Chemical Components in the PDB

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5AW : Summary

Code

5AW

One-letter code

X

Molecule name

N~2~-(methyl{[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl}carbamoyl)-N-[(2S,5S)-5-{[(1,3-thiazol-5-ylmethoxy)carbonyl]amino}hexan-2-yl]-D-valinamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N~2~-(methyl{[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl}carbamoyl)-N-[(2S,5S)-5-{[(1,3-thiazol-5-ylmethoxy)carbonyl]amino}hexan-2-yl]-D-valinamide
OpenEye OEToolkits 1.7.6 1,3-thiazol-5-ylmethyl N-[(2S,5S)-5-[[(2R)-3-methyl-2-[[methyl-[(2-propan-2-yl-1,3-thiazol-4-yl)methyl]carbamoyl]amino]butanoyl]amino]hexan-2-yl]carbamate

Formula

C25 H40 N6 O4 S2

Formal charge

0

Molecular weight

552.753 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(OCc1scnc1)NC(C)CCC(NC(=O)C(NC(=O)N(Cc2nc(sc2)C(C)C)C)C(C)C)C
SMILES CACTVS 3.370 C[CH](CC[CH](C)NC(=O)[CH](NC(=O)N(C)Cc1csc(n1)C(C)C)C(C)C)NC(=O)OCc2scnc2
SMILES OpenEye OEToolkits 1.7.6 CC(C)c1nc(cs1)CN(C)C(=O)NC(C(C)C)C(=O)NC(C)CCC(C)NC(=O)OCc2cncs2
Canonical SMILES CACTVS 3.370 C[C@@H](CC[C@H](C)NC(=O)[C@H](NC(=O)N(C)Cc1csc(n1)C(C)C)C(C)C)NC(=O)OCc2scnc2
Canonical SMILES OpenEye OEToolkits 1.7.6 C[C@@H](CC[C@H](C)NC(=O)OCc1cncs1)NC(=O)[C@@H](C(C)C)NC(=O)N(C)Cc2csc(n2)C(C)C

IUPAC InChI

InChI=1S/C25H40N6O4S2/c1-15(2)21(30-24(33)31(7)11-19-13-36-23(29-19)16(3)4)22(32)27-17(5)8-9-18(6)28-25(34)35-12-20-10-26-14-37-20/h10,13-18,21H,8-9,11-12H2,1-7H3,(H,27,32)(H,28,34)(H,30,33)/t17-,18-,21+/m0/s1

