Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

H17 : Summary

Code

H17

One-letter code

X

Molecule name

2-{3-[(2R)-1-acryloylpyrrolidin-2-yl]phenyl}-N-(3-chlorophenyl)acetamide

Systematic names

ProgramVersionName
ACDLabs 12.01 2-{3-[(2R)-1-acryloylpyrrolidin-2-yl]phenyl}-N-(3-chlorophenyl)acetamide
OpenEye OEToolkits 2.0.6 ~{N}-(3-chlorophenyl)-2-[3-[(2~{R})-1-prop-2-enoylpyrrolidin-2-yl]phenyl]ethanamide

Formula

C21 H21 Cl N2 O2

Formal charge

0

Molecular weight

368.857 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 N(C(Cc2cccc(C1CCCN1C(=O)[C@H]=C)c2)=O)c3cccc(c3)Cl
SMILES CACTVS 3.385 Clc1cccc(NC(=O)Cc2cccc(c2)[CH]3CCCN3C(=O)C=C)c1
SMILES OpenEye OEToolkits 2.0.6 C=CC(=O)N1CCCC1c2cccc(c2)CC(=O)Nc3cccc(c3)Cl
Canonical SMILES CACTVS 3.385 Clc1cccc(NC(=O)Cc2cccc(c2)[C@H]3CCCN3C(=O)C=C)c1
Canonical SMILES OpenEye OEToolkits 2.0.6 C=CC(=O)N1CCC[C@@H]1c2cccc(c2)CC(=O)Nc3cccc(c3)Cl

IUPAC InChI

InChI=1S/C21H21ClN2O2/c1-2-21(26)24-11-5-10-19(24)16-7-3-6-15(12-16)13-20(25)23-18-9-4-8-17(22)14-18/h2-4,6-9,12,14,19H,1,5,10-11,13H2,(H,23,25)/t19-/m1/s1

IUPAC InChI key

HVSHMSOMUBRQOZ-LJQANCHMSA-N
H17

wwPDB Information

Atom count

47 (26 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2018-06-08

Last modified at

2019-03-22

Status

Released

Obsoleted

Not Assigned



H17 : 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 N1 N N1 N N N 0 -3.022 -0.948 -0.817
2 C4 C C1 N N N 0 4.742 3.053 -0.028
3 C5 C C2 N N N 0 3.306 2.471 -0.103
4 C6 C C3 R N N 0 3.545 1.022 -0.575
5 C7 C C4 N Y N 0 2.592 0.09 0.129
6 C8 C C5 N Y N 0 2.861 -0.328 1.418
7 C10 C C6 N Y N 0 0.846 -1.621 1.42
8 C13 C C7 N N N 0 -1.803 -0.722 -0.289
9 C15 C C8 N Y N 0 -3.883 1.24 -0.269
10 C17 C C9 N Y N 0 -6.217 1.535 0.178
11 C20 C C10 N Y N 0 1.447 -0.344 -0.514
12 O1 O O1 N N N 0 4.923 -1.384 -1.069
13 C2 C C11 N N N 0 5.534 -0.502 -0.497
14 C1 C C12 N N N 0 6.933 -0.719 -0.095
15 C C C13 N N N 0 7.528 -1.878 -0.358
16 N N N2 N N N 0 4.931 0.673 -0.231
17 C3 C C14 N N N 0 5.552 1.823 0.451
18 C11 C C15 N Y N 0 0.574 -1.199 0.132
19 C9 C C16 N Y N 0 1.987 -1.184 2.064
20 C12 C C17 N N N 0 -0.671 -1.676 -0.571
21 O O O2 N N N 0 -1.618 0.249 0.413
22 C14 C C18 N Y N 0 -4.096 -0.115 -0.483
23 C19 C C19 N Y N 0 -5.375 -0.642 -0.366
24 C18 C C20 N Y N 0 -6.433 0.184 -0.036
25 CL CL CL1 N N N 0 -8.033 -0.472 0.111
26 C16 C C21 N Y N 0 -4.944 2.06 0.066
27 H1 H H1 N N N 0 -3.155 -1.687 -1.433
28 H2 H H2 N N N 0 5.081 3.386 -1.01
29 H3 H H3 N N N 0 4.798 3.865 0.697
30 H4 H H4 N N N 0 2.833 2.484 0.879
31 H5 H H5 N N N 0 2.704 3.021 -0.826
32 H6 H H6 N N N 0 3.402 0.955 -1.654
33 H7 H H7 N N N 0 3.754 0.013 1.921
34 H8 H H8 N N N 0 0.163 -2.289 1.924
35 H9 H H9 N N N 0 -2.889 1.653 -0.359
36 H10 H H10 N N N 0 -7.044 2.178 0.44
37 H11 H H11 N N N 0 1.235 -0.014 -1.52
38 H12 H H12 N N N 0 7.476 0.065 0.413
39 H13 H H13 N N N 0 8.555 -2.037 -0.063
40 H14 H H14 N N N 0 6.985 -2.662 -0.865
41 H15 H H15 N N N 0 6.597 1.919 0.158
42 H16 H H16 N N N 0 5.469 1.712 1.532
43 H17 H H17 N N N 0 2.2 -1.514 3.07
44 H18 H H18 N N N 0 -0.934 -2.669 -0.209
45 H19 H H19 N N N 0 -0.489 -1.716 -1.645
46 H20 H H20 N N N 0 -5.543 -1.695 -0.533
47 H21 H H21 N N N 0 -4.778 3.114 0.233



