Chemical Components in the PDB

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NQX : Summary

Code

NQX

One-letter code

X

Molecule name

6-[(R)-[(2R,6R)-2,6-bis(oxidanyl)cyclohexyl]-oxidanyl-methyl]-3-(4,6-dimethylpyrimidin-2-yl)-1,5-dimethyl-quinazoline-2,4-dione

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.7 6-[(~{R})-[(2~{R},6~{R})-2,6-bis(oxidanyl)cyclohexyl]-oxidanyl-methyl]-3-(4,6-dimethylpyrimidin-2-yl)-1,5-dimethyl-quinazoline-2,4-dione

Formula

C23 H28 N4 O5

Formal charge

0

Molecular weight

440.492 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 CN1C(=O)N(C(=O)c2c(C)c(ccc12)[CH](O)C3[CH](O)CCC[CH]3O)c4nc(C)cc(C)n4
SMILES OpenEye OEToolkits 2.0.7 Cc1cc(nc(n1)N2C(=O)c3c(c(ccc3N(C2=O)C)C(C4C(CCCC4O)O)O)C)C
Canonical SMILES CACTVS 3.385 CN1C(=O)N(C(=O)c2c(C)c(ccc12)[C@H](O)C3[C@H](O)CCC[C@H]3O)c4nc(C)cc(C)n4
Canonical SMILES OpenEye OEToolkits 2.0.7 Cc1cc(nc(n1)N2C(=O)c3c(c(ccc3N(C2=O)C)[C@@H](C4[C@@H](CCC[C@H]4O)O)O)C)C

IUPAC InChI

InChI=1S/C23H28N4O5/c1-11-10-12(2)25-22(24-11)27-21(31)18-13(3)14(8-9-15(18)26(4)23(27)32)20(30)19-16(28)6-5-7-17(19)29/h8-10,16-17,19-20,28-30H,5-7H2,1-4H3/t16-,17-,20+/m1/s1

IUPAC InChI key

MLZUNIVRBBBYRG-HLIPFELVSA-N
NQX

wwPDB Information

Atom count

60 (32 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2023-01-18

Last modified at

2023-12-15

Status

Released

Obsoleted

Not Assigned



NQX : Atoms of Molecule

Total Number of Atoms: 60
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C10 C C1 N N N 0 -1.523 -0.37 0.36
2 C13 C C2 N Y N 0 -3.853 -0.337 -0.062
3 C15 C C3 N N N 0 0.965 -1.787 0.973
4 C20 C C4 N N N 0 5.048 -0.099 -2.247
5 C21 C C5 N N N 0 6.298 -0.917 -1.916
6 C22 C C6 N N N 0 5.912 -2.104 -1.032
7 C28 C C7 N Y N 0 -6.184 -1.625 -0.328
8 C1 C C8 N Y N 0 2.105 0.441 0.915
9 C2 C C9 N Y N 0 2.088 1.818 0.749
10 C3 C C10 N Y N 0 0.91 2.478 0.46
11 C4 C C11 N Y N 0 -0.268 1.759 0.333
12 C5 C C12 N Y N 0 -0.253 0.363 0.501
13 C6 C C13 N Y N 0 0.942 -0.291 0.793
14 C8 C C14 N N N 0 -2.604 1.667 -0.074
15 C14 C C15 N N N 0 -1.512 3.836 -0.135
16 C16 C C16 R N N 0 3.401 -0.259 1.23
17 C18 C C17 N N N 0 4.031 -0.773 -0.066
18 C19 C C18 R N N 0 4.418 0.414 -0.95
19 C23 C C19 R N N 0 5.282 -1.591 0.264
20 C27 C C20 N Y N 0 -6.114 -0.249 -0.478
21 C29 C C21 N Y N 0 -5.018 -2.32 -0.048
22 C31 C C22 N N N 0 -7.356 0.549 -0.782
23 C32 C C23 N N N 0 -5.045 -3.818 0.123
24 N7 N N1 N N N 0 -1.473 2.383 0.042
25 N9 N N2 N N N 0 -2.64 0.334 0.076
26 N26 N N3 N Y N 0 -4.946 0.356 -0.34
27 N30 N N4 N Y N 0 -3.884 -1.652 0.082
28 O11 O O1 N N N 0 -1.564 -1.579 0.49
29 O12 O O2 N N N 0 -3.639 2.252 -0.33
30 O17 O O3 N N N 0 4.296 0.657 1.865
31 O24 O O4 N N N 0 3.25 1.178 -1.259
32 O25 O O5 N N N 0 6.221 -0.766 0.957
33 H1 H H1 N N N 0 0.678 -2.034 1.995
34 H2 H H2 N N N 0 0.264 -2.247 0.277
35 H3 H H3 N N N 0 1.97 -2.161 0.777
36 H4 H H4 N N N 0 5.323 0.747 -2.877
37 H5 H H5 N N N 0 4.332 -0.728 -2.775
38 H6 H H6 N N N 0 6.747 -1.283 -2.84
39 H7 H H7 N N N 0 7.015 -0.288 -1.388
40 H8 H H8 N N N 0 5.195 -2.733 -1.56
41 H9 H H9 N N N 0 6.803 -2.687 -0.797
42 H10 H H10 N N N 0 -7.126 -2.144 -0.426
43 H11 H H11 N N N 0 3.005 2.379 0.848
44 H12 H H12 N N N 0 0.907 3.55 0.333
45 H13 H H13 N N N 0 -1.341 4.079 -1.184
46 H14 H H14 N N N 0 -2.488 4.214 0.17
47 H15 H H15 N N N 0 -0.737 4.298 0.476
48 H16 H H16 N N N 0 3.207 -1.099 1.898
49 H17 H H17 N N N 0 3.315 -1.402 -0.594
50 H18 H H18 N N N 0 5.134 1.043 -0.422
51 H19 H H19 N N N 0 5.007 -2.437 0.895
52 H20 H H20 N N N 0 -7.826 0.86 0.151
53 H21 H H21 N N N 0 -7.087 1.431 -1.365
54 H22 H H22 N N N 0 -8.052 -0.065 -1.352
55 H23 H H23 N N N 0 -4.881 -4.297 -0.842
56 H24 H H24 N N N 0 -4.26 -4.118 0.817
57 H25 H H25 N N N 0 -6.015 -4.121 0.519
58 H26 H H26 N N N 0 4.513 1.431 1.327
59 H27 H H27 N N N 0 3.42 1.949 -1.818
60 H28 H H28 N N N 0 7.04 -1.221 1.198



