Chemical Components in the PDB

pdbe.org/chem
spacer

1OY : Summary

Code

1OY

One-letter code

X

Molecule name

(3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-N-[(3S)-3,4-dihydroxybutyl]-5-(2,2-dimethylpropyl)-D-prolinamide

Systematic names

ProgramVersionName
ACDLabs 12.01 (3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-N-[(3S)-3,4-dihydroxybutyl]-5-(2,2-dimethylpropyl)-D-prolinamide
OpenEye OEToolkits 1.7.6 (2R,3S,4R,5S)-N-[(3S)-3,4-bis(oxidanyl)butyl]-3-(3-chloranyl-2-fluoranyl-phenyl)-4-(4-chloranyl-2-fluoranyl-phenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carboxamide

Formula

C27 H31 Cl2 F2 N3 O3

Formal charge

0

Molecular weight

554.456 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 Clc1cccc(c1F)C3C(C(=O)NCCC(O)CO)NC(CC(C)(C)C)C3(C#N)c2ccc(Cl)cc2F
SMILES CACTVS 3.370 CC(C)(C)C[CH]1N[CH]([CH](c2cccc(Cl)c2F)[C]1(C#N)c3ccc(Cl)cc3F)C(=O)NCC[CH](O)CO
SMILES OpenEye OEToolkits 1.7.6 CC(C)(C)CC1C(C(C(N1)C(=O)NCCC(CO)O)c2cccc(c2F)Cl)(C#N)c3ccc(cc3F)Cl
Canonical SMILES CACTVS 3.370 CC(C)(C)C[C@@H]1N[C@H]([C@H](c2cccc(Cl)c2F)[C@@]1(C#N)c3ccc(Cl)cc3F)C(=O)NCC[C@H](O)CO
Canonical SMILES OpenEye OEToolkits 1.7.6 CC(C)(C)C[C@H]1[C@]([C@H]([C@@H](N1)C(=O)NCC[C@@H](CO)O)c2cccc(c2F)Cl)(C#N)c3ccc(cc3F)Cl

IUPAC InChI

InChI=1S/C27H31Cl2F2N3O3/c1-26(2,3)12-21-27(14-32,18-8-7-15(28)11-20(18)30)22(17-5-4-6-19(29)23(17)31)24(34-21)25(37)33-10-9-16(36)13-35/h4-8,11,16,21-22,24,34-36H,9-10,12-13H2,1-3H3,(H,33,37)/t16-,21-,22-,24+,27-/m0/s1

IUPAC InChI key

MSOWFEGZEMCNQZ-UIHIWPSYSA-N
1OY

wwPDB Information

Atom count

68 (37 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-04-16

Last modified at

2013-07-19

Status

Released

Obsoleted

Not Assigned



1OY : 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 R N N 0 0.443 -0.884 1.486
2 C10 C C10 N N N 0 1.502 -1.516 0.62
3 C12 C C12 N N N 0 3.737 -1.541 -0.352
4 C13 C C13 N N N 0 4.998 -0.676 -0.328
5 C14 C C14 S N N 0 6.074 -1.318 -1.207
6 C15 C C15 N N N 0 7.29 -0.393 -1.283
7 C2 C C2 S N N 0 -0.256 0.252 0.715
8 C21 C C21 N Y N 0 -0.138 1.548 1.473
9 C22 C C22 N Y N 0 0.475 2.641 0.885
10 C23 C C23 N Y N 0 0.582 3.833 1.584
11 C24 C C24 N Y N 0 0.078 3.929 2.867
12 C25 C C25 N Y N 0 -0.529 2.835 3.455
13 C26 C C26 N Y N 0 -0.637 1.645 2.759
14 C3 C C3 R N N 0 -1.737 -0.18 0.617
15 C31 C C31 N Y N 0 -2.304 0.165 -0.736
16 C32 C C32 N Y N 0 -1.687 -0.3 -1.885
17 C33 C C33 N Y N 0 -2.211 0.013 -3.127
18 C34 C C34 N Y N 0 -3.352 0.789 -3.22
19 C35 C C35 N Y N 0 -3.964 1.258 -2.071
20 C36 C C36 N Y N 0 -3.444 0.942 -0.831
21 C37 C C37 N N N 0 -2.533 0.442 1.687
22 C4 C C4 S N N 0 -1.663 -1.721 0.811
23 C41 C C41 N N N 0 -2.992 -2.268 1.335
24 C42 C C42 N N N 0 -2.889 -3.785 1.5
25 C43 C C43 N N N 0 -1.878 -4.111 2.6
26 C44 C C44 N N N 0 -2.429 -4.412 0.182
27 C45 C C45 N N N 0 -4.259 -4.351 1.882
28 CL2 CL CL2 N N N 0 1.35 5.205 0.847
29 CL3 CL CL3 N N N 0 -4.01 1.183 -4.777
30 F2 F F2 N N N 0 0.966 2.546 -0.37
31 F3 F F3 N N N 0 -0.573 -1.06 -1.793
32 H1 H H1 N N N 0 0.895 -0.491 2.397
33 H10 H H10 N N N 0 7.741 -0.303 -0.294
34 H11 H H11 N N N 0 9.045 -0.4 -2.293
35 H12 H H12 N N N 0 -0.95 -1.73 2.758
36 H14 H H14 N N N 0 0.177 0.355 -0.28
37 H15 H H15 N N N 0 -1.111 0.791 3.22
38 H16 H H16 N N N 0 -0.92 2.909 4.459
39 H17 H H17 N N N 0 0.161 4.858 3.413
40 H18 H H18 N N N 0 -1.73 -0.35 -4.024
41 H19 H H19 N N N 0 -3.927 1.301 0.066
42 H2 H H2 N N N 0 2.892 -0.094 0.953
43 H20 H H20 N N N 0 -4.855 1.865 -2.143
44 H21 H H21 N N N 0 -1.386 -2.213 -0.122
45 H22 H H22 N N N 0 -3.218 -1.812 2.299
46 H23 H H23 N N N 0 -3.786 -2.032 0.626
47 H24 H H24 N N N 0 -4.587 -3.904 2.821
48 H25 H H25 N N N 0 -4.979 -4.118 1.098
49 H26 H H26 N N N 0 -4.186 -5.432 2.0
50 H27 H H27 N N N 0 -2.356 -5.493 0.299
51 H28 H H28 N N N 0 -3.15 -4.179 -0.602
52 H29 H H29 N N N 0 -1.454 -4.009 -0.09
53 H3 H H3 N N N 0 3.97 -2.535 0.028
54 H30 H H30 N N N 0 -2.121 -3.542 3.497
55 H31 H H31 N N N 0 -1.916 -5.177 2.825
56 H32 H H32 N N N 0 -0.876 -3.847 2.263
57 H4 H H4 N N N 0 3.37 -1.619 -1.375
58 H5 H H5 N N N 0 4.765 0.319 -0.707
59 H6 H H6 N N N 0 5.365 -0.597 0.696
60 H7 H H7 N N N 0 5.676 -1.478 -2.209
61 H8 H H8 N N N 0 6.828 -2.505 0.25
62 H9 H H9 N N N 0 6.976 0.592 -1.629
63 N1 N N1 N N N 0 -0.592 -1.883 1.827
64 N11 N N11 N N N 0 2.707 -0.926 0.49
65 N37 N N37 N N N 0 -3.147 0.923 2.513
66 O10 O O10 N N N 0 1.271 -2.556 0.041
67 O14 O O14 N N N 0 6.464 -2.572 -0.643
68 O15 O O15 N N N 0 8.246 -0.936 -2.195



