Chemical Components in the PDB

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G53 : Summary

Code

G53

One-letter code

X

Molecule name

methyl 2-{4-[{(2R,3S)-3-[({[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl]oxy}carbonyl)amino]-2-hydroxy-4-phenylbutyl}(2-methylpropyl)sulfamoyl]phenyl}-1,3-oxazole-4-carboxylate

Systematic names

ProgramVersionName
ACDLabs 12.01 methyl 2-{4-[{(2R,3S)-3-[({[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl]oxy}carbonyl)amino]-2-hydroxy-4-phenylbutyl}(2-methylpropyl)sulfamoyl]phenyl}-1,3-oxazole-4-carboxylate
OpenEye OEToolkits 2.0.6 methyl 2-[4-[[(2~{R},3~{S})-3-[[(3~{a}~{S},4~{R},6~{a}~{R})-2,3,3~{a},4,5,6~{a}-hexahydrofuro[2,3-b]furan-4-yl]oxycarbonylamino]-2-oxidanyl-4-phenyl-butyl]-(2-methylpropyl)sulfamoyl]phenyl]-1,3-oxazole-4-carboxylate

Formula

C32 H39 N3 O10 S

Formal charge

0

Molecular weight

657.731 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c1(ccc(cc1)S(=O)(N(CC(O)C(NC(OC2COC3OCCC23)=O)Cc4ccccc4)CC(C)C)=O)c5occ(n5)C(=O)OC
SMILES CACTVS 3.385 COC(=O)c1coc(n1)c2ccc(cc2)[S](=O)(=O)N(CC(C)C)C[CH](O)[CH](Cc3ccccc3)NC(=O)O[CH]4CO[CH]5OCC[CH]45
SMILES OpenEye OEToolkits 2.0.6 CC(C)CN(CC(C(Cc1ccccc1)NC(=O)OC2COC3C2CCO3)O)S(=O)(=O)c4ccc(cc4)c5nc(co5)C(=O)OC
Canonical SMILES CACTVS 3.385 COC(=O)c1coc(n1)c2ccc(cc2)[S](=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc3ccccc3)NC(=O)O[C@H]4CO[C@H]5OCC[C@@H]45
Canonical SMILES OpenEye OEToolkits 2.0.6 CC(C)CN(C[C@H]([C@H](Cc1ccccc1)NC(=O)O[C@H]2CO[C@@H]3[C@H]2CCO3)O)S(=O)(=O)c4ccc(cc4)c5nc(co5)C(=O)OC

IUPAC InChI

InChI=1S/C32H39N3O10S/c1-20(2)16-35(46(39,40)23-11-9-22(10-12-23)29-33-26(18-43-29)30(37)41-3)17-27(36)25(15-21-7-5-4-6-8-21)34-32(38)45-28-19-44-31-24(28)13-14-42-31/h4-12,18,20,24-25,27-28,31,36H,13-17,19H2,1-3H3,(H,34,38)/t24-,25-,27+,28-,31+/m0/s1

