Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

GR6 : Summary

Code

GR6

One-letter code

X

Molecule name

(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl {(1S,2R)-1-benzyl-2-hydroxy-3-[(7E)-13-methoxy-1,1-dioxido-3,4,5,6,9,10-hexahydro-2H-11,1,2-benzoxathiazacyclotridecin-2-yl]propyl}carbamate

Systematic names

ProgramVersionName
ACDLabs 10.04 (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl {(1S,2R)-1-benzyl-2-hydroxy-3-[(7E)-13-methoxy-1,1-dioxido-3,4,5,6,9,10-hexahydro-2H-11,1,2-benzoxathiazacyclotridecin-2-yl]propyl}carbamate
OpenEye OEToolkits 1.5.0 [(3R,3aS,6aR)-2,3,3a,4,5,6a-hexahydrofuro[5,4-b]furan-3-yl] N-[(2S,3R)-3-hydroxy-4-[(5E)-16-methoxy-12,12-dioxo-2-oxa-12$l^{6}-thia-11-azabicyclo[11.4.0]heptadeca-1(17),5,13,15-tetraen-11-yl]-1-phenyl-butan-2-yl]carbamate

Formula

C32 H42 N2 O9 S

Formal charge

0

Molecular weight

630.749 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(OC1C2CCOC2OC1)NC(Cc3ccccc3)C(O)CN5CCCCC=CCCOc4cc(OC)ccc4S5(=O)=O
SMILES CACTVS 3.341 COc1ccc2c(OCCC=CCCCCN(C[CH](O)[CH](Cc3ccccc3)NC(=O)O[CH]4CO[CH]5OCC[CH]45)[S]2(=O)=O)c1
SMILES OpenEye OEToolkits 1.5.0 COc1ccc2c(c1)OCCC=CCCCCN(S2(=O)=O)CC(C(Cc3ccccc3)NC(=O)OC4COC5C4CCO5)O
Canonical SMILES CACTVS 3.341 COc1ccc2c(OCC\C=C\CCCCN(C[C@@H](O)[C@H](Cc3ccccc3)NC(=O)O[C@H]4CO[C@H]5OCC[C@@H]45)[S]2(=O)=O)c1
Canonical SMILES OpenEye OEToolkits 1.5.0 COc1ccc2c(c1)OCC\C=C\CCCCN(S2(=O)=O)C[C@H]([C@H](Cc3ccccc3)NC(=O)O[C@H]4CO[C@@H]5[C@H]4CCO5)O

IUPAC InChI

InChI=1S/C32H42N2O9S/c1-39-24-13-14-30-28(20-24)40-17-10-5-3-2-4-9-16-34(44(30,37)38)21-27(35)26(19-23-11-7-6-8-12-23)33-32(36)43-29-22-42-31-25(29)15-18-41-31/h3,5-8,11-14,20,25-27,29,31,35H,2,4,9-10,15-19,21-22H2,1H3,(H,33,36)/b5-3+/t25-,26-,27+,29-,31+/m0/s1

