Chemical Components in the PDB

pdbe.org/chem
spacer

0OW : Summary

Code

0OW

One-letter code

X

Molecule name

4-amino-2-(cyclopentyloxy)-6-{[(1R,2S)-2-hydroxycyclopentyl]oxy}pyrimidine-5-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 4-amino-2-(cyclopentyloxy)-6-{[(1R,2S)-2-hydroxycyclopentyl]oxy}pyrimidine-5-carboxamide
OpenEye OEToolkits 1.7.6 4-azanyl-2-cyclopentyloxy-6-[(1R,2S)-2-oxidanylcyclopentyl]oxy-pyrimidine-5-carboxamide

Formula

C15 H22 N4 O4

Formal charge

0

Molecular weight

322.36 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(c3c(OC1CCCC1O)nc(OC2CCCC2)nc3N)N
SMILES CACTVS 3.370 NC(=O)c1c(N)nc(OC2CCCC2)nc1O[CH]3CCC[CH]3O
SMILES OpenEye OEToolkits 1.7.6 C1CCC(C1)Oc2nc(c(c(n2)OC3CCCC3O)C(=O)N)N
Canonical SMILES CACTVS 3.370 NC(=O)c1c(N)nc(OC2CCCC2)nc1O[C@@H]3CCC[C@@H]3O
Canonical SMILES OpenEye OEToolkits 1.7.6 C1CCC(C1)Oc2nc(c(c(n2)O[C@@H]3CCC[C@@H]3O)C(=O)N)N

IUPAC InChI

InChI=1S/C15H22N4O4/c16-12-11(13(17)21)14(23-10-7-3-6-9(10)20)19-15(18-12)22-8-4-1-2-5-8/h8-10,20H,1-7H2,(H2,17,21)(H2,16,18,19)/t9-,10+/m0/s1

IUPAC InChI key

GOYBCUMANOWCAY-VHSXEESVSA-N
0OW

wwPDB Information

Atom count

45 (23 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-04-04

Last modified at

2013-03-29

Status

Released

Obsoleted

Not Assigned



0OW : Atoms of Molecule

Total Number of Atoms: 45
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N1 N N1 N N N 0 -2.137 3.216 -1.244
2 C2 C C2 N N N 0 -1.591 2.805 -0.083
3 C4 C C4 N Y N 0 -0.55 1.768 -0.087
4 C5 C C5 N Y N 0 0.815 2.11 -0.181
5 C10 C C10 N N N 0 3.67 -0.649 -0.198
6 C11 C C11 N N N 0 4.308 -0.53 1.209
7 C12 C C12 N N N 0 5.822 -0.657 0.908
8 C13 C C13 N N N 0 5.899 -1.714 -0.212
9 C14 C C14 N N N 0 4.53 -1.709 -0.915
10 O3 O O3 N N N 0 -1.959 3.293 0.969
11 N6 N N6 N N N 0 1.203 3.43 -0.271
12 N7 N N7 N Y N 0 1.721 1.137 -0.182
13 C8 C C8 N Y N 0 1.357 -0.132 -0.095
14 O9 O O9 N N N 0 2.314 -1.089 -0.099
15 N15 N N15 N Y N 0 0.087 -0.498 -0.0040
16 C16 C C16 N Y N 0 -0.885 0.405 0.0090
17 O17 O O17 N N N 0 -2.179 0.02 0.107
18 C18 C C18 R N N 0 -2.433 -1.383 0.2
19 C20 C C20 N N N 0 -2.696 -1.98 -1.204
20 C21 C C21 N N N 0 -3.516 -3.255 -0.885
21 C22 C C22 N N N 0 -4.431 -2.835 0.283
22 C23 C C23 S N N 0 -3.74 -1.644 0.977
23 O25 O O25 N N N 0 -4.581 -0.49 0.919
24 H1 H H1 N N N 0 -1.843 2.827 -2.083
25 H2 H H2 N N N 0 -2.827 3.898 -1.241
26 H3 H H3 N N N 0 3.723 0.305 -0.723
27 H4 H H4 N N N 0 4.082 0.438 1.655
28 H5 H H5 N N N 0 3.973 -1.342 1.855
29 H6 H H6 N N N 0 6.223 0.296 0.562
30 H7 H H7 N N N 0 6.359 -0.999 1.793
31 H8 H H8 N N N 0 6.684 -1.451 -0.921
32 H9 H H9 N N N 0 6.095 -2.697 0.215
33 H10 H H10 N N N 0 4.063 -2.69 -0.829
34 H11 H H11 N N N 0 4.651 -1.444 -1.966
35 H12 H H12 N N N 0 0.535 4.133 -0.27
36 H13 H H13 N N N 0 2.144 3.655 -0.336
37 H14 H H14 N N N 0 -1.596 -1.89 0.68
38 H15 H H15 N N N 0 -3.278 -1.29 -1.815
39 H16 H H16 N N N 0 -1.758 -2.234 -1.698
40 H17 H H17 N N N 0 -4.112 -3.552 -1.748
41 H18 H H18 N N N 0 -2.855 -4.067 -0.58
42 H19 H H19 N N N 0 -5.407 -2.533 -0.096
43 H20 H H20 N N N 0 -4.542 -3.66 0.986
44 H21 H H21 N N N 0 -3.519 -1.893 2.014
45 H22 H H22 N N N 0 -5.43 -0.598 1.369