IUPAC InChI key

JQOKXPZOASVDIX-FHDJBOIYSA-N
G53

wwPDB Information

Atom count

85 (46 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2017-09-28

Last modified at

2017-11-17

Status

Released

Obsoleted

Not Assigned



G53 : Atoms of Molecule

Total Number of Atoms: 85
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C2 C C1 N Y N 0 5.247 -0.372 0.892
2 C3 C C2 N Y N 0 5.341 1.015 0.771
3 C4 C C3 N Y N 0 4.204 1.791 0.871
4 C5 C C4 N Y N 0 2.974 1.197 1.09
5 N11 N N1 N N N 0 0.806 2.203 -0.274
6 C6 C C5 N Y N 0 2.875 -0.178 1.212
7 C7 C C6 N Y N 0 4.004 -0.965 1.114
8 S8 S S1 N N N 0 1.528 2.195 1.216
9 O9 O O1 N N N 0 0.641 1.508 2.088
10 O10 O O2 N N N 0 1.976 3.523 1.452
11 C12 C C7 N N N 0 1.066 3.302 -1.208
12 C13 C C8 N N N 0 1.818 2.766 -2.428
13 C14 C C9 N N N 0 2.016 3.895 -3.441
14 C15 C C10 N N N 0 3.183 2.229 -1.991
15 C16 C C11 N N N 0 -0.092 1.112 -0.659
16 C17 C C12 R N N 0 -1.538 1.512 -0.361
17 O18 O O3 N N N 0 -1.908 2.616 -1.19
18 C19 C C13 S N N 0 -2.465 0.328 -0.645
19 N20 N N2 N N N 0 -3.832 0.672 -0.247
20 C21 C C14 N N N 0 -4.704 -0.303 0.078
21 O22 O O4 N N N 0 -4.356 -1.467 0.041
22 O23 O O5 N N N 0 -5.961 0.012 0.443
23 C24 C C15 R N N 0 -6.846 -1.089 0.78
24 C25 C C16 N N N 0 -6.778 -1.389 2.288
25 O26 O O6 N N N 0 -8.071 -1.103 2.841
26 C27 C C17 R N N 0 -9.044 -1.245 1.788
27 O28 O O7 N N N 0 -10.127 -0.338 2.037
28 C29 C C18 N N N 0 -9.854 0.939 1.451
29 C30 C C19 N N N 0 -8.486 0.845 0.744
30 C31 C C20 S N N 0 -8.315 -0.695 0.523
31 C32 C C21 N N N 0 -2.434 0.005 -2.14
32 C33 C C22 N Y N 0 -4.597 -1.13 -2.688
33 C34 C C23 N Y N 0 -5.343 -2.267 -2.934
34 C35 C C24 N Y N 0 -4.741 -3.511 -2.894
35 C36 C C25 N Y N 0 -3.393 -3.617 -2.607
36 C37 C C26 N Y N 0 -2.647 -2.48 -2.362
37 C38 C C27 N Y N 0 -3.249 -1.236 -2.402
38 C39 C C28 N Y N 0 6.46 -1.211 0.78
39 O40 O O8 N Y N 0 6.494 -2.552 0.874
40 C41 C C29 N Y N 0 7.766 -2.951 0.721
41 C42 C C30 N Y N 0 8.518 -1.83 0.532
42 N43 N N3 N Y N 0 7.673 -0.767 0.569
43 C44 C C31 N N N 0 9.975 -1.781 0.317
44 O45 O O9 N N N 0 10.622 -2.81 0.306
45 O46 O O10 N N N 0 10.589 -0.596 0.132
46 H3 H H3 N N N 0 1.912 -0.635 1.383
47 C47 C C32 N N N 0 12.026 -0.624 -0.074
48 H1 H H1 N N N 0 6.3 1.48 0.6
49 H2 H H2 N N N 0 4.275 2.865 0.777
50 H4 H H4 N N N 0 3.925 -2.038 1.208
51 H5 H H5 N N N 0 0.12 3.738 -1.528
52 H6 H H6 N N N 0 1.67 4.063 -0.714
53 H7 H H7 N N N 0 1.242 1.963 -2.887
54 H11 H H11 N N N 0 3.043 1.339 -1.378
55 H8 H H8 N N N 0 2.592 4.699 -2.983
56 H9 H H9 N N N 0 2.552 3.514 -4.311
57 H10 H H10 N N N 0 1.044 4.278 -3.753
58 H12 H H12 N N N 0 3.772 1.975 -2.872
59 H13 H H13 N N N 0 3.704 2.991 -1.412
60 H14 H H14 N N N 0 0.017 0.91 -1.724
61 H15 H H15 N N N 0 0.161 0.216 -0.091
62 H16 H H16 N N N 0 -1.627 1.8 0.687
63 H17 H H17 N N N 0 -1.852 2.431 -2.138
64 H18 H H18 N N N 0 -2.129 -0.54 -0.078
65 H22 H H22 N N N 0 -6.025 -0.757 2.758
66 H19 H H19 N N N 0 -4.11 1.6 -0.218
67 H20 H H20 N N N 0 -6.583 -1.976 0.204
68 H21 H H21 N N N 0 -6.532 -2.439 2.446
69 H23 H H23 N N N 0 -9.381 -2.274 1.666
70 H24 H H24 N N N 0 -10.629 1.186 0.725
71 H25 H H25 N N N 0 -9.818 1.702 2.228
72 H26 H H26 N N N 0 -8.506 1.372 -0.21
73 H27 H H27 N N N 0 -7.693 1.232 1.384
74 H28 H H28 N N N 0 -8.72 -1.053 -0.423
75 H29 H H29 N N N 0 -2.853 0.84 -2.701
76 H30 H H30 N N N 0 -1.404 -0.164 -2.454
77 H31 H H31 N N N 0 -5.067 -0.158 -2.724
78 H32 H H32 N N N 0 -6.397 -2.184 -3.158
79 H33 H H33 N N N 0 -5.324 -4.399 -3.085
80 H34 H H34 N N N 0 -2.923 -4.589 -2.575
81 H35 H H35 N N N 0 -1.593 -2.562 -2.138
82 H36 H H36 N N N 0 8.126 -3.969 0.744
83 H37 H H37 N N N 0 12.509 -1.072 0.795
84 H38 H H38 N N N 0 12.255 -1.214 -0.961
85 H39 H H39 N N N 0 12.394 0.394 -0.209



