Chemical Components in the PDB

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0GS : Summary

Code

0GS

One-letter code

X

Molecule name

(3S,4S,5R)-3-(4-amino-3-bromo-5-fluorobenzyl)-5-{[3-(1,1-difluoroethyl)benzyl]amino}tetrahydro-2H-thiopyran-4-ol 1,1-dioxide

Systematic names

ProgramVersionName
ACDLabs 12.01 (3S,4S,5R)-3-(4-amino-3-bromo-5-fluorobenzyl)-5-{[3-(1,1-difluoroethyl)benzyl]amino}tetrahydro-2H-thiopyran-4-ol 1,1-dioxide
OpenEye OEToolkits 1.7.6 (3S,4S,5R)-3-[(4-azanyl-3-bromanyl-5-fluoranyl-phenyl)methyl]-5-[[3-[1,1-bis(fluoranyl)ethyl]phenyl]methylamino]-1,1-bis(oxidanylidene)thian-4-ol

Formula

C21 H24 Br F3 N2 O3 S

Formal charge

0

Molecular weight

521.391 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=S2(=O)CC(C(O)C(NCc1cccc(c1)C(F)(F)C)C2)Cc3cc(F)c(N)c(Br)c3
SMILES CACTVS 3.370 CC(F)(F)c1cccc(CN[CH]2C[S](=O)(=O)C[CH](Cc3cc(F)c(N)c(Br)c3)[CH]2O)c1
SMILES OpenEye OEToolkits 1.7.6 CC(c1cccc(c1)CNC2CS(=O)(=O)CC(C2O)Cc3cc(c(c(c3)Br)N)F)(F)F
Canonical SMILES CACTVS 3.370 CC(F)(F)c1cccc(CN[C@H]2C[S](=O)(=O)C[C@@H](Cc3cc(F)c(N)c(Br)c3)[C@@H]2O)c1
Canonical SMILES OpenEye OEToolkits 1.7.6 CC(c1cccc(c1)CN[C@H]2CS(=O)(=O)C[C@H]([C@@H]2O)Cc3cc(c(c(c3)Br)N)F)(F)F

IUPAC InChI

InChI=1S/C21H24BrF3N2O3S/c1-21(24,25)15-4-2-3-12(6-15)9-27-18-11-31(29,30)10-14(20(18)28)5-13-7-16(22)19(26)17(23)8-13/h2-4,6-8,14,18,20,27-28H,5,9-11,26H2,1H3/t14-,18+,20+/m1/s1

IUPAC InChI key

QBRKIXCNLLQOPH-WNYOCNMUSA-N
0GS

wwPDB Information

Atom count

55 (31 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-01-11

Last modified at

2012-11-16

Status

Released

Obsoleted

Not Assigned



0GS : Atoms of Molecule

Total Number of Atoms: 55
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 BR1 BR BR1 N N N 0 6.246 -2.193 -0.735
2 C2 C C2 N Y N 0 5.379 -0.761 0.144
3 C3 C C3 N Y N 0 6.047 0.44 0.342
4 C4 C C4 N Y N 0 5.406 1.491 0.988
5 C5 C C5 N Y N 0 4.105 1.336 1.432
6 C7 C C7 N Y N 0 3.443 0.138 1.233
7 C8 C C8 N Y N 0 4.077 -0.906 0.586
8 C10 C C10 N N N 0 2.026 -0.027 1.717
9 C13 C C13 S N N 0 1.056 0.399 0.613
10 C15 C C15 S N N 0 -0.375 0.11 1.056
11 C17 C C17 R N N 0 -1.345 0.286 -0.109
12 C19 C C19 N N N 0 -1.462 1.769 -0.472
13 S22 S S22 N N N 0 0.153 2.365 -1.052
14 C23 C C23 N N N 0 1.225 1.895 0.338
15 O26 O O26 N N N 0 0.111 3.783 -1.136
16 O27 O O27 N N N 0 0.532 1.611 -2.195
17 N28 N N28 N N N 0 -2.667 -0.225 0.276
18 C30 C C30 N N N 0 -3.44 -0.628 -0.907
19 C33 C C33 N Y N 0 -4.787 -1.146 -0.474
20 C34 C C34 N Y N 0 -5.857 -0.278 -0.356
21 C36 C C36 N Y N 0 -7.092 -0.754 0.041
22 C37 C C37 N Y N 0 -7.258 -2.098 0.321
23 C39 C C39 N Y N 0 -6.189 -2.965 0.204
24 C41 C C41 N Y N 0 -4.955 -2.491 -0.199
25 C43 C C43 N N N 0 -8.258 0.192 0.169
26 F44 F F44 N N N 0 -8.109 1.242 -0.744
27 F45 F F45 N N N 0 -9.447 -0.494 -0.098
28 C46 C C46 N N N 0 -8.303 0.756 1.59
29 O50 O O50 N N N 0 -0.457 -1.233 1.537
30 F52 F F52 N N N 0 6.052 2.661 1.184
31 N53 N N53 N N N 0 7.363 0.593 -0.108
32 H1 H H1 N N N 0 3.606 2.151 1.934
33 H2 H H2 N N N 0 3.555 -1.839 0.428
34 H3 H H3 N N N 0 1.849 -1.071 1.973
35 H4 H H4 N N N 0 1.868 0.595 2.598
36 H5 H H5 N N N 0 1.274 -0.163 -0.296
37 H6 H H6 N N N 0 -0.648 0.796 1.857
38 H7 H H7 N N N 0 -0.979 -0.269 -0.972
39 H8 H H8 N N N 0 -2.202 1.892 -1.262
40 H9 H H9 N N N 0 -1.766 2.337 0.407
41 H10 H H10 N N N 0 0.944 2.464 1.224
42 H11 H H11 N N N 0 2.264 2.102 0.084
43 H12 H H12 N N N 0 -3.172 0.454 0.824
44 H14 H H14 N N N 0 -3.575 0.232 -1.563
45 H15 H H15 N N N 0 -2.904 -1.412 -1.442
46 H16 H H16 N N N 0 -5.727 0.771 -0.575
47 H17 H H17 N N N 0 -8.224 -2.469 0.632
48 H18 H H18 N N N 0 -6.319 -4.015 0.423
49 H19 H H19 N N N 0 -4.12 -3.17 -0.295
50 H20 H H20 N N N 0 -7.376 1.291 1.799
51 H21 H H21 N N N 0 -9.146 1.441 1.683
52 H22 H H22 N N N 0 -8.419 -0.061 2.302
53 H23 H H23 N N N 0 -1.339 -1.49 1.837
54 H24 H H24 N N N 0 7.81 -0.141 -0.558
55 H25 H H25 N N N 0 7.829 1.432 0.031



