Chemical Components in the PDB

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0LR : Summary

Code

0LR

One-letter code

X

Molecule name

(3R,4R)-3-(naphthalen-2-ylmethoxy)-4-phenylpiperidine

Systematic names

ProgramVersionName
ACDLabs 12.01 (3R,4R)-3-(naphthalen-2-ylmethoxy)-4-phenylpiperidine
OpenEye OEToolkits 1.7.6 (3R,4R)-3-(naphthalen-2-ylmethoxy)-4-phenyl-piperidine

Formula

C22 H23 N O

Formal charge

0

Molecular weight

317.424 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O(Cc2cc1ccccc1cc2)C4C(c3ccccc3)CCNC4
SMILES CACTVS 3.370 C1C[CH]([CH](CN1)OCc2ccc3ccccc3c2)c4ccccc4
SMILES OpenEye OEToolkits 1.7.6 c1ccc(cc1)C2CCNCC2OCc3ccc4ccccc4c3
Canonical SMILES CACTVS 3.370 C1C[C@@H]([C@H](CN1)OCc2ccc3ccccc3c2)c4ccccc4
Canonical SMILES OpenEye OEToolkits 1.7.6 c1ccc(cc1)[C@H]2CCNC[C@@H]2OCc3ccc4ccccc4c3

IUPAC InChI

InChI=1S/C22H23NO/c1-2-7-19(8-3-1)21-12-13-23-15-22(21)24-16-17-10-11-18-6-4-5-9-20(18)14-17/h1-11,14,21-23H,12-13,15-16H2/t21-,22+/m1/s1

IUPAC InChI key

CLTKEDPZPCYCIO-YADHBBJMSA-N
0LR

wwPDB Information

Atom count

47 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-08-16

Last modified at

2013-03-01

Status

Released

Obsoleted

Not Assigned



0LR : Atoms of Molecule

Total Number of Atoms: 47
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 -1.69 -3.354 -1.054
2 C2 C C2 N Y N 0 -2.07 -2.054 -1.329
3 C3 C C3 N Y N 0 -2.599 -1.262 -0.327
4 C4 C C4 N Y N 0 -2.746 -1.769 0.95
5 C5 C C5 N Y N 0 -2.366 -3.07 1.225
6 C6 C C6 N Y N 0 -1.843 -3.864 0.221
7 C7 C C7 R N N 0 -3.013 0.156 -0.627
8 C8 C C8 R N N 0 -2.209 1.12 0.249
9 C9 C C9 N N N 0 -4.906 1.784 -0.574
10 C10 C C10 N N N 0 -4.504 0.328 -0.326
11 N11 N N11 N N N 0 -4.109 2.666 0.288
12 C12 C C12 N N N 0 -2.677 2.553 -0.015
13 O13 O O13 N N N 0 -0.82 1.005 -0.065
14 C14 C C14 N N N 0 0.05 1.281 1.035
15 C15 C C15 N Y N 0 1.483 1.13 0.592
16 C16 C C16 N Y N 0 2.161 2.233 0.077
17 C17 C C17 N Y N 0 3.455 2.131 -0.332
18 C18 C C18 N Y N 0 2.096 -0.079 0.707
19 C19 C C19 N Y N 0 3.432 -0.223 0.296
20 C20 C C20 N Y N 0 4.121 0.898 -0.234
21 C21 C C21 N Y N 0 5.457 0.754 -0.644
22 C22 C C22 N Y N 0 6.071 -0.455 -0.529
23 C23 C C23 N Y N 0 5.394 -1.556 -0.0080
24 C24 C C24 N Y N 0 4.1 -1.455 0.4
25 H1 H H1 N N N 0 -1.277 -3.973 -1.837
26 H2 H H2 N N N 0 -1.955 -1.657 -2.327
27 H3 H H3 N N N 0 -3.158 -1.15 1.733
28 H4 H H4 N N N 0 -2.481 -3.467 2.223
29 H5 H H5 N N N 0 -1.546 -4.879 0.436
30 H6 H H6 N N N 0 -2.825 0.376 -1.678
31 H7 H H7 N N N 0 -2.366 0.874 1.3
32 H8 H H8 N N N 0 -4.725 2.037 -1.618
33 H9 H H9 N N N 0 -5.964 1.913 -0.346
34 H10 H H10 N N N 0 -5.085 -0.326 -0.977
35 H11 H H11 N N N 0 -4.697 0.07 0.715
36 H12 H H12 N N N 0 -4.42 3.623 0.213
37 H14 H H14 N N N 0 -2.116 3.241 0.618
38 H15 H H15 N N N 0 -2.507 2.803 -1.063
39 H16 H H16 N N N 0 -0.117 2.3 1.384
40 H17 H H17 N N N 0 -0.155 0.581 1.845
41 H18 H H18 N N N 0 1.652 3.183 0.0
42 H19 H H19 N N N 0 3.968 2.994 -0.73
43 H20 H H20 N N N 0 1.56 -0.924 1.112
44 H21 H H21 N N N 0 5.994 1.599 -1.05
45 H22 H H22 N N N 0 7.098 -0.562 -0.845
46 H23 H H23 N N N 0 5.904 -2.505 0.072
47 H24 H H24 N N N 0 3.588 -2.318 0.801



