Chemical Components in the PDB

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9QR : Summary

Code

9QR

One-letter code

X

Molecule name

5-(4-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)-6-ethylpyrimidine-2,4-diamine

Systematic names

ProgramVersionName
ACDLabs 12.01 5-(4-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)-6-ethylpyrimidine-2,4-diamine
OpenEye OEToolkits 2.0.6 5-[4-[3-[2,4-bis(azanyl)-6-ethyl-pyrimidin-5-yl]oxypropoxy]phenyl]-6-ethyl-pyrimidine-2,4-diamine

Formula

C21 H28 N8 O2

Formal charge

0

Molecular weight

424.499 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 n1c(c(c(nc1N)CC)OCCCOc3ccc(c2c(N)nc(nc2CC)N)cc3)N
SMILES CACTVS 3.385 CCc1nc(N)nc(N)c1OCCCOc2ccc(cc2)c3c(N)nc(N)nc3CC
SMILES OpenEye OEToolkits 2.0.6 CCc1c(c(nc(n1)N)N)c2ccc(cc2)OCCCOc3c(nc(nc3N)N)CC
Canonical SMILES CACTVS 3.385 CCc1nc(N)nc(N)c1OCCCOc2ccc(cc2)c3c(N)nc(N)nc3CC
Canonical SMILES OpenEye OEToolkits 2.0.6 CCc1c(c(nc(n1)N)N)c2ccc(cc2)OCCCOc3c(nc(nc3N)N)CC

IUPAC InChI

InChI=1S/C21H28N8O2/c1-3-14-16(18(22)28-20(24)26-14)12-6-8-13(9-7-12)30-10-5-11-31-17-15(4-2)27-21(25)29-19(17)23/h6-9H,3-5,10-11H2,1-2H3,(H4,22,24,26,28)(H4,23,25,27,29)

IUPAC InChI key

VSAKYGGFYNIPDW-UHFFFAOYSA-N
9QR

wwPDB Information

Atom count

59 (31 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2018-06-21

Last modified at

2019-04-05

Status

Released

Obsoleted

Not Assigned



9QR : Atoms of Molecule

Total Number of Atoms: 59
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N1 N N1 N Y N 0 7.263 1.504 -1.079
2 C2 C C1 N Y N 0 7.908 0.402 -1.433
3 N3 N N2 N Y N 0 7.518 -0.794 -1.023
4 C4 C C2 N Y N 0 6.459 -0.935 -0.236
5 C5 C C3 N Y N 0 5.756 0.19 0.158
6 C6 C C4 N Y N 0 6.194 1.441 -0.293
7 N7 N N3 N N N 0 5.522 2.598 0.076
8 C12 C C5 N N N 0 3.388 0.037 0.327
9 C21 C C6 N Y N 0 -2.44 -0.109 2.167
10 C22 C C7 N Y N 0 -5.412 -0.231 -0.131
11 C31 C C8 N N N 0 -5.251 3.072 -0.145
12 N8 N N4 N N N 0 9.019 0.505 -2.254
13 C9 C C9 N N N 0 6.027 -2.304 0.222
14 C10 C C10 N N N 0 6.792 -2.681 1.493
15 O11 O O1 N N N 0 4.666 0.082 0.965
16 C13 C C11 N N N 0 2.287 0.019 1.389
17 C14 C C12 N N N 0 0.919 -0.03 0.706
18 O15 O O2 N N N 0 -0.109 -0.047 1.698
19 C16 C C13 N Y N 0 -1.393 -0.09 1.255
20 C20 C C14 N Y N 0 -3.744 -0.158 1.721
21 C17 C C15 N Y N 0 -1.655 -0.116 -0.108
22 C18 C C16 N Y N 0 -2.957 -0.16 -0.561
23 C19 C C17 N Y N 0 -4.011 -0.184 0.352
24 C23 C C18 N Y N 0 -6.284 0.831 0.099
25 C30 C C19 N N N 0 -5.817 2.053 0.846
26 C27 C C20 N Y N 0 -5.894 -1.348 -0.838
27 N28 N N5 N N N 0 -5.068 -2.427 -1.098
28 N26 N N6 N Y N 0 -7.156 -1.348 -1.253
29 C25 C C21 N Y N 0 -7.95 -0.317 -1.006
30 N24 N N7 N Y N 0 -7.527 0.752 -0.347
31 N29 N N8 N N N 0 -9.259 -0.356 -1.454
32 H1 H H1 N N N 0 5.832 3.461 -0.24
33 H2 H H2 N N N 0 4.742 2.543 0.651
34 H3 H H3 N N N 0 3.267 0.916 -0.307
35 H4 H H4 N N N 0 3.319 -0.863 -0.284
36 H5 H H5 N N N 0 -2.233 -0.089 3.226
37 H6 H H6 N N N 0 -4.914 3.956 0.395
38 H7 H H7 N N N 0 -4.41 2.63 -0.68
39 H8 H H8 N N N 0 -6.026 3.355 -0.858
40 H9 H H9 N N N 0 9.5 -0.293 -2.522
41 H13 H H13 N N N 0 7.854 -2.768 1.265
42 H10 H H10 N N N 0 9.316 1.376 -2.562
43 H11 H H11 N N N 0 4.957 -2.296 0.431
44 H12 H H12 N N N 0 6.24 -3.033 -0.56
45 H14 H H14 N N N 0 6.644 -1.91 2.248
46 H15 H H15 N N N 0 6.422 -3.635 1.87
47 H16 H H16 N N N 0 2.408 -0.86 2.023
48 H17 H H17 N N N 0 2.356 0.919 2.0
49 H18 H H18 N N N 0 0.798 0.849 0.072
50 H19 H H19 N N N 0 0.85 -0.93 0.095
51 H20 H H20 N N N 0 -4.558 -0.177 2.43
52 H21 H H21 N N N 0 -0.839 -0.101 -0.815
53 H22 H H22 N N N 0 -3.161 -0.179 -1.621
54 H23 H H23 N N N 0 -5.042 1.77 1.559
55 H24 H H24 N N N 0 -6.658 2.496 1.381
56 H25 H H25 N N N 0 -4.148 -2.418 -0.791
57 H26 H H26 N N N 0 -5.409 -3.192 -1.587
58 H27 H H27 N N N 0 -9.582 -1.13 -1.941
59 H28 H H28 N N N 0 -9.853 0.391 -1.281



