Chemical Components in the PDB

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08B : Summary

Code

08B

One-letter code

X

Molecule name

4-bromo-5-methyl-N-[1-(3-nitropyridin-2-yl)piperidin-4-yl]-1H-pyrrole-2-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 4-bromo-5-methyl-N-[1-(3-nitropyridin-2-yl)piperidin-4-yl]-1H-pyrrole-2-carboxamide
OpenEye OEToolkits 1.7.2 4-bromanyl-5-methyl-N-[1-(3-nitropyridin-2-yl)piperidin-4-yl]-1H-pyrrole-2-carboxamide

Formula

C16 H18 Br N5 O3

Formal charge

0

Molecular weight

408.25 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 Brc1cc(nc1C)C(=O)NC3CCN(c2ncccc2[N+]([O-])=O)CC3
SMILES CACTVS 3.370 Cc1[nH]c(cc1Br)C(=O)NC2CCN(CC2)c3ncccc3[N+]([O-])=O
SMILES OpenEye OEToolkits 1.7.2 Cc1c(cc([nH]1)C(=O)NC2CCN(CC2)c3c(cccn3)[N+](=O)[O-])Br
Canonical SMILES CACTVS 3.370 Cc1[nH]c(cc1Br)C(=O)NC2CCN(CC2)c3ncccc3[N+]([O-])=O
Canonical SMILES OpenEye OEToolkits 1.7.2 Cc1c(cc([nH]1)C(=O)NC2CCN(CC2)c3c(cccn3)[N+](=O)[O-])Br

IUPAC InChI

InChI=1S/C16H18BrN5O3/c1-10-12(17)9-13(19-10)16(23)20-11-4-7-21(8-5-11)15-14(22(24)25)3-2-6-18-15/h2-3,6,9,11,19H,4-5,7-8H2,1H3,(H,20,23)

IUPAC InChI key

AUXATGQLTJKTRN-UHFFFAOYSA-N
08B

wwPDB Information

Atom count

43 (25 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2011-10-12

Last modified at

2012-01-06

Status

Released

Obsoleted

Not Assigned



08B : Atoms of Molecule

Total Number of Atoms: 43
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 5.394 2.477 0.727
2 C2 C C2 N Y N 0 4.601 1.233 0.419
3 C3 C C3 N Y N 0 5.115 0.061 -0.027
4 C4 C C4 N Y N 0 4.055 -0.838 -0.189
5 C5 C C5 N Y N 0 2.902 -0.174 0.171
6 N6 N N6 N Y N 0 3.258 1.101 0.548
7 C8 C C8 N N N 0 1.543 -0.726 0.159
8 O9 O O9 N N N 0 1.357 -1.876 -0.193
9 N10 N N10 N N N 0 0.501 0.039 0.537
10 C11 C C11 N N N 0 -0.856 -0.513 0.525
11 C12 C C12 N N N 0 -1.729 0.251 1.525
12 C13 C C13 N N N 0 -3.159 -0.289 1.464
13 N14 N N14 N N N 0 -3.687 -0.128 0.103
14 C15 C C15 N N N 0 -2.893 -0.891 -0.869
15 C16 C C16 N N N 0 -1.454 -0.37 -0.877
16 C17 C C17 N Y N 0 -5.028 -0.488 0.043
17 C18 C C18 N Y N 0 -5.987 0.474 -0.26
18 C19 C C19 N Y N 0 -7.318 0.102 -0.317
19 C20 C C20 N Y N 0 -7.646 -1.224 -0.068
20 C21 C C21 N Y N 0 -6.643 -2.126 0.226
21 N22 N N22 N Y N 0 -5.381 -1.744 0.268
22 N23 N N23 N N N 1 -5.622 1.758 -0.495
23 O24 O O24 N N N 0 -6.474 2.613 -0.659
24 O25 O O25 N N N -1 -4.442 2.056 -0.542
25 BR BR BR N N N 0 6.94 -0.296 -0.371
26 H1 H H1 N N N 0 5.71 2.457 1.77
27 H2 H H2 N N N 0 6.272 2.516 0.082
28 H3 H H3 N N N 0 4.774 3.355 0.551
29 H4 H H4 N N N 0 4.127 -1.86 -0.531
30 H5 H H5 N N N 0 2.649 1.792 0.853
31 H6 H H6 N N N 0 0.649 0.956 0.818
32 H7 H H7 N N N 0 -0.823 -1.567 0.801
33 H8 H H8 N N N 0 -1.332 0.117 2.531
34 H9 H H9 N N N 0 -1.729 1.311 1.272
35 H10 H H10 N N N 0 -3.16 -1.346 1.73
36 H11 H H11 N N N 0 -3.786 0.262 2.164
37 H12 H H12 N N N 0 -2.895 -1.945 -0.591
38 H13 H H13 N N N 0 -3.327 -0.776 -1.862
39 H14 H H14 N N N 0 -1.45 0.68 -1.169
40 H15 H H15 N N N 0 -0.861 -0.948 -1.587
41 H16 H H16 N N N 0 -8.084 0.826 -0.549
42 H17 H H17 N N N 0 -8.676 -1.547 -0.105
43 H18 H H18 N N N 0 -6.894 -3.158 0.42



08B : Chemical Bonds

Total Number of Bonds: 45
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 BR C3 BR C sing 1.89 N N
2 O25 N23 O N sing 1.22 N N
3 C3 C4 C C sing 1.4 N Y
4 C3 C2 C C doub 1.36 N Y
5 C4 C5 C C doub 1.38 N Y
6 O24 N23 O N doub 1.22 N N
7 N23 C18 N C sing 1.36 N N
8 C2 C1 C C sing 1.51 N N
9 C2 N6 C N sing 1.36 N Y
10 C19 C18 C C doub 1.38 N Y
11 C19 C20 C C sing 1.39 N Y
12 C18 C17 C C sing 1.39 N Y
13 C5 N6 C N sing 1.38 N Y
14 C5 C8 C C sing 1.47 N N
15 N10 C8 N C sing 1.35 N N
16 N10 C11 N C sing 1.47 N N
17 C20 C21 C C doub 1.38 N Y
18 C12 C11 C C sing 1.53 N N
19 C12 C13 C C sing 1.53 N N
20 C17 N14 C N sing 1.39 N N
21 C17 N22 C N doub 1.32 N Y
22 C16 C11 C C sing 1.53 N N
23 C16 C15 C C sing 1.53 N N
24 N14 C13 N C sing 1.47 N N
25 N14 C15 N C sing 1.47 N N
26 C8 O9 C O doub 1.22 N N
27 C21 N22 C N sing 1.32 N Y
28 C1 H1 C H sing 1.09 N N
29 C1 H2 C H sing 1.09 N N
30 C1 H3 C H sing 1.09 N N
31 C4 H4 C H sing 1.08 N N
32 N6 H5 N H sing 0.97 N N
33 N10 H6 N H sing 0.97 N N
34 C11 H7 C H sing 1.09 N N
35 C12 H8 C H sing 1.09 N N
36 C12 H9 C H sing 1.09 N N
37 C13 H10 C H sing 1.09 N N
38 C13 H11 C H sing 1.09 N N
39 C15 H12 C H sing 1.09 N N
40 C15 H13 C H sing 1.09 N N
41 C16 H14 C H sing 1.09 N N
42 C16 H15 C H sing 1.09 N N
43 C19 H16 C H sing 1.08 N N
44 C20 H17 C H sing 1.08 N N
45 C21 H18 C H sing 1.08 N N



08B : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
08B 3u2d Open in New Window Bound ligand 2 1