IUPAC InChI key

ZQJBDIZBNGQJDT-JZAADHNPSA-N
GR6

wwPDB Information

Atom count

86 (44 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2009-07-08

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



GR6 : Atoms of Molecule

Total Number of Atoms: 86
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 3.91 3.376 0.553
2 C2 C C2 N Y N 0 4.731 2.447 -0.068
3 C3 C C3 N Y N 0 4.653 1.11 0.287
4 C4 C C4 N Y N 0 3.753 0.703 1.262
5 C5 C C5 N Y N 0 2.936 1.63 1.88
6 C6 C C6 N Y N 0 3.012 2.964 1.527
7 S7 S S7 N N N 0 3.652 -0.998 1.712
8 O8 O O8 N N N 0 4.835 -1.616 1.223
9 O9 O O9 N N N 0 3.261 -1.033 3.077
10 N10 N N10 N N N 0 2.375 -1.638 0.832
11 C11 C C11 N N N 0 2.321 -3.129 0.826
12 C12 C C12 N N N 0 2.319 -3.599 -0.629
13 C13 C C13 N N N 0 3.493 -4.553 -0.859
14 C14 C C14 N N N 0 4.238 -4.147 -2.132
15 C15 C C15 N N N 0 1.396 -0.804 0.13
16 C16 C C16 R N N 0 0.033 -0.932 0.814
17 O17 O O17 N N N 0 0.107 -0.38 2.13
18 C18 C C18 S N N 0 -1.018 -0.174 0.002
19 N19 N N19 N N N 0 -2.342 -0.395 0.59
20 C20 C C20 N N N 0 -3.446 -0.279 -0.175
21 O21 O O21 N N N 0 -3.344 0.008 -1.351
22 O22 O O22 N N N 0 -4.663 -0.482 0.366
23 C23 C C23 R N N 0 -5.807 -0.341 -0.516
24 C24 C C24 N N N 0 -6.168 -1.697 -1.148
25 O25 O O25 N N N 0 -7.469 -2.062 -0.668
26 C26 C C26 R N N 0 -8.168 -0.853 -0.319
27 O27 O O27 N N N 0 -9.071 -1.137 0.759
28 C28 C C28 N N N 0 -8.411 -0.979 2.018
29 C29 C C29 N N N 0 -6.961 -0.534 1.733
30 C30 C C30 S N N 0 -7.06 0.062 0.289
31 C31 C C31 N N N 0 -0.696 1.321 0.019
32 C32 C C32 N Y N 0 -2.847 2.54 -0.37
33 C33 C C33 N Y N 0 -3.727 3.216 -1.194
34 C34 C C34 N Y N 0 -3.419 3.406 -2.528
35 C35 C C35 N Y N 0 -2.23 2.919 -3.038
36 C36 C C36 N Y N 0 -1.349 2.243 -2.215
37 C37 C C37 N Y N 0 -1.658 2.053 -0.881
38 O38 O O38 N N N 0 3.988 4.689 0.211
39 C39 C C39 N N N 0 3.112 5.589 0.891
40 O40 O O40 N N N 0 5.455 0.196 -0.32
41 C41 C C41 N N N 0 5.597 0.299 -1.738
42 C42 C C42 N N N 0 6.336 -0.933 -2.266
43 C43 C C43 N N N 0 5.34 -2.016 -2.588
44 C44 C C44 N N N 0 5.234 -3.064 -1.808
45 H2 H H2 N N N 0 5.431 2.765 -0.827
46 H5 H H5 N N N 0 2.237 1.312 2.639
47 H6 H H6 N N N 0 2.372 3.688 2.01
48 H11 H H11 N N N 0 3.193 -3.531 1.342
49 H11A H H11A N N N 0 1.411 -3.466 1.324
50 H12 H H12 N N N 0 1.383 -4.116 -0.843
51 H12A H H12A N N N 0 2.416 -2.737 -1.29
52 H13 H H13 N N N 0 4.173 -4.503 -0.009
53 H13A H H13A N N N 0 3.118 -5.571 -0.966
54 H14 H H14 N N N 0 4.761 -5.012 -2.539
55 H14A H H14A N N N 0 3.524 -3.776 -2.868
56 H15 H H15 N N N 0 1.72 0.236 0.157
57 H15A H H15A N N N 0 1.315 -1.133 -0.906
58 H16 H H16 N N N 0 -0.244 -1.984 0.877
59 HO17 H HO17 N N N 0 0.351 0.556 2.151
60 H18 H H18 N N N 0 -1.013 -0.535 -1.027
61 HN19 H HN19 N N N 0 -2.424 -0.624 1.528
62 H23 H H23 N N N 0 -5.6 0.396 -1.292
63 H24 H H24 N N N 0 -6.186 -1.607 -2.234
64 H24A H H24A N N N 0 -5.437 -2.45 -0.852
65 H26 H H26 N N N 0 -8.668 -0.397 -1.173
66 H28 H H28 N N N 0 -8.921 -0.219 2.611
67 H30 H H30 N N N 0 -7.272 1.13 0.266
68 H28A H H28A N N N 0 -8.409 -1.927 2.556
69 H29 H H29 N N N 0 -6.644 0.229 2.444
70 H29A H H29A N N N 0 -6.284 -1.387 1.752
71 H31 H H31 N N N 0 -0.788 1.702 1.036
72 H31A H H31A N N N 0 0.323 1.477 -0.336
73 H32 H H32 N N N 0 -3.086 2.395 0.673
74 H33 H H33 N N N 0 -4.656 3.596 -0.795
75 H34 H H34 N N N 0 -4.107 3.934 -3.171
76 H35 H H35 N N N 0 -1.99 3.067 -4.081
77 H36 H H36 N N N 0 -0.421 1.863 -2.613
78 H39 H H39 N N N 0 3.276 6.603 0.525
79 H39A H H39A N N N 0 2.078 5.3 0.706
80 H39B H H39B N N N 0 3.313 5.553 1.962
81 H41 H H41 N N N 0 4.61 0.356 -2.198
82 H41A H H41A N N N 0 6.165 1.196 -1.983
83 H42 H H42 N N N 0 6.888 -0.667 -3.167
84 H42A H H42A N N N 0 7.031 -1.292 -1.507
85 H43 H H43 N N N 0 4.713 -1.931 -3.464
86 H44 H H44 N N N 0 5.861 -3.151 -0.933



