Chemical Components in the PDB

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AKE : Summary

Code

AKE

One-letter code

X

Molecule name

1,4-bis({2-[(2-hydroxyethyl)amino]ethyl}amino)anthracene-9,10-dione

Systematic names

ProgramVersionName
ACDLabs 12.01 1,4-bis({2-[(2-hydroxyethyl)amino]ethyl}amino)anthracene-9,10-dione
OpenEye OEToolkits 1.7.6 1,4-bis[2-(2-hydroxyethylamino)ethylamino]anthracene-9,10-dione

Formula

C22 H28 N4 O4

Formal charge

0

Molecular weight

412.482 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C2c1ccccc1C(=O)c3c2c(ccc3NCCNCCO)NCCNCCO
SMILES CACTVS 3.370 OCCNCCNc1ccc(NCCNCCO)c2C(=O)c3ccccc3C(=O)c12
SMILES OpenEye OEToolkits 1.7.6 c1ccc2c(c1)C(=O)c3c(ccc(c3C2=O)NCCNCCO)NCCNCCO
Canonical SMILES CACTVS 3.370 OCCNCCNc1ccc(NCCNCCO)c2C(=O)c3ccccc3C(=O)c12
Canonical SMILES OpenEye OEToolkits 1.7.6 c1ccc2c(c1)C(=O)c3c(ccc(c3C2=O)NCCNCCO)NCCNCCO

IUPAC InChI

InChI=1S/C22H28N4O4/c27-13-11-23-7-9-25-17-5-6-18(26-10-8-24-12-14-28)20-19(17)21(29)15-3-1-2-4-16(15)22(20)30/h1-6,23-28H,7-14H2

IUPAC InChI key

FFGSXKJJVBXWCY-UHFFFAOYSA-N
AKE

wwPDB Information

Atom count

58 (30 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-08-03

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



AKE : Atoms of Molecule

Total Number of Atoms: 58
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O01 O O01 N N N 0 -2.614 2.284 -0.533
2 C02 C C02 N N N 0 -1.431 2.278 -0.253
3 C03 C C03 N Y N 0 -0.704 3.549 -0.043
4 C04 C C04 N Y N 0 -1.398 4.743 0.121
5 C08 C C08 N Y N 0 0.703 3.549 -0.007
6 C05 C C05 N Y N 0 -0.702 5.923 0.317
7 C06 C C06 N Y N 0 0.681 5.923 0.35
8 C07 C C07 N Y N 0 1.387 4.744 0.189
9 C09 C C09 N N N 0 1.44 2.279 -0.178
10 O10 O O10 N N N 0 2.637 2.286 -0.395
11 C11 C C11 N Y N 0 0.708 1.005 -0.082
12 C12 C C12 N Y N 0 1.395 -0.205 0.047
13 N13 N N13 N N N 0 2.781 -0.218 0.087
14 C14 C C14 N N N 0 3.5 -1.493 0.161
15 C15 C C15 N N N 0 5.006 -1.227 0.192
16 N16 N N16 N N N 0 5.727 -2.505 0.267
17 C17 C C17 N N N 0 7.18 -2.289 0.298
18 C18 C C18 N N N 0 7.894 -3.64 0.376
19 O19 O O19 N N N 0 7.648 -4.378 -0.822
20 C20 C C20 N Y N 0 0.679 -1.403 0.137
21 C21 C C21 N Y N 0 -0.685 -1.404 0.099
22 C22 C C22 N Y N 0 -1.395 -0.206 -0.029
23 N23 N N23 N N N 0 -2.781 -0.221 -0.065
24 C24 C C24 N N N 0 -3.5 -1.496 -0.116
25 C25 C C25 N N N 0 -5.007 -1.232 -0.149
26 N26 N N26 N N N 0 -5.727 -2.511 -0.2
27 C27 C C27 N N N 0 -7.18 -2.296 -0.233
28 C28 C C28 N N N 0 -7.894 -3.648 -0.286
29 O29 O O29 N N N 0 -7.645 -4.367 0.923
30 C30 C C30 N Y N 0 -0.705 1.004 -0.113
31 H1 H H1 N N N 0 -2.478 4.749 0.096
32 H2 H H2 N N N 0 -1.242 6.849 0.444
33 H3 H H3 N N N 0 1.213 6.851 0.502
34 H4 H H4 N N N 0 2.467 4.752 0.216
35 H5 H H5 N N N 0 3.274 0.616 0.065
36 H6 H H6 N N N 0 3.205 -2.023 1.066
37 H7 H H7 N N N 0 3.255 -2.099 -0.711
38 H8 H H8 N N N 0 5.3 -0.697 -0.713
39 H9 H H9 N N N 0 5.25 -0.621 1.064
40 H10 H H10 N N N 0 5.468 -3.112 -0.497
41 H12 H H12 N N N 0 7.489 -1.766 -0.606
42 H13 H H13 N N N 0 7.439 -1.69 1.171
43 H14 H H14 N N N 0 8.966 -3.477 0.489
44 H15 H H15 N N N 0 7.52 -4.201 1.232
45 H16 H H16 N N N 0 8.072 -5.247 -0.843
46 H17 H H17 N N N 0 1.211 -2.338 0.236
47 H18 H H18 N N N 0 -1.221 -2.339 0.165
48 H19 H H19 N N N 0 -3.275 0.614 -0.056
49 H20 H H20 N N N 0 -3.207 -2.042 -1.014
50 H21 H H21 N N N 0 -3.253 -2.088 0.765
51 H22 H H22 N N N 0 -5.299 -0.686 0.749
52 H23 H H23 N N N 0 -5.253 -0.64 -1.03
53 H24 H H24 N N N 0 -5.466 -3.105 0.573
54 H26 H H26 N N N 0 -7.487 -1.758 0.664
55 H27 H H27 N N N 0 -7.441 -1.712 -1.115
56 H28 H H28 N N N 0 -8.967 -3.488 -0.399
57 H29 H H29 N N N 0 -7.521 -4.223 -1.134
58 H30 H H30 N N N 0 -8.069 -5.235 0.959