0OW : Chemical Bonds

Total Number of Bonds: 47
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N1 C2 N C sing 1.35 N N
2 C21 C20 C C sing 1.55 N N
3 C21 C22 C C sing 1.54 N N
4 O25 C23 O C sing 1.43 N N
5 C20 C18 C C sing 1.55 N N
6 O3 C2 O C doub 1.22 N N
7 C2 C4 C C sing 1.47 N N
8 C22 C23 C C sing 1.54 N N
9 O17 C18 O C sing 1.43 N N
10 O17 C16 O C sing 1.35 N N
11 C23 C18 C C sing 1.54 N N
12 C4 C16 C C doub 1.41 N Y
13 C4 C5 C C sing 1.41 N Y
14 C16 N15 C N sing 1.33 N Y
15 N6 C5 N C sing 1.38 N N
16 C5 N7 C N doub 1.33 N Y
17 N15 C8 N C doub 1.32 N Y
18 N7 C8 N C sing 1.32 N Y
19 C8 O9 C O sing 1.35 N N
20 C11 C12 C C sing 1.55 N N
21 C11 C10 C C sing 1.55 N N
22 C12 C13 C C sing 1.54 N N
23 O9 C10 O C sing 1.43 N N
24 C10 C14 C C sing 1.54 N N
25 C13 C14 C C sing 1.54 N N
26 N1 H1 N H sing 0.97 N N
27 N1 H2 N H sing 0.97 N N
28 C10 H3 C H sing 1.09 N N
29 C11 H4 C H sing 1.09 N N
30 C11 H5 C H sing 1.09 N N
31 C12 H6 C H sing 1.09 N N
32 C12 H7 C H sing 1.09 N N
33 C13 H8 C H sing 1.09 N N
34 C13 H9 C H sing 1.09 N N
35 C14 H10 C H sing 1.09 N N
36 C14 H11 C H sing 1.09 N N
37 N6 H12 N H sing 0.97 N N
38 N6 H13 N H sing 0.97 N N
39 C18 H14 C H sing 1.09 N N
40 C20 H15 C H sing 1.09 N N
41 C20 H16 C H sing 1.09 N N
42 C21 H17 C H sing 1.09 N N
43 C21 H18 C H sing 1.09 N N
44 C22 H19 C H sing 1.09 N N
45 C22 H20 C H sing 1.09 N N
46 C23 H21 C H sing 1.09 N N
47 O25 H22 O H sing 0.97 N N



0OW : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0OW 4efb Open in New Window Bound ligand 1 1