H17 : Chemical Bonds

Total Number of Bonds: 49
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CL C18 CL C sing 1.74 N N
2 C18 C19 C C doub 1.38 N Y
3 C18 C17 C C sing 1.38 N Y
4 C19 C14 C C sing 1.39 N Y
5 O C13 O C doub 1.21 N N
6 C17 C16 C C doub 1.38 N Y
7 C10 C9 C C doub 1.38 N Y
8 C10 C11 C C sing 1.38 N Y
9 C13 N1 C N sing 1.35 N N
10 C13 C12 C C sing 1.51 N N
11 C14 N1 C N sing 1.4 N N
12 C14 C15 C C doub 1.39 N Y
13 C9 C8 C C sing 1.38 N Y
14 C16 C15 C C sing 1.38 N Y
15 C12 C11 C C sing 1.51 N N
16 C11 C20 C C doub 1.38 N Y
17 C8 C7 C C doub 1.38 N Y
18 C20 C7 C C sing 1.38 N Y
19 C7 C6 C C sing 1.51 N N
20 C C1 C C doub 1.33 N N
21 C6 C5 C C sing 1.54 N N
22 C6 N C N sing 1.47 N N
23 C5 C4 C C sing 1.55 N N
24 C1 C2 C C sing 1.47 N N
25 N C3 N C sing 1.47 N N
26 N C2 N C sing 1.35 N N
27 C4 C3 C C sing 1.55 N N
28 C2 O1 C O doub 1.22 N N
29 N1 H1 N H sing 0.97 N N
30 C4 H2 C H sing 1.09 N N
31 C4 H3 C H sing 1.09 N N
32 C5 H4 C H sing 1.09 N N
33 C5 H5 C H sing 1.09 N N
34 C6 H6 C H sing 1.09 N N
35 C8 H7 C H sing 1.08 N N
36 C10 H8 C H sing 1.08 N N
37 C15 H9 C H sing 1.08 N N
38 C17 H10 C H sing 1.08 N N
39 C20 H11 C H sing 1.08 N N
40 C1 H12 C H sing 1.08 N N
41 C H13 C H sing 1.08 N N
42 C H14 C H sing 1.08 N N
43 C3 H15 C H sing 1.09 N N
44 C3 H16 C H sing 1.09 N N
45 C9 H17 C H sing 1.08 N N
46 C12 H18 C H sing 1.09 N N
47 C12 H19 C H sing 1.09 N N
48 C19 H20 C H sing 1.08 N N
49 C16 H21 C H sing 1.08 N N



H17 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
H17 5qhg Open in New Window Bound ligand 1 1