Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

QQA : Summary

Code

QQA

One-letter code

X

Molecule name

1-(6-((2-((6-amino-5-nitropyridin-2-yl)amino)ethyl)amino)-2-(2,4-dichlorophenyl)pyridin-3-yl)-4-methylpiperazin-2-one

Systematic names

ProgramVersionName
ACDLabs 12.01 1-[(2P)-6-({2-[(6-amino-5-nitropyridin-2-yl)amino]ethyl}amino)-2-(2,4-dichlorophenyl)pyridin-3-yl]-4-methylpiperazin-2-one
OpenEye OEToolkits 2.0.7 1-[6-[2-[(6-azanyl-5-nitro-pyridin-2-yl)amino]ethylamino]-2-(2,4-dichlorophenyl)pyridin-3-yl]-4-methyl-piperazin-2-one

Formula

C23 H24 Cl2 N8 O3

Formal charge

0

Molecular weight

531.394 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 CN1CC(=O)N(CC1)c1ccc(NCCNc2ccc([N+]([O-])=O)c(N)n2)nc1c1ccc(Cl)cc1Cl
SMILES CACTVS 3.385 CN1CCN(C(=O)C1)c2ccc(NCCNc3ccc(c(N)n3)[N+]([O-])=O)nc2c4ccc(Cl)cc4Cl
SMILES OpenEye OEToolkits 2.0.7 CN1CCN(C(=O)C1)c2ccc(nc2c3ccc(cc3Cl)Cl)NCCNc4ccc(c(n4)N)[N+](=O)[O-]
Canonical SMILES CACTVS 3.385 CN1CCN(C(=O)C1)c2ccc(NCCNc3ccc(c(N)n3)[N+]([O-])=O)nc2c4ccc(Cl)cc4Cl
Canonical SMILES OpenEye OEToolkits 2.0.7 CN1CCN(C(=O)C1)c2ccc(nc2c3ccc(cc3Cl)Cl)NCCNc4ccc(c(n4)N)[N+](=O)[O-]

IUPAC InChI

InChI=1S/C23H24Cl2N8O3/c1-31-10-11-32(21(34)13-31)17-4-6-19(29-22(17)15-3-2-14(24)12-16(15)25)27-8-9-28-20-7-5-18(33(35)36)23(26)30-20/h2-7,12H,8-11,13H2,1H3,(H,27,29)(H3,26,28,30)

IUPAC InChI key

KLSRELDSEJWOAS-UHFFFAOYSA-N
QQA

wwPDB Information

Atom count

60 (36 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2019-12-07

Last modified at

2022-06-22

Status

Released

Obsoleted

Not Assigned



QQA : 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 C1 C C1 N Y N 0 8.691 0.444 -0.15
2 C2 C C2 N Y N 0 8.411 -0.899 0.073
3 C11 C C3 N Y N 0 -0.043 -0.442 0.004
4 C14 C C4 N Y N 0 -0.252 -1.798 0.235
5 C15 C C5 N Y N 0 -1.546 -2.283 0.311
6 C16 C C6 N Y N 0 -2.601 -1.389 0.152
7 C17 C C7 N Y N 0 -2.319 -0.039 -0.078
8 C19 C C8 N Y N 0 -3.432 0.925 -0.248
9 C23 C C9 N Y N 0 -4.393 0.717 -1.237
10 C24 C C10 N Y N 0 -5.427 1.617 -1.391
11 C25 C C11 N Y N 0 -5.512 2.727 -0.567
12 C26 C C12 N Y N 0 -4.561 2.94 0.416
13 C27 C C13 N Y N 0 -3.525 2.042 0.583
14 C28 C C14 N N N 0 -4.472 -2.384 -0.87
15 C29 C C15 N N N 0 -5.896 -2.862 -0.913
16 C31 C C16 N N N 0 -6.155 -1.798 1.236
17 C32 C C17 N N N 0 -4.649 -1.682 1.479
18 C33 C C18 N N N 0 -7.848 -3.338 0.438
19 C4 C C19 N Y N 0 6.135 -0.494 0.018
20 C5 C C20 N Y N 0 6.346 0.86 -0.212
21 C6 C C21 N Y N 0 7.643 1.34 -0.292
22 C8 C C22 N N N 0 3.7 -0.074 -0.055
23 C9 C C23 N N N 0 2.395 -0.861 0.078
24 N10 N N1 N N N 0 1.257 0.049 -0.078
25 N12 N N2 N N N 1 10.092 0.913 -0.229
26 N13 N N3 N N N 0 9.456 -1.804 0.217
27 N30 N N7 N N N 0 -6.415 -3.017 0.452
28 N18 N N4 N Y N 0 -1.063 0.387 -0.143
29 N20 N N5 N N N 0 -3.926 -1.836 0.22
30 N3 N N6 N Y N 0 7.159 -1.325 0.15
31 N7 N N8 N N N 0 4.837 -0.984 0.101
32 O21 O O1 N N N -1 10.402 1.99 0.249
33 O22 O O2 N N N 0 10.936 0.223 -0.772
34 O36 O O3 N N N 0 -3.788 -2.506 -1.864
35 CL1 CL CL1 N N N 0 -2.336 2.306 1.821
36 CL2 CL CL2 N N N 0 -6.816 3.855 -0.768
37 H1 H H1 N N N 0 0.588 -2.466 0.354
38 H2 H H2 N N N 0 -1.733 -3.331 0.489
39 H3 H H3 N N N 0 -4.328 -0.148 -1.88
40 H4 H H4 N N N 0 -6.171 1.457 -2.157
41 H5 H H5 N N N 0 -4.632 3.807 1.056
42 H6 H H6 N N N 0 -6.505 -2.135 -1.451
43 H7 H H7 N N N 0 -5.94 -3.821 -1.428
44 H8 H H8 N N N 0 -6.676 -1.86 2.191
45 H9 H H9 N N N 0 -6.507 -0.927 0.683
46 H10 H H10 N N N 0 -4.426 -0.705 1.908
47 H11 H H11 N N N 0 -4.334 -2.462 2.173
48 H12 H H12 N N N 0 -8.014 -4.232 -0.163
49 H13 H H13 N N N 0 -8.191 -3.516 1.457
50 H14 H H14 N N N 0 -8.403 -2.503 0.009
51 H15 H H15 N N N 0 5.508 1.533 -0.319
52 H16 H H16 N N N 0 7.834 2.389 -0.462
53 H17 H H17 N N N 0 3.742 0.396 -1.038
54 H18 H H18 N N N 0 3.741 0.695 0.717
55 H19 H H19 N N N 0 2.354 -1.63 -0.694
56 H20 H H20 N N N 0 2.352 -1.331 1.061
57 H21 H H21 N N N 0 1.41 0.993 -0.239
58 H22 H H22 N N N 0 10.369 -1.485 0.281
59 H23 H H23 N N N 0 9.271 -2.756 0.254
60 H25 H H25 N N N 0 4.684 -1.928 0.261



