Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

27I : Summary

Code

27I

One-letter code

X

Molecule name

3-azanyl-5-(azepan-1-yl)-N-carbamimidoyl-6-(1-methylpyrazol-4-yl)pyrazine-2-carboxamide

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.6 3-azanyl-5-(azepan-1-yl)-~{N}-carbamimidoyl-6-(1-methylpyrazol-4-yl)pyrazine-2-carboxamide

Formula

C16 H23 N9 O

Formal charge

0

Molecular weight

357.414 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 Cn1cc(cn1)c2nc(c(N)nc2N3CCCCCC3)C(=O)NC(N)=N
SMILES OpenEye OEToolkits 2.0.6 Cn1cc(cn1)c2c(nc(c(n2)C(=O)NC(=N)N)N)N3CCCCCC3
Canonical SMILES CACTVS 3.385 Cn1cc(cn1)c2nc(c(N)nc2N3CCCCCC3)C(=O)NC(N)=N
Canonical SMILES OpenEye OEToolkits 2.0.6 [H]/N=C(/N)\NC(=O)c1c(nc(c(n1)c2cnn(c2)C)N3CCCCCC3)N

IUPAC InChI

InChI=1S/C16H23N9O/c1-24-9-10(8-20-24)11-14(25-6-4-2-3-5-7-25)22-13(17)12(21-11)15(26)23-16(18)19/h8-9H,2-7H2,1H3,(H2,17,22)(H4,18,19,23,26)

IUPAC InChI key

RFNSXHZAURHCJF-UHFFFAOYSA-N
27I

wwPDB Information

Atom count

49 (26 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2018-02-15

Last modified at

2018-12-14

Status

Released

Obsoleted

Not Assigned



27I : 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 N1 N N1 N Y N 0 1.7 -3.572 0.202
2 O1 O O1 N N N 0 -4.038 1.647 0.204
3 C9 C C1 N N N 0 -3.369 0.645 0.041
4 N7 N N2 N N N 0 -3.972 -0.547 -0.137
5 C10 C C2 N N N 0 -5.35 -0.63 -0.134
6 N9 N N3 N N N 0 -5.965 -1.846 -0.315
7 N8 N N4 N N N 0 -6.067 0.443 0.041
8 C6 C C3 N Y N 0 -1.899 0.734 0.037
9 N3 N N5 N Y N 0 -1.164 -0.376 -0.031
10 C7 C C4 N Y N 0 -1.271 1.989 0.1
11 N6 N N6 N N N 0 -2.033 3.141 0.166
12 N4 N N7 N Y N 0 0.055 2.068 0.096
13 C8 C C5 N Y N 0 0.785 0.964 0.034
14 C5 C C6 N Y N 0 0.156 -0.295 -0.034
15 C3 C C7 N Y N 0 0.974 -1.53 -0.11
16 C2 C C8 N Y N 0 2.149 -1.705 -0.868
17 N2 N N8 N Y N 0 2.578 -2.924 -0.676
18 C4 C C9 N N N 0 1.823 -4.952 0.676
19 C1 C C10 N Y N 0 0.726 -2.704 0.541
20 N5 N N9 N N N 0 2.165 1.048 0.029
21 C16 C C11 N N N 0 2.667 1.583 1.312
22 C15 C C12 N N N 0 4.026 1.15 1.616
23 C14 C C13 N N N 0 5.03 1.634 0.545
24 C13 C C14 N N N 0 4.9 0.76 -0.673
25 C12 C C15 N N N 0 3.902 1.315 -1.711
26 C11 C C16 N N N 0 2.629 1.881 -1.054
27 H1 H H1 N N N 0 -3.438 -1.346 -0.267
28 H2 H H2 N N N 0 -5.431 -2.645 -0.445
29 H3 H H3 N N N 0 -6.934 -1.905 -0.313
30 H4 H H4 N N N 0 -7.035 0.384 0.043
31 H5 H H5 N N N 0 -1.602 4.01 0.129
32 H6 H H6 N N N 0 -2.997 3.08 0.25
33 H7 H H7 N N N 0 2.614 -0.962 -1.499
34 H8 H H8 N N N 0 2.414 -4.971 1.592
35 H9 H H9 N N N 0 0.831 -5.358 0.876
36 H10 H H10 N N N 0 2.315 -5.556 -0.087
37 H11 H H11 N N N 0 -0.102 -2.902 1.206
38 H12 H H12 N N N 0 2.647 2.672 1.27
39 H13 H H13 N N N 0 2.007 1.251 2.114
40 H14 H H14 N N N 0 4.32 1.552 2.586
41 H15 H H15 N N N 0 4.051 0.061 1.659
42 H16 H H16 N N N 0 4.809 2.667 0.278
43 H17 H H17 N N N 0 5.879 0.665 -1.143
44 H18 H H18 N N N 0 4.389 2.108 -2.28
45 H19 H H19 N N N 0 3.621 0.514 -2.395
46 H20 H H20 N N N 0 1.844 1.954 -1.806
47 H21 H H21 N N N 0 2.842 2.878 -0.668
48 H22 H H22 N N N 0 6.044 1.567 0.938
49 H23 H H23 N N N 0 4.564 -0.229 -0.361



