Chemical Components in the PDB

pdbe.org/chem
spacer

1O9 : Summary

Code

1O9

One-letter code

X

Molecule name

(4S,5R)-1-(4-tert-butylbenzoyl)-2-(2-methylpropyl)-4-pyrazin-2-yl-5-(1,3-thiazol-2-yl)-L-proline

Systematic names

ProgramVersionName
ACDLabs 12.01 (4S,5R)-1-(4-tert-butylbenzoyl)-2-(2-methylpropyl)-4-pyrazin-2-yl-5-(1,3-thiazol-2-yl)-L-proline
OpenEye OEToolkits 1.7.6 (2S,4S,5R)-1-(4-tert-butylphenyl)carbonyl-2-(2-methylpropyl)-4-pyrazin-2-yl-5-(1,3-thiazol-2-yl)pyrrolidine-2-carboxylic acid

Formula

C27 H32 N4 O3 S

Formal charge

0

Molecular weight

492.633 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)C4(N(C(=O)c1ccc(cc1)C(C)(C)C)C(c2nccs2)C(c3nccnc3)C4)CC(C)C
SMILES CACTVS 3.370 CC(C)C[C]1(C[CH]([CH](N1C(=O)c2ccc(cc2)C(C)(C)C)c3sccn3)c4cnccn4)C(O)=O
SMILES OpenEye OEToolkits 1.7.6 CC(C)CC1(CC(C(N1C(=O)c2ccc(cc2)C(C)(C)C)c3nccs3)c4cnccn4)C(=O)O
Canonical SMILES CACTVS 3.370 CC(C)C[C@]1(C[C@@H]([C@@H](N1C(=O)c2ccc(cc2)C(C)(C)C)c3sccn3)c4cnccn4)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.7.6 CC(C)C[C@]1(C[C@@H]([C@@H](N1C(=O)c2ccc(cc2)C(C)(C)C)c3nccs3)c4cnccn4)C(=O)O

IUPAC InChI

InChI=1S/C27H32N4O3S/c1-17(2)14-27(25(33)34)15-20(21-16-28-10-11-29-21)22(23-30-12-13-35-23)31(27)24(32)18-6-8-19(9-7-18)26(3,4)5/h6-13,16-17,20,22H,14-15H2,1-5H3,(H,33,34)/t20-,22-,27+/m1/s1

IUPAC InChI key

ZQOLMKRLEPUUFO-NTOOTBGVSA-N
1O9

wwPDB Information

Atom count

67 (35 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-04-08

Last modified at

2014-04-18

Status

Released

Obsoleted

Not Assigned



1O9 : Atoms of Molecule

Total Number of Atoms: 67
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C10 C C10 N N N 0 -2.093 2.772 -1.923
2 C11 C C11 N N N 0 -2.537 3.986 -2.743
3 C12 C C12 N N N 0 -0.666 2.386 -2.317
4 C13 C C13 N N N 0 0.577 1.95 0.365
5 C15 C C15 N Y N 0 1.863 1.253 0.148
6 C16 C C16 N Y N 0 1.882 -0.117 -0.115
7 C17 C C17 N Y N 0 3.085 -0.761 -0.316
8 C18 C C18 N Y N 0 4.272 -0.052 -0.258
9 C19 C C19 N Y N 0 4.26 1.307 0.0030
10 C2 C C2 S N N 0 -1.928 1.849 0.392
11 C20 C C20 N Y N 0 3.063 1.964 0.2
12 C21 C C21 N Y N 0 -0.614 -1.075 0.717
13 C23 C C23 N Y N 0 -0.207 -2.934 2.278
14 C24 C C24 N Y N 0 -0.992 -1.95 2.728
15 C26 C C26 N Y N 0 -2.664 -1.508 -1.08
16 C28 C C28 N Y N 0 -3.088 -3.428 -2.251
17 C29 C C29 N Y N 0 -3.624 -4.004 -1.112
18 C3 C C3 N N N 0 -2.945 0.771 -0.038
19 C31 C C31 N Y N 0 -3.195 -2.085 0.06
20 C32 C C32 N N N 0 5.582 -0.762 -0.478
21 C33 C C33 N N N 0 5.752 -1.858 0.576
22 C34 C C34 N N N 0 5.593 -1.391 -1.873
23 C35 C C35 N N N 0 6.732 0.241 -0.362
24 C4 C C4 S N N 0 -2.131 -0.099 -1.032
25 C5 C C5 R N N 0 -0.72 -0.062 -0.393
26 C6 C C6 N N N 0 -2.093 2.157 1.858
27 C9 C C9 N N N 0 -2.135 3.119 -0.434
28 H1 H H1 N N N 0 -3.266 0.179 0.819
29 H10 H H10 N N N 0 -2.506 3.739 -3.804
30 H11 H H11 N N N 0 -3.553 4.261 -2.463
31 H12 H H12 N N N 0 0.026 3.159 -1.981
32 H13 H H13 N N N 0 -0.405 1.436 -1.849
33 H14 H H14 N N N 0 -0.601 2.287 -3.4
34 H15 H H15 N N N 0 0.957 -0.672 -0.16
35 H16 H H16 N N N 0 3.101 -1.822 -0.52
36 H17 H H17 N N N 0 5.19 1.855 0.047
37 H18 H H18 N N N 0 3.055 3.026 0.399
38 H19 H H19 N N N 0 0.076 -3.821 2.825
39 H2 H H2 N N N 0 -3.801 1.226 -0.536
40 H20 H H20 N N N 0 -1.425 -1.955 3.717
41 H21 H H21 N N N 0 -3.053 -3.988 -3.174
42 H22 H H22 N N N 0 -4.007 -5.013 -1.146
43 H23 H H23 N N N 0 -3.227 -1.527 0.984
44 H24 H H24 N N N 0 4.933 -2.572 0.493
45 H25 H H25 N N N 0 6.7 -2.372 0.416
46 H26 H H26 N N N 0 5.744 -1.41 1.57
47 H27 H H27 N N N 0 5.472 -0.61 -2.624
48 H28 H H28 N N N 0 6.541 -1.904 -2.033
49 H29 H H29 N N N 0 4.774 -2.105 -1.957
50 H3 H H3 N N N 0 -2.122 0.348 -2.026
51 H30 H H30 N N N 0 6.724 0.688 0.632
52 H31 H H31 N N N 0 7.68 -0.273 -0.521
53 H32 H H32 N N N 0 6.611 1.021 -1.113
54 H4 H H4 N N N 0 0.041 -0.248 -1.151
55 H5 H H5 N N N 0 -1.212 2.824 3.499
56 H6 H H6 N N N 0 -3.103 3.557 -0.19
57 H7 H H7 N N N 0 -1.345 3.835 -0.205
58 H8 H H8 N N N 0 -2.763 1.936 -2.121
59 H9 H H9 N N N 0 -1.866 4.822 -2.546
60 N1 N N1 N N N 0 -0.585 1.305 0.144
61 N25 N N25 N Y N 0 -1.185 -0.969 1.87
62 N27 N N27 N Y N 0 -2.621 -2.193 -2.209
63 N30 N N30 N Y N 0 -3.668 -3.319 0.017
64 O14 O O14 N N N 0 0.568 3.106 0.742
65 O7 O O7 N N N 0 -3.157 1.969 2.399
66 O8 O O8 N N N 0 -1.058 2.641 2.562
67 S22 S S22 N Y N 0 0.285 -2.527 0.636



