Chemical Components in the PDB

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ZZL : Summary

Code

ZZL

One-letter code

X

Molecule name

4-{[9-CHLORO-7-(2,6-DIFLUOROPHENYL)-5H-PYRIMIDO[5,4-D][2]BENZAZEPIN-2-YL]AMINO}BENZOIC ACID

Systematic names

ProgramVersionName
ACDLabs 10.04 4-{[9-chloro-7-(2,6-difluorophenyl)-5H-pyrimido[5,4-d][2]benzazepin-2-yl]amino}benzoic acid
OpenEye OEToolkits 1.6.1 4-[[9-chloro-7-(2,6-difluorophenyl)-5H-pyrimido[5,4-d][2]benzazepin-2-yl]amino]benzoic acid

Formula

C25 H15 Cl F2 N4 O2

Formal charge

0

Molecular weight

476.862 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 Fc5cccc(F)c5C2=NCc1cnc(nc1c3ccc(Cl)cc23)Nc4ccc(C(=O)O)cc4
SMILES CACTVS 3.352 OC(=O)c1ccc(Nc2ncc3CN=C(c4cc(Cl)ccc4c3n2)c5c(F)cccc5F)cc1
SMILES OpenEye OEToolkits 1.6.1 c1cc(c(c(c1)F)C2=NCc3cnc(nc3-c4c2cc(cc4)Cl)Nc5ccc(cc5)C(=O)O)F
Canonical SMILES CACTVS 3.352 OC(=O)c1ccc(Nc2ncc3CN=C(c4cc(Cl)ccc4c3n2)c5c(F)cccc5F)cc1
Canonical SMILES OpenEye OEToolkits 1.6.1 c1cc(c(c(c1)F)C2=NCc3cnc(nc3-c4c2cc(cc4)Cl)Nc5ccc(cc5)C(=O)O)F

IUPAC InChI

InChI=1S/C25H15ClF2N4O2/c26-15-6-9-17-18(10-15)23(21-19(27)2-1-3-20(21)28)29-11-14-12-30-25(32-22(14)17)31-16-7-4-13(5-8-16)24(33)34/h1-10,12H,11H2,(H,33,34)(H,30,31,32)

IUPAC InChI key

HHFBDROWDBDFBR-UHFFFAOYSA-N
ZZL

wwPDB Information

Atom count

49 (34 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2009-09-22

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



ZZL : Atoms of Molecule

Total Number of Atoms: 49
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C02 C C02 N N N 0 -8.385 -0.558 -0.095
2 C04 C C04 N Y N 0 -7.0 -0.135 0.179
3 C05 C C05 N Y N 0 -6.116 0.1 -0.879
4 C06 C C06 N Y N 0 -4.824 0.495 -0.62
5 C07 C C07 N Y N 0 -4.396 0.66 0.694
6 C09 C C09 N Y N 0 -2.06 0.651 0.119
7 C11 C C11 N Y N 0 -1.366 -0.629 -1.666
8 C12 C C12 N Y N 0 -0.075 -0.153 -1.491
9 C13 C C13 N N N 0 1.018 -0.634 -2.401
10 C15 C C15 N N N 0 2.733 -0.818 -0.722
11 C16 C C16 N Y N 0 3.691 -1.681 0.0020
12 C17 C C17 N Y N 0 4.991 -1.85 -0.483
13 C19 C C19 N Y N 0 5.882 -2.654 0.203
14 C20 C C20 N Y N 0 5.49 -3.289 1.368
15 C21 C C21 N Y N 0 4.206 -3.127 1.855
16 C22 C C22 N Y N 0 3.301 -2.331 1.177
17 C24 C C24 N Y N 0 2.693 0.605 -0.35
18 C25 C C25 N Y N 0 3.918 1.243 -0.105
19 C26 C C26 N Y N 0 3.956 2.574 0.251
20 C28 C C28 N Y N 0 2.78 3.296 0.372
21 C29 C C29 N Y N 0 1.568 2.686 0.134
22 C30 C C30 N Y N 0 1.51 1.335 -0.23
23 C31 C C31 N Y N 0 0.17 0.756 -0.474
24 C33 C C33 N Y N 0 -5.273 0.428 1.75
25 C34 C C34 N Y N 0 -6.568 0.038 1.497
26 CL1 CL CL1 N N N 0 5.482 3.347 0.55
27 F18 F F18 N N N 0 5.377 -1.226 -1.617
28 F23 F F23 N N N 0 2.047 -2.174 1.654
29 H03 H H03 N N N 0 -10.134 -1.059 0.696
30 H05 H H05 N N N 0 -6.448 -0.029 -1.899
31 H06 H H06 N N N 0 -4.141 0.676 -1.437
32 H08 H H08 N N N 0 -2.896 1.626 1.717
33 H11 H H11 N N N 0 -1.587 -1.332 -2.455
34 H131 H H131 N N N 0 0.595 -1.285 -3.166
35 H132 H H132 N N N 0 1.497 0.222 -2.878
36 H19 H H19 N N N 0 6.886 -2.786 -0.171
37 H20 H H20 N N N 0 6.192 -3.912 1.902
38 H21 H H21 N N N 0 3.908 -3.626 2.764
39 H25 H H25 N N N 0 4.839 0.687 -0.197
40 H28 H H28 N N N 0 2.813 4.338 0.653
41 H29 H H29 N N N 0 0.654 3.254 0.23
42 H33 H H33 N N N 0 -4.937 0.557 2.768
43 H34 H H34 N N N 0 -7.249 -0.139 2.317
44 N08 N N08 N N N 0 -3.088 1.061 0.953
45 N10 N N10 N Y N 0 -2.323 -0.21 -0.854
46 N14 N N14 N N N 0 2.007 -1.373 -1.624
47 N32 N N32 N Y N 0 -0.843 1.13 0.313
48 O01 O O01 N N N 0 -8.761 -0.703 -1.242
49 O03 O O03 N N N 0 -9.235 -0.784 0.926



