Chemical Components in the PDB

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XAC : Summary

Code

XAC

One-letter code

X

Molecule name

N-(2-aminoethyl)-2-[4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)phenoxy]acetamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-(2-aminoethyl)-2-[4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)phenoxy]acetamide
OpenEye OEToolkits 1.7.0 N-(2-azanylethyl)-2-[4-(2,6-dioxo-1,3-dipropyl-7H-purin-8-yl)phenoxy]ethanamide

Formula

C21 H28 N6 O4

Formal charge

0

Molecular weight

428.485 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(NCCN)COc3ccc(c2nc1c(C(=O)N(C(=O)N1CCC)CCC)n2)cc3
SMILES CACTVS 3.370 CCCN1C(=O)N(CCC)c2nc([nH]c2C1=O)c3ccc(OCC(=O)NCCN)cc3
SMILES OpenEye OEToolkits 1.7.0 CCCN1c2c([nH]c(n2)c3ccc(cc3)OCC(=O)NCCN)C(=O)N(C1=O)CCC
Canonical SMILES CACTVS 3.370 CCCN1C(=O)N(CCC)c2nc([nH]c2C1=O)c3ccc(OCC(=O)NCCN)cc3
Canonical SMILES OpenEye OEToolkits 1.7.0 CCCN1c2c([nH]c(n2)c3ccc(cc3)OCC(=O)NCCN)C(=O)N(C1=O)CCC

IUPAC InChI

InChI=1S/C21H28N6O4/c1-3-11-26-19-17(20(29)27(12-4-2)21(26)30)24-18(25-19)14-5-7-15(8-6-14)31-13-16(28)23-10-9-22/h5-8H,3-4,9-13,22H2,1-2H3,(H,23,28)(H,24,25)

IUPAC InChI key

FIQGIOAELHTLHM-UHFFFAOYSA-N
XAC

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

2011-04-12

Last modified at

2011-09-02

Status

Released

Obsoleted

Not Assigned



XAC : 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 C1 C C1 N N N 0 4.069 -1.688 0.29
2 C10 C C10 N N N 0 4.865 4.566 -0.894
3 C11 C C11 N N N 0 8.198 -3.089 -1.064
4 C12 C C12 N Y N 0 -3.251 0.738 0.101
5 C13 C C13 N Y N 0 -2.39 1.824 0.18
6 C14 C C14 N Y N 0 -1.027 1.624 0.223
7 C15 C C15 N Y N 0 -0.513 0.326 0.187
8 C16 C C16 N Y N 0 -1.382 -0.764 0.107
9 C17 C C17 N Y N 0 -2.744 -0.555 0.07
10 C18 C C18 N N N 0 -5.422 -0.222 -0.023
11 C19 C C19 N N N 0 -6.87 0.194 -0.059
12 C2 C C2 N N N 0 5.425 0.221 0.407
13 C20 C C20 N N N 0 -9.245 -0.334 -0.172
14 C21 C C21 N N N 0 -10.132 -1.578 -0.259
15 C3 C C3 N Y N 0 0.947 0.107 0.233
16 C4 C C4 N Y N 0 3.076 0.514 0.332
17 C5 C C5 N Y N 0 2.922 -0.868 0.275
18 C6 C C6 N N N 0 6.484 -1.962 0.363
19 C7 C C7 N N N 0 6.95 -2.204 -1.075
20 C8 C C8 N N N 0 4.549 2.492 0.462
21 C9 C C9 N N N 0 4.665 3.051 -0.958
22 H10 H H10 N N N 0 4.948 4.964 -1.906
23 H10A H H10A N N N 0 4.013 5.024 -0.392
24 H10B H H10B N N N 0 5.777 4.789 -0.34
25 H11 H H11 N N N 0 8.529 -3.261 -2.089
26 H11A H H11A N N N 0 8.991 -2.593 -0.505
27 H11B H H11B N N N 0 7.963 -4.043 -0.593
28 H13 H H13 N N N 0 -2.788 2.828 0.208
29 H14 H H14 N N N 0 -0.358 2.47 0.285
30 H16 H H16 N N N 0 -0.988 -1.769 0.079
31 H17 H H17 N N N 0 -3.417 -1.398 0.013
32 H18 H H18 N N N 0 -5.181 -0.778 -0.929
33 H18A H H18A N N N 0 -5.248 -0.855 0.848
34 H20 H H20 N N N 0 -9.487 0.221 0.734
35 H20A H H20A N N N 0 -9.42 0.298 -1.043
36 H21 H H21 N N N 0 -9.958 -2.21 0.612
37 H21A H H21A N N N 0 -9.891 -2.133 -1.166
38 H6 H H6 N N N 0 7.277 -1.466 0.923
39 H6A H H6A N N N 0 6.249 -2.917 0.834
40 H7 H H7 N N N 0 6.157 -2.7 -1.635
41 H7A H H7A N N N 0 7.185 -1.25 -1.546
42 H8 H H8 N N N 0 3.697 2.95 0.964
43 H8A H H8A N N N 0 5.46 2.715 1.016
44 H9 H H9 N N N 0 5.517 2.592 -1.46
45 H9A H H9A N N N 0 3.753 2.827 -1.512
46 HN4 H HN4 N N N 0 1.13 -1.975 0.162
47 HN5 H HN5 N N N 0 -7.603 -1.68 -0.168
48 HN6 H HN6 N N N 0 -12.15 -1.976 -0.352
49 HN6A H HN6A N N N 0 -11.776 -0.6 0.504
50 N1 N N1 N N N 0 4.357 1.041 0.401
51 N2 N N2 N N N 0 5.289 -1.115 0.353
52 N3 N N3 N Y N 0 1.86 1.056 0.308
53 N4 N N4 N Y N 0 1.562 -1.108 0.213
54 N5 N N5 N N N 0 -7.838 -0.739 -0.136
55 N6 N N6 N N N 0 -11.543 -1.171 -0.295
56 O1 O O1 N N N 0 3.96 -2.901 0.242
57 O2 O O2 N N N 0 6.54 0.701 0.468
58 O3 O O3 N N N 0 -4.594 0.939 0.059
59 O4 O O4 N N N 0 -7.163 1.371 -0.02



