Chemical Components in the PDB

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H59 : Summary

Code

H59

One-letter code

X

Molecule name

N-{3-[(5S)-5-(1,1-dimethylpropyl)-1-(4-fluoro-3-methylbenzyl)-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]-1,1-dioxido-4H-1,4-benzothiazin-7-yl}methanesulfonamide

Systematic names

ProgramVersionName
ACDLabs 10.04 N-{3-[(5S)-5-(1,1-dimethylpropyl)-1-(4-fluoro-3-methylbenzyl)-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]-1,1-dioxido-4H-1,4-benzothiazin-7-yl}methanesulfonamide
OpenEye OEToolkits 1.5.0 N-[3-[(5S)-1-[(4-fluoro-3-methyl-phenyl)methyl]-4-hydroxy-5-(2-methylbutan-2-yl)-2-oxo-5H-pyrrol-3-yl]-1,1-dioxo-4H-benzo[b][1,4]thiazin-7-yl]methanesulfonamide

Formula

C26 H30 F N3 O6 S2

Formal charge

0

Molecular weight

563.661 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 Fc1ccc(cc1C)CN4C(=O)C(C=3Nc2c(cc(cc2)NS(=O)(=O)C)S(=O)(=O)C=3)=C(O)C4C(C)(C)CC
SMILES CACTVS 3.341 CCC(C)(C)[CH]1N(Cc2ccc(F)c(C)c2)C(=O)C(=C1O)C3=C[S](=O)(=O)c4cc(N[S](C)(=O)=O)ccc4N3
SMILES OpenEye OEToolkits 1.5.0 CCC(C)(C)C1C(=C(C(=O)N1Cc2ccc(c(c2)C)F)C3=CS(=O)(=O)c4cc(ccc4N3)NS(=O)(=O)C)O
Canonical SMILES CACTVS 3.341 CCC(C)(C)[C@@H]1N(Cc2ccc(F)c(C)c2)C(=O)C(=C1O)C3=C[S](=O)(=O)c4cc(N[S](C)(=O)=O)ccc4N3
Canonical SMILES OpenEye OEToolkits 1.5.0 CCC(C)(C)[C@H]1C(=C(C(=O)N1Cc2ccc(c(c2)C)F)C3=CS(=O)(=O)c4cc(ccc4N3)NS(=O)(=O)C)O

IUPAC InChI

InChI=1S/C26H30FN3O6S2/c1-6-26(3,4)24-23(31)22(25(32)30(24)13-16-7-9-18(27)15(2)11-16)20-14-38(35,36)21-12-17(29-37(5,33)34)8-10-19(21)28-20/h7-12,14,24,28-29,31H,6,13H2,1-5H3/t24-/m1/s1

IUPAC InChI key

FIWSMJXHIVIUAK-XMMPIXPASA-N
H59

wwPDB Information

Atom count

68 (38 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2009-04-29

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



H59 : Atoms of Molecule

Total Number of Atoms: 68
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 -4.599 1.793 -0.57
2 C2 C C2 N Y N 0 -3.85 2.872 -1.0
3 C3 C C3 N Y N 0 -3.996 4.103 -0.388
4 C4 C C4 N Y N 0 -4.893 4.255 0.655
5 C5 C C5 N Y N 0 -5.643 3.173 1.085
6 C6 C C6 N Y N 0 -5.496 1.944 0.472
7 C7 C C7 N N N 0 -1.346 -1.144 0.088
8 C8 C C8 N N N 0 -2.232 -1.827 0.858
9 C9 C C9 S N N 0 -3.607 -1.328 0.48
10 N10 N N10 N N N 0 -3.397 -0.315 -0.562
11 C11 C C11 N N N 0 -2.074 -0.217 -0.781
12 C12 C C12 N Y N 0 3.063 -1.111 -0.139
13 C13 C C13 N Y N 0 2.235 -0.027 0.124
14 C14 C C14 N Y N 0 2.769 1.259 0.09
15 C15 C C15 N Y N 0 4.104 1.449 -0.198
16 C16 C C16 N Y N 0 4.927 0.36 -0.455
17 C17 C C17 N Y N 0 4.398 -0.925 -0.424
18 C18 C C18 N N N 0 0.124 -1.306 0.125
19 N19 N N19 N N N 0 0.888 -0.2 0.429
20 S20 S S20 N N N 0 2.377 -2.737 -0.11
21 C21 C C21 N N N 0 0.625 -2.512 -0.138
22 O22 O O22 N N N 0 2.729 -3.35 -1.344
23 O23 O O23 N N N 0 2.697 -3.293 1.158
24 N24 N N24 N N N 0 6.282 0.556 -0.745
25 S25 S S25 N N N 0 7.18 1.607 0.166
26 C26 C C26 N N N 0 7.212 0.861 1.819
27 O27 O O27 N N N 0 8.472 1.566 -0.424
28 O28 O O28 N N N 0 6.416 2.805 0.175
29 O29 O O29 N N N 0 -1.941 -2.766 1.779
30 O30 O O30 N N N 0 -1.556 0.534 -1.586
31 C31 C C31 N N N 0 -4.443 0.453 -1.241
32 F32 F F32 N N N 0 -5.037 5.458 1.254
33 C33 C C33 N N N 0 -3.179 5.28 -0.857
34 C34 C C34 N N N 0 -4.453 -2.479 -0.068
35 C35 C C35 N N N 0 -4.46 -3.631 0.939
36 C36 C C36 N N N 0 -5.306 -4.782 0.392
37 C37 C C37 N N N 0 -5.886 -1.994 -0.298
38 C38 C C38 N N N 0 -3.86 -2.963 -1.392
39 H2 H H2 N N N 0 -3.15 2.754 -1.813
40 H5 H H5 N N N 0 -6.343 3.291 1.899
41 H6 H H6 N N N 0 -6.08 1.1 0.808
42 H9 H H9 N N N 0 -4.096 -0.881 1.346
43 H14 H H14 N N N 0 2.135 2.11 0.289
44 H15 H H15 N N N 0 4.512 2.449 -0.223
45 H17 H H17 N N N 0 5.033 -1.776 -0.622
46 HN19 H HN19 N N N 0 0.446 0.525 0.898
47 H21 H H21 N N N 0 -0.03 -3.34 -0.363
48 HN24 H HN24 N N N 0 6.695 0.076 -1.48
49 H26 H H26 N N N 0 7.672 -0.126 1.764
50 H26A H H26A N N N 0 7.789 1.494 2.493
51 H26B H H26B N N N 0 6.193 0.765 2.194
52 HO29 H HO29 N N N 0 -1.005 -2.924 1.964
53 H31 H H31 N N N 0 -5.386 -0.091 -1.188
54 H31A H H31A N N N 0 -4.166 0.6 -2.285
55 H35 H H35 N N N 0 -3.439 -3.976 1.103
56 H33 H H33 N N N 0 -3.72 5.809 -1.641
57 H33A H H33A N N N 0 -3.0 5.954 -0.02
58 H33B H H33B N N N 0 -2.225 4.926 -1.249
59 H35A H H35A N N N 0 -4.883 -3.286 1.883
60 H36 H H36 N N N 0 -6.327 -4.437 0.228
61 H37A H H37A N N N 0 -6.567 -2.845 -0.268
62 H36A H H36A N N N 0 -4.884 -5.127 -0.552
63 H36B H H36B N N N 0 -5.311 -5.603 1.109
64 H37 H H37 N N N 0 -5.954 -1.509 -1.271
65 H37B H H37B N N N 0 -6.159 -1.283 0.482
66 H38 H H38 N N N 0 -2.839 -3.309 -1.228
67 H38A H H38A N N N 0 -4.463 -3.783 -1.782
68 H38B H H38B N N N 0 -3.855 -2.142 -2.11



