Chemical Components in the PDB

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0X5 : Summary

Code

0X5

One-letter code

X

Molecule name

2,6-dichloro-N-{2-[(cyclopropylcarbonyl)amino]pyridin-4-yl}benzamide

Systematic names

ProgramVersionName
ACDLabs 12.01 2,6-dichloro-N-{2-[(cyclopropylcarbonyl)amino]pyridin-4-yl}benzamide
OpenEye OEToolkits 1.7.6 2,6-bis(chloranyl)-N-[2-(cyclopropylcarbonylamino)pyridin-4-yl]benzamide

Formula

C16 H13 Cl2 N3 O2

Formal charge

0

Molecular weight

350.199 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(Nc1nccc(c1)NC(=O)c2c(Cl)cccc2Cl)C3CC3
SMILES CACTVS 3.370 Clc1cccc(Cl)c1C(=O)Nc2ccnc(NC(=O)C3CC3)c2
SMILES OpenEye OEToolkits 1.7.6 c1cc(c(c(c1)Cl)C(=O)Nc2ccnc(c2)NC(=O)C3CC3)Cl
Canonical SMILES CACTVS 3.370 Clc1cccc(Cl)c1C(=O)Nc2ccnc(NC(=O)C3CC3)c2
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc(c(c(c1)Cl)C(=O)Nc2ccnc(c2)NC(=O)C3CC3)Cl

IUPAC InChI

InChI=1S/C16H13Cl2N3O2/c17-11-2-1-3-12(18)14(11)16(23)20-10-6-7-19-13(8-10)21-15(22)9-4-5-9/h1-3,6-9H,4-5H2,(H2,19,20,21,22,23)

IUPAC InChI key

IAFNAEGXTKTGHN-UHFFFAOYSA-N
0X5

wwPDB Information

Atom count

36 (23 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-08-27

Last modified at

2013-06-14

Status

Released

Obsoleted

Not Assigned



0X5 : Atoms of Molecule

Total Number of Atoms: 36
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 5.755 -0.727 -0.324
2 C11 C C11 N Y N 0 -0.316 0.838 1.06
3 C12 C C12 N Y N 0 -0.856 1.841 1.865
4 C13 C C13 N Y N 0 -2.226 1.975 1.946
5 C15 C C15 N Y N 0 -2.556 0.203 0.499
6 C16 C C16 N Y N 0 -1.189 0.0020 0.37
7 C18 C C18 N N N 0 -4.766 -0.376 -0.147
8 C2 C C2 N Y N 0 4.882 -1.683 0.163
9 C20 C C20 N N N 0 -5.714 -1.202 -0.978
10 C21 C C21 N N N 0 -7.205 -0.867 -0.892
11 C22 C C22 N N N 0 -6.411 -0.511 -2.151
12 C3 C C3 N Y N 0 3.528 -1.419 0.223
13 C4 C C4 N Y N 0 3.04 -0.183 -0.209
14 C5 C C5 N Y N 0 3.928 0.775 -0.706
15 C6 C C6 N Y N 0 5.28 0.497 -0.759
16 C8 C C8 N N N 0 1.594 0.106 -0.149
17 CL1 CL CL1 N N N 0 3.334 2.312 -1.253
18 CL2 CL CL2 N N N 0 2.434 -2.62 0.836
19 H1 H H1 N N N 0 5.967 1.236 -1.143
20 H10 H H10 N N N 0 -7.911 -1.694 -0.959
21 H11 H H11 N N N 0 -7.499 -0.048 -0.235
22 H12 H H12 N N N 0 -6.184 0.541 -2.323
23 H13 H H13 N N N 0 -6.596 -1.104 -3.047
24 H2 H H2 N N N 0 -0.209 2.505 2.419
25 H3 H H3 N N N 0 -2.65 2.749 2.568
26 H4 H H4 N N N 0 6.813 -0.939 -0.369
27 H5 H H5 N N N 0 5.261 -2.636 0.501
28 H6 H H6 N N N 0 1.645 0.965 1.674
29 H7 H H7 N N N 0 -0.808 -0.785 -0.263
30 H8 H H8 N N N 0 -3.107 -1.384 -0.69
31 H9 H H9 N N N 0 -5.44 -2.25 -1.101
32 N10 N N10 N N N 0 1.065 0.673 0.954
33 N14 N N14 N Y N 0 -3.027 1.168 1.275
34 N17 N N17 N N N 0 -3.443 -0.627 -0.186
35 O19 O O19 N N N 0 -5.194 0.515 0.556
36 O9 O O9 N N N 0 0.879 -0.166 -1.094



0X5 : Chemical Bonds

Total Number of Bonds: 38
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C21 C22 C C sing 1.53 N N
2 C21 C20 C C sing 1.53 N N
3 C22 C20 C C sing 1.53 N N
4 C20 C18 C C sing 1.51 N N
5 C18 O19 C O doub 1.21 N N
6 C18 N17 C N sing 1.35 N N
7 N17 C15 N C sing 1.39 N N
8 C15 C16 C C doub 1.39 N Y
9 C15 N14 C N sing 1.32 N Y
10 C16 C11 C C sing 1.39 N Y
11 N14 C13 N C doub 1.32 N Y
12 N10 C11 N C sing 1.39 N N
13 N10 C8 N C sing 1.35 N N
14 C11 C12 C C doub 1.39 N Y
15 C1 C2 C C doub 1.38 N Y
16 C1 C6 C C sing 1.38 N Y
17 C2 C3 C C sing 1.38 N Y
18 C6 C5 C C doub 1.38 N Y
19 C3 CL2 C CL sing 1.74 N N
20 C3 C4 C C doub 1.4 N Y
21 C5 C4 C C sing 1.4 N Y
22 C5 CL1 C CL sing 1.74 N N
23 C4 C8 C C sing 1.48 N N
24 C8 O9 C O doub 1.22 N N
25 C13 C12 C C sing 1.38 N Y
26 C6 H1 C H sing 1.08 N N
27 C12 H2 C H sing 1.08 N N
28 C13 H3 C H sing 1.08 N N
29 C1 H4 C H sing 1.08 N N
30 C2 H5 C H sing 1.08 N N
31 N10 H6 N H sing 0.97 N N
32 C16 H7 C H sing 1.08 N N
33 N17 H8 N H sing 0.97 N N
34 C20 H9 C H sing 1.09 N N
35 C21 H10 C H sing 1.09 N N
36 C21 H11 C H sing 1.09 N N
37 C22 H12 C H sing 1.09 N N
38 C22 H13 C H sing 1.09 N N



0X5 : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
0X5 4gih Open in New Window Bound ligand 1 1
0X5 4gmy Open in New Window Bound ligand 1 1