9QR : Chemical Bonds

Total Number of Bonds: 61
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N8 C2 N C sing 1.39 N N
2 C2 N3 C N doub 1.32 N Y
3 C2 N1 C N sing 1.33 N Y
4 N3 C4 N C sing 1.33 N Y
5 N1 C6 N C doub 1.33 N Y
6 C4 C9 C C sing 1.51 N N
7 C4 C5 C C doub 1.38 N Y
8 C10 C9 C C sing 1.53 N N
9 C6 C5 C C sing 1.4 N Y
10 C6 N7 C N sing 1.39 N N
11 C5 O11 C O sing 1.36 N N
12 C30 C31 C C sing 1.53 N N
13 C30 C23 C C sing 1.51 N N
14 O11 C12 O C sing 1.43 N N
15 N24 C23 N C doub 1.32 N Y
16 N24 C25 N C sing 1.33 N Y
17 C23 C22 C C sing 1.39 N Y
18 N29 C25 N C sing 1.38 N N
19 C12 C13 C C sing 1.53 N N
20 C25 N26 C N doub 1.32 N Y
21 C22 C19 C C sing 1.48 N N
22 C22 C27 C C doub 1.41 N Y
23 C18 C17 C C doub 1.38 N Y
24 C18 C19 C C sing 1.39 N Y
25 C17 C16 C C sing 1.39 N Y
26 N26 C27 N C sing 1.33 N Y
27 C19 C20 C C doub 1.4 N Y
28 C27 N28 C N sing 1.38 N N
29 C13 C14 C C sing 1.53 N N
30 C16 C21 C C doub 1.39 N Y
31 C16 O15 C O sing 1.36 N N
32 C20 C21 C C sing 1.38 N Y
33 O15 C14 O C sing 1.43 N N
34 N7 H1 N H sing 0.97 N N
35 N7 H2 N H sing 0.97 N N
36 C12 H3 C H sing 1.09 N N
37 C12 H4 C H sing 1.09 N N
38 C21 H5 C H sing 1.08 N N
39 C31 H6 C H sing 1.09 N N
40 C31 H7 C H sing 1.09 N N
41 C31 H8 C H sing 1.09 N N
42 N8 H9 N H sing 0.97 N N
43 N8 H10 N H sing 0.97 N N
44 C9 H11 C H sing 1.09 N N
45 C9 H12 C H sing 1.09 N N
46 C10 H13 C H sing 1.09 N N
47 C10 H14 C H sing 1.09 N N
48 C10 H15 C H sing 1.09 N N
49 C13 H16 C H sing 1.09 N N
50 C13 H17 C H sing 1.09 N N
51 C14 H18 C H sing 1.09 N N
52 C14 H19 C H sing 1.09 N N
53 C20 H20 C H sing 1.08 N N
54 C17 H21 C H sing 1.08 N N
55 C18 H22 C H sing 1.08 N N
56 C30 H23 C H sing 1.09 N N
57 C30 H24 C H sing 1.09 N N
58 N28 H25 N H sing 0.97 N N
59 N28 H26 N H sing 0.97 N N
60 N29 H27 N H sing 0.97 N N
61 N29 H28 N H sing 0.97 N N



9QR : Used in PDB Entries

Total Number of PDB Entries: 3
Ligand Code PDB Entry ID Type Total Distinct
9QR 6a2m Open in New Window Bound ligand 2 1
9QR 6a2n Open in New Window Bound ligand 2 1
9QR 6a7e Open in New Window Bound ligand 1 1