1O9 : Chemical Bonds

Total Number of Bonds: 70
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O7 C6 O C doub 1.21 N N
2 O8 C6 O C sing 1.34 N N
3 C6 C2 C C sing 1.51 N N
4 C24 N25 C N sing 1.32 N Y
5 C24 C23 C C doub 1.34 N Y
6 N25 C21 N C doub 1.29 N Y
7 C28 N27 C N doub 1.32 N Y
8 C28 C29 C C sing 1.38 N Y
9 N27 C26 N C sing 1.32 N Y
10 C3 C2 C C sing 1.54 N N
11 C3 C4 C C sing 1.55 N N
12 C23 S22 C S sing 1.76 N Y
13 C2 C9 C C sing 1.53 N N
14 C2 N1 C N sing 1.47 N N
15 C29 N30 C N doub 1.32 N Y
16 C9 C10 C C sing 1.53 N N
17 C21 C5 C C sing 1.51 N N
18 C21 S22 C S sing 1.71 N Y
19 C26 C4 C C sing 1.51 N N
20 C26 C31 C C doub 1.38 N Y
21 C4 C5 C C sing 1.55 N N
22 N1 C5 N C sing 1.47 N N
23 N1 C13 N C sing 1.35 N N
24 O14 C13 O C doub 1.22 N N
25 C13 C15 C C sing 1.48 N N
26 N30 C31 N C sing 1.32 N Y
27 C10 C12 C C sing 1.53 N N
28 C10 C11 C C sing 1.53 N N
29 C16 C15 C C doub 1.4 N Y
30 C16 C17 C C sing 1.38 N Y
31 C15 C20 C C sing 1.4 N Y
32 C17 C18 C C doub 1.38 N Y
33 C20 C19 C C doub 1.38 N Y
34 C18 C19 C C sing 1.38 N Y
35 C18 C32 C C sing 1.51 N N
36 C33 C32 C C sing 1.53 N N
37 C32 C34 C C sing 1.53 N N
38 C32 C35 C C sing 1.53 N N
39 C3 H1 C H sing 1.09 N N
40 C3 H2 C H sing 1.09 N N
41 C4 H3 C H sing 1.09 N N
42 C5 H4 C H sing 1.09 N N
43 O8 H5 O H sing 0.97 N N
44 C9 H6 C H sing 1.09 N N
45 C9 H7 C H sing 1.09 N N
46 C10 H8 C H sing 1.09 N N
47 C11 H9 C H sing 1.09 N N
48 C11 H10 C H sing 1.09 N N
49 C11 H11 C H sing 1.09 N N
50 C12 H12 C H sing 1.09 N N
51 C12 H13 C H sing 1.09 N N
52 C12 H14 C H sing 1.09 N N
53 C16 H15 C H sing 1.08 N N
54 C17 H16 C H sing 1.08 N N
55 C19 H17 C H sing 1.08 N N
56 C20 H18 C H sing 1.08 N N
57 C23 H19 C H sing 1.08 N N
58 C24 H20 C H sing 1.08 N N
59 C28 H21 C H sing 1.08 N N
60 C29 H22 C H sing 1.08 N N
61 C31 H23 C H sing 1.08 N N
62 C33 H24 C H sing 1.09 N N
63 C33 H25 C H sing 1.09 N N
64 C33 H26 C H sing 1.09 N N
65 C34 H27 C H sing 1.09 N N
66 C34 H28 C H sing 1.09 N N
67 C34 H29 C H sing 1.09 N N
68 C35 H30 C H sing 1.09 N N
69 C35 H31 C H sing 1.09 N N
70 C35 H32 C H sing 1.09 N N



1O9 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
1O9 4jy0 Open in New Window Bound ligand 2 1