Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

C9Q : Summary

Code

C9Q

One-letter code

X

Molecule name

4-(3-chlorophenyl)-~{N}-ethyl-1~{H}-pyrrolo[2,3-b]pyridine-2-carboxamide

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.6 4-(3-chlorophenyl)-~{N}-ethyl-1~{H}-pyrrolo[2,3-b]pyridine-2-carboxamide

Formula

C16 H14 Cl N3 O

Formal charge

0

Molecular weight

299.755 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 CCNC(=O)c1[nH]c2nccc(c3cccc(Cl)c3)c2c1
SMILES OpenEye OEToolkits 2.0.6 CCNC(=O)c1cc2c(ccnc2[nH]1)c3cccc(c3)Cl
Canonical SMILES CACTVS 3.385 CCNC(=O)c1[nH]c2nccc(c3cccc(Cl)c3)c2c1
Canonical SMILES OpenEye OEToolkits 2.0.6 CCNC(=O)c1cc2c(ccnc2[nH]1)c3cccc(c3)Cl

IUPAC InChI

InChI=1S/C16H14ClN3O/c1-2-18-16(21)14-9-13-12(6-7-19-15(13)20-14)10-4-3-5-11(17)8-10/h3-9H,2H2,1H3,(H,18,21)(H,19,20)

IUPAC InChI key

AWWOSFPXOHAONT-UHFFFAOYSA-N
C9Q

wwPDB Information

Atom count

35 (21 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2017-11-23

Last modified at

2018-03-02

Status

Released

Obsoleted

Not Assigned



C9Q : Atoms of Molecule

Total Number of Atoms: 35
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 -1.407 -2.973 0.333
2 C2 C C2 N Y N 0 -1.188 -1.628 0.041
3 C3 C C3 N Y N 0 0.146 -1.163 0.033
4 C7 C C4 N N N 0 5.381 1.813 -0.265
5 C8 C C5 N N N 0 6.783 1.246 -0.033
6 C9 C C6 N Y N 0 1.188 -2.067 0.316
7 C10 C C7 N Y N 0 -0.325 -3.792 0.605
8 C11 C C8 N Y N 0 -2.318 -0.716 -0.252
9 C12 C C9 N Y N 0 -2.416 0.51 0.407
10 C13 C C10 N Y N 0 -3.472 1.356 0.13
11 C14 C C11 N Y N 0 -4.43 0.989 -0.799
12 C15 C C12 N Y N 0 -4.337 -0.225 -1.455
13 C16 C C13 N Y N 0 -3.283 -1.076 -1.191
14 C4 C C14 N Y N 0 0.738 0.095 -0.212
15 C5 C C15 N Y N 0 2.083 -0.051 -0.079
16 CL1 CL CL1 N N N 0 -3.597 2.882 0.949
17 C6 C C16 N N N 0 3.078 1.017 -0.251
18 O1 O O1 N N N 0 2.718 2.144 -0.535
19 N2 N N1 N Y N 0 2.365 -1.366 0.243
20 N1 N N2 N N N 0 4.39 0.748 -0.094
21 N3 N N3 N Y N 0 0.91 -3.337 0.586
22 H1 H H1 N N N 0 -2.411 -3.371 0.35
23 H2 H H2 N N N 0 5.188 2.609 0.454
24 H3 H H3 N N N 0 5.314 2.213 -1.277
25 H4 H H4 N N N 0 6.851 0.846 0.978
26 H5 H H5 N N N 0 6.977 0.45 -0.752
27 H6 H H6 N N N 0 7.521 2.038 -0.161
28 H7 H H7 N N N 0 -0.499 -4.833 0.835
29 H8 H H8 N N N 0 -1.669 0.796 1.133
30 H9 H H9 N N N 0 -5.254 1.654 -1.013
31 H10 H H10 N N N 0 -5.088 -0.505 -2.179
32 H11 H H11 N N N 0 -3.209 -2.022 -1.707
33 H12 H H12 N N N 0 0.216 1.008 -0.46
34 H13 H H13 N N N 0 3.251 -1.732 0.392
35 H14 H H14 N N N 0 4.677 -0.15 0.132



C9Q : Chemical Bonds

Total Number of Bonds: 37
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C8 C7 C C sing 1.53 N N
2 C7 N1 C N sing 1.46 N N
3 N1 C6 N C sing 1.35 N N
4 O1 C6 O C doub 1.22 N N
5 C6 C5 C C sing 1.47 N N
6 CL1 C13 CL C sing 1.74 N N
7 C5 N2 C N sing 1.38 N Y
8 C5 C4 C C doub 1.36 N Y
9 N2 C9 N C sing 1.37 N Y
10 C4 C3 C C sing 1.41 N Y
11 C13 C12 C C doub 1.38 N Y
12 C13 C14 C C sing 1.38 N Y
13 C12 C11 C C sing 1.4 N Y
14 C9 C3 C C doub 1.41 N Y
15 C9 N3 C N sing 1.33 N Y
16 C3 C2 C C sing 1.41 N Y
17 N3 C10 N C doub 1.32 N Y
18 C2 C11 C C sing 1.48 N N
19 C2 C1 C C doub 1.39 N Y
20 C14 C15 C C doub 1.38 N Y
21 C11 C16 C C doub 1.39 N Y
22 C10 C1 C C sing 1.38 N Y
23 C15 C16 C C sing 1.38 N Y
24 C1 H1 C H sing 1.08 N N
25 C7 H2 C H sing 1.09 N N
26 C7 H3 C H sing 1.09 N N
27 C8 H4 C H sing 1.09 N N
28 C8 H5 C H sing 1.09 N N
29 C8 H6 C H sing 1.09 N N
30 C10 H7 C H sing 1.08 N N
31 C12 H8 C H sing 1.08 N N
32 C14 H9 C H sing 1.08 N N
33 C15 H10 C H sing 1.08 N N
34 C16 H11 C H sing 1.08 N N
35 C4 H12 C H sing 1.08 N N
36 N2 H13 N H sing 0.97 N N
37 N1 H14 N H sing 0.97 N N



C9Q : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
C9Q 6f1x Open in New Window Bound ligand 2 1