Chemical Components in the PDB

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6AW : Summary

Code

6AW

One-letter code

X

Molecule name

1,3-thiazol-5-ylmethyl [(3S,6S)-6-{[N-(methyl{[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl}carbamoyl)-L-seryl]amino}octan-3-yl]carbamate

Systematic names

ProgramVersionName
ACDLabs 12.01 1,3-thiazol-5-ylmethyl [(3S,6S)-6-{[N-(methyl{[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl}carbamoyl)-L-seryl]amino}octan-3-yl]carbamate
OpenEye OEToolkits 1.7.6 1,3-thiazol-5-ylmethyl N-[(3S,6S)-6-[[(2S)-2-[[methyl-[(2-propan-2-yl-1,3-thiazol-4-yl)methyl]carbamoyl]amino]-3-oxidanyl-propanoyl]amino]octan-3-yl]carbamate

Formula

C25 H40 N6 O5 S2

Formal charge

0

Molecular weight

568.752 Da

SMILES

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

IUPAC InChI

InChI=1S/C25H40N6O5S2/c1-6-17(8-9-18(7-2)29-25(35)36-13-20-10-26-15-38-20)27-22(33)21(12-32)30-24(34)31(5)11-19-14-37-23(28-19)16(3)4/h10,14-18,21,32H,6-9,11-13H2,1-5H3,(H,27,33)(H,29,35)(H,30,34)/t17-,18-,21-/m0/s1

IUPAC InChI key

SUQJOWRIFVHNKN-WFXMLNOXSA-N
6AW

wwPDB Information

Atom count

78 (38 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



6AW : 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 O31 O O31 N N N 0 6.813 -1.553 -0.735
2 C30 C C30 N N N 0 6.002 -0.83 -0.191
3 O32 O O32 N N N 0 6.357 0.412 0.19
4 C33 C C33 N N N 0 7.725 0.819 -0.081
5 C34 C C34 N Y N 0 7.936 2.227 0.411
6 S38 S S38 N Y N 0 7.68 3.701 -0.52
7 C37 C C37 N Y N 0 8.157 4.644 0.824
8 N36 N N36 N Y N 0 8.459 3.88 1.819
9 C35 C C35 N Y N 0 8.347 2.58 1.633
10 N29 N N29 N N N 0 4.746 -1.268 0.026
11 C03 C C03 S N N 0 4.358 -2.617 -0.394
12 C02 C C02 N N N 0 4.74 -3.62 0.697
13 C01 C C01 N N N 0 6.262 -3.663 0.84
14 C04 C C04 N N N 0 2.846 -2.664 -0.624
15 C05 C C05 N N N 0 2.48 -1.754 -1.798
16 C06 C C06 S N N 0 0.969 -1.801 -2.028
17 C07 C C07 N N N 0 0.617 -0.99 -3.277
18 C08 C C08 N N N 0 -0.875 -1.14 -3.579
19 N09 N N09 N N N 0 0.28 -1.232 -0.867
20 C10 C C10 N N N 0 -0.988 -1.597 -0.59
21 O11 O O11 N N N 0 -1.558 -2.396 -1.301
22 C12 C C12 S N N 0 -1.696 -1.011 0.604
23 C13 C C13 N N N 0 -0.924 -1.362 1.878
24 O14 O O14 N N N 0 -0.751 -2.778 1.956
25 N15 N N15 N N N 0 -3.051 -1.563 0.688
26 C16 C C16 N N N 0 -4.023 -0.871 1.313
27 O17 O O17 N N N 0 -3.776 0.212 1.809
28 N18 N N18 N N N 0 -5.269 -1.379 1.39
29 C19 C C19 N N N 0 -5.567 -2.683 0.793
30 C20 C C20 N N N 0 -6.326 -0.626 2.07
31 C21 C C21 N Y N 0 -7.024 0.269 1.078
32 N28 N N28 N Y N 0 -6.574 1.465 0.758
33 C24 C C24 N Y N 0 -7.256 2.139 -0.104
34 C25 C C25 N N N 0 -6.904 3.52 -0.595
35 C27 C C27 N N N 0 -6.693 3.485 -2.11
36 C26 C C26 N N N 0 -8.042 4.486 -0.26
37 S23 S S23 N Y N 0 -8.619 1.239 -0.611
38 C22 C C22 N Y N 0 -8.146 -0.089 0.446
39 H1 H H1 N N N 0 8.412 0.147 0.433
40 H2 H H2 N N N 0 7.91 0.778 -1.154
41 H3 H H3 N N N 0 8.204 5.723 0.837
42 H4 H H4 N N N 0 8.575 1.858 2.404
43 H5 H H5 N N N 0 4.099 -0.69 0.46
44 H6 H H6 N N N 0 4.875 -2.872 -1.319
45 H7 H H7 N N N 0 4.294 -3.314 1.643
46 H8 H H8 N N N 0 4.372 -4.609 0.425
47 H9 H H9 N N N 0 6.534 -4.377 1.617
48 H10 H H10 N N N 0 6.708 -3.968 -0.107
49 H11 H H11 N N N 0 6.63 -2.673 1.112
50 H12 H H12 N N N 0 2.545 -3.687 -0.85
51 H13 H H13 N N N 0 2.331 -2.323 0.274
52 H14 H H14 N N N 0 2.782 -0.731 -1.572
53 H15 H H15 N N N 0 2.996 -2.094 -2.696
54 H16 H H16 N N N 0 0.654 -2.836 -2.166
55 H17 H H17 N N N 0 0.85 0.06 -3.106
56 H18 H H18 N N N 0 1.197 -1.358 -4.124
57 H19 H H19 N N N 0 -1.108 -2.191 -3.75
58 H20 H H20 N N N 0 -1.456 -0.772 -2.733
59 H21 H H21 N N N 0 -1.126 -0.562 -4.469
60 H22 H H22 N N N 0 0.736 -0.592 -0.298
61 H23 H H23 N N N 0 -1.751 0.072 0.499
62 H24 H H24 N N N 0 0.052 -0.877 1.855
63 H25 H H25 N N N 0 -1.481 -1.015 2.748
64 H26 H H26 N N N 0 -0.268 -3.072 2.74
65 H27 H H27 N N N 0 -3.247 -2.427 0.292
66 H28 H H28 N N N 0 -5.398 -3.467 1.531
67 H29 H H29 N N N 0 -6.607 -2.706 0.47
68 H30 H H30 N N N 0 -4.916 -2.847 -0.066
69 H31 H H31 N N N 0 -7.047 -1.321 2.502
70 H32 H H32 N N N 0 -5.888 -0.019 2.862
71 H33 H H33 N N N 0 -5.988 3.855 -0.108
72 H34 H H34 N N N 0 -6.438 4.484 -2.464
73 H35 H H35 N N N 0 -5.882 2.797 -2.348
74 H36 H H36 N N N 0 -7.609 3.149 -2.596
75 H37 H H37 N N N 0 -7.787 5.485 -0.615
76 H38 H H38 N N N 0 -8.958 4.15 -0.747
77 H39 H H39 N N N 0 -8.193 4.511 0.819
78 H40 H H40 N N N 0 -8.671 -1.025 0.564



