Chemical Components in the PDB

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468 : Summary

Code

468

One-letter code

X

Molecule name

(3S)-N-(3-CHLORO-2-METHYLPHENYL)-1-CYCLOHEXYL-5-OXOPYRROLIDINE-3-CARBOXAMIDE

Systematic names

ProgramVersionName
ACDLabs 10.04 (3S)-N-(3-chloro-2-methylphenyl)-1-cyclohexyl-5-oxopyrrolidine-3-carboxamide
OpenEye OEToolkits 1.5.0 (3S)-N-(3-chloro-2-methyl-phenyl)-1-cyclohexyl-5-oxo-pyrrolidine-3-carboxamide

Formula

C18 H23 Cl N2 O2

Formal charge

0

Molecular weight

334.84 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 Clc1cccc(c1C)NC(=O)C3CC(=O)N(C2CCCCC2)C3
SMILES CACTVS 3.341 Cc1c(Cl)cccc1NC(=O)[CH]2CN(C3CCCCC3)C(=O)C2
SMILES OpenEye OEToolkits 1.5.0 Cc1c(cccc1Cl)NC(=O)C2CC(=O)N(C2)C3CCCCC3
Canonical SMILES CACTVS 3.341 Cc1c(Cl)cccc1NC(=O)[C@@H]2CN(C3CCCCC3)C(=O)C2
Canonical SMILES OpenEye OEToolkits 1.5.0 Cc1c(cccc1Cl)NC(=O)[C@H]2CC(=O)N(C2)C3CCCCC3

IUPAC InChI

InChI=1S/C18H23ClN2O2/c1-12-15(19)8-5-9-16(12)20-18(23)13-10-17(22)21(11-13)14-6-3-2-4-7-14/h5,8-9,13-14H,2-4,6-7,10-11H2,1H3,(H,20,23)/t13-/m0/s1

IUPAC InChI key

NJNMAZNXKKBTPS-ZDUSSCGKSA-N
468

wwPDB Information

Atom count

46 (23 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2006-06-16

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



468 : Atoms of Molecule

Total Number of Atoms: 46
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 -1.712 1.547 -2.415
2 C2 C C2 N N N 0 -0.909 2.235 -3.518
3 C3 C C3 N N N 0 0.598 2.13 -3.259
4 C4 C C4 N N N 0 0.961 2.68 -1.875
5 C5 C C5 N N N 0 0.155 1.992 -0.774
6 C6 C C6 N N N 0 -1.346 2.083 -1.034
7 C7 C C7 N N N 0 2.244 2.298 -5.178
8 C8 C C8 N N N 0 2.673 3.389 -6.133
9 C9 C C9 S N N 0 2.21 4.675 -5.462
10 C10 C C10 N N N 0 1.069 4.257 -4.557
11 N11 N N11 N N N 0 1.331 2.86 -4.291
12 C12 C C12 N N N 0 3.345 5.223 -4.612
13 N13 N N13 N N N 0 4.107 6.14 -5.325
14 O14 O O14 N N N 0 3.496 4.852 -3.452
15 O15 O O15 N N N 0 2.625 1.138 -5.236
16 C15 C C15 N Y N 0 5.24 6.856 -4.871
17 C20 C C20 N Y N 0 5.673 6.646 -3.571
18 C19 C C19 N Y N 0 6.788 7.341 -3.101
19 C18 C C18 N Y N 0 7.455 8.236 -3.937
20 C17 C C17 N Y N 0 7.007 8.437 -5.243
21 C16 C C16 N Y N 0 5.893 7.742 -5.713
22 C23 C C23 N N N 0 5.402 7.949 -7.113
23 CL1 CL CL1 N N N 0 7.861 9.554 -6.245
24 HN13 H HN13 N N N 0 3.828 6.328 -6.285
25 H9 H H9 N N N 0 1.931 5.458 -6.173
26 H101 H 1H10 N N N 0 1.026 4.811 -3.614
27 H102 H 2H10 N N N 0 0.104 4.322 -5.07
28 H81 H 1H8 N N N 0 3.754 3.347 -6.292
29 H82 H 2H8 N N N 0 2.151 3.232 -7.083
30 H3 H H3 N N N 0 0.916 1.084 -3.338
31 H6 H H6 N N N 0 -1.666 3.129 -0.953
32 H41 H 1H4 N N N 0 0.775 3.761 -1.841
33 H42 H 2H4 N N N 0 2.032 2.543 -1.687
34 H4 H H4 N N N 0 0.39 2.448 0.194
35 H5 H H5 N N N 0 0.451 0.938 -0.711
36 H7 H H7 N N N 0 -1.889 1.522 -0.265
37 H8 H H8 N N N 0 -1.526 0.466 -2.449
38 H1 H H1 N N N 0 -2.784 1.692 -2.595
39 H2 H H2 N N N 0 -1.155 1.784 -4.487
40 H10 H H10 N N N 0 -1.207 3.29 -3.581
41 H18 H H18 N N N 0 8.322 8.769 -3.556
42 H19 H H19 N N N 0 7.137 7.185 -2.085
43 H20 H H20 N N N 0 5.162 5.951 -2.909
44 H231 H 1H23 N N N 0 6.227 8.271 -7.756
45 H232 H 2H23 N N N 0 4.976 7.026 -7.52
46 H233 H 3H23 N N N 0 4.613 8.709 -7.143



