Chemical Components in the PDB

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0WL : Summary

Code

0WL

One-letter code

X

Molecule name

1-cyclopentyl-6-{(1R)-1-[3-(pyrimidin-2-yl)azetidin-1-yl]ethyl}-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one

Systematic names

ProgramVersionName
ACDLabs 12.01 1-cyclopentyl-6-{(1R)-1-[3-(pyrimidin-2-yl)azetidin-1-yl]ethyl}-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one
OpenEye OEToolkits 1.7.6 1-cyclopentyl-6-[(1R)-1-(3-pyrimidin-2-ylazetidin-1-yl)ethyl]-5H-pyrazolo[3,4-d]pyrimidin-4-one

Formula

C19 H23 N7 O

Formal charge

0

Molecular weight

365.432 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C1NC(=Nc2c1cnn2C3CCCC3)C(N5CC(c4ncccn4)C5)C
SMILES CACTVS 3.370 C[CH](N1C[CH](C1)c2ncccn2)C3=Nc4n(ncc4C(=O)N3)C5CCCC5
SMILES OpenEye OEToolkits 1.7.6 CC(C1=Nc2c(cnn2C3CCCC3)C(=O)N1)N4CC(C4)c5ncccn5
Canonical SMILES CACTVS 3.370 C[C@@H](N1C[C@@H](C1)c2ncccn2)C3=Nc4n(ncc4C(=O)N3)C5CCCC5
Canonical SMILES OpenEye OEToolkits 1.7.6 C[C@H](C1=Nc2c(cnn2C3CCCC3)C(=O)N1)N4CC(C4)c5ncccn5

IUPAC InChI

InChI=1S/C19H23N7O/c1-12(25-10-13(11-25)17-20-7-4-8-21-17)16-23-18-15(19(27)24-16)9-22-26(18)14-5-2-3-6-14/h4,7-9,12-14H,2-3,5-6,10-11H2,1H3,(H,23,24,27)/t12-/m1/s1

IUPAC InChI key

HJXAXXUTIBEZHT-GFCCVEGCSA-N
0WL

wwPDB Information

Atom count

50 (27 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-07-25

Last modified at

2013-05-24

Status

Released

Obsoleted

Not Assigned



0WL : Atoms of Molecule

Total Number of Atoms: 50
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 6.615 -0.921 -1.257
2 C2 C C2 N Y N 0 6.334 -1.773 -0.201
3 C3 C C3 N Y N 0 5.676 0.041 -1.595
4 C4 C C4 N Y N 0 -4.434 1.114 -0.821
5 C5 C C5 N Y N 0 -3.146 1.59 -0.514
6 C6 C C6 N Y N 0 -2.38 0.486 -0.107
7 C7 C C7 N Y N 0 4.313 -0.721 0.09
8 C8 C C8 N N N 0 -2.504 2.904 -0.536
9 C9 C C9 N N N 0 -0.543 1.85 0.218
10 C10 C C10 N N N 0 -3.167 -4.297 -0.426
11 C11 C C11 N N N 0 -4.007 -4.032 0.84
12 C12 C C12 N N N 0 -3.0 -2.898 -1.07
13 C13 C C13 N N N 0 -3.788 -2.555 1.213
14 C14 C C14 N N N 0 2.799 0.753 1.523
15 C15 C C15 N N N 0 1.82 -0.179 -0.012
16 C16 C C16 N N N 0 3.016 -0.609 0.848
17 C17 C C17 N N N 0 -2.822 -1.974 0.16
18 C18 C C18 N N N 0 1.027 3.009 1.747
19 C19 C C19 R N N 0 0.901 1.972 0.629
20 N20 N N20 N Y N 0 5.185 -1.645 0.442
21 N21 N N21 N Y N 0 4.551 0.113 -0.902
22 N22 N N22 N Y N 0 -4.456 -0.174 -0.613
23 N23 N N23 N N N 0 -1.098 0.674 0.244
24 N24 N N24 N Y N 0 -3.195 -0.598 -0.174
25 N25 N N25 N N N 0 -1.206 2.972 -0.16
26 N26 N N26 N N N 0 1.385 0.672 1.111
27 O27 O O27 N N N 0 -3.115 3.901 -0.88
28 H1 H H1 N N N 0 7.545 -1.001 -1.8
29 H2 H H2 N N N 0 7.044 -2.533 0.093
30 H3 H H3 N N N 0 5.861 0.723 -2.411
31 H4 H H4 N N N 0 -5.265 1.713 -1.165
32 H5 H H5 N N N 0 -2.195 -4.712 -0.159
33 H6 H H6 N N N 0 -3.696 -4.968 -1.102
34 H7 H H7 N N N 0 -5.062 -4.212 0.633
35 H8 H H8 N N N 0 -3.671 -4.676 1.653
36 H9 H H9 N N N 0 -2.115 -2.869 -1.706
37 H10 H H10 N N N 0 -3.891 -2.624 -1.634
38 H11 H H11 N N N 0 -4.736 -2.019 1.186
39 H12 H H12 N N N 0 -3.346 -2.483 2.206
40 H13 H H13 N N N 0 2.938 0.729 2.604
41 H14 H H14 N N N 0 3.344 1.567 1.046
42 H15 H H15 N N N 0 2.104 0.385 -0.9
43 H16 H H16 N N N 0 1.129 -0.993 -0.234
44 H17 H H17 N N N 0 2.821 -1.464 1.495
45 H18 H H18 N N N 0 -1.794 -2.014 0.522
46 H19 H H19 N N N 0 0.431 2.694 2.604
47 H20 H H20 N N N 0 2.072 3.098 2.045
48 H21 H H21 N N N 0 0.668 3.974 1.39
49 H22 H H22 N N N 0 1.497 2.287 -0.227
50 H23 H H23 N N N 0 -0.746 3.826 -0.162