1OY : 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 CL3 C34 CL C sing 1.74 N N
2 C44 C42 C C sing 1.53 N N
3 C33 C34 C C doub 1.38 N Y
4 C33 C32 C C sing 1.38 N Y
5 F3 C32 F C sing 1.35 N N
6 C45 C42 C C sing 1.53 N N
7 O14 C14 O C sing 1.43 N N
8 C34 C35 C C sing 1.38 N Y
9 C32 C31 C C doub 1.38 N Y
10 C42 C43 C C sing 1.53 N N
11 C42 C41 C C sing 1.53 N N
12 C14 C13 C C sing 1.53 N N
13 C14 C15 C C sing 1.53 N N
14 C12 C13 C C sing 1.53 N N
15 C12 N11 C N sing 1.47 N N
16 C35 C36 C C doub 1.38 N Y
17 F2 C22 F C sing 1.35 N N
18 C4 C41 C C sing 1.53 N N
19 C4 N1 C N sing 1.49 N N
20 C4 C3 C C sing 1.55 N N
21 N11 C10 N C sing 1.35 N N
22 C31 C36 C C sing 1.38 N Y
23 C31 C3 C C sing 1.51 N N
24 C15 O15 C O sing 1.43 N N
25 N1 C1 N C sing 1.48 N N
26 C3 C2 C C sing 1.55 N N
27 C3 C37 C C sing 1.47 N N
28 C10 O10 C O doub 1.21 N N
29 C10 C1 C C sing 1.51 N N
30 C2 C1 C C sing 1.54 N N
31 C2 C21 C C sing 1.51 N N
32 C22 C21 C C doub 1.38 N Y
33 C22 C23 C C sing 1.39 N Y
34 CL2 C23 CL C sing 1.74 N N
35 C21 C26 C C sing 1.38 N Y
36 C37 N37 C N trip 1.14 N N
37 C23 C24 C C doub 1.38 N Y
38 C26 C25 C C doub 1.38 N Y
39 C24 C25 C C sing 1.38 N Y
40 C1 H1 C H sing 1.09 N N
41 N11 H2 N H sing 0.97 N N
42 C12 H3 C H sing 1.09 N N
43 C12 H4 C H sing 1.09 N N
44 C13 H5 C H sing 1.09 N N
45 C13 H6 C H sing 1.09 N N
46 C14 H7 C H sing 1.09 N N
47 O14 H8 O H sing 0.97 N N
48 C15 H9 C H sing 1.09 N N
49 C15 H10 C H sing 1.09 N N
50 O15 H11 O H sing 0.97 N N
51 N1 H12 N H sing 1.01 N N
52 C2 H14 C H sing 1.09 N N
53 C26 H15 C H sing 1.08 N N
54 C25 H16 C H sing 1.08 N N
55 C24 H17 C H sing 1.08 N N
56 C33 H18 C H sing 1.08 N N
57 C36 H19 C H sing 1.08 N N
58 C35 H20 C H sing 1.08 N N
59 C4 H21 C H sing 1.09 N N
60 C41 H22 C H sing 1.09 N N
61 C41 H23 C H sing 1.09 N N
62 C45 H24 C H sing 1.09 N N
63 C45 H25 C H sing 1.09 N N
64 C45 H26 C H sing 1.09 N N
65 C44 H27 C H sing 1.09 N N
66 C44 H28 C H sing 1.09 N N
67 C44 H29 C H sing 1.09 N N
68 C43 H30 C H sing 1.09 N N
69 C43 H31 C H sing 1.09 N N
70 C43 H32 C H sing 1.09 N N



1OY : Used in PDB Entries

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