Chemical Components in the PDB

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0B5 : Summary

Code

0B5

One-letter code

X

Molecule name

~{N}-[3-[(4~{R},5~{R},6~{S})-2-azanyl-6-[1,1-bis(fluoranyl)ethyl]-5-fluoranyl-4-methyl-5,6-dihydro-1,3-oxazin-4-yl]-4-fluoranyl-phenyl]-5-(fluoranylmethoxy)pyrazine-2-carboxamide

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.6 ~{N}-[3-[(4~{R},5~{R},6~{S})-2-azanyl-6-[1,1-bis(fluoranyl)ethyl]-5-fluoranyl-4-methyl-5,6-dihydro-1,3-oxazin-4-yl]-4-fluoranyl-phenyl]-5-(fluoranylmethoxy)pyrazine-2-carboxamide

Formula

C19 H18 F5 N5 O3

Formal charge

0

Molecular weight

459.37 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 CC(F)(F)[CH]1OC(=N[C](C)([CH]1F)c2cc(NC(=O)c3cnc(OCF)cn3)ccc2F)N
SMILES OpenEye OEToolkits 2.0.6 CC1(C(C(OC(=N1)N)C(C)(F)F)F)c2cc(ccc2F)NC(=O)c3cnc(cn3)OCF
Canonical SMILES CACTVS 3.385 CC(F)(F)[C@H]1OC(=N[C@@](C)([C@H]1F)c2cc(NC(=O)c3cnc(OCF)cn3)ccc2F)N
Canonical SMILES OpenEye OEToolkits 2.0.6 C[C@]1([C@H]([C@H](OC(=N1)N)C(C)(F)F)F)c2cc(ccc2F)NC(=O)c3cnc(cn3)OCF

IUPAC InChI

InChI=1S/C19H18F5N5O3/c1-18(14(22)15(19(2,23)24)32-17(25)29-18)10-5-9(3-4-11(10)21)28-16(30)12-6-27-13(7-26-12)31-8-20/h3-7,14-15H,8H2,1-2H3,(H2,25,29)(H,28,30)/t14-,15-,18+/m0/s1

IUPAC InChI key

DKIWJWSKVCKJPV-RLFYNMQTSA-N
0B5

wwPDB Information

Atom count

50 (32 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2017-09-28

Last modified at

2018-08-03

Status

Released

Obsoleted

Not Assigned



0B5 : Atoms of Molecule

Total Number of Atoms: 50
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 F4 F F1 N N N 0 -3.355 2.901 0.618
2 C18 C C1 N Y N 0 -2.132 2.399 0.337
3 C7 C C2 N Y N 0 -2.006 1.339 -0.545
4 C1 C C3 R N N 0 -3.232 0.746 -1.19
5 N1 N N1 N N N 0 -2.836 -0.35 -2.071
6 C6 C C4 N N N 0 -2.953 -1.593 -1.751
7 N N N2 N N N 0 -2.536 -2.536 -2.657
8 O O O1 N N N 0 -3.461 -2.019 -0.58
9 C3 C C5 S N N 0 -3.569 -1.062 0.479
10 C4 C C6 N N N 0 -4.476 -1.611 1.582
11 F1 F F2 N N N 0 -4.486 -0.722 2.662
12 F2 F F3 N N N 0 -5.776 -1.757 1.087
13 C5 C C7 N N N 0 -3.95 -2.971 2.045
14 C2 C C8 R N N 0 -4.177 0.222 -0.104
15 F F F4 N N N 0 -5.428 -0.058 -0.662
16 C C C9 N N N 0 -3.947 1.823 -2.009
17 C17 C C10 N Y N 0 -1.007 2.95 0.926
18 C16 C C11 N Y N 0 0.244 2.439 0.64
19 C9 C C12 N Y N 0 0.373 1.372 -0.24
20 C8 C C13 N Y N 0 -0.757 0.825 -0.834
21 N2 N N3 N N N 0 1.639 0.853 -0.531
22 C10 C C14 N N N 0 2.6 0.849 0.414
23 O2 O O2 N N N 0 2.34 1.207 1.546
24 C11 C C15 N Y N 0 3.97 0.409 0.074
25 C15 C C16 N Y N 0 4.964 0.404 1.051
26 N4 N N4 N Y N 0 6.187 0.011 0.745
27 C13 C C17 N Y N 0 6.469 -0.379 -0.49
28 C12 C C18 N Y N 0 5.474 -0.375 -1.469
29 N3 N N5 N Y N 0 4.254 0.011 -1.166
30 O1 O O3 N N N 0 7.725 -0.782 -0.803
31 C14 C C19 N N N 0 8.693 -0.76 0.248
32 F3 F F5 N N N 0 8.465 -1.834 1.115
33 H1 H H1 N N N 0 -2.165 -2.259 -3.51
34 H2 H H2 N N N 0 -2.611 -3.48 -2.445
35 H3 H H3 N N N 0 -2.58 -0.85 0.886
36 H4 H H4 N N N 0 -3.942 -3.663 1.203
37 H5 H H5 N N N 0 -2.937 -2.856 2.431
38 H6 H H6 N N N 0 -4.596 -3.362 2.831
39 H7 H H7 N N N 0 -4.283 0.969 0.683
40 H8 H H8 N N N 0 -3.276 2.199 -2.78
41 H9 H H9 N N N 0 -4.834 1.395 -2.476
42 H10 H H10 N N N 0 -4.242 2.642 -1.352
43 H11 H H11 N N N 0 -1.107 3.78 1.61
44 H12 H H12 N N N 0 1.122 2.869 1.1
45 H13 H H13 N N N 0 -0.659 -0.002 -1.522
46 H14 H H14 N N N 0 1.825 0.496 -1.414
47 H15 H H15 N N N 0 4.734 0.722 2.057
48 H16 H H16 N N N 0 5.705 -0.693 -2.475
49 H17 H H17 N N N 0 9.693 -0.843 -0.178
50 H18 H H18 N N N 0 8.61 0.176 0.8