G53 : Chemical Bonds

Total Number of Bonds: 89
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C35 C36 C C doub 1.38 N Y
2 C35 C34 C C sing 1.38 N Y
3 C36 C37 C C sing 1.38 N Y
4 C34 C33 C C doub 1.38 N Y
5 C37 C38 C C doub 1.38 N Y
6 C42 N43 C N sing 1.36 N Y
7 C42 C44 C C sing 1.47 N N
8 C42 C41 C C doub 1.36 N Y
9 C33 C38 C C sing 1.38 N Y
10 O46 C44 O C sing 1.35 N N
11 O46 C47 O C sing 1.45 N N
12 N43 C39 N C doub 1.31 N Y
13 C44 O45 C O doub 1.22 N N
14 C3 C4 C C doub 1.38 N Y
15 C3 C2 C C sing 1.4 N Y
16 C38 C32 C C sing 1.51 N N
17 C41 O40 C O sing 1.34 N Y
18 C39 O40 C O sing 1.34 N Y
19 C39 C2 C C sing 1.48 N N
20 O9 S8 O S doub 1.42 N N
21 C4 C5 C C sing 1.38 N Y
22 C2 C7 C C doub 1.39 N Y
23 C5 C6 C C doub 1.38 N Y
24 C5 S8 C S sing 1.76 N N
25 C7 C6 C C sing 1.38 N Y
26 C32 C19 C C sing 1.53 N N
27 S8 O10 S O doub 1.42 N N
28 S8 N11 S N sing 1.66 N N
29 C30 C29 C C sing 1.54 N N
30 C30 C31 C C sing 1.57 N N
31 C19 N20 C N sing 1.46 N N
32 C19 C17 C C sing 1.53 N N
33 C29 O28 C O sing 1.43 N N
34 N11 C16 N C sing 1.46 N N
35 N11 C12 N C sing 1.47 N N
36 C16 C17 C C sing 1.53 N N
37 N20 C21 N C sing 1.35 N N
38 O22 C21 O C doub 1.22 N N
39 C17 O18 C O sing 1.43 N N
40 C21 O23 C O sing 1.35 N N
41 C31 C27 C C sing 1.56 N N
42 C31 C24 C C sing 1.54 N N
43 O28 C27 O C sing 1.43 N N
44 C12 C13 C C sing 1.53 N N
45 O23 C24 O C sing 1.45 N N
46 C27 O26 C O sing 1.44 N N
47 C24 C25 C C sing 1.54 N N
48 C14 C13 C C sing 1.53 N N
49 C13 C15 C C sing 1.53 N N
50 O26 C25 O C sing 1.44 N N
51 C3 H1 C H sing 1.08 N N
52 C4 H2 C H sing 1.08 N N
53 C6 H3 C H sing 1.08 N N
54 C7 H4 C H sing 1.08 N N
55 C12 H5 C H sing 1.09 N N
56 C12 H6 C H sing 1.09 N N
57 C13 H7 C H sing 1.09 N N
58 C14 H8 C H sing 1.09 N N
59 C14 H9 C H sing 1.09 N N
60 C14 H10 C H sing 1.09 N N
61 C15 H11 C H sing 1.09 N N
62 C15 H12 C H sing 1.09 N N
63 C15 H13 C H sing 1.09 N N
64 C16 H14 C H sing 1.09 N N
65 C16 H15 C H sing 1.09 N N
66 C17 H16 C H sing 1.09 N N
67 O18 H17 O H sing 0.97 N N
68 C19 H18 C H sing 1.09 N N
69 N20 H19 N H sing 0.97 N N
70 C24 H20 C H sing 1.09 N N
71 C25 H21 C H sing 1.09 N N
72 C25 H22 C H sing 1.09 N N
73 C27 H23 C H sing 1.09 N N
74 C29 H24 C H sing 1.09 N N
75 C29 H25 C H sing 1.09 N N
76 C30 H26 C H sing 1.09 N N
77 C30 H27 C H sing 1.09 N N
78 C31 H28 C H sing 1.09 N N
79 C32 H29 C H sing 1.09 N N
80 C32 H30 C H sing 1.09 N N
81 C33 H31 C H sing 1.08 N N
82 C34 H32 C H sing 1.08 N N
83 C35 H33 C H sing 1.08 N N
84 C36 H34 C H sing 1.08 N N
85 C37 H35 C H sing 1.08 N N
86 C41 H36 C H sing 1.08 N N
87 C47 H37 C H sing 1.09 N N
88 C47 H38 C H sing 1.09 N N
89 C47 H39 C H sing 1.09 N N



G53 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
G53 6b4n Open in New Window Bound ligand 1 1