Chemical Components in the PDB

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AQ4 : Summary

Code

AQ4

One-letter code

X

Molecule name

[6,7-BIS(2-METHOXY-ETHOXY)QUINAZOLINE-4-YL]-(3-ETHYNYLPHENYL)AMINE

Systematic names

ProgramVersionName
ACDLabs 12.01 N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)quinazolin-4-amine
OpenEye OEToolkits 1.7.6 N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)quinazolin-4-amine

Formula

C22 H23 N3 O4

Formal charge

0

Molecular weight

393.436 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 n2c1c(cc(OCCOC)c(OCCOC)c1)c(nc2)Nc3cc(C#C)ccc3
SMILES CACTVS 3.370 COCCOc1cc2ncnc(Nc3cccc(c3)C#C)c2cc1OCCOC
SMILES OpenEye OEToolkits 1.7.6 COCCOc1cc2c(cc1OCCOC)ncnc2Nc3cccc(c3)C#C
Canonical SMILES CACTVS 3.370 COCCOc1cc2ncnc(Nc3cccc(c3)C#C)c2cc1OCCOC
Canonical SMILES OpenEye OEToolkits 1.7.6 COCCOc1cc2c(cc1OCCOC)ncnc2Nc3cccc(c3)C#C

IUPAC InChI

InChI=1S/C22H23N3O4/c1-4-16-6-5-7-17(12-16)25-22-18-13-20(28-10-8-26-2)21(29-11-9-27-3)14-19(18)23-15-24-22/h1,5-7,12-15H,8-11H2,2-3H3,(H,23,24,25)

IUPAC InChI key

AAKJLRGGTJKAMG-UHFFFAOYSA-N
AQ4

wwPDB Information

Atom count

52 (29 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2002-06-26

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



AQ4 : Atoms of Molecule

Total Number of Atoms: 52
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 -7.425 1.976 -1.471
2 C2 C C2 N N N 0 -6.787 1.093 -1.032
3 C3 C C3 N Y N 0 -6.01 0.016 -0.496
4 C4 C C4 N Y N 0 -4.622 0.119 -0.435
5 C5 C C5 N Y N 0 -3.876 -0.928 0.086
6 N1 N N1 N N N 0 -2.483 -0.829 0.15
7 C6 C C6 N Y N 0 -1.886 0.398 0.365
8 C7 C C7 N Y N 0 -0.48 0.54 0.317
9 C8 C C8 N Y N 0 0.366 -0.544 0.051
10 C9 C C9 N Y N 0 1.718 -0.355 0.015
11 O1 O O1 N N N 0 2.538 -1.408 -0.242
12 C10 C C10 N N N 0 1.916 -2.676 -0.464
13 C11 C C11 N N N 0 2.991 -3.73 -0.735
14 O2 O O2 N N N 0 3.795 -3.903 0.433
15 C12 C C12 N N N 0 4.835 -4.872 0.285
16 C13 C C13 N Y N 0 2.27 0.914 0.241
17 O3 O O3 N N N 0 3.618 1.078 0.199
18 C14 C C14 N N N 0 4.119 2.395 0.437
19 C15 C C15 N N N 0 5.646 2.383 0.35
20 O4 O O4 N N N 0 6.045 2.062 -0.985
21 C16 C C16 N N N 0 7.46 2.024 -1.175
22 C17 C C17 N Y N 0 1.46 1.997 0.503
23 C18 C C18 N Y N 0 0.071 1.825 0.545
24 N2 N N2 N Y N 0 -0.762 2.848 0.797
25 C19 C C19 N Y N 0 -2.059 2.656 0.829
26 N3 N N3 N Y N 0 -2.618 1.476 0.616
27 C20 C C20 N Y N 0 -4.513 -2.074 0.544
28 C21 C C21 N Y N 0 -5.89 -2.176 0.483
29 C22 C C22 N Y N 0 -6.642 -1.138 -0.028
30 H1 H H1 N N N 0 -7.995 2.766 -1.864
31 H2 H H2 N N N 0 -4.128 1.011 -0.792
32 H3 H H3 N N N 0 -1.935 -1.622 0.044
33 H4 H H4 N N N 0 -0.049 -1.526 -0.123
34 H5 H H5 N N N 0 1.344 -2.959 0.42
35 H6 H H6 N N N 0 1.249 -2.608 -1.322
36 H7 H H7 N N N 0 2.514 -4.677 -0.992
37 H8 H H8 N N N 0 3.619 -3.404 -1.564
38 H9 H H9 N N N 0 4.397 -5.842 0.05
39 H10 H H10 N N N 0 5.501 -4.569 -0.522
40 H11 H H11 N N N 0 5.399 -4.944 1.215
41 H12 H H12 N N N 0 3.718 3.077 -0.313
42 H13 H H13 N N N 0 3.814 2.726 1.43
43 H14 H H14 N N N 0 6.034 3.366 0.618
44 H15 H H15 N N N 0 6.044 1.636 1.037
45 H16 H H16 N N N 0 7.885 3.0 -0.939
46 H17 H H17 N N N 0 7.895 1.27 -0.52
47 H18 H H18 N N N 0 7.681 1.774 -2.213
48 H19 H H19 N N N 0 1.893 2.971 0.676
49 H20 H H20 N N N 0 -2.7 3.501 1.034
50 H21 H H21 N N N 0 -3.931 -2.889 0.949
51 H22 H H22 N N N 0 -6.38 -3.07 0.84
52 H23 H H23 N N N 0 -7.717 -1.221 -0.074