IUPAC InChI key

TYLOVNGZCFIJOG-BBTUJRGHSA-N
5AW

wwPDB Information

Atom count

77 (37 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-05-06

Last modified at

2013-06-14

Status

Released

Obsoleted

Not Assigned



5AW : Atoms of Molecule

Total Number of Atoms: 77
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O25 O O25 N N N 0 -6.764 -1.779 -1.301
2 C24 C C24 N N N 0 -5.957 -0.911 -1.033
3 O26 O O26 N N N 0 -6.38 0.331 -0.733
4 C27 C C27 N N N 0 -7.813 0.562 -0.75
5 C28 C C28 N Y N 0 -8.095 1.999 -0.392
6 S32 S S32 N Y N 0 -8.355 2.631 1.232
7 C31 C C31 N Y N 0 -8.56 4.204 0.596
8 N30 N N30 N Y N 0 -8.436 4.185 -0.688
9 C29 C C29 N Y N 0 -8.186 3.019 -1.25
10 N23 N N23 N N N 0 -4.64 -1.194 -1.03
11 C21 C C21 S N N 0 -4.18 -2.548 -1.35
12 C22 C C22 N N N 0 -4.06 -2.7 -2.868
13 C20 C C20 N N N 0 -2.815 -2.789 -0.703
14 C19 C C19 N N N 0 -2.959 -2.761 0.82
15 C17 C C17 S N N 0 -1.594 -3.002 1.466
16 C18 C C18 N N N 0 -1.758 -3.098 2.984
17 N16 N N16 N N N 0 -0.696 -1.891 1.141
18 C14 C C14 N N N 0 0.638 -2.08 1.144
19 O15 O O15 N N N 0 1.1 -3.142 1.504
20 C13 C C13 R N N 0 1.557 -0.971 0.7
21 C33 C C33 N N N 0 1.88 -0.068 1.893
22 C35 C C35 N N N 0 0.603 0.633 2.362
23 C34 C C34 N N N 0 2.446 -0.914 3.035
24 N12 N N12 N N N 0 2.797 -1.546 0.173
25 C10 C C10 N N N 0 3.536 -0.853 -0.716
26 O11 O O11 N N N 0 3.174 0.248 -1.081
27 N08 N N08 N N N 0 4.677 -1.382 -1.201
28 C09 C C09 N N N 0 5.114 -2.709 -0.761
29 C07 C C07 N N N 0 5.481 -0.629 -2.168
30 C06 C C06 N Y N 0 6.484 0.222 -1.433
31 N05 N N05 N Y N 0 6.195 1.418 -0.963
32 C36 C C36 N Y N 0 7.738 -0.178 -1.199
33 S37 S S37 N Y N 0 8.561 1.107 -0.32
34 C04 C C04 N Y N 0 7.137 2.053 -0.35
35 C02 C C02 N N N 0 7.001 3.428 0.252
36 C03 C C03 N N N 0 7.282 3.357 1.754
37 C01 C C01 N N N 0 8.004 4.375 -0.41
38 H1 H H1 N N N 0 -8.203 0.352 -1.746
39 H2 H H2 N N N 0 -8.296 -0.094 -0.025
40 H3 H H3 N N N 0 -8.765 5.087 1.183
41 H4 H H4 N N N 0 -8.06 2.899 -2.316
42 H5 H H5 N N N 0 -3.995 -0.501 -0.815
43 H6 H H6 N N N 0 -4.897 -3.275 -0.968
44 H7 H H7 N N N 0 -3.343 -1.973 -3.25
45 H8 H H8 N N N 0 -3.718 -3.707 -3.106
46 H9 H H9 N N N 0 -5.032 -2.528 -3.328
47 H10 H H10 N N N 0 -2.432 -3.762 -1.014
48 H11 H H11 N N N 0 -2.121 -2.009 -1.017
49 H12 H H12 N N N 0 -3.342 -1.788 1.13
50 H13 H H13 N N N 0 -3.653 -3.541 1.133
51 H14 H H14 N N N 0 -1.172 -3.933 1.087
52 H15 H H15 N N N 0 -2.18 -2.167 3.364
53 H16 H H16 N N N 0 -2.426 -3.925 3.226
54 H17 H H17 N N N 0 -0.785 -3.27 3.445
55 H18 H H18 N N N 0 -1.062 -1.02 0.924
56 H19 H H19 N N N 0 1.069 -0.384 -0.078
57 H20 H H20 N N N 0 2.615 0.679 1.594
58 H21 H H21 N N N 0 -0.155 -0.113 2.6
59 H22 H H22 N N N 0 0.82 1.227 3.25
60 H23 H H23 N N N 0 0.235 1.285 1.57
61 H24 H H24 N N N 0 3.355 -1.413 2.701
62 H25 H H25 N N N 0 2.675 -0.271 3.884
63 H26 H H26 N N N 0 1.71 -1.661 3.333
64 H27 H H27 N N N 0 3.087 -2.424 0.465
65 H28 H H28 N N N 0 4.696 -3.467 -1.423
66 H29 H H29 N N N 0 6.202 -2.762 -0.79
67 H30 H H30 N N N 0 4.769 -2.886 0.258
68 H31 H H31 N N N 0 6.005 -1.324 -2.823
69 H32 H H32 N N N 0 4.828 0.01 -2.762
70 H33 H H33 N N N 0 8.169 -1.122 -1.497
71 H34 H H34 N N N 0 5.989 3.798 0.088
72 H35 H H35 N N N 0 7.183 4.352 2.189
73 H36 H H36 N N N 0 6.567 2.682 2.226
74 H37 H H37 N N N 0 8.294 2.987 1.918
75 H38 H H38 N N N 0 9.016 4.005 -0.247
76 H39 H H39 N N N 0 7.804 4.425 -1.481
77 H40 H H40 N N N 0 7.906 5.37 0.025