0B5 : Chemical Bonds

Total Number of Bonds: 52
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 F1 C4 F C sing 1.4 N N
2 C5 C4 C C sing 1.53 N N
3 F4 C18 F C sing 1.35 N N
4 C4 F2 C F sing 1.4 N N
5 C4 C3 C C sing 1.53 N N
6 F C2 F C sing 1.4 N N
7 C2 C3 C C sing 1.54 N N
8 C2 C1 C C sing 1.53 N N
9 C3 O C O sing 1.43 N N
10 C18 C17 C C doub 1.38 N Y
11 C18 C7 C C sing 1.38 N Y
12 C C1 C C sing 1.53 N N
13 C17 C16 C C sing 1.38 N Y
14 C1 C7 C C sing 1.51 N N
15 C1 N1 C N sing 1.46 N N
16 C7 C8 C C doub 1.38 N Y
17 O C6 O C sing 1.35 N N
18 C16 C9 C C doub 1.39 N Y
19 N1 C6 N C doub 1.29 N N
20 C6 N C N sing 1.37 N N
21 C8 C9 C C sing 1.39 N Y
22 C9 N2 C N sing 1.4 N N
23 N2 C10 N C sing 1.35 N N
24 O2 C10 O C doub 1.22 N N
25 C10 C11 C C sing 1.48 N N
26 C11 C15 C C doub 1.39 N Y
27 C11 N3 C N sing 1.33 N Y
28 C15 N4 C N sing 1.32 N Y
29 N3 C12 N C doub 1.31 N Y
30 N4 C13 N C doub 1.33 N Y
31 C12 C13 C C sing 1.4 N Y
32 C13 O1 C O sing 1.36 N N
33 O1 C14 O C sing 1.43 N N
34 C14 F3 C F sing 1.4 N N
35 N H1 N H sing 0.97 N N
36 N H2 N H sing 0.97 N N
37 C3 H3 C H sing 1.09 N N
38 C5 H4 C H sing 1.09 N N
39 C5 H5 C H sing 1.09 N N
40 C5 H6 C H sing 1.09 N N
41 C2 H7 C H sing 1.09 N N
42 C H8 C H sing 1.09 N N
43 C H9 C H sing 1.09 N N
44 C H10 C H sing 1.09 N N
45 C17 H11 C H sing 1.08 N N
46 C16 H12 C H sing 1.08 N N
47 C8 H13 C H sing 1.08 N N
48 N2 H14 N H sing 0.97 N N
49 C15 H15 C H sing 1.08 N N
50 C12 H16 C H sing 1.08 N N
51 C14 H17 C H sing 1.09 N N
52 C14 H18 C H sing 1.09 N N



0B5 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0B5 5ygx Open in New Window Bound ligand 1 1