AQ4 : Chemical Bonds

Total Number of Bonds: 54
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O2 C11 O C sing 1.43 N N
2 O2 C12 O C sing 1.43 N N
3 C11 C10 C C sing 1.53 N N
4 C10 O1 C O sing 1.43 N N
5 O1 C9 O C sing 1.36 N N
6 C15 C14 C C sing 1.53 N N
7 C15 O4 C O sing 1.43 N N
8 C9 C8 C C doub 1.37 N Y
9 C9 C13 C C sing 1.4 N Y
10 C14 O3 C O sing 1.43 N N
11 C8 C7 C C sing 1.4 N Y
12 O3 C13 O C sing 1.36 N N
13 C13 C17 C C doub 1.38 N Y
14 N1 C5 N C sing 1.4 N N
15 N1 C6 N C sing 1.38 N N
16 C16 O4 C O sing 1.43 N N
17 C20 C5 C C doub 1.39 N Y
18 C20 C21 C C sing 1.38 N Y
19 C5 C4 C C sing 1.39 N Y
20 C21 C22 C C doub 1.38 N Y
21 C4 C3 C C doub 1.39 N Y
22 C22 C3 C C sing 1.4 N Y
23 C3 C2 C C sing 1.43 N N
24 C2 C1 C C trip 1.17 N N
25 C7 C6 C C doub 1.41 N Y
26 C7 C18 C C sing 1.42 N Y
27 C6 N3 C N sing 1.33 N Y
28 C17 C18 C C sing 1.4 N Y
29 C18 N2 C N doub 1.34 N Y
30 N3 C19 N C doub 1.32 N Y
31 N2 C19 N C sing 1.31 N Y
32 C1 H1 C H sing 1.05 N N
33 C4 H2 C H sing 1.08 N N
34 N1 H3 N H sing 0.97 N N
35 C8 H4 C H sing 1.08 N N
36 C10 H5 C H sing 1.09 N N
37 C10 H6 C H sing 1.09 N N
38 C11 H7 C H sing 1.09 N N
39 C11 H8 C H sing 1.09 N N
40 C12 H9 C H sing 1.09 N N
41 C12 H10 C H sing 1.09 N N
42 C12 H11 C H sing 1.09 N N
43 C14 H12 C H sing 1.09 N N
44 C14 H13 C H sing 1.09 N N
45 C15 H14 C H sing 1.09 N N
46 C15 H15 C H sing 1.09 N N
47 C16 H16 C H sing 1.09 N N
48 C16 H17 C H sing 1.09 N N
49 C16 H18 C H sing 1.09 N N
50 C17 H19 C H sing 1.08 N N
51 C19 H20 C H sing 1.08 N N
52 C20 H21 C H sing 1.08 N N
53 C21 H22 C H sing 1.08 N N
54 C22 H23 C H sing 1.08 N N



AQ4 : Used in PDB Entries

Total Number of PDB Entries: 3
Ligand Code PDB Entry ID Type Total Distinct
AQ4 1m17 Open in New Window Bound ligand 1 1
AQ4 4hjo Open in New Window Bound ligand 1 1
AQ4 6dwn Open in New Window Bound ligand 4 1