Chemical Components in the PDB

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27O : Summary

Code

27O

One-letter code

X

Molecule name

(2R)-2-(4-cyclohexylnaphthalen-1-yl)propanoic acid

Synonyms

(R)-Vedaprofen

Systematic names

ProgramVersionName
ACDLabs 12.01 (2R)-2-(4-cyclohexylnaphthalen-1-yl)propanoic acid
OpenEye OEToolkits 1.7.6 (2R)-2-(4-cyclohexylnaphthalen-1-yl)propanoic acid

Formula

C19 H22 O2

Formal charge

0

Molecular weight

282.377 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)C(c2ccc(c1ccccc12)C3CCCCC3)C
SMILES CACTVS 3.385 C[CH](C(O)=O)c1ccc(C2CCCCC2)c3ccccc13
SMILES OpenEye OEToolkits 1.7.6 CC(c1ccc(c2c1cccc2)C3CCCCC3)C(=O)O
Canonical SMILES CACTVS 3.385 C[C@@H](C(O)=O)c1ccc(C2CCCCC2)c3ccccc13
Canonical SMILES OpenEye OEToolkits 1.7.6 C[C@H](c1ccc(c2c1cccc2)C3CCCCC3)C(=O)O

IUPAC InChI

InChI=1S/C19H22O2/c1-13(19(20)21)15-11-12-16(14-7-3-2-4-8-14)18-10-6-5-9-17(15)18/h5-6,9-14H,2-4,7-8H2,1H3,(H,20,21)/t13-/m1/s1

IUPAC InChI key

VZUGVMQFWFVFBX-CYBMUJFWSA-N
27O

wwPDB Information

Atom count

43 (21 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-09-05

Last modified at

2013-09-13

Status

Released

Obsoleted

Not Assigned



27O : Atoms of Molecule

Total Number of Atoms: 43
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C C C N N N 0 -3.53 -1.039 -1.862
2 C1 C C1 R N N 0 -3.194 -0.332 -0.548
3 C10 C C10 N N N 0 5.186 -1.327 0.148
4 C11 C C11 N N N 0 4.536 -0.694 1.38
5 C12 C C12 N N N 0 3.014 -0.76 1.244
6 C13 C C13 N Y N 0 0.31 1.107 -0.042
7 C14 C C14 N Y N 0 0.91 2.357 0.188
8 C15 C C15 N Y N 0 0.132 3.47 0.284
9 C16 C C16 N Y N 0 -1.254 3.389 0.157
10 C17 C C17 N Y N 0 -1.869 2.197 -0.071
11 C18 C C18 N Y N 0 -1.099 1.026 -0.171
12 C2 C C2 N N N 0 -3.756 -1.122 0.606
13 C3 C C3 N Y N 0 -1.698 -0.224 -0.402
14 C4 C C4 N Y N 0 -0.921 -1.338 -0.489
15 C5 C C5 N Y N 0 0.465 -1.258 -0.363
16 C6 C C6 N Y N 0 1.08 -0.064 -0.143
17 C7 C C7 N N N 0 2.58 0.0010 -0.01
18 C8 C C8 N N N 0 3.23 -0.632 -1.242
19 C9 C C9 N N N 0 4.753 -0.566 -1.106
20 H1 H H1 N N N 0 -1.385 -2.298 -0.663
21 H10 H H10 N N N 0 -3.632 0.667 -0.55
22 H11 H H11 N N N 0 -4.612 -1.117 -1.967
23 H12 H H12 N N N 0 -3.124 -0.467 -2.696
24 H13 H H13 N N N 0 -3.093 -2.038 -1.859
25 H14 H H14 N N N 0 -1.848 4.288 0.238
26 H15 H H15 N N N 0 1.982 2.434 0.289
27 H16 H H16 N N N 0 2.551 -0.309 2.122
28 H17 H H17 N N N 0 2.701 -1.801 1.163
29 H18 H H18 N N N 0 4.846 -1.236 2.273
30 H19 H H19 N N N 0 4.849 0.347 1.461
31 H2 H H2 N N N 0 1.059 -2.156 -0.44
32 H20 H H20 N N N 0 5.216 -1.017 -1.983
33 H21 H H21 N N N 0 2.921 -0.09 -2.135
34 H22 H H22 N N N 0 5.065 0.475 -1.025
35 H3 H H3 N N N 0 2.892 1.042 0.071
36 H4 H H4 N N N 0 2.918 -1.673 -1.322
37 H5 H H5 N N N 0 6.271 -1.28 0.245
38 H6 H H6 N N N 0 4.874 -2.368 0.068
39 H7 H H7 N N N 0 0.595 4.429 0.465
40 H8 H H8 N N N 0 -2.943 2.15 -0.167
41 H9 H H9 N N N 0 -5.39 -1.859 1.445
42 O O O N N N 0 -5.077 -1.347 0.687
43 O1 O O1 N N N 0 -3.016 -1.554 1.459



27O : Chemical Bonds

Total Number of Bonds: 45
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C15 C16 C C doub 1.39 N Y
2 C15 C14 C C sing 1.36 N Y
3 C16 C17 C C sing 1.36 N Y
4 C14 C13 C C doub 1.41 N Y
5 C17 C18 C C doub 1.41 N Y
6 C13 C18 C C sing 1.42 N Y
7 C13 C6 C C sing 1.41 N Y
8 C18 C3 C C sing 1.41 N Y
9 C7 C8 C C sing 1.53 N N
10 C7 C6 C C sing 1.51 N N
11 C7 C12 C C sing 1.53 N N
12 O1 C2 O C doub 1.21 N N
13 C10 C11 C C sing 1.53 N N
14 C10 C9 C C sing 1.53 N N
15 C8 C9 C C sing 1.53 N N
16 C11 C12 C C sing 1.53 N N
17 C6 C5 C C doub 1.36 N Y
18 C2 O C O sing 1.34 N N
19 C2 C1 C C sing 1.51 N N
20 C3 C1 C C sing 1.51 N N
21 C3 C4 C C doub 1.36 N Y
22 C1 C C C sing 1.53 N N
23 C5 C4 C C sing 1.39 N Y
24 C4 H1 C H sing 1.08 N N
25 C5 H2 C H sing 1.08 N N
26 C7 H3 C H sing 1.09 N N
27 C8 H4 C H sing 1.09 N N
28 C10 H5 C H sing 1.09 N N
29 C10 H6 C H sing 1.09 N N
30 C15 H7 C H sing 1.08 N N
31 C17 H8 C H sing 1.08 N N
32 O H9 O H sing 0.97 N N
33 C1 H10 C H sing 1.09 N N
34 C H11 C H sing 1.09 N N
35 C H12 C H sing 1.09 N N
36 C H13 C H sing 1.09 N N
37 C16 H14 C H sing 1.08 N N
38 C14 H15 C H sing 1.08 N N
39 C12 H16 C H sing 1.09 N N
40 C12 H17 C H sing 1.09 N N
41 C11 H18 C H sing 1.09 N N
42 C11 H19 C H sing 1.09 N N
43 C9 H20 C H sing 1.09 N N
44 C8 H21 C H sing 1.09 N N
45 C9 H22 C H sing 1.09 N N



27O : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
27O 4mjp Open in New Window Bound ligand 1 1