NQX : Chemical Bonds

Total Number of Bonds: 63
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O24 C19 O C sing 1.43 N N
2 O17 C16 O C sing 1.43 N N
3 C19 C20 C C sing 1.53 N N
4 C19 C18 C C sing 1.53 N N
5 C15 C6 C C sing 1.51 N N
6 C20 C21 C C sing 1.53 N N
7 C18 C16 C C sing 1.53 N N
8 C18 C23 C C sing 1.53 N N
9 C16 C1 C C sing 1.51 N N
10 C6 C1 C C doub 1.38 N Y
11 C6 C5 C C sing 1.39 N Y
12 O11 C10 O C doub 1.22 N N
13 C1 C2 C C sing 1.39 N Y
14 C23 O25 C O sing 1.43 N N
15 C23 C22 C C sing 1.53 N N
16 C21 C22 C C sing 1.53 N N
17 C5 C10 C C sing 1.47 N N
18 C5 C4 C C doub 1.41 N Y
19 C32 C29 C C sing 1.51 N N
20 C10 N9 C N sing 1.35 N N
21 C2 C3 C C doub 1.38 N Y
22 N30 C29 N C doub 1.32 N Y
23 N30 C13 N C sing 1.32 N Y
24 C29 C28 C C sing 1.39 N Y
25 N9 C13 N C sing 1.39 N N
26 N9 C8 N C sing 1.34 N N
27 C4 C3 C C sing 1.39 N Y
28 C4 N7 C N sing 1.39 N N
29 C13 N26 C N doub 1.32 N Y
30 C28 C27 C C doub 1.39 N Y
31 N26 C27 N C sing 1.32 N Y
32 C27 C31 C C sing 1.51 N N
33 N7 C8 N C sing 1.34 N N
34 N7 C14 N C sing 1.46 N N
35 C8 O12 C O doub 1.22 N N
36 C15 H1 C H sing 1.09 N N
37 C15 H2 C H sing 1.09 N N
38 C15 H3 C H sing 1.09 N N
39 C20 H4 C H sing 1.09 N N
40 C20 H5 C H sing 1.09 N N
41 C21 H6 C H sing 1.09 N N
42 C21 H7 C H sing 1.09 N N
43 C22 H8 C H sing 1.09 N N
44 C22 H9 C H sing 1.09 N N
45 C28 H10 C H sing 1.08 N N
46 C2 H11 C H sing 1.08 N N
47 C3 H12 C H sing 1.08 N N
48 C14 H13 C H sing 1.09 N N
49 C14 H14 C H sing 1.09 N N
50 C14 H15 C H sing 1.09 N N
51 C16 H16 C H sing 1.09 N N
52 C18 H17 C H sing 1.09 N N
53 C19 H18 C H sing 1.09 N N
54 C23 H19 C H sing 1.09 N N
55 C31 H20 C H sing 1.09 N N
56 C31 H21 C H sing 1.09 N N
57 C31 H22 C H sing 1.09 N N
58 C32 H23 C H sing 1.09 N N
59 C32 H24 C H sing 1.09 N N
60 C32 H25 C H sing 1.09 N N
61 O17 H26 O H sing 0.97 N N
62 O24 H27 O H sing 0.97 N N
63 O25 H28 O H sing 0.97 N N



NQX : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
NQX 8hx4 Open in New Window Bound ligand 1 1