QQA : 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 C8 N7 C N sing 1.46 N N
2 C8 C9 C C sing 1.53 N N
3 N7 C4 N C sing 1.39 N N
4 C9 N10 C N sing 1.47 N N
5 N10 C11 N C sing 1.39 N N
6 N3 C4 N C doub 1.33 N Y
7 N3 C2 N C sing 1.32 N Y
8 C4 C5 C C sing 1.39 N Y
9 C11 C14 C C doub 1.39 N Y
10 C11 N18 C N sing 1.32 N Y
11 N13 C2 N C sing 1.39 N N
12 C14 C15 C C sing 1.38 N Y
13 C2 C1 C C doub 1.39 N Y
14 C5 C6 C C doub 1.39 N Y
15 N18 C17 N C doub 1.33 N Y
16 C15 C16 C C doub 1.39 N Y
17 C1 C6 C C sing 1.39 N Y
18 C1 N12 C N sing 1.48 N N
19 C17 C16 C C sing 1.4 N Y
20 C17 C19 C C sing 1.48 N N
21 C16 N20 C N sing 1.4 N N
22 O22 N12 O N doub 1.22 N N
23 N12 O21 N O sing 1.22 N N
24 C19 C23 C C doub 1.39 N Y
25 C19 C27 C C sing 1.4 N Y
26 CL1 C27 CL C sing 1.74 N N
27 N20 C32 N C sing 1.46 N N
28 N20 C28 N C sing 1.34 N N
29 C23 C24 C C sing 1.38 N Y
30 C32 C31 C C sing 1.53 N N
31 C27 C26 C C doub 1.38 N Y
32 O36 C28 O C doub 1.21 N N
33 C28 C29 C C sing 1.5 N N
34 C24 C25 C C doub 1.39 N Y
35 C26 C25 C C sing 1.38 N Y
36 C31 N30 C N sing 1.47 N N
37 C25 CL2 C CL sing 1.74 N N
38 C29 N30 C N sing 1.47 N N
39 N30 C33 N C sing 1.47 N N
40 C14 H1 C H sing 1.08 N N
41 C15 H2 C H sing 1.08 N N
42 C23 H3 C H sing 1.08 N N
43 C24 H4 C H sing 1.08 N N
44 C26 H5 C H sing 1.08 N N
45 C29 H6 C H sing 1.09 N N
46 C29 H7 C H sing 1.09 N N
47 C31 H8 C H sing 1.09 N N
48 C31 H9 C H sing 1.09 N N
49 C32 H10 C H sing 1.09 N N
50 C32 H11 C H sing 1.09 N N
51 C33 H12 C H sing 1.09 N N
52 C33 H13 C H sing 1.09 N N
53 C33 H14 C H sing 1.09 N N
54 C5 H15 C H sing 1.08 N N
55 C6 H16 C H sing 1.08 N N
56 C8 H17 C H sing 1.09 N N
57 C8 H18 C H sing 1.09 N N
58 C9 H19 C H sing 1.09 N N
59 C9 H20 C H sing 1.09 N N
60 N10 H21 N H sing 0.97 N N
61 N13 H22 N H sing 0.97 N N
62 N13 H23 N H sing 0.97 N N
63 N7 H25 N H sing 0.97 N N



QQA : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
QQA 6v6l Open in New Window Bound ligand 1 1