Chemical Components in the PDB

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8EY : Summary

Code

8EY

One-letter code

X

Molecule name

3-[(2-amino-4-methylquinolin-7-yl)methoxy]-5-[(methylamino)methyl]benzonitrile

Systematic names

ProgramVersionName
ACDLabs 12.01 3-[(2-amino-4-methylquinolin-7-yl)methoxy]-5-[(methylamino)methyl]benzonitrile
OpenEye OEToolkits 2.0.6 3-[(2-azanyl-4-methyl-quinolin-7-yl)methoxy]-5-(methylaminomethyl)benzenecarbonitrile

Formula

C20 H20 N4 O

Formal charge

0

Molecular weight

332.399 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c1(cc(CNC)cc(c1)OCc2cc3nc(cc(C)c3cc2)N)C#N
SMILES CACTVS 3.385 CNCc1cc(OCc2ccc3c(C)cc(N)nc3c2)cc(c1)C#N
SMILES OpenEye OEToolkits 2.0.6 Cc1cc(nc2c1ccc(c2)COc3cc(cc(c3)C#N)CNC)N
Canonical SMILES CACTVS 3.385 CNCc1cc(OCc2ccc3c(C)cc(N)nc3c2)cc(c1)C#N
Canonical SMILES OpenEye OEToolkits 2.0.6 Cc1cc(nc2c1ccc(c2)COc3cc(cc(c3)C#N)CNC)N

IUPAC InChI

InChI=1S/C20H20N4O/c1-13-5-20(22)24-19-9-14(3-4-18(13)19)12-25-17-7-15(10-21)6-16(8-17)11-23-2/h3-9,23H,11-12H2,1-2H3,(H2,22,24)

IUPAC InChI key

NLOWGCVMDAJXMN-UHFFFAOYSA-N
8EY

wwPDB Information

Atom count

45 (25 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2017-02-02

Last modified at

2017-04-28

Status

Released

Obsoleted

Not Assigned



8EY : Atoms of Molecule

Total Number of Atoms: 45
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C23 C C1 N Y N 0 -4.1 1.564 -0.389
2 C24 C C2 N Y N 0 -4.949 0.519 -0.015
3 C25 C C3 N Y N 0 -4.42 -0.65 0.491
4 C26 C C4 N Y N 0 -3.052 -0.792 0.631
5 C22 C C5 N Y N 0 -2.72 1.419 -0.247
6 C21 C C6 N Y N 0 -2.2 0.24 0.263
7 C12 C C7 N N N 0 -0.039 1.197 0.004
8 C11 C C8 N N N 0 6.103 0.207 2.207
9 C08 C C9 N Y N 0 1.411 0.856 0.23
10 C07 C C10 N Y N 0 2.002 1.15 1.456
11 C06 C C11 N Y N 0 3.309 0.848 1.692
12 C09 C C12 N Y N 0 2.122 0.259 -0.767
13 C10 C C13 N Y N 0 3.474 -0.063 -0.562
14 N01 N N1 N Y N 0 4.195 -0.65 -1.524
15 C05 C C14 N Y N 0 4.071 0.233 0.687
16 C04 C C15 N Y N 0 5.427 -0.095 0.895
17 C03 C C16 N Y N 0 6.11 -0.692 -0.121
18 C02 C C17 N Y N 0 5.463 -0.954 -1.338
19 N02 N N2 N N N 0 6.171 -1.563 -2.364
20 N31 N N3 N N N 0 -5.076 3.74 -1.342
21 C30 C C18 N N N 0 -4.644 2.777 -0.92
22 C27 C C19 N N N 0 -5.337 -1.776 0.893
23 N28 N N4 N N N 0 -5.559 -2.662 -0.257
24 C29 C C20 N N N 0 -6.45 -3.774 0.099
25 O13 O O1 N N N 0 -0.856 0.095 0.402
26 H1 H H1 N N N 0 -6.018 0.627 -0.123
27 H2 H H2 N N N 0 -2.644 -1.71 1.028
28 H3 H H3 N N N 0 -2.058 2.223 -0.534
29 H4 H H4 N N N 0 -0.302 2.076 0.594
30 H5 H H5 N N N 0 -0.203 1.408 -1.053
31 H6 H H6 N N N 0 6.544 1.203 2.168
32 H7 H H7 N N N 0 5.369 0.166 3.012
33 H8 H H8 N N N 0 6.886 -0.529 2.391
34 H9 H H9 N N N 0 1.416 1.624 2.229
35 H10 H H10 N N N 0 3.756 1.082 2.647
36 H11 H H11 N N N 0 1.648 0.033 -1.71
37 H12 H H12 N N N 0 7.149 -0.955 0.006
38 H13 H H13 N N N 0 7.102 -1.802 -2.235
39 H14 H H14 N N N 0 5.735 -1.75 -3.21
40 H15 H H15 N N N 0 -4.882 -2.343 1.706
41 H16 H H16 N N N 0 -6.291 -1.367 1.225
42 H17 H H17 N N N 0 -4.683 -3.004 -0.624
43 H19 H H19 N N N 0 -6.003 -4.355 0.906
44 H20 H H20 N N N 0 -7.412 -3.379 0.425
45 H21 H H21 N N N 0 -6.598 -4.415 -0.771