0LR : Chemical Bonds

Total Number of Bonds: 50
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C9 N11 C N sing 1.47 N N
2 C9 C10 C C sing 1.53 N N
3 C12 N11 C N sing 1.47 N N
4 C12 C8 C C sing 1.53 N N
5 C23 C24 C C doub 1.36 N Y
6 C23 C22 C C sing 1.39 N Y
7 C24 C19 C C sing 1.41 N Y
8 C22 C21 C C doub 1.36 N Y
9 C19 C18 C C doub 1.41 N Y
10 C19 C20 C C sing 1.42 N Y
11 C10 C7 C C sing 1.53 N N
12 O13 C8 O C sing 1.43 N N
13 O13 C14 O C sing 1.43 N N
14 C7 C8 C C sing 1.53 N N
15 C7 C3 C C sing 1.51 N N
16 C21 C20 C C sing 1.4 N Y
17 C18 C15 C C sing 1.36 N Y
18 C20 C17 C C doub 1.4 N Y
19 C4 C3 C C doub 1.38 N Y
20 C4 C5 C C sing 1.38 N Y
21 C15 C14 C C sing 1.51 N N
22 C15 C16 C C doub 1.39 N Y
23 C17 C16 C C sing 1.36 N Y
24 C3 C2 C C sing 1.38 N Y
25 C5 C6 C C doub 1.38 N Y
26 C2 C1 C C doub 1.38 N Y
27 C6 C1 C C sing 1.38 N Y
28 C1 H1 C H sing 1.08 N N
29 C2 H2 C H sing 1.08 N N
30 C4 H3 C H sing 1.08 N N
31 C5 H4 C H sing 1.08 N N
32 C6 H5 C H sing 1.08 N N
33 C7 H6 C H sing 1.09 N N
34 C8 H7 C H sing 1.09 N N
35 C9 H8 C H sing 1.09 N N
36 C9 H9 C H sing 1.09 N N
37 C10 H10 C H sing 1.09 N N
38 C10 H11 C H sing 1.09 N N
39 N11 H12 N H sing 1.01 N N
40 C12 H14 C H sing 1.09 N N
41 C12 H15 C H sing 1.09 N N
42 C14 H16 C H sing 1.09 N N
43 C14 H17 C H sing 1.09 N N
44 C16 H18 C H sing 1.08 N N
45 C17 H19 C H sing 1.08 N N
46 C18 H20 C H sing 1.08 N N
47 C21 H21 C H sing 1.08 N N
48 C22 H22 C H sing 1.08 N N
49 C23 H23 C H sing 1.08 N N
50 C24 H24 C H sing 1.08 N N



0LR : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0LR 4gj5 Open in New Window Bound ligand 2 1