Chemical Components in the PDB

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59Y : Summary

Code

59Y

One-letter code

X

Molecule name

8-(naphthalen-1-yl)quinoline-2-carboxylic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 8-(naphthalen-1-yl)quinoline-2-carboxylic acid
OpenEye OEToolkits 1.9.2 8-naphthalen-1-ylquinoline-2-carboxylic acid

Formula

C20 H13 N O2

Formal charge

0

Molecular weight

299.323 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c1(cccc2ccc(nc12)C(=O)O)c4c3c(cccc3)ccc4
SMILES CACTVS 3.385 OC(=O)c1ccc2cccc(c3cccc4ccccc34)c2n1
SMILES OpenEye OEToolkits 1.9.2 c1ccc2c(c1)cccc2c3cccc4c3nc(cc4)C(=O)O
Canonical SMILES CACTVS 3.385 OC(=O)c1ccc2cccc(c3cccc4ccccc34)c2n1
Canonical SMILES OpenEye OEToolkits 1.9.2 c1ccc2c(c1)cccc2c3cccc4c3nc(cc4)C(=O)O

IUPAC InChI

InChI=1S/C20H13NO2/c22-20(23)18-12-11-14-7-4-10-17(19(14)21-18)16-9-3-6-13-5-1-2-8-15(13)16/h1-12H,(H,22,23)

IUPAC InChI key

QMAYJELNBDAEMC-UHFFFAOYSA-N
59Y

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

2015-08-28

Last modified at

2015-09-25

Status

Released

Obsoleted

Not Assigned



59Y : 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 0.011 -1.709 -0.124
2 C2 C C2 N Y N 0 -0.077 -3.058 0.179
3 C3 C C3 N Y N 0 -1.29 -3.624 0.55
4 C11 C C4 N Y N 0 -3.588 -0.737 0.412
5 C12 C C5 N Y N 0 -3.503 0.59 0.102
6 C13 C C6 N Y N 0 -2.265 1.147 -0.254
7 C15 C C7 N N N 0 -2.188 2.588 -0.588
8 C16 C C8 N Y N 0 3.156 0.429 -0.099
9 C17 C C9 N Y N 0 1.918 -0.131 0.301
10 C18 C C10 N Y N 0 1.327 0.289 1.5
11 C19 C C11 N Y N 0 1.948 1.231 2.265
12 C20 C C12 N Y N 0 3.165 1.783 1.873
13 C6 C C16 N Y N 0 3.747 0.013 -1.305
14 C21 C C13 N Y N 0 3.768 1.398 0.714
15 C4 C C14 N Y N 0 -2.43 -2.886 0.631
16 C5 C C15 N Y N 0 1.302 -1.107 -0.52
17 C7 C C17 N Y N 0 1.922 -1.492 -1.697
18 C8 C C18 N Y N 0 3.134 -0.927 -2.078
19 C9 C C19 N Y N 0 -1.201 -0.892 -0.052
20 C10 C C20 N Y N 0 -2.416 -1.513 0.338
21 N14 N N1 N Y N 0 -1.174 0.406 -0.331
22 O22 O O1 N N N 0 -3.189 3.274 -0.552
23 O23 O O2 N N N 0 -1.007 3.137 -0.931
24 H1 H H1 N N N 0 0.808 -3.676 0.126
25 H2 H H2 N N N 0 -1.329 -4.679 0.78
26 H3 H H3 N N N 0 -4.528 -1.179 0.706
27 H4 H H4 N N N 0 -4.384 1.214 0.148
28 H5 H H5 N N N 0 0.384 -0.131 1.817
29 H6 H H6 N N N 0 1.491 1.553 3.189
30 H7 H H7 N N N 0 3.637 2.529 2.496
31 H8 H H8 N N N 0 4.711 1.835 0.422
32 H9 H H9 N N N 0 -3.355 -3.361 0.923
33 H10 H H10 N N N 0 4.688 0.44 -1.62
34 H11 H H11 N N N 0 1.458 -2.236 -2.328
35 H12 H H12 N N N 0 3.597 -1.238 -3.002
36 H13 H H13 N N N 0 -1.006 4.081 -1.14



59Y : Chemical Bonds

Total Number of Bonds: 39
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O22 C15 O C doub 1.21 N N
2 O23 C15 O C sing 1.35 N N
3 C15 C13 C C sing 1.48 N N
4 C13 C12 C C sing 1.4 N Y
5 C13 N14 C N doub 1.32 N Y
6 C12 C11 C C doub 1.37 N Y
7 N14 C9 N C sing 1.33 N Y
8 C11 C10 C C sing 1.41 N Y
9 C8 C6 C C doub 1.36 N Y
10 C8 C7 C C sing 1.39 N Y
11 C6 C16 C C sing 1.41 N Y
12 C9 C10 C C doub 1.42 N Y
13 C9 C1 C C sing 1.46 N Y
14 C7 C5 C C doub 1.38 N Y
15 C16 C21 C C doub 1.41 N Y
16 C16 C17 C C sing 1.42 N Y
17 C10 C4 C C sing 1.4 N Y
18 C21 C20 C C sing 1.36 N Y
19 C5 C17 C C sing 1.42 N Y
20 C5 C1 C C sing 1.48 N N
21 C17 C18 C C doub 1.4 N Y
22 C20 C19 C C doub 1.39 N Y
23 C1 C2 C C doub 1.39 N Y
24 C18 C19 C C sing 1.36 N Y
25 C4 C3 C C doub 1.36 N Y
26 C2 C3 C C sing 1.39 N Y
27 C2 H1 C H sing 1.08 N N
28 C3 H2 C H sing 1.08 N N
29 C11 H3 C H sing 1.08 N N
30 C12 H4 C H sing 1.08 N N
31 C18 H5 C H sing 1.08 N N
32 C19 H6 C H sing 1.08 N N
33 C20 H7 C H sing 1.08 N N
34 C21 H8 C H sing 1.08 N N
35 C4 H9 C H sing 1.08 N N
36 C6 H10 C H sing 1.08 N N
37 C7 H11 C H sing 1.08 N N
38 C8 H12 C H sing 1.08 N N
39 O23 H13 O H sing 0.97 N N



59Y : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
59Y 5dgn Open in New Window Bound ligand 1 1