0GS : Chemical Bonds

Total Number of Bonds: 57
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O26 S22 O S doub 1.4211066 N N
2 C19 S22 C S sing 1.8165464 N N
3 C19 C17 C C sing 1.5312567 N N
4 C30 N28 C N sing 1.4694989 N N
5 C30 C33 C C sing 1.5067255 N N
6 S22 O27 S O doub 1.4207766 N N
7 S22 C23 S C sing 1.8171912 N N
8 N28 C17 N C sing 1.4686831 N N
9 C41 C33 C C doub 1.3830669 N Y
10 C41 C39 C C sing 1.3819699 N Y
11 C17 C15 C C sing 1.5261393 N N
12 C33 C34 C C sing 1.3828405 N Y
13 C23 C13 C C sing 1.5304254 N N
14 C39 C37 C C doub 1.3813541 N Y
15 C15 C13 C C sing 1.5256248 N N
16 C15 O50 C O sing 1.4288926 N N
17 C34 C36 C C doub 1.381814 N Y
18 C13 C10 C C sing 1.5300955 N N
19 C37 C36 C C sing 1.3828565 N Y
20 BR1 C2 BR C sing 1.8907548 N N
21 C36 C43 C C sing 1.506936 N N
22 C8 C2 C C doub 1.3826036 N Y
23 C8 C7 C C sing 1.3822087 N Y
24 C10 C7 C C sing 1.5064428 N N
25 C2 C3 C C sing 1.3884628 N Y
26 C7 C5 C C doub 1.3831302 N Y
27 C3 N53 C N sing 1.3992015 N N
28 C3 C4 C C doub 1.390251 N Y
29 C5 C4 C C sing 1.3833879 N Y
30 C43 F44 C F sing 1.399382 N N
31 C43 C46 C C sing 1.5294973 N N
32 C43 F45 C F sing 1.3984299 N N
33 C4 F52 C F sing 1.3507894 N N
34 C5 H1 C H sing 1.0794582 N N
35 C8 H2 C H sing 1.0807114 N N
36 C10 H3 C H sing 1.089404 N N
37 C10 H4 C H sing 1.0899583 N N
38 C13 H5 C H sing 1.0907103 N N
39 C15 H6 C H sing 1.0893695 N N
40 C17 H7 C H sing 1.0893805 N N
41 C19 H8 C H sing 1.0894169 N N
42 C19 H9 C H sing 1.0898077 N N
43 C23 H10 C H sing 1.0898248 N N
44 C23 H11 C H sing 1.089443 N N
45 N28 H12 N H sing 1.0081518 N N
46 C30 H14 C H sing 1.0900279 N N
47 C30 H15 C H sing 1.0900353 N N
48 C34 H16 C H sing 1.079473 N N
49 C37 H17 C H sing 1.0805174 N N
50 C39 H18 C H sing 1.0804448 N N
51 C41 H19 C H sing 1.0805008 N N
52 C46 H20 C H sing 1.0905205 N N
53 C46 H21 C H sing 1.090194 N N
54 C46 H22 C H sing 1.0899032 N N
55 O50 H23 O H sing 0.9664228 N N
56 N53 H24 N H sing 0.970085 N N
57 N53 H25 N H sing 0.9697412 N N



0GS : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0GS 3vf3 Open in New Window Bound ligand 1 1