GR6 : Chemical Bonds

Total Number of Bonds: 90
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C6 C1 C C doub 1.39 N Y
2 O38 C1 O C sing 1.36 N N
3 C1 C2 C C sing 1.39 N Y
4 C2 C3 C C doub 1.39 N Y
5 C2 H2 C H sing 1.08 N N
6 C4 C3 C C sing 1.39 N Y
7 C3 O40 C O sing 1.36 N N
8 C5 C4 C C doub 1.38 N Y
9 C4 S7 C S sing 1.76 N N
10 C6 C5 C C sing 1.38 N Y
11 C5 H5 C H sing 1.08 N N
12 C6 H6 C H sing 1.08 N N
13 O8 S7 O S doub 1.42 N N
14 S7 O9 S O doub 1.42 N N
15 S7 N10 S N sing 1.68 N N
16 C15 N10 C N sing 1.47 N N
17 N10 C11 N C sing 1.49 N N
18 C11 C12 C C sing 1.53 N N
19 C11 H11 C H sing 1.09 N N
20 C11 H11A C H sing 1.09 N N
21 C12 C13 C C sing 1.53 N N
22 C12 H12 C H sing 1.09 N N
23 C12 H12A C H sing 1.09 N N
24 C13 C14 C C sing 1.53 N N
25 C13 H13 C H sing 1.09 N N
26 C13 H13A C H sing 1.09 N N
27 C44 C14 C C sing 1.51 N N
28 C14 H14 C H sing 1.09 N N
29 C14 H14A C H sing 1.09 N N
30 C15 C16 C C sing 1.53 N N
31 C15 H15 C H sing 1.09 N N
32 C15 H15A C H sing 1.09 N N
33 C18 C16 C C sing 1.53 N N
34 C16 O17 C O sing 1.43 N N
35 C16 H16 C H sing 1.09 N N
36 O17 HO17 O H sing 0.97 N N
37 C31 C18 C C sing 1.53 N N
38 C18 N19 C N sing 1.47 N N
39 C18 H18 C H sing 1.09 N N
40 N19 C20 N C sing 1.35 N N
41 N19 HN19 N H sing 0.97 N N
42 O21 C20 O C doub 1.21 N N
43 C20 O22 C O sing 1.35 N N
44 O22 C23 O C sing 1.45 N N
45 C30 C23 C C sing 1.54 N N
46 C23 C24 C C sing 1.54 N N
47 C23 H23 C H sing 1.09 N N
48 O25 C24 O C sing 1.43 N N
49 C24 H24 C H sing 1.09 N N
50 C24 H24A C H sing 1.09 N N
51 C26 O25 C O sing 1.44 N N
52 C30 C26 C C sing 1.56 N N
53 O27 C26 O C sing 1.43 N N
54 C26 H26 C H sing 1.09 N N
55 C28 O27 C O sing 1.43 N N
56 C29 C28 C C sing 1.54 N N
57 C28 H28 C H sing 1.09 N N
58 C28 H28A C H sing 1.09 N N
59 C29 C30 C C sing 1.57 N N
60 C29 H29 C H sing 1.09 N N
61 C29 H29A C H sing 1.09 N N
62 C30 H30 C H sing 1.09 N N
63 C37 C31 C C sing 1.51 N N
64 C31 H31 C H sing 1.09 N N
65 C31 H31A C H sing 1.09 N N
66 C33 C32 C C doub 1.38 N Y
67 C32 C37 C C sing 1.38 N Y
68 C32 H32 C H sing 1.08 N N
69 C34 C33 C C sing 1.38 N Y
70 C33 H33 C H sing 1.08 N N
71 C34 C35 C C doub 1.38 N Y
72 C34 H34 C H sing 1.08 N N
73 C35 C36 C C sing 1.38 N Y
74 C35 H35 C H sing 1.08 N N
75 C36 C37 C C doub 1.38 N Y
76 C36 H36 C H sing 1.08 N N
77 O38 C39 O C sing 1.43 N N
78 C39 H39 C H sing 1.09 N N
79 C39 H39A C H sing 1.09 N N
80 C39 H39B C H sing 1.09 N N
81 O40 C41 O C sing 1.43 N N
82 C41 C42 C C sing 1.53 N N
83 C41 H41 C H sing 1.09 N N
84 C41 H41A C H sing 1.09 N N
85 C42 C43 C C sing 1.51 N N
86 C42 H42 C H sing 1.09 N N
87 C42 H42A C H sing 1.09 E N
88 C43 C44 C C doub 1.31 N N
89 C43 H43 C H sing 1.08 N N
90 C44 H44 C H sing 1.08 N N



GR6 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
GR6 3i6o Open in New Window Bound ligand 1 1