Chemical Components in the PDB

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50H : Summary

Code

50H

One-letter code

X

Molecule name

3-{8-[(3,4-dimethoxyphenyl)amino]imidazo[1,2-a]pyrazin-6-yl}benzamide

Systematic names

ProgramVersionName
ACDLabs 12.01 3-{8-[(3,4-dimethoxyphenyl)amino]imidazo[1,2-a]pyrazin-6-yl}benzamide
OpenEye OEToolkits 1.9.2 3-[8-[(3,4-dimethoxyphenyl)amino]imidazo[1,2-a]pyrazin-6-yl]benzamide

Formula

C21 H19 N5 O3

Formal charge

0

Molecular weight

389.407 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 n1c(cn3ccnc3c1Nc2ccc(OC)c(OC)c2)c4cc(C(=O)N)ccc4
SMILES CACTVS 3.385 COc1ccc(Nc2nc(cn3ccnc23)c4cccc(c4)C(N)=O)cc1OC
SMILES OpenEye OEToolkits 1.9.2 COc1ccc(cc1OC)Nc2c3nccn3cc(n2)c4cccc(c4)C(=O)N
Canonical SMILES CACTVS 3.385 COc1ccc(Nc2nc(cn3ccnc23)c4cccc(c4)C(N)=O)cc1OC
Canonical SMILES OpenEye OEToolkits 1.9.2 COc1ccc(cc1OC)Nc2c3nccn3cc(n2)c4cccc(c4)C(=O)N

IUPAC InChI

InChI=1S/C21H19N5O3/c1-28-17-7-6-15(11-18(17)29-2)24-20-21-23-8-9-26(21)12-16(25-20)13-4-3-5-14(10-13)19(22)27/h3-12H,1-2H3,(H2,22,27)(H,24,25)

IUPAC InChI key

QJHCMTUHZIJSPR-UHFFFAOYSA-N
50H

wwPDB Information

Atom count

48 (29 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-07-07

Last modified at

2015-10-02

Status

Released

Obsoleted

Not Assigned



50H : Atoms of Molecule

Total Number of Atoms: 48
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N2 N N1 N Y N 0 -0.969 0.863 -0.021
2 C6 C C1 N Y N 0 -3.261 1.399 0.008
3 C9 C C2 N N N 0 -0.817 -4.278 0.253
4 C13 C C3 N Y N 0 -1.573 -1.908 0.148
5 C20 C C4 N Y N 0 2.425 -0.627 -1.022
6 C18 C C5 N Y N 0 3.657 -0.427 -0.419
7 C16 C C6 N Y N 0 3.905 0.75 0.281
8 C26 C C7 N Y N 0 -3.23 -3.658 0.293
9 C27 C C8 N Y N 0 -4.234 -2.711 0.272
10 C25 C C9 N Y N 0 -3.922 -1.368 0.179
11 C22 C C10 N Y N 0 1.445 0.343 -0.934
12 C15 C C11 N Y N 0 2.921 1.72 0.373
13 C12 C C12 N Y N 0 -2.871 4.912 -0.196
14 C14 C C13 N Y N 0 -3.723 3.862 -0.116
15 C10 C C14 N Y N 0 -2.59 -0.96 0.122
16 C11 C C15 N Y N 0 -1.892 -3.263 0.231
17 C17 C C16 N Y N 0 1.692 1.521 -0.241
18 C3 C C17 N Y N 0 -1.651 3.126 -0.128
19 C5 C C18 N Y N 0 -2.258 0.483 0.033
20 C1 C C19 N Y N 0 -0.637 2.135 -0.1
21 C29 C C20 N N N 0 4.298 -2.564 -1.242
22 C28 C C21 N N N 0 5.298 2.178 1.576
23 N7 N N2 N Y N 0 -1.621 4.445 -0.202
24 N4 N N3 N Y N 0 -2.964 2.733 -0.073
25 N21 N N4 N N N 0 -1.128 -5.587 0.334
26 N8 N N5 N N N 0 0.699 2.503 -0.154
27 O19 O O1 N N N 0 0.347 -3.932 0.199
28 O24 O O2 N N N 0 4.622 -1.381 -0.51
29 O23 O O3 N N N 0 5.113 0.947 0.874
30 H1 H H1 N N N 0 -4.291 1.076 0.052
31 H2 H H2 N N N 0 -0.54 -1.597 0.099
32 H3 H H3 N N N 0 2.233 -1.541 -1.565
33 H4 H H4 N N N 0 -3.48 -4.707 0.358
34 H5 H H5 N N N 0 -5.267 -3.021 0.32
35 H6 H H6 N N N 0 -4.712 -0.632 0.162
36 H7 H H7 N N N 0 0.487 0.185 -1.406
37 H8 H H8 N N N 0 3.112 2.634 0.916
38 H9 H H9 N N N 0 -3.155 5.953 -0.246
39 H10 H H10 N N N 0 -4.801 3.912 -0.091
40 H11 H H11 N N N 0 3.443 -3.056 -0.779
41 H12 H H12 N N N 0 4.051 -2.299 -2.27
42 H13 H H13 N N N 0 5.153 -3.24 -1.237
43 H14 H H14 N N N 0 5.172 3.012 0.885
44 H15 H H15 N N N 0 4.563 2.254 2.376
45 H16 H H16 N N N 0 6.302 2.207 2.0
46 H17 H H17 N N N 0 -0.423 -6.253 0.348
47 H18 H H18 N N N 0 -2.057 -5.863 0.377
48 H19 H H19 N N N 0 0.944 3.441 -0.131