8EY : Chemical Bonds

Total Number of Bonds: 47
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C11 C04 C C sing 1.51 N N
2 C04 C03 C C doub 1.36 N Y
3 C04 C05 C C sing 1.41 N Y
4 C03 C02 C C sing 1.4 N Y
5 C06 C05 C C doub 1.4 N Y
6 C06 C07 C C sing 1.36 N Y
7 C05 C10 C C sing 1.42 N Y
8 C02 N02 C N sing 1.39 N N
9 C02 N01 C N doub 1.32 N Y
10 C07 C08 C C doub 1.39 N Y
11 N31 C30 N C trip 1.14 N N
12 C10 N01 C N sing 1.34 N Y
13 C10 C09 C C doub 1.4 N Y
14 C30 C23 C C sing 1.43 N N
15 C22 C23 C C doub 1.39 N Y
16 C22 C21 C C sing 1.39 N Y
17 C08 C09 C C sing 1.36 N Y
18 C08 C12 C C sing 1.51 N N
19 O13 C21 O C sing 1.36 N N
20 O13 C12 O C sing 1.43 N N
21 C23 C24 C C sing 1.4 N Y
22 C21 C26 C C doub 1.39 N Y
23 C24 C25 C C doub 1.38 N Y
24 C26 C25 C C sing 1.38 N Y
25 C25 C27 C C sing 1.51 N N
26 C29 N28 C N sing 1.47 N N
27 C27 N28 C N sing 1.47 N N
28 C24 H1 C H sing 1.08 N N
29 C26 H2 C H sing 1.08 N N
30 C22 H3 C H sing 1.08 N N
31 C12 H4 C H sing 1.09 N N
32 C12 H5 C H sing 1.09 N N
33 C11 H6 C H sing 1.09 N N
34 C11 H7 C H sing 1.09 N N
35 C11 H8 C H sing 1.09 N N
36 C07 H9 C H sing 1.08 N N
37 C06 H10 C H sing 1.08 N N
38 C09 H11 C H sing 1.08 N N
39 C03 H12 C H sing 1.08 N N
40 N02 H13 N H sing 0.97 N N
41 N02 H14 N H sing 0.97 N N
42 C27 H15 C H sing 1.09 N N
43 C27 H16 C H sing 1.09 N N
44 N28 H17 N H sing 1.01 N N
45 C29 H19 C H sing 1.09 N N
46 C29 H20 C H sing 1.09 N N
47 C29 H21 C H sing 1.09 N N



8EY : Used in PDB Entries

Total Number of PDB Entries: 4
Ligand Code PDB Entry ID Type Total Distinct
8EY 5unu Open in New Window Bound ligand 2 1
8EY 5uo3 Open in New Window Bound ligand 3 1
8EY 5uoa Open in New Window Bound ligand 4 1
8EY 5uod Open in New Window Bound ligand 2 1