Chemical Components in the PDB

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0YP : Summary

Code

0YP

One-letter code

X

Molecule name

N-[(1E)-1-bromo-1-(2-methoxyphenyl)-3-oxo-3-(piperidin-1-yl)prop-1-en-2-yl]-4-nitrobenzamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-[(1E)-1-bromo-1-(2-methoxyphenyl)-3-oxo-3-(piperidin-1-yl)prop-1-en-2-yl]-4-nitrobenzamide
OpenEye OEToolkits 1.7.6 N-[1-bromanyl-1-(2-methoxyphenyl)-3-oxidanylidene-3-piperidin-1-yl-prop-1-en-2-yl]-4-nitro-benzamide

Formula

C22 H22 Br N3 O5

Formal charge

0

Molecular weight

488.331 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(\C(=C(\Br)c1ccccc1OC)NC(=O)c2ccc([N+]([O-])=O)cc2)N3CCCCC3
SMILES CACTVS 3.385 COc1ccccc1C(Br)=C(NC(=O)c2ccc(cc2)[N+]([O-])=O)C(=O)N3CCCCC3
SMILES OpenEye OEToolkits 1.7.6 COc1ccccc1C(=C(C(=O)N2CCCCC2)NC(=O)c3ccc(cc3)[N+](=O)[O-])Br
Canonical SMILES CACTVS 3.385 COc1ccccc1\C(Br)=C(\NC(=O)c2ccc(cc2)[N+]([O-])=O)C(=O)N3CCCCC3
Canonical SMILES OpenEye OEToolkits 1.7.6 COc1ccccc1C(=C(C(=O)N2CCCCC2)NC(=O)c3ccc(cc3)[N+](=O)[O-])Br

IUPAC InChI

InChI=1S/C22H22BrN3O5/c1-31-18-8-4-3-7-17(18)19(23)20(22(28)25-13-5-2-6-14-25)24-21(27)15-9-11-16(12-10-15)26(29)30/h3-4,7-12H,2,5-6,13-14H2,1H3,(H,24,27)

IUPAC InChI key

OQIUTYABZMBBME-UHFFFAOYSA-N
0YP

wwPDB Information

Atom count

53 (31 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-09-14

Last modified at

2013-10-08

Status

Released

Obsoleted

Not Assigned



0YP : Atoms of Molecule

Total Number of Atoms: 53
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 0.85 -2.769 0.266
2 C02 C C02 N N N 0 4.12 -2.011 -2.605
3 C1 C C1 N N N 0 -1.702 0.766 0.593
4 C10 C C10 N Y N 0 2.89 -0.711 0.608
5 C11 C C11 N Y N 0 3.722 -1.033 -0.477
6 C12 C C12 N Y N 0 5.078 -0.758 -0.407
7 C13 C C13 N Y N 0 5.609 -0.17 0.726
8 C14 C C14 N Y N 0 4.793 0.149 1.799
9 C15 C C15 N Y N 0 3.44 -0.111 1.745
10 C16 C C16 N Y N 0 -3.133 0.513 0.322
11 C17 C C17 N Y N 0 -4.053 1.562 0.379
12 C18 C C18 N Y N 0 -5.387 1.319 0.125
13 C19 C C19 N Y N 0 -5.814 0.04 -0.185
14 C2 C C2 N N N 0 0.552 0.0080 0.69
15 C20 C C20 N Y N 0 -4.907 -1.004 -0.243
16 C21 C C21 N Y N 0 -3.569 -0.774 0.0040
17 C3 C C3 N N N 0 1.014 1.364 1.004
18 C4 C C4 N N N 0 1.917 3.531 0.309
19 C5 C C5 N N N 0 3.235 3.687 -0.456
20 C6 C C6 N N N 0 2.99 3.431 -1.945
21 C7 C C7 N N N 0 2.483 2.001 -2.142
22 C8 C C8 N N N 0 1.162 1.824 -1.396
23 C9 C C9 N N N 0 1.45 -0.998 0.546
24 H01 H H01 N N N 0 4.77 -2.796 -2.219
25 H04 H H04 N N N 0 3.569 -2.386 -3.467
26 H05 H H05 N N N 0 4.725 -1.154 -2.905
27 H1 H H1 N N N 0 -1.127 -1.156 0.393
28 H10 H H10 N N N 0 3.217 1.298 -1.749
29 H11 H H11 N N N 0 0.848 0.781 -1.451
30 H12 H H12 N N N 0 0.4 2.461 -1.845
31 H14 H H14 N N N 0 5.721 -1.004 -1.239
32 H15 H H15 N N N 0 6.667 0.041 0.775
33 H16 H H16 N N N 0 5.218 0.607 2.679
34 H17 H H17 N N N 0 2.807 0.144 2.582
35 H18 H H18 N N N 0 -3.721 2.56 0.621
36 H19 H H19 N N N 0 -6.1 2.129 0.169
37 H20 H H20 N N N 0 -5.247 -2.0 -0.485
38 H21 H H21 N N N 0 -2.862 -1.588 -0.047
39 H3 H H3 N N N 0 1.219 4.307 -0.0030
40 H4 H H4 N N N 0 2.102 3.615 1.38
41 H5 H H5 N N N 0 3.618 4.698 -0.319
42 H6 H H6 N N N 0 3.963 2.968 -0.078
43 H7 H H7 N N N 0 2.243 4.135 -2.313
44 H8 H H8 N N N 0 3.92 3.567 -2.497
45 H9 H H9 N N N 0 2.33 1.812 -3.205
46 N01 N N01 N N N 1 -7.247 -0.213 -0.456
47 N1 N N1 N N N 0 -0.816 -0.248 0.538
48 N2 N N2 N N N 0 1.35 2.209 0.0090
49 O01 O O01 N N N -1 -7.626 -1.339 -0.729
50 O02 O O02 N N N 0 -8.047 0.703 -0.405
51 O03 O O03 N N N 0 3.2 -1.611 -1.588
52 O1 O O1 N N N 0 -1.323 1.89 0.861
53 O2 O O2 N N N 0 1.093 1.727 2.163