ZZL : Chemical Bonds

Total Number of Bonds: 53
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C13 C12 C C sing 1.5 N N
2 C13 N14 C N sing 1.46 N N
3 C15 C24 C C sing 1.47 N N
4 C15 N14 C N doub 1.28 N N
5 C15 C16 C C sing 1.48 N N
6 C17 C16 C C sing 1.4 N Y
7 C17 F18 C F sing 1.35 N N
8 C17 C19 C C doub 1.38 N Y
9 C20 C21 C C doub 1.38 N Y
10 C20 C19 C C sing 1.38 N Y
11 C21 C22 C C sing 1.38 N Y
12 C22 C16 C C doub 1.4 N Y
13 C22 F23 C F sing 1.35 N N
14 C24 C25 C C sing 1.4 N Y
15 C24 C30 C C doub 1.4 N Y
16 C26 C28 C C sing 1.39 N Y
17 C26 C25 C C doub 1.38 N Y
18 C26 CL1 C CL sing 1.74 N N
19 C28 C29 C C doub 1.38 N Y
20 O01 C02 O C doub 1.22 N N
21 C02 O03 C O sing 1.35 N N
22 C02 C04 C C sing 1.47 N N
23 C04 C05 C C sing 1.4 N Y
24 C04 C34 C C doub 1.4 N Y
25 C05 C06 C C doub 1.38 N Y
26 C06 C07 C C sing 1.39 N Y
27 C07 N08 C N sing 1.39 N N
28 C07 C33 C C doub 1.39 N Y
29 N08 C09 N C sing 1.39 N N
30 C09 N10 C N doub 1.33 N Y
31 C09 N32 C N sing 1.32 N Y
32 N10 C11 N C sing 1.32 N Y
33 C11 C12 C C doub 1.39 N Y
34 C12 C31 C C sing 1.39 N Y
35 C29 C30 C C sing 1.4 N Y
36 C30 C31 C C sing 1.48 N Y
37 C31 N32 C N doub 1.34 N Y
38 C33 C34 C C sing 1.38 N Y
39 C13 H131 C H sing 1.09 N N
40 C13 H132 C H sing 1.09 N N
41 C19 H19 C H sing 1.08 N N
42 C20 H20 C H sing 1.08 N N
43 C21 H21 C H sing 1.08 N N
44 C25 H25 C H sing 1.08 N N
45 C28 H28 C H sing 1.08 N N
46 C29 H29 C H sing 1.08 N N
47 O03 H03 O H sing 0.97 N N
48 C05 H05 C H sing 1.08 N N
49 C34 H34 C H sing 1.08 N N
50 C06 H06 C H sing 1.08 N N
51 N08 H08 N H sing 0.97 N N
52 C33 H33 C H sing 1.08 N N
53 C11 H11 C H sing 1.08 N N



ZZL : Used in PDB Entries

Total Number of PDB Entries: 4
Ligand Code PDB Entry ID Type Total Distinct
ZZL 2wtv Open in New Window Bound ligand 4 1
ZZL 2wtw Open in New Window Bound ligand 1 1
ZZL 2x81 Open in New Window Bound ligand 1 1
ZZL 5ia1 Open in New Window Bound ligand 1 1