0WL : Chemical Bonds

Total Number of Bonds: 54
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C3 N21 C N doub 1.32 N Y
2 C3 C1 C C sing 1.39 N Y
3 N21 C7 N C sing 1.32 N Y
4 C1 C2 C C doub 1.39 N Y
5 C7 C16 C C sing 1.51 N N
6 C7 N20 C N doub 1.32 N Y
7 C2 N20 C N sing 1.32 N Y
8 C16 C14 C C sing 1.54 N N
9 C16 C15 C C sing 1.53 N N
10 C10 C11 C C sing 1.54 N N
11 C10 C12 C C sing 1.55 N N
12 C14 N26 C N sing 1.48 N N
13 C11 C13 C C sing 1.54 N N
14 C15 N26 C N sing 1.47 N N
15 C12 C17 C C sing 1.55 N N
16 N26 C19 N C sing 1.47 N N
17 C13 C17 C C sing 1.54 N N
18 C17 N24 C N sing 1.46 N N
19 C19 C18 C C sing 1.53 N N
20 C19 C9 C C sing 1.51 N N
21 N23 C9 N C doub 1.3 N N
22 N23 C6 N C sing 1.34 N N
23 N24 C6 N C sing 1.36 N Y
24 N24 N22 N N sing 1.4 N Y
25 C9 N25 C N sing 1.36 N N
26 C6 C5 C C doub 1.4 N Y
27 N22 C4 N C doub 1.3 N Y
28 N25 C8 N C sing 1.35 N N
29 C5 C4 C C sing 1.41 N Y
30 C5 C8 C C sing 1.46 N N
31 C8 O27 C O doub 1.22 N N
32 C1 H1 C H sing 1.08 N N
33 C2 H2 C H sing 1.08 N N
34 C3 H3 C H sing 1.08 N N
35 C4 H4 C H sing 1.08 N N
36 C10 H5 C H sing 1.09 N N
37 C10 H6 C H sing 1.09 N N
38 C11 H7 C H sing 1.09 N N
39 C11 H8 C H sing 1.09 N N
40 C12 H9 C H sing 1.09 N N
41 C12 H10 C H sing 1.09 N N
42 C13 H11 C H sing 1.09 N N
43 C13 H12 C H sing 1.09 N N
44 C14 H13 C H sing 1.09 N N
45 C14 H14 C H sing 1.09 N N
46 C15 H15 C H sing 1.09 N N
47 C15 H16 C H sing 1.09 N N
48 C16 H17 C H sing 1.09 N N
49 C17 H18 C H sing 1.09 N N
50 C18 H19 C H sing 1.09 N N
51 C18 H20 C H sing 1.09 N N
52 C18 H21 C H sing 1.09 N N
53 C19 H22 C H sing 1.09 N N
54 N25 H23 N H sing 0.97 N N



0WL : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0WL 4g2l Open in New Window Bound ligand 2 1