27I : 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 N6 C7 N C sing 1.38 N N
2 O1 C9 O C doub 1.22 N N
3 N8 C10 N C doub 1.3 N N
4 C7 N4 C N doub 1.33 N Y
5 C7 C6 C C sing 1.4 N Y
6 C9 C6 C C sing 1.47 N N
7 C9 N7 C N sing 1.35 N N
8 N4 C8 N C sing 1.32 N Y
9 C12 C11 C C sing 1.54 N N
10 C12 C13 C C sing 1.54 N N
11 C6 N3 C N doub 1.33 N Y
12 C10 N7 C N sing 1.38 N N
13 C10 N9 C N sing 1.37 N N
14 C11 N5 C N sing 1.44 N N
15 C8 N5 C N sing 1.38 N N
16 C8 C5 C C doub 1.41 N Y
17 C13 C14 C C sing 1.5 N N
18 N3 C5 N C sing 1.32 N Y
19 N5 C16 N C sing 1.48 N N
20 C5 C3 C C sing 1.48 N N
21 C14 C15 C C sing 1.55 N N
22 C15 C16 C C sing 1.46 N N
23 C3 C2 C C sing 1.41 N Y
24 C3 C1 C C doub 1.37 N Y
25 C2 N2 C N doub 1.31 N Y
26 C1 N1 C N sing 1.35 N Y
27 N2 N1 N N sing 1.4 N Y
28 N1 C4 N C sing 1.46 N N
29 N7 H1 N H sing 0.97 N N
30 N9 H2 N H sing 0.97 N N
31 N9 H3 N H sing 0.97 N N
32 N8 H4 N H sing 0.97 N N
33 N6 H5 N H sing 0.97 N N
34 N6 H6 N H sing 0.97 N N
35 C2 H7 C H sing 1.08 N N
36 C4 H8 C H sing 1.09 N N
37 C4 H9 C H sing 1.09 N N
38 C4 H10 C H sing 1.09 N N
39 C1 H11 C H sing 1.08 N N
40 C16 H12 C H sing 1.09 N N
41 C16 H13 C H sing 1.09 N N
42 C15 H14 C H sing 1.09 N N
43 C15 H15 C H sing 1.09 N N
44 C14 H16 C H sing 1.09 N N
45 C13 H17 C H sing 1.09 N N
46 C12 H18 C H sing 1.09 N N
47 C12 H19 C H sing 1.09 N N
48 C11 H20 C H sing 1.09 N N
49 C11 H21 C H sing 1.09 N N
50 C14 H22 C H sing 1.09 N N
51 C13 H23 C H sing 1.09 N N



27I : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
27I 5za8 Open in New Window Bound ligand 1 1