55 H161 H H161 N N N 0 -5.75 -0.117 -2.883
56 H12 H H12 N N N 0 -4.919 -0.837 0.673
57 H132 H H132 N N N 0 -5.854 -3.102 1.058
58 H142 H H142 N N N 0 -7.345 -1.283 0.272
59 H152 H H152 N N N 0 -7.892 -1.123 -2.141
60 H162 H H162 N N N 0 -6.109 0.318 -1.195
61 H172 H H172 N N N 0 -4.259 -1.936 -2.097
62 H23 H H23 N N N 0 0.874 -3.982 1.106
63 H221 H H221 N N N 0 2.154 -4.27 -1.348
64 H222 H H222 N N N 0 0.792 -5.308 -0.815
65 H211 H H211 N N N 0 0.698 -2.803 -2.589
66 H212 H H212 N N N 0 -0.123 -4.38 -2.84
67 H201 H H201 N N N 0 -1.687 -3.979 -1.059
68 H202 H H202 N N N 0 -1.511 -2.334 -1.743
69 H25 H H25 N N N 0 3.477 -3.71 0.589
70 H31 H H31 N N N 0 3.365 -0.576 -1.017
71 H351 H H351 N N N 0 7.591 3.72 -1.49
72 H352 H H352 N N N 0 8.722 3.117 -0.404
73 H28 H H28 N N N 0 7.34 -1.282 1.821
74 H27 H H27 N N N 0 5.514 -2.885 1.862



165 : Chemical Bonds

Total Number of Bonds: 78
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N19 C23 N C sing 1.47 N N
2 N19 C20 N C sing 1.47 N N
3 N19 C18 N C sing 1.35 N N
4 C23 C22 C C sing 1.54 N N
5 C23 C24 C C sing 1.51 N N
6 C23 H23 C H sing 1.09 N N
7 C22 C21 C C sing 1.55 N N
8 C22 H221 C H sing 1.09 N N
9 C22 H222 C H sing 1.09 N N
10 C21 C20 C C sing 1.55 N N
11 C21 H211 C H sing 1.09 N N
12 C21 H212 C H sing 1.09 N N
13 C20 H201 C H sing 1.09 N N
14 C20 H202 C H sing 1.09 N N
15 C24 O39 C O doub 1.21 N N
16 C24 N25 C N sing 1.35 N N
17 N25 C26 N C sing 1.4 N N
18 N25 H25 N H sing 0.97 N N
19 C26 C31 C C doub 1.38 N Y
20 C26 C27 C C sing 1.39 N Y
21 C31 C30 C C sing 1.39 N Y
22 C31 H31 C H sing 1.08 N N
23 C30 S34 C S sing 1.76 N Y
24 C30 C29 C C doub 1.4 N Y
25 S34 C33 S C sing 1.76 N Y
26 C33 N35 C N sing 1.38 N N
27 C33 N32 C N doub 1.29 N Y
28 N35 H351 N H sing 0.97 N N
29 N35 H352 N H sing 0.97 N N
30 N32 C29 N C sing 1.35 N Y
31 C29 C28 C C sing 1.41 N Y
32 C28 C27 C C doub 1.36 N Y
33 C28 H28 C H sing 1.08 N N
34 C27 H27 C H sing 1.08 N N
35 C18 O38 C O doub 1.21 N N
36 C18 C10 C C sing 1.51 N N
37 C10 N9 C N sing 1.47 N N
38 C10 C11 C C sing 1.53 N N
39 C10 H10 C H sing 1.09 N N
40 N9 S8 N S sing 1.66 N N
41 N9 HN9 N H sing 0.97 N N
42 S8 O36 S O doub 1.42 N N
43 S8 O37 S O doub 1.42 N N
44 S8 C7 S C sing 1.81 N N
45 C7 C5 C C sing 1.51 N N
46 C7 H71 C H sing 1.09 N N
47 C7 H72 C H sing 1.09 N N
48 C5 C6 C C sing 1.38 N Y
49 C5 C4 C C doub 1.38 N Y
50 C6 C1 C C doub 1.38 N Y
51 C6 H6 C H sing 1.08 N N
52 C1 C2 C C sing 1.38 N Y
53 C1 H1 C H sing 1.08 N N
54 C2 C3 C C doub 1.38 N Y
55 C2 H2 C H sing 1.08 N N
56 C3 C4 C C sing 1.38 N Y
57 C3 H3 C H sing 1.08 N N
58 C4 H4 C H sing 1.08 N N
59 C11 C12 C C sing 1.53 N N
60 C11 H111 C H sing 1.09 N N
61 C11 H112 C H sing 1.09 N N
62 C12 C13 C C sing 1.53 N N
63 C12 C17 C C sing 1.53 N N
64 C12 H12 C H sing 1.09 N N
65 C13 C14 C C sing 1.53 N N
66 C13 H131 C H sing 1.09 N N
67 C13 H132 C H sing 1.09 N N
68 C14 C15 C C sing 1.53 N N
69 C14 H141 C H sing 1.09 N N
70 C14 H142 C H sing 1.09 N N
71 C15 C16 C C sing 1.53 N N
72 C15 H151 C H sing 1.09 N N
73 C15 H152 C H sing 1.09 N N
74 C16 C17 C C sing 1.53 N N
75 C16 H161 C H sing 1.09 N N
76 C16 H162 C H sing 1.09 N N
77 C17 H171 C H sing 1.09 N N
78 C17 H172 C H sing 1.09 N N



165 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
165 1sb1 Open in New Window Bound ligand 1 1