Chemical Components in the PDB

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19R : Summary

Code

19R

One-letter code

X

Molecule name

2-cyclopropyl-N-[(2R)-3-hydroxy-3-methylbutan-2-yl]-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 2-cyclopropyl-N-[(2R)-3-hydroxy-3-methylbutan-2-yl]-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide
OpenEye OEToolkits 1.7.6 2-cyclopropyl-N-[(2R)-3-methyl-3-oxidanyl-butan-2-yl]-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide

Formula

C15 H20 N4 O2

Formal charge

0

Molecular weight

288.345 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(c2c1nc(cnc1nc2)C3CC3)NC(C)C(O)(C)C
SMILES CACTVS 3.370 C[CH](NC(=O)c1c[nH]c2ncc(nc12)C3CC3)C(C)(C)O
SMILES OpenEye OEToolkits 1.7.6 CC(C(C)(C)O)NC(=O)c1c[nH]c2c1nc(cn2)C3CC3
Canonical SMILES CACTVS 3.370 C[C@@H](NC(=O)c1c[nH]c2ncc(nc12)C3CC3)C(C)(C)O
Canonical SMILES OpenEye OEToolkits 1.7.6 C[C@H](C(C)(C)O)NC(=O)c1c[nH]c2c1nc(cn2)C3CC3

IUPAC InChI

InChI=1S/C15H20N4O2/c1-8(15(2,3)21)18-14(20)10-6-16-13-12(10)19-11(7-17-13)9-4-5-9/h6-9,21H,4-5H2,1-3H3,(H,16,17)(H,18,20)/t8-/m1/s1

IUPAC InChI key

ODYYFDDUIDLRBK-MRVPVSSYSA-N
19R

wwPDB Information

Atom count

41 (21 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-11-12

Last modified at

2013-01-11

Status

Released

Obsoleted

Not Assigned



19R : Atoms of Molecule

Total Number of Atoms: 41
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N Y N 0 4.155 -0.794 -0.035
2 C10 C C10 N N N 0 -1.021 0.247 0.116
3 C12 C C12 N N N 0 4.414 1.695 -0.139
4 C14 C C14 N N N 0 5.772 1.661 0.563
5 C15 C C15 N N N 0 5.7 1.613 -0.964
6 C16 C C16 R N N 0 -3.374 0.881 0.168
7 C17 C C17 N N N 0 -4.664 0.265 -0.378
8 C18 C C18 N N N 0 -5.735 1.35 -0.499
9 C19 C C19 N N N 0 -4.396 -0.343 -1.756
10 C2 C C2 N Y N 0 3.558 0.457 -0.06
11 C21 C C21 N N N 0 -3.61 1.378 1.595
12 C5 C C5 N Y N 0 2.098 -1.795 0.086
13 C6 C C6 N Y N 0 1.493 -0.523 0.056
14 C7 C C7 N Y N 0 0.042 -0.767 0.12
15 C8 C C8 N Y N 0 -0.121 -2.121 0.177
16 H1 H H1 N N N 0 5.231 -0.874 -0.077
17 H10 H H10 N N N 0 -3.075 1.717 -0.464
18 H11 H H11 N N N 0 -5.388 2.129 -1.179
19 H12 H H12 N N N 0 -6.654 0.912 -0.888
20 H13 H H13 N N N 0 -5.926 1.784 0.482
21 H14 H H14 N N N 0 -3.632 -1.117 -1.669
22 H15 H H15 N N N 0 -5.315 -0.782 -2.145
23 H16 H H16 N N N 0 -4.049 0.435 -2.435
24 H17 H H17 N N N 0 -5.934 -1.191 0.229
25 H18 H H18 N N N 0 -3.908 0.541 2.227
26 H19 H H19 N N N 0 -2.691 1.816 1.984
27 H2 H H2 N N N 0 -1.071 -2.63 0.232
28 H20 H H20 N N N 0 -4.398 2.13 1.592
29 H3 H H3 N N N 0 1.226 -3.689 0.193
30 H4 H H4 N N N 0 3.872 2.641 -0.143
31 H5 H H5 N N N 0 -2.542 -1.072 0.215
32 H6 H H6 N N N 0 6.125 2.584 1.022
33 H7 H H7 N N N 0 6.047 0.743 1.083
34 H8 H H8 N N N 0 5.926 0.664 -1.45
35 H9 H H9 N N N 0 6.004 2.506 -1.511
36 N13 N N13 N N N 0 -2.314 -0.131 0.172
37 N3 N N3 N Y N 0 2.243 0.569 -0.014
38 N4 N N4 N Y N 0 3.42 -1.888 0.034
39 N9 N N9 N Y N 0 1.089 -2.729 0.161
40 O11 O O11 N N N 0 -0.735 1.429 0.062
41 O20 O O20 N N N 0 -5.118 -0.756 0.513



19R : Chemical Bonds

Total Number of Bonds: 43
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C21 C16 C C sing 1.53 N N
2 C18 C17 C C sing 1.53 N N
3 C16 C17 C C sing 1.53 N N
4 C16 N13 C N sing 1.47 N N
5 O20 C17 O C sing 1.43 N N
6 C17 C19 C C sing 1.53 N N
7 N13 C10 N C sing 1.35 N N
8 O11 C10 O C doub 1.22 N N
9 C10 C7 C C sing 1.47 N N
10 C14 C12 C C sing 1.53 N N
11 C14 C15 C C sing 1.53 N N
12 C7 C8 C C doub 1.36 N Y
13 C7 C6 C C sing 1.47 N Y
14 N3 C6 N C doub 1.33 N Y
15 N3 C2 N C sing 1.32 N Y
16 C8 N9 C N sing 1.35 N Y
17 C6 C5 C C sing 1.41 N Y
18 C12 C2 C C sing 1.51 N N
19 C12 C15 C C sing 1.53 N N
20 C2 C1 C C doub 1.39 N Y
21 N9 C5 N C sing 1.38 N Y
22 C5 N4 C N doub 1.33 N Y
23 C1 N4 C N sing 1.32 N Y
24 C1 H1 C H sing 1.08 N N
25 C8 H2 C H sing 1.08 N N
26 N9 H3 N H sing 0.97 N N
27 C12 H4 C H sing 1.09 N N
28 N13 H5 N H sing 0.97 N N
29 C14 H6 C H sing 1.09 N N
30 C14 H7 C H sing 1.09 N N
31 C15 H8 C H sing 1.09 N N
32 C15 H9 C H sing 1.09 N N
33 C16 H10 C H sing 1.09 N N
34 C18 H11 C H sing 1.09 N N
35 C18 H12 C H sing 1.09 N N
36 C18 H13 C H sing 1.09 N N
37 C19 H14 C H sing 1.09 N N
38 C19 H15 C H sing 1.09 N N
39 C19 H16 C H sing 1.09 N N
40 O20 H17 O H sing 0.97 N N
41 C21 H18 C H sing 1.09 N N
42 C21 H19 C H sing 1.09 N N
43 C21 H20 C H sing 1.09 N N



19R : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
19R 4hvh Open in New Window Bound ligand 1 1