50H : Chemical Bonds

Total Number of Bonds: 51
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C29 O24 C O sing 1.43 N N
2 N7 C12 N C sing 1.33 N Y
3 N7 C3 N C doub 1.32 N Y
4 C12 C14 C C doub 1.35 N Y
5 C22 C20 C C doub 1.38 N Y
6 C22 C17 C C sing 1.39 N Y
7 C20 C18 C C sing 1.39 N Y
8 N8 C17 N C sing 1.4 N N
9 N8 C1 N C sing 1.39 N N
10 C17 C15 C C doub 1.39 N Y
11 C18 O24 C O sing 1.36 N N
12 C18 C16 C C doub 1.39 N Y
13 C3 C1 C C sing 1.42 N Y
14 C3 N4 C N sing 1.37 N Y
15 C14 N4 C N sing 1.36 N Y
16 C1 N2 C N doub 1.32 N Y
17 C15 C16 C C sing 1.38 N Y
18 N4 C6 N C sing 1.37 N Y
19 C16 O23 C O sing 1.36 N N
20 N2 C5 N C sing 1.34 N Y
21 O23 C28 O C sing 1.43 N N
22 C6 C5 C C doub 1.36 N Y
23 C5 C10 C C sing 1.48 N N
24 C10 C13 C C doub 1.39 N Y
25 C10 C25 C C sing 1.39 N Y
26 C13 C11 C C sing 1.39 N Y
27 C25 C27 C C doub 1.38 N Y
28 C11 C26 C C doub 1.4 N Y
29 C11 C9 C C sing 1.48 N N
30 C27 C26 C C sing 1.38 N Y
31 N21 C9 N C sing 1.35 N N
32 C9 O19 C O doub 1.22 N N
33 C6 H1 C H sing 1.08 N N
34 C13 H2 C H sing 1.08 N N
35 C20 H3 C H sing 1.08 N N
36 C26 H4 C H sing 1.08 N N
37 C27 H5 C H sing 1.08 N N
38 C25 H6 C H sing 1.08 N N
39 C22 H7 C H sing 1.08 N N
40 C15 H8 C H sing 1.08 N N
41 C12 H9 C H sing 1.08 N N
42 C14 H10 C H sing 1.08 N N
43 C29 H11 C H sing 1.09 N N
44 C29 H12 C H sing 1.09 N N
45 C29 H13 C H sing 1.09 N N
46 C28 H14 C H sing 1.09 N N
47 C28 H15 C H sing 1.09 N N
48 C28 H16 C H sing 1.09 N N
49 N21 H17 N H sing 0.97 N N
50 N21 H18 N H sing 0.97 N N
51 N8 H19 N H sing 0.97 N N



50H : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
50H 5c26 Open in New Window Bound ligand 1 1