Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

5VS : Summary

Code

5VS

One-letter code

X

Molecule name

2,2-dimethyl-7-(2-oxidanylidene-3~{H}-imidazo[4,5-b]pyridin-1-yl)-1-(phenylmethyl)-3~{H}-quinazolin-4-one

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.4 2,2-dimethyl-7-(2-oxidanylidene-3~{H}-imidazo[4,5-b]pyridin-1-yl)-1-(phenylmethyl)-3~{H}-quinazolin-4-one

Formula

C23 H21 N5 O2

Formal charge

0

Molecular weight

399.445 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 CC1(C)NC(=O)c2ccc(cc2N1Cc3ccccc3)N4C(=O)Nc5ncccc45
SMILES OpenEye OEToolkits 2.0.4 CC1(NC(=O)c2ccc(cc2N1Cc3ccccc3)N4c5cccnc5NC4=O)C
Canonical SMILES CACTVS 3.385 CC1(C)NC(=O)c2ccc(cc2N1Cc3ccccc3)N4C(=O)Nc5ncccc45
Canonical SMILES OpenEye OEToolkits 2.0.4 CC1(NC(=O)c2ccc(cc2N1Cc3ccccc3)N4c5cccnc5NC4=O)C

IUPAC InChI

InChI=1S/C23H21N5O2/c1-23(2)26-21(29)17-11-10-16(28-18-9-6-12-24-20(18)25-22(28)30)13-19(17)27(23)14-15-7-4-3-5-8-15/h3-13H,14H2,1-2H3,(H,26,29)(H,24,25,30)

IUPAC InChI key

LOPPJVYTMBRTCK-UHFFFAOYSA-N
5VS

wwPDB Information

Atom count

51 (30 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-12-11

Last modified at

2016-05-06

Status

Released

Obsoleted

Not Assigned



5VS : Atoms of Molecule

Total Number of Atoms: 51
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C5 C C1 N N N 0 3.299 1.776 -0.99
2 C7 C C2 N Y N 0 1.861 1.454 -0.925
3 C8 C C3 N Y N 0 0.942 2.056 -1.783
4 C10 C C4 N Y N 0 -0.821 0.815 -0.739
5 C15 C C5 N Y N 0 1.795 -2.322 0.118
6 C17 C C6 N Y N 0 0.028 -3.293 -1.174
7 C20 C C7 N Y N 0 1.542 -3.22 1.138
8 C22 C C8 N Y N 0 -3.02 0.799 0.418
9 C24 C C9 N Y N 0 -3.924 1.571 2.48
10 C1 C C10 N N N 0 4.493 0.06 2.041
11 C2 C C11 N N N 0 3.435 0.834 1.253
12 C3 C C12 N N N 0 2.861 1.941 2.138
13 N4 N N1 N N N 0 4.061 1.438 0.077
14 O6 O O1 N N N 0 3.782 2.318 -1.966
15 C9 C C13 N Y N 0 -0.384 1.736 -1.688
16 C11 C C14 N Y N 0 0.083 0.205 0.12
17 C12 C C15 N Y N 0 1.43 0.518 0.033
18 N13 N N2 N N N 0 2.358 -0.081 0.869
19 C14 C C16 N N N 0 2.898 -1.306 0.265
20 C16 C C17 N Y N 0 1.04 -2.361 -1.039
21 C18 C C18 N Y N 0 -0.229 -4.186 -0.151
22 C19 C C19 N Y N 0 0.53 -4.152 1.004
23 N21 N N3 N N N 0 -2.179 0.501 -0.653
24 C23 C C20 N Y N 0 -2.833 1.441 1.632
25 C25 C C21 N Y N 0 -5.148 1.063 2.091
26 N26 N N4 N Y N 0 -5.297 0.451 0.931
27 C27 C C22 N Y N 0 -4.287 0.308 0.089
28 N28 N N5 N N N 0 -4.175 -0.271 -1.169
29 C30 C C23 N N N 0 -2.903 -0.141 -1.589
30 O31 O O2 N N N 0 -2.472 -0.544 -2.653
31 H1 H H1 N N N 0 1.276 2.772 -2.519
32 H2 H H2 N N N 0 -0.562 -3.322 -2.078
33 H3 H H3 N N N 0 2.135 -3.193 2.04
34 H4 H H4 N N N 0 -3.818 2.069 3.433
35 H5 H H5 N N N 0 4.976 -0.666 1.387
36 H6 H H6 N N N 0 5.24 0.754 2.426
37 H7 H H7 N N N 0 4.018 -0.461 2.873
38 H8 H H8 N N N 0 3.661 2.618 2.44
39 H9 H H9 N N N 0 2.106 2.497 1.582
40 H10 H H10 N N N 0 2.406 1.499 3.025
41 H11 H H11 N N N 0 5.018 1.596 0.061
42 H12 H H12 N N N 0 -1.097 2.202 -2.353
43 H13 H H13 N N N 0 -0.262 -0.509 0.853
44 H14 H H14 N N N 0 3.683 -1.711 0.904
45 H15 H H15 N N N 0 3.312 -1.075 -0.717
46 H16 H H16 N N N 0 1.24 -1.662 -1.838
47 H17 H H17 N N N 0 -1.02 -4.914 -0.256
48 H18 H H18 N N N 0 0.333 -4.854 1.801
49 H19 H H19 N N N 0 -1.864 1.829 1.911
50 H20 H H20 N N N 0 -5.999 1.167 2.748
51 H21 H H21 N N N 0 -4.894 -0.697 -1.662