XAC : 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 C1 O1 C O doub 1.22 N N
2 C1 N2 C N sing 1.35 N N
3 C1 C5 C C sing 1.41 N N
4 N1 C2 N C sing 1.35 N N
5 N1 C4 N C sing 1.39 N N
6 N1 C8 N C sing 1.46 N N
7 C2 N2 C N sing 1.34 N N
8 C2 O2 C O doub 1.22 N N
9 N2 C6 N C sing 1.46 N N
10 C3 N3 C N doub 1.32 N Y
11 C3 N4 C N sing 1.36 N Y
12 C3 C15 C C sing 1.48 N Y
13 N3 C4 N C sing 1.33 N Y
14 O3 C12 O C sing 1.36 N N
15 O3 C18 O C sing 1.43 N N
16 C4 C5 C C doub 1.39 N Y
17 N4 C5 N C sing 1.38 N Y
18 O4 C19 O C doub 1.21 N N
19 N5 C19 N C sing 1.35 N N
20 N5 C20 N C sing 1.46 N N
21 C6 C7 C C sing 1.53 N N
22 N6 C21 N C sing 1.47 N N
23 C7 C11 C C sing 1.53 N N
24 C8 C9 C C sing 1.53 N N
25 C9 C10 C C sing 1.53 N N
26 C12 C13 C C doub 1.39 N Y
27 C12 C17 C C sing 1.39 N Y
28 C13 C14 C C sing 1.38 N Y
29 C14 C15 C C doub 1.4 N Y
30 C15 C16 C C sing 1.4 N Y
31 C16 C17 C C doub 1.38 N Y
32 C18 C19 C C sing 1.51 N N
33 C20 C21 C C sing 1.53 N N
34 N4 HN4 N H sing 0.97 N N
35 N5 HN5 N H sing 0.97 N N
36 C6 H6 C H sing 1.09 N N
37 C6 H6A C H sing 1.09 N N
38 N6 HN6 N H sing 1.01 N N
39 N6 HN6A N H sing 1.01 N N
40 C7 H7 C H sing 1.09 N N
41 C7 H7A C H sing 1.09 N N
42 C8 H8 C H sing 1.09 N N
43 C8 H8A C H sing 1.09 N N
44 C9 H9 C H sing 1.09 N N
45 C9 H9A C H sing 1.09 N N
46 C10 H10 C H sing 1.09 N N
47 C10 H10A C H sing 1.09 N N
48 C10 H10B C H sing 1.09 N N
49 C11 H11 C H sing 1.09 N N
50 C11 H11A C H sing 1.09 N N
51 C11 H11B C H sing 1.09 N N
52 C13 H13 C H sing 1.08 N N
53 C14 H14 C H sing 1.08 N N
54 C16 H16 C H sing 1.08 N N
55 C17 H17 C H sing 1.08 N N
56 C18 H18 C H sing 1.09 N N
57 C18 H18A C H sing 1.09 N N
58 C20 H20 C H sing 1.09 N N
59 C20 H20A C H sing 1.09 N N
60 C21 H21 C H sing 1.09 N N
61 C21 H21A C H sing 1.09 N N



XAC : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
XAC 3rey Open in New Window Bound ligand 1 1