6AW : Chemical Bonds

Total Number of Bonds: 79
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C27 C25 C C sing 1.53 N N
2 C25 C26 C C sing 1.53 N N
3 C25 C24 C C sing 1.51 N N
4 O14 C13 O C sing 1.43 N N
5 C13 C12 C C sing 1.53 N N
6 O17 C16 O C doub 1.22 N N
7 O11 C10 O C doub 1.21 N N
8 C24 N28 C N doub 1.29 N Y
9 C24 S23 C S sing 1.71 N Y
10 N28 C21 N C sing 1.32 N Y
11 C16 N15 C N sing 1.35 N N
12 C16 N18 C N sing 1.35 N N
13 C12 C10 C C sing 1.51 N N
14 C12 N15 C N sing 1.47 N N
15 C10 N09 C N sing 1.35 N N
16 C08 C07 C C sing 1.53 N N
17 C21 C20 C C sing 1.51 N N
18 C21 C22 C C doub 1.34 N Y
19 C20 N18 C N sing 1.47 N N
20 S23 C22 S C sing 1.76 N Y
21 N18 C19 N C sing 1.46 N N
22 N09 C06 N C sing 1.47 N N
23 C07 C06 C C sing 1.53 N N
24 C37 N36 C N doub 1.29 N Y
25 C37 S38 C S sing 1.71 N Y
26 C06 C05 C C sing 1.53 N N
27 N36 C35 N C sing 1.32 N Y
28 S38 C34 S C sing 1.76 N Y
29 C05 C04 C C sing 1.53 N N
30 C35 C34 C C doub 1.34 N Y
31 C34 C33 C C sing 1.51 N N
32 C03 C04 C C sing 1.53 N N
33 C03 N29 C N sing 1.47 N N
34 C03 C02 C C sing 1.53 N N
35 N29 C30 N C sing 1.35 N N
36 C02 C01 C C sing 1.53 N N
37 O32 C33 O C sing 1.45 N N
38 O32 C30 O C sing 1.35 N N
39 C30 O31 C O doub 1.22 N N
40 C33 H1 C H sing 1.09 N N
41 C33 H2 C H sing 1.09 N N
42 C37 H3 C H sing 1.08 N N
43 C35 H4 C H sing 1.08 N N
44 N29 H5 N H sing 0.97 N N
45 C03 H6 C H sing 1.09 N N
46 C02 H7 C H sing 1.09 N N
47 C02 H8 C H sing 1.09 N N
48 C01 H9 C H sing 1.09 N N
49 C01 H10 C H sing 1.09 N N
50 C01 H11 C H sing 1.09 N N
51 C04 H12 C H sing 1.09 N N
52 C04 H13 C H sing 1.09 N N
53 C05 H14 C H sing 1.09 N N
54 C05 H15 C H sing 1.09 N N
55 C06 H16 C H sing 1.09 N N
56 C07 H17 C H sing 1.09 N N
57 C07 H18 C H sing 1.09 N N
58 C08 H19 C H sing 1.09 N N
59 C08 H20 C H sing 1.09 N N
60 C08 H21 C H sing 1.09 N N
61 N09 H22 N H sing 0.97 N N
62 C12 H23 C H sing 1.09 N N
63 C13 H24 C H sing 1.09 N N
64 C13 H25 C H sing 1.09 N N
65 O14 H26 O H sing 0.97 N N
66 N15 H27 N H sing 0.97 N N
67 C19 H28 C H sing 1.09 N N
68 C19 H29 C H sing 1.09 N N
69 C19 H30 C H sing 1.09 N N
70 C20 H31 C H sing 1.09 N N
71 C20 H32 C H sing 1.09 N N
72 C25 H33 C H sing 1.09 N N
73 C27 H34 C H sing 1.09 N N
74 C27 H35 C H sing 1.09 N N
75 C27 H36 C H sing 1.09 N N
76 C26 H37 C H sing 1.09 N N
77 C26 H38 C H sing 1.09 N N
78 C26 H39 C H sing 1.09 N N
79 C22 H40 C H sing 1.08 N N



6AW : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
6AW 4k9v Open in New Window Bound ligand 1 1