468 : Chemical Bonds

Total Number of Bonds: 48
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C6 C C sing 1.53 N N
2 C1 H8 C H sing 1.1 N N
3 C1 H1 C H sing 1.1 N N
4 C1 C2 C C sing 1.53 N N
5 C2 C3 C C sing 1.53 N N
6 C2 H2 C H sing 1.1 N N
7 C2 H10 C H sing 1.1 N N
8 C3 N11 C N sing 1.46 N N
9 C3 H3 C H sing 1.1 N N
10 C3 C4 C C sing 1.53 N N
11 C4 H41 C H sing 1.1 N N
12 C4 H42 C H sing 1.1 N N
13 C4 C5 C C sing 1.53 N N
14 C5 H4 C H sing 1.1 N N
15 C5 H5 C H sing 1.1 N N
16 C5 C6 C C sing 1.53 N N
17 C6 H7 C H sing 1.1 N N
18 C6 H6 C H sing 1.1 N N
19 C7 N11 C N sing 1.39 N N
20 C7 O15 C O doub 1.22 N N
21 C7 C8 C C sing 1.51 N N
22 C8 C9 C C sing 1.52 N N
23 C8 H81 C H sing 1.09 N N
24 C8 H82 C H sing 1.1 N N
25 C9 C12 C C sing 1.52 N N
26 C9 H9 C H sing 1.09 N N
27 C9 C10 C C sing 1.52 N N
28 C10 H101 C H sing 1.09 N N
29 C10 H102 C H sing 1.09 N N
30 C10 N11 C N sing 1.45 N N
31 C12 N13 C N sing 1.39 N N
32 C12 O14 C O doub 1.23 N N
33 N13 HN13 N H sing 1.02 N N
34 N13 C15 N C sing 1.42 N N
35 C15 C16 C C doub 1.39 N Y
36 C15 C20 C C sing 1.39 N Y
37 C20 C19 C C doub 1.4 N Y
38 C20 H20 C H sing 1.09 N N
39 C19 C18 C C sing 1.39 N Y
40 C19 H19 C H sing 1.09 N N
41 C18 C17 C C doub 1.4 N Y
42 C18 H18 C H sing 1.09 N N
43 C17 C16 C C sing 1.39 N Y
44 C17 CL1 C CL sing 1.73 N N
45 C16 C23 C C sing 1.5 N N
46 C23 H231 C H sing 1.09 N N
47 C23 H232 C H sing 1.1 N N
48 C23 H233 C H sing 1.1 N N



468 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
468 4tzt Open in New Window Bound ligand 1 1