Chemical Components in the PDB

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29Q : Summary

Code

29Q

One-letter code

X

Molecule name

(5R)-5-(4-chlorophenyl)-2,5-dihydro-3H-imidazo[2,1-a]isoindol-5-ol

Systematic names

ProgramVersionName
ACDLabs 12.01 (5R)-5-(4-chlorophenyl)-2,5-dihydro-3H-imidazo[2,1-a]isoindol-5-ol
OpenEye OEToolkits 1.7.6 (5R)-5-(4-chlorophenyl)-2,3-dihydroimidazo[1,2-b]isoindol-5-ol

Formula

C16 H13 Cl N2 O

Formal charge

0

Molecular weight

284.74 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 Clc1ccc(cc1)C4(O)c2c(cccc2)C3=NCCN34
SMILES CACTVS 3.385 O[C]1(N2CCN=C2c3ccccc13)c4ccc(Cl)cc4
SMILES OpenEye OEToolkits 1.7.6 c1ccc2c(c1)C3=NCCN3C2(c4ccc(cc4)Cl)O
Canonical SMILES CACTVS 3.385 O[C@]1(N2CCN=C2c3ccccc13)c4ccc(Cl)cc4
Canonical SMILES OpenEye OEToolkits 1.7.6 c1ccc2c(c1)C3=NCCN3[C@]2(c4ccc(cc4)Cl)O

IUPAC InChI

InChI=1S/C16H13ClN2O/c17-12-7-5-11(6-8-12)16(20)14-4-2-1-3-13(14)15-18-9-10-19(15)16/h1-8,20H,9-10H2/t16-/m1/s1

IUPAC InChI key

ZPXSCAKFGYXMGA-MRXNPFEDSA-N
29Q

wwPDB Information

Atom count

33 (20 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-09-12

Last modified at

2013-10-11

Status

Released

Obsoleted

Not Assigned



29Q : Atoms of Molecule

Total Number of Atoms: 33
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CL CL CL N N N 0 -5.069 0.14 0.724
2 C13 C C13 N Y N 0 -3.404 0.065 0.241
3 C12 C C12 N Y N 0 -2.488 -0.621 1.018
4 C11 C C11 N Y N 0 -1.162 -0.68 0.633
5 C14 C C14 N Y N 0 -2.993 0.686 -0.925
6 C15 C C15 N Y N 0 -1.666 0.626 -1.309
7 C10 C C10 N Y N 0 -0.751 -0.054 -0.529
8 C C C R N N 0 0.695 -0.119 -0.949
9 O O O N N N 0 0.795 -0.072 -2.374
10 C5 C C5 N Y N 0 1.463 1.025 -0.338
11 C6 C C6 N Y N 0 1.346 2.394 -0.444
12 C7 C C7 N Y N 0 2.216 3.216 0.252
13 C8 C C8 N Y N 0 3.202 2.669 1.053
14 C9 C C9 N Y N 0 3.326 1.298 1.165
15 C4 C C4 N Y N 0 2.453 0.466 0.465
16 C1 C C1 N N N 0 2.349 -1.018 0.394
17 N N N N N N 0 1.312 -1.35 -0.44
18 C3 C C3 N N N 0 1.206 -2.817 -0.515
19 C2 C C2 N N N 0 2.342 -3.3 0.406
20 N1 N N1 N N N 0 2.957 -2.061 0.893
21 H1 H H1 N N N 0 -2.809 -1.11 1.926
22 H2 H H2 N N N 0 -0.447 -1.215 1.24
23 H3 H H3 N N N 0 -3.708 1.218 -1.535
24 H4 H H4 N N N 0 -1.346 1.111 -2.22
25 H5 H H5 N N N 0 0.415 0.725 -2.768
26 H6 H H6 N N N 0 0.577 2.824 -1.068
27 H7 H H7 N N N 0 2.124 4.289 0.169
28 H8 H H8 N N N 0 3.877 3.316 1.593
29 H9 H H9 N N N 0 4.097 0.873 1.79
30 H10 H H10 N N N 0 0.239 -3.152 -0.14
31 H11 H H11 N N N 0 1.94 -3.879 1.238
32 H12 H H12 N N N 0 1.365 -3.163 -1.536
33 H13 H H13 N N N 0 3.066 -3.89 -0.156



29Q : Chemical Bonds

Total Number of Bonds: 36
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CL C13 CL C sing 1.74 N N
2 C14 C13 C C doub 1.38 N Y
3 C14 C15 C C sing 1.38 N Y
4 C13 C12 C C sing 1.38 N Y
5 C15 C10 C C doub 1.38 N Y
6 C12 C11 C C doub 1.38 N Y
7 C10 C11 C C sing 1.38 N Y
8 C10 C C C sing 1.51 N N
9 O C O C sing 1.43 N N
10 C C5 C C sing 1.51 N N
11 C N C N sing 1.47 N N
12 C6 C5 C C doub 1.38 N Y
13 C6 C7 C C sing 1.38 N Y
14 C5 C4 C C sing 1.39 N Y
15 C7 C8 C C doub 1.38 N Y
16 N C3 N C sing 1.47 N N
17 N C1 N C sing 1.37 N N
18 C3 C2 C C sing 1.54 N N
19 C4 C1 C C sing 1.49 N N
20 C4 C9 C C doub 1.39 N Y
21 C1 N1 C N doub 1.31 N N
22 C8 C9 C C sing 1.38 N Y
23 C2 N1 C N sing 1.47 N N
24 C12 H1 C H sing 1.08 N N
25 C11 H2 C H sing 1.08 N N
26 C14 H3 C H sing 1.08 N N
27 C15 H4 C H sing 1.08 N N
28 O H5 O H sing 0.97 N N
29 C6 H6 C H sing 1.08 N N
30 C7 H7 C H sing 1.08 N N
31 C8 H8 C H sing 1.08 N N
32 C9 H9 C H sing 1.08 N N
33 C3 H10 C H sing 1.09 N N
34 C2 H11 C H sing 1.09 N N
35 C3 H12 C H sing 1.09 N N
36 C2 H13 C H sing 1.09 N N



29Q : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
29Q 4mme Open in New Window Bound ligand 2 1
29Q 4mmf Open in New Window Bound ligand 2 1