H59 : Chemical Bonds

Total Number of Bonds: 71
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C doub 1.38 N Y
2 C1 C6 C C sing 1.38 N Y
3 C1 C31 C C sing 1.51 N N
4 C2 C3 C C sing 1.38 N Y
5 C3 C4 C C doub 1.38 N Y
6 C3 C33 C C sing 1.51 N N
7 C4 C5 C C sing 1.38 N Y
8 C4 F32 C F sing 1.35 N N
9 C5 C6 C C doub 1.38 N Y
10 C7 C8 C C doub 1.36 N N
11 C7 C11 C C sing 1.46 N N
12 C7 C18 C C sing 1.48 N N
13 C8 C9 C C sing 1.51 N N
14 C8 O29 C O sing 1.35 N N
15 C9 N10 C N sing 1.47 N N
16 C9 C34 C C sing 1.53 N N
17 N10 C11 N C sing 1.34 N N
18 N10 C31 N C sing 1.46 N N
19 C11 O30 C O doub 1.22 N N
20 C12 C13 C C doub 1.39 N Y
21 C12 C17 C C sing 1.38 N Y
22 C12 S20 C S sing 1.77 N N
23 C13 C14 C C sing 1.39 N Y
24 C13 N19 C N sing 1.39 N N
25 C14 C15 C C doub 1.38 N Y
26 C15 C16 C C sing 1.39 N Y
27 C16 C17 C C doub 1.39 N Y
28 C16 N24 C N sing 1.4 N N
29 C18 N19 C N sing 1.38 N N
30 C18 C21 C C doub 1.33 N N
31 S20 C21 S C sing 1.77 N N
32 S20 O22 S O doub 1.42 N N
33 S20 O23 S O doub 1.42 N N
34 N24 S25 N S sing 1.66 N N
35 S25 C26 S C sing 1.81 N N
36 S25 O27 S O doub 1.42 N N
37 S25 O28 S O doub 1.42 N N
38 C34 C35 C C sing 1.53 N N
39 C34 C37 C C sing 1.53 N N
40 C34 C38 C C sing 1.53 N N
41 C35 C36 C C sing 1.53 N N
42 C2 H2 C H sing 1.08 N N
43 C5 H5 C H sing 1.08 N N
44 C6 H6 C H sing 1.08 N N
45 C9 H9 C H sing 1.09 N N
46 C14 H14 C H sing 1.08 N N
47 C15 H15 C H sing 1.08 N N
48 C17 H17 C H sing 1.08 N N
49 N19 HN19 N H sing 0.97 N N
50 C21 H21 C H sing 1.08 N N
51 N24 HN24 N H sing 0.97 N N
52 C26 H26 C H sing 1.09 N N
53 C26 H26A C H sing 1.09 N N
54 C26 H26B C H sing 1.09 N N
55 O29 HO29 O H sing 0.97 N N
56 C31 H31 C H sing 1.09 N N
57 C31 H31A C H sing 1.09 N N
58 C33 H33 C H sing 1.09 N N
59 C33 H33A C H sing 1.09 N N
60 C33 H33B C H sing 1.09 N N
61 C35 H35 C H sing 1.09 N N
62 C35 H35A C H sing 1.09 N N
63 C36 H36 C H sing 1.09 N N
64 C36 H36A C H sing 1.09 N N
65 C36 H36B C H sing 1.09 N N
66 C37 H37 C H sing 1.09 N N
67 C37 H37A C H sing 1.09 N N
68 C37 H37B C H sing 1.09 N N
69 C38 H38 C H sing 1.09 N N
70 C38 H38A C H sing 1.09 N N
71 C38 H38B C H sing 1.09 N N



H59 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
H59 3h59 Open in New Window Bound ligand 2 1