5AW : 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 C34 C33 C C sing 1.53 N N
2 C02 C03 C C sing 1.53 N N
3 C02 C04 C C sing 1.51 N N
4 C02 C01 C C sing 1.53 N N
5 S37 C04 S C sing 1.71 N Y
6 S37 C36 S C sing 1.76 N Y
7 O15 C14 O C doub 1.21 N N
8 C04 N05 C N doub 1.29 N Y
9 C36 C06 C C doub 1.34 N Y
10 C33 C13 C C sing 1.53 N N
11 C33 C35 C C sing 1.53 N N
12 O11 C10 O C doub 1.22 N N
13 C13 C14 C C sing 1.51 N N
14 C13 N12 C N sing 1.46 N N
15 C14 N16 C N sing 1.35 N N
16 N05 C06 N C sing 1.32 N Y
17 C06 C07 C C sing 1.51 N N
18 C10 N12 C N sing 1.35 N N
19 C10 N08 C N sing 1.35 N N
20 C18 C17 C C sing 1.53 N N
21 C31 S32 C S sing 1.71 N Y
22 C31 N30 C N doub 1.29 N Y
23 N08 C07 N C sing 1.47 N N
24 N08 C09 N C sing 1.46 N N
25 N16 C17 N C sing 1.47 N N
26 S32 C28 S C sing 1.76 N Y
27 C17 C19 C C sing 1.53 N N
28 C19 C20 C C sing 1.53 N N
29 C20 C21 C C sing 1.53 N N
30 O25 C24 O C doub 1.22 N N
31 N30 C29 N C sing 1.32 N Y
32 N23 C24 N C sing 1.35 N N
33 N23 C21 N C sing 1.47 N N
34 C24 O26 C O sing 1.35 N N
35 C28 C29 C C doub 1.34 N Y
36 C28 C27 C C sing 1.51 N N
37 C21 C22 C C sing 1.53 N N
38 O26 C27 O C sing 1.45 N N
39 C27 H1 C H sing 1.09 N N
40 C27 H2 C H sing 1.09 N N
41 C31 H3 C H sing 1.08 N N
42 C29 H4 C H sing 1.08 N N
43 N23 H5 N H sing 0.97 N N
44 C21 H6 C H sing 1.09 N N
45 C22 H7 C H sing 1.09 N N
46 C22 H8 C H sing 1.09 N N
47 C22 H9 C H sing 1.09 N N
48 C20 H10 C H sing 1.09 N N
49 C20 H11 C H sing 1.09 N N
50 C19 H12 C H sing 1.09 N N
51 C19 H13 C H sing 1.09 N N
52 C17 H14 C H sing 1.09 N N
53 C18 H15 C H sing 1.09 N N
54 C18 H16 C H sing 1.09 N N
55 C18 H17 C H sing 1.09 N N
56 N16 H18 N H sing 0.97 N N
57 C13 H19 C H sing 1.09 N N
58 C33 H20 C H sing 1.09 N N
59 C35 H21 C H sing 1.09 N N
60 C35 H22 C H sing 1.09 N N
61 C35 H23 C H sing 1.09 N N
62 C34 H24 C H sing 1.09 N N
63 C34 H25 C H sing 1.09 N N
64 C34 H26 C H sing 1.09 N N
65 N12 H27 N H sing 0.97 N N
66 C09 H28 C H sing 1.09 N N
67 C09 H29 C H sing 1.09 N N
68 C09 H30 C H sing 1.09 N N
69 C07 H31 C H sing 1.09 N N
70 C07 H32 C H sing 1.09 N N
71 C36 H33 C H sing 1.08 N N
72 C02 H34 C H sing 1.09 N N
73 C03 H35 C H sing 1.09 N N
74 C03 H36 C H sing 1.09 N N
75 C03 H37 C H sing 1.09 N N
76 C01 H38 C H sing 1.09 N N
77 C01 H39 C H sing 1.09 N N
78 C01 H40 C H sing 1.09 N N



5AW : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
5AW 4k9u Open in New Window Bound ligand 2 1