Chemical Components in the PDB

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5E2 : Summary

Code

5E2

One-letter code

X

Molecule name

2-(3-bromophenyl)-6-chloroquinoline-4-carboxylic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 2-(3-bromophenyl)-6-chloroquinoline-4-carboxylic acid
OpenEye OEToolkits 1.9.2 2-(3-bromophenyl)-6-chloranyl-quinoline-4-carboxylic acid

Formula

C16 H9 Br Cl N O2

Formal charge

0

Molecular weight

362.605 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c2(C(O)=O)cc(c1cc(ccc1)Br)nc3ccc(Cl)cc23
SMILES CACTVS 3.385 OC(=O)c1cc(nc2ccc(Cl)cc12)c3cccc(Br)c3
SMILES OpenEye OEToolkits 1.9.2 c1cc(cc(c1)Br)c2cc(c3cc(ccc3n2)Cl)C(=O)O
Canonical SMILES CACTVS 3.385 OC(=O)c1cc(nc2ccc(Cl)cc12)c3cccc(Br)c3
Canonical SMILES OpenEye OEToolkits 1.9.2 c1cc(cc(c1)Br)c2cc(c3cc(ccc3n2)Cl)C(=O)O

IUPAC InChI

InChI=1S/C16H9BrClNO2/c17-10-3-1-2-9(6-10)15-8-13(16(20)21)12-7-11(18)4-5-14(12)19-15/h1-8H,(H,20,21)

IUPAC InChI key

UEYRXZBCYPCXSJ-UHFFFAOYSA-N
5E2

wwPDB Information

Atom count

30 (21 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-09-15

Last modified at

2016-07-15

Status

Released

Obsoleted

Not Assigned



5E2 : Atoms of Molecule

Total Number of Atoms: 30
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 -2.172 -1.473 0.007
2 C6 C C2 N Y N 0 3.355 -2.531 0.012
3 C7 C C3 N Y N 0 4.266 -1.49 0.005
4 C9 C C4 N Y N 0 2.472 0.098 0.001
5 C5 C C5 N Y N 0 2.001 -2.267 0.008
6 C4 C C6 N Y N 0 1.55 -0.948 0.002
7 C3 C C7 N Y N 0 0.096 -0.658 0.004
8 C12 C C8 N Y N 0 -3.31 2.603 -0.008
9 C2 C C9 N Y N 0 -0.808 -1.731 0.005
10 CL CL CL1 N N N 0 -5.965 2.056 -0.012
11 C13 C C10 N Y N 0 -4.287 1.609 -0.006
12 C11 C C11 N Y N 0 -1.986 2.287 -0.004
13 C14 C C12 N Y N 0 -3.941 0.289 -0.002
14 C15 C C13 N Y N 0 -2.59 -0.071 0.002
15 C C C14 N N N 0 -3.162 -2.571 0.009
16 O1 O O1 N N N 0 -2.751 -3.848 -0.108
17 O O O2 N N N 0 -4.346 -2.32 0.115
18 C10 C C15 N Y N 0 -1.591 0.936 0.001
19 N N N1 N Y N 0 -0.302 0.596 0.005
20 C8 C C16 N Y N 0 3.825 -0.178 0.0
21 BR BR BR1 N N N 0 5.077 1.239 -0.002
22 H1 H H1 N N N 0 3.705 -3.553 0.016
23 H2 H H2 N N N 0 5.325 -1.701 0.004
24 H3 H H3 N N N 0 2.128 1.122 -0.003
25 H4 H H4 N N N 0 1.291 -3.081 0.008
26 H5 H H5 N N N 0 -3.608 3.641 -0.012
27 H6 H H6 N N N 0 -0.446 -2.749 0.005
28 H7 H H7 N N N 0 -1.242 3.069 -0.005
29 H8 H H8 N N N 0 -4.706 -0.473 0.0
30 H9 H H9 N N N 0 -3.435 -4.532 -0.102



5E2 : Chemical Bonds

Total Number of Bonds: 32
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CL C13 CL C sing 1.74 N N
2 C12 C13 C C doub 1.39 N Y
3 C12 C11 C C sing 1.36 N Y
4 C13 C14 C C sing 1.36 N Y
5 C11 C10 C C doub 1.41 N Y
6 C14 C15 C C doub 1.4 N Y
7 C10 C15 C C sing 1.42 N Y
8 C10 N C N sing 1.33 N Y
9 C15 C1 C C sing 1.46 N Y
10 N C3 N C doub 1.32 N Y
11 O C O C doub 1.21 N N
12 C1 C C C sing 1.48 N N
13 C1 C2 C C doub 1.39 N Y
14 C O1 C O sing 1.35 N N
15 C3 C2 C C sing 1.4 N Y
16 C3 C4 C C sing 1.48 N N
17 C9 C4 C C doub 1.39 N Y
18 C9 C8 C C sing 1.38 N Y
19 C4 C5 C C sing 1.39 N Y
20 BR C8 BR C sing 1.89 N N
21 C8 C7 C C doub 1.38 N Y
22 C5 C6 C C doub 1.38 N Y
23 C7 C6 C C sing 1.38 N Y
24 C6 H1 C H sing 1.08 N N
25 C7 H2 C H sing 1.08 N N
26 C9 H3 C H sing 1.08 N N
27 C5 H4 C H sing 1.08 N N
28 C12 H5 C H sing 1.08 N N
29 C2 H6 C H sing 1.08 N N
30 C11 H7 C H sing 1.08 N N
31 C14 H8 C H sing 1.08 N N
32 O1 H9 O H sing 0.97 N N



5E2 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
5E2 5dr9 Open in New Window Bound ligand 1 1