Chemical Components in the PDB

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0XZ : Summary

Code

0XZ

One-letter code

X

Molecule name

4-amino-N-[(1S)-1-(4-chlorophenyl)-3-hydroxypropyl]-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 4-amino-N-[(1S)-1-(4-chlorophenyl)-3-hydroxypropyl]-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide
OpenEye OEToolkits 1.7.6 4-azanyl-N-[(1S)-1-(4-chlorophenyl)-3-oxidanyl-propyl]-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide

Formula

C21 H25 Cl N6 O2

Formal charge

0

Molecular weight

428.915 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 Clc1ccc(cc1)C(NC(=O)C4(N)CCN(c2ncnc3c2ccn3)CC4)CCO
SMILES CACTVS 3.370 NC1(CCN(CC1)c2ncnc3[nH]ccc23)C(=O)N[CH](CCO)c4ccc(Cl)cc4
SMILES OpenEye OEToolkits 1.7.6 c1cc(ccc1C(CCO)NC(=O)C2(CCN(CC2)c3c4cc[nH]c4ncn3)N)Cl
Canonical SMILES CACTVS 3.370 NC1(CCN(CC1)c2ncnc3[nH]ccc23)C(=O)N[C@@H](CCO)c4ccc(Cl)cc4
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc(ccc1[C@H](CCO)NC(=O)C2(CCN(CC2)c3c4cc[nH]c4ncn3)N)Cl

IUPAC InChI

InChI=1S/C21H25ClN6O2/c22-15-3-1-14(2-4-15)17(6-12-29)27-20(30)21(23)7-10-28(11-8-21)19-16-5-9-24-18(16)25-13-26-19/h1-5,9,13,17,29H,6-8,10-12,23H2,(H,27,30)(H,24,25,26)/t17-/m0/s1

IUPAC InChI key

JDUBGYFRJFOXQC-KRWDZBQOSA-N
0XZ

wwPDB Information

Atom count

55 (30 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-09-07

Last modified at

2013-02-22

Status

Released

Obsoleted

Not Assigned



0XZ : Atoms of Molecule

Total Number of Atoms: 55
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 5.298 -1.049 0.326
2 C11 C C11 N N N 0 2.93 1.683 -0.365
3 C12 C C12 N N N 0 1.562 2.071 0.201
4 C13 C C13 N N N 0 0.558 0.954 -0.095
5 C14 C C14 N N N 0 1.068 -0.357 0.51
6 C15 C C15 N N N 0 2.45 -0.674 -0.064
7 C17 C C17 N N N 0 -0.777 1.303 0.512
8 C2 C C2 N Y N 0 6.609 -1.325 -0.105
9 C20 C C20 S N N 0 -3.205 1.119 0.589
10 C21 C C21 N N N 0 -3.713 2.43 -0.015
11 C22 C C22 N N N 0 -2.775 3.572 0.384
12 C24 C C24 N Y N 0 -4.193 0.018 0.299
13 C25 C C25 N Y N 0 -5.09 -0.379 1.272
14 C26 C C26 N Y N 0 -5.997 -1.388 1.007
15 C27 C C27 N Y N 0 -6.005 -2.002 -0.233
16 C28 C C28 N Y N 0 -5.102 -1.609 -1.205
17 C29 C C29 N Y N 0 -4.196 -0.599 -0.938
18 C3 C C3 N Y N 0 4.665 0.112 -0.144
19 C6 C C6 N Y N 0 6.57 0.613 -1.346
20 C8 C C8 N Y N 0 5.976 -2.975 1.277
21 C9 C C9 N Y N 0 4.923 -2.144 1.218
22 CL3 CL CL3 N N N 0 -7.142 -3.27 -0.567
23 H1 H H1 N N N 0 -6.698 -1.698 1.767
24 H10 H H10 N N N 0 -2.702 5.565 0.034
25 H11 H H11 N N N 0 -1.863 0.178 -0.761
26 H12 H H12 N N N 0 1.225 2.997 -0.265
27 H13 H H13 N N N 0 1.641 2.213 1.279
28 H14 H H14 N N N 0 2.854 1.554 -1.444
29 H15 H H15 N N N 0 3.651 2.47 -0.143
30 H16 H H16 N N N 0 -0.247 0.066 -1.769
31 H17 H H17 N N N 0 0.139 1.67 -1.979
32 H19 H H19 N N N 0 1.139 -0.254 1.593
33 H2 H H2 N N N 0 -5.084 0.1 2.24
34 H20 H H20 N N N 0 0.377 -1.164 0.266
35 H21 H H21 N N N 0 2.822 -1.599 0.375
36 H22 H H22 N N N 0 2.376 -0.79 -1.146
37 H23 H H23 N N N 0 7.081 1.286 -2.018
38 H24 H H24 N N N 0 3.98 -2.262 1.732
39 H25 H H25 N N N 0 6.017 -3.886 1.856
40 H26 H H26 N N N 0 7.858 -2.917 0.383
41 H3 H H3 N N N 0 -5.104 -2.091 -2.171
42 H4 H H4 N N N 0 -3.491 -0.292 -1.697
43 H5 H H5 N N N 0 -3.095 1.234 1.667
44 H6 H H6 N N N 0 -3.738 2.345 -1.101
45 H7 H H7 N N N 0 -4.716 2.637 0.357
46 H8 H H8 N N N 0 -2.75 3.658 1.471
47 H9 H H9 N N N 0 -1.772 3.365 0.013
48 N10 N N10 N N N 0 3.375 0.424 0.247
49 N16 N N16 N N N 0 0.41 0.799 -1.548
50 N19 N N19 N N N 0 -1.908 0.78 -0.0010
51 N4 N N4 N Y N 0 7.2 -0.466 -0.934
52 N5 N N5 N Y N 0 5.338 0.907 -0.97
53 N7 N N7 N Y N 0 6.992 -2.494 0.492
54 O18 O O18 N N N 0 -0.833 2.055 1.462
55 O23 O O23 N N N 0 -3.249 4.797 -0.179