AKE : Chemical Bonds

Total Number of Bonds: 60
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O29 C28 O C sing 1.43 N N
2 C28 C27 C C sing 1.53 N N
3 C27 N26 C N sing 1.47 N N
4 N26 C25 N C sing 1.47 N N
5 C25 C24 C C sing 1.53 N N
6 C24 N23 C N sing 1.46 N N
7 N23 C22 N C sing 1.39 N N
8 C21 C22 C C doub 1.4 N Y
9 C21 C20 C C sing 1.36 N Y
10 C22 C30 C C sing 1.4 N Y
11 N16 C17 N C sing 1.47 N N
12 N16 C15 N C sing 1.47 N N
13 C20 C12 C C doub 1.4 N Y
14 O01 C02 O C doub 1.22 N N
15 C17 C18 C C sing 1.53 N N
16 C30 C02 C C sing 1.47 N N
17 C30 C11 C C doub 1.41 N Y
18 C18 O19 C O sing 1.43 N N
19 C02 C03 C C sing 1.48 N N
20 C12 C11 C C sing 1.4 N Y
21 C12 N13 C N sing 1.39 N N
22 C14 C15 C C sing 1.53 N N
23 C14 N13 C N sing 1.47 N N
24 C11 C09 C C sing 1.47 N N
25 C03 C04 C C doub 1.39 N Y
26 C03 C08 C C sing 1.41 N Y
27 C04 C05 C C sing 1.38 N Y
28 C09 C08 C C sing 1.48 N N
29 C09 O10 C O doub 1.22 N N
30 C08 C07 C C doub 1.39 N Y
31 C05 C06 C C doub 1.38 N Y
32 C07 C06 C C sing 1.38 N Y
33 C04 H1 C H sing 1.08 N N
34 C05 H2 C H sing 1.08 N N
35 C06 H3 C H sing 1.08 N N
36 C07 H4 C H sing 1.08 N N
37 N13 H5 N H sing 0.97 N N
38 C14 H6 C H sing 1.09 N N
39 C14 H7 C H sing 1.09 N N
40 C15 H8 C H sing 1.09 N N
41 C15 H9 C H sing 1.09 N N
42 N16 H10 N H sing 1.01 N N
43 C17 H12 C H sing 1.09 N N
44 C17 H13 C H sing 1.09 N N
45 C18 H14 C H sing 1.09 N N
46 C18 H15 C H sing 1.09 N N
47 O19 H16 O H sing 0.97 N N
48 C20 H17 C H sing 1.08 N N
49 C21 H18 C H sing 1.08 N N
50 N23 H19 N H sing 0.97 N N
51 C24 H20 C H sing 1.09 N N
52 C24 H21 C H sing 1.09 N N
53 C25 H22 C H sing 1.09 N N
54 C25 H23 C H sing 1.09 N N
55 N26 H24 N H sing 1.01 N N
56 C27 H26 C H sing 1.09 N N
57 C27 H27 C H sing 1.09 N N
58 C28 H28 C H sing 1.09 N N
59 C28 H29 C H sing 1.09 N N
60 O29 H30 O H sing 0.97 N N



AKE : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
AKE 4g0w Open in New Window Bound ligand 2 1