5VS : Chemical Bonds

Total Number of Bonds: 55
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O6 C5 O C doub 1.22 N N
2 C3 C2 C C sing 1.53 N N
3 N4 C5 N C sing 1.35 N N
4 N4 C2 N C sing 1.46 N N
5 C5 C7 C C sing 1.48 N N
6 C2 C1 C C sing 1.53 N N
7 C2 N13 C N sing 1.46 N N
8 C20 C19 C C doub 1.38 N Y
9 C20 C15 C C sing 1.38 N Y
10 C19 C18 C C sing 1.38 N Y
11 C7 C8 C C doub 1.39 N Y
12 C7 C12 C C sing 1.41 N Y
13 N13 C14 N C sing 1.47 N N
14 N13 C12 N C sing 1.39 N N
15 C8 C9 C C sing 1.37 N Y
16 C15 C14 C C sing 1.51 N N
17 C15 C16 C C doub 1.38 N Y
18 C18 C17 C C doub 1.38 N Y
19 C12 C11 C C doub 1.39 N Y
20 C16 C17 C C sing 1.38 N Y
21 C9 C10 C C doub 1.39 N Y
22 C11 C10 C C sing 1.39 N Y
23 C10 N21 C N sing 1.4 N N
24 C23 C22 C C doub 1.39 N Y
25 C23 C24 C C sing 1.39 N Y
26 N21 C22 N C sing 1.39 N N
27 N21 C30 N C sing 1.35 N N
28 C22 C27 C C sing 1.4 N Y
29 C24 C25 C C doub 1.38 N Y
30 O31 C30 O C doub 1.22 N N
31 C30 N28 C N sing 1.35 N N
32 C27 N28 C N sing 1.39 N N
33 C27 N26 C N doub 1.32 N Y
34 C25 N26 C N sing 1.32 N Y
35 C8 H1 C H sing 1.08 N N
36 C17 H2 C H sing 1.08 N N
37 C20 H3 C H sing 1.08 N N
38 C24 H4 C H sing 1.08 N N
39 C1 H5 C H sing 1.09 N N
40 C1 H6 C H sing 1.09 N N
41 C1 H7 C H sing 1.09 N N
42 C3 H8 C H sing 1.09 N N
43 C3 H9 C H sing 1.09 N N
44 C3 H10 C H sing 1.09 N N
45 N4 H11 N H sing 0.97 N N
46 C9 H12 C H sing 1.08 N N
47 C11 H13 C H sing 1.08 N N
48 C14 H14 C H sing 1.09 N N
49 C14 H15 C H sing 1.09 N N
50 C16 H16 C H sing 1.08 N N
51 C18 H17 C H sing 1.08 N N
52 C19 H18 C H sing 1.08 N N
53 C23 H19 C H sing 1.08 N N
54 C25 H20 C H sing 1.08 N N
55 N28 H21 N H sing 0.97 N N



5VS : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
5VS 5f9e Open in New Window Bound ligand 2 1