0YP : Chemical Bonds

Total Number of Bonds: 55
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C02 O03 C O sing 1.43 N N
2 C6 C7 C C sing 1.53 N N
3 C6 C5 C C sing 1.53 N N
4 C7 C8 C C sing 1.53 N N
5 O03 C11 O C sing 1.36 N N
6 C5 C4 C C sing 1.53 N N
7 C8 N2 C N sing 1.47 N N
8 C12 C11 C C doub 1.39 N Y
9 C12 C13 C C sing 1.38 N Y
10 BR1 C9 BR C sing 1.89 N N
11 C11 C10 C C sing 1.4 N Y
12 C4 N2 C N sing 1.47 N N
13 N2 C3 N C sing 1.35 N N
14 C13 C14 C C doub 1.39 N Y
15 C10 C9 C C sing 1.47 N N
16 C10 C15 C C doub 1.4 N Y
17 C9 C2 C C doub 1.36 Z N
18 C3 C2 C C sing 1.47 N N
19 C3 O2 C O doub 1.22 N N
20 C2 N1 C N sing 1.4 N N
21 C14 C15 C C sing 1.38 N Y
22 O1 C1 O C doub 1.22 N N
23 N1 C1 N C sing 1.35 N N
24 C1 C16 C C sing 1.48 N N
25 C16 C17 C C doub 1.4 N Y
26 C16 C21 C C sing 1.4 N Y
27 C17 C18 C C sing 1.38 N Y
28 C21 C20 C C doub 1.38 N Y
29 C18 C19 C C doub 1.38 N Y
30 C20 C19 C C sing 1.38 N Y
31 C19 N01 C N sing 1.48 N N
32 N01 O02 N O doub 1.22 N N
33 N01 O01 N O sing 1.22 N N
34 N1 H1 N H sing 0.97 N N
35 C4 H3 C H sing 1.09 N N
36 C4 H4 C H sing 1.09 N N
37 C5 H5 C H sing 1.09 N N
38 C5 H6 C H sing 1.09 N N
39 C6 H7 C H sing 1.09 N N
40 C6 H8 C H sing 1.09 N N
41 C7 H9 C H sing 1.09 N N
42 C7 H10 C H sing 1.09 N N
43 C8 H11 C H sing 1.09 N N
44 C8 H12 C H sing 1.09 N N
45 C12 H14 C H sing 1.08 N N
46 C13 H15 C H sing 1.08 N N
47 C14 H16 C H sing 1.08 N N
48 C15 H17 C H sing 1.08 N N
49 C17 H18 C H sing 1.08 N N
50 C18 H19 C H sing 1.08 N N
51 C20 H20 C H sing 1.08 N N
52 C21 H21 C H sing 1.08 N N
53 C02 H01 C H sing 1.09 N N
54 C02 H04 C H sing 1.09 N N
55 C02 H05 C H sing 1.09 N N



0YP : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0YP 4g93 Open in New Window Bound ligand 2 1