0XZ : Chemical Bonds

Total Number of Bonds: 58
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N4 C2 N C doub 1.33 N Y
2 N4 C6 N C sing 1.32 N Y
3 N7 C2 N C sing 1.37 N Y
4 N7 C8 N C sing 1.37 N Y
5 C2 C1 C C sing 1.41 N Y
6 C6 N5 C N doub 1.32 N Y
7 C8 C9 C C doub 1.34 N Y
8 C1 C9 C C sing 1.46 N Y
9 C1 C3 C C doub 1.4 N Y
10 N5 C3 N C sing 1.33 N Y
11 C3 N10 C N sing 1.38 N N
12 N10 C11 N C sing 1.47 N N
13 N10 C15 N C sing 1.47 N N
14 C11 C12 C C sing 1.53 N N
15 CL3 C27 CL C sing 1.74 N N
16 C15 C14 C C sing 1.53 N N
17 C27 C28 C C doub 1.38 N Y
18 C27 C26 C C sing 1.38 N Y
19 C12 C13 C C sing 1.53 N N
20 C14 C13 C C sing 1.53 N N
21 C28 C29 C C sing 1.38 N Y
22 C26 C25 C C doub 1.38 N Y
23 C13 C17 C C sing 1.51 N N
24 C13 N16 C N sing 1.47 N N
25 O18 C17 O C doub 1.21 N N
26 C29 C24 C C doub 1.38 N Y
27 C25 C24 C C sing 1.38 N Y
28 C17 N19 C N sing 1.35 N N
29 C24 C20 C C sing 1.51 N N
30 N19 C20 N C sing 1.46 N N
31 C20 C21 C C sing 1.53 N N
32 C21 C22 C C sing 1.53 N N
33 C22 O23 C O sing 1.43 N N
34 C26 H1 C H sing 1.08 N N
35 C25 H2 C H sing 1.08 N N
36 C28 H3 C H sing 1.08 N N
37 C29 H4 C H sing 1.08 N N
38 C20 H5 C H sing 1.09 N N
39 C21 H6 C H sing 1.09 N N
40 C21 H7 C H sing 1.09 N N
41 C22 H8 C H sing 1.09 N N
42 C22 H9 C H sing 1.09 N N
43 O23 H10 O H sing 0.97 N N
44 N19 H11 N H sing 0.97 N N
45 C12 H12 C H sing 1.09 N N
46 C12 H13 C H sing 1.09 N N
47 C11 H14 C H sing 1.09 N N
48 C11 H15 C H sing 1.09 N N
49 N16 H16 N H sing 1.01 N N
50 N16 H17 N H sing 1.01 N N
51 C14 H19 C H sing 1.09 N N
52 C14 H20 C H sing 1.09 N N
53 C15 H21 C H sing 1.09 N N
54 C15 H22 C H sing 1.09 N N
55 C6 H23 C H sing 1.08 N N
56 C9 H24 C H sing 1.08 N N
57 C8 H25 C H sing 1.08 N N
58 N7 H26 N H sing 0.97 N N



0XZ : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0XZ 4gv1 Open in New Window Bound ligand 1 1