Chemical Components in the PDB

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8AM : Summary

Code

8AM

One-letter code

X

Molecule name

N-[(3R,4R)-4-fluoro-1-{6-[(3-methoxy-1-methyl-1H-pyrazol-4-yl)amino]-9-(propan-2-yl)-9H-purin-2-yl}pyrrolidin-3-yl]propanamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-[(3R,4R)-4-fluoro-1-{6-[(3-methoxy-1-methyl-1H-pyrazol-4-yl)amino]-9-(propan-2-yl)-9H-purin-2-yl}pyrrolidin-3-yl]propanamide
OpenEye OEToolkits 2.0.6 ~{N}-[(3~{R},4~{R})-4-fluoranyl-1-[6-[(3-methoxy-1-methyl-pyrazol-4-yl)amino]-9-propan-2-yl-purin-2-yl]pyrrolidin-3-yl]propanamide

Formula

C20 H28 F N9 O2

Formal charge

0

Molecular weight

445.494 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 C1C(NC(=O)CC)C(CN1c3nc(Nc2cn(C)nc2OC)c4c(n3)n(cn4)C(C)C)F
SMILES CACTVS 3.385 CCC(=O)N[CH]1CN(C[CH]1F)c2nc(Nc3cn(C)nc3OC)c4ncn(C(C)C)c4n2
SMILES OpenEye OEToolkits 2.0.6 CCC(=O)NC1CN(CC1F)c2nc(c3c(n2)n(cn3)C(C)C)Nc4cn(nc4OC)C
Canonical SMILES CACTVS 3.385 CCC(=O)N[C@@H]1CN(C[C@H]1F)c2nc(Nc3cn(C)nc3OC)c4ncn(C(C)C)c4n2
Canonical SMILES OpenEye OEToolkits 2.0.6 CCC(=O)N[C@@H]1CN(C[C@H]1F)c2nc(c3c(n2)n(cn3)C(C)C)Nc4cn(nc4OC)C

IUPAC InChI

InChI=1S/C20H28FN9O2/c1-6-15(31)23-13-9-29(7-12(13)21)20-25-17(24-14-8-28(4)27-19(14)32-5)16-18(26-20)30(10-22-16)11(2)3/h8,10-13H,6-7,9H2,1-5H3,(H,23,31)(H,24,25,26)/t12-,13-/m1/s1

IUPAC InChI key

MJLFLAORJNTNDV-CHWSQXEVSA-N
8AM

wwPDB Information

Atom count

60 (32 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2017-01-17

Last modified at

2017-03-17

Status

Released

Obsoleted

Not Assigned



8AM : Atoms of Molecule

Total Number of Atoms: 60
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 1.567 -1.238 0.05
2 C6 C C2 N Y N 0 -0.738 -0.973 0.484
3 C8 C C3 N Y N 0 -1.644 1.099 0.001
4 C10 C C4 N Y N 0 -3.008 -0.889 0.093
5 N12 N N1 N Y N 0 -4.333 -1.203 -0.067
6 C13 C C5 N Y N 0 -4.996 -0.044 -0.351
7 C15 C C6 N N N 0 -4.929 -2.537 0.046
8 C17 C C7 N N N 0 -5.978 -2.535 1.159
9 C20 C C8 N Y N 0 0.905 2.43 0.393
10 C26 C C9 N N N 0 3.276 3.122 0.878
11 C1 C C10 R N N 0 2.434 -2.468 -0.28
12 C2 C C11 R N N 0 1.653 -3.676 0.287
13 C3 C C12 N N N 0 0.201 -3.142 0.37
14 N4 N N2 N N N 0 0.382 -1.728 0.788
15 N7 N N3 N Y N 0 -0.599 0.333 0.295
16 C9 C C13 N Y N 0 -2.91 0.498 -0.106
17 N11 N N4 N Y N 0 -1.91 -1.58 0.389
18 N14 N N5 N Y N 0 -4.16 0.952 -0.373
19 C16 C C14 N N N 0 -5.593 -2.912 -1.28
20 N18 N N6 N N N 0 -1.489 2.46 -0.195
21 C19 C C15 N Y N 0 -0.236 3.065 0.026
22 N21 N N7 N Y N 0 1.882 3.369 0.501
23 N22 N N8 N Y N 0 1.322 4.613 0.186
24 C23 C C16 N Y N 0 0.054 4.436 -0.093
25 O24 O O1 N N N 0 -0.829 5.411 -0.443
26 C25 C C17 N N N 0 -0.328 6.747 -0.506
27 F27 F F1 N N N 0 1.733 -4.769 -0.583
28 N28 N N9 N N N 0 3.742 -2.357 0.371
29 C29 C C18 N N N 0 4.744 -1.695 -0.239
30 C30 C C19 N N N 0 6.09 -1.581 0.43
31 C31 C C20 N N N 0 7.041 -0.787 -0.468
32 O32 O O2 N N N 0 4.564 -1.19 -1.327
33 H1 H H1 N N N 0 2.131 -0.543 0.672
34 H2 H H2 N N N 0 1.257 -0.745 -0.871
35 H3 H H3 N N N 0 -6.058 0.034 -0.531
36 H4 H H4 N N N 0 -4.15 -3.263 0.28
37 H5 H H5 N N N 0 -6.756 -1.809 0.924
38 H6 H H6 N N N 0 -6.42 -3.527 1.243
39 H7 H H7 N N N 0 -5.504 -2.267 2.104
40 H8 H H8 N N N 0 1.016 1.37 0.571
41 H9 H H9 N N N 0 3.865 2.921 -0.016
42 H10 H H10 N N N 0 3.675 3.999 1.387
43 H11 H H11 N N N 0 3.324 2.261 1.546
44 H12 H H12 N N N 0 2.556 -2.566 -1.358
45 H13 H H13 N N N 0 2.023 -3.945 1.276
46 H14 H H14 N N N 0 -0.285 -3.196 -0.604
47 H15 H H15 N N N 0 -0.37 -3.694 1.117
48 H16 H H16 N N N 0 -4.846 -2.914 -2.074
49 H17 H H17 N N N 0 -6.036 -3.905 -1.197
50 H18 H H18 N N N 0 -6.371 -2.186 -1.515
51 H19 H H19 N N N 0 -2.243 2.997 -0.484
52 H20 H H20 N N N 0 -1.133 7.423 -0.796
53 H21 H H21 N N N 0 0.056 7.038 0.471
54 H22 H H22 N N N 0 0.474 6.8 -1.243
55 H23 H H23 N N N 0 3.886 -2.761 1.241
56 H24 H H24 N N N 0 5.978 -1.068 1.385
57 H25 H H25 N N N 0 6.497 -2.578 0.599
58 H26 H H26 N N N 0 8.014 -0.705 0.017
59 H27 H H27 N N N 0 7.152 -1.3 -1.423
60 H28 H H28 N N N 0 6.633 0.21 -0.636



8AM : Chemical Bonds

Total Number of Bonds: 63
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C16 C15 C C sing 1.53 N N
2 C17 C15 C C sing 1.53 N N
3 C13 N12 C N sing 1.37 N Y
4 C13 N14 C N doub 1.3 N Y
5 C15 N12 C N sing 1.47 N N
6 N12 C10 N C sing 1.37 N Y
7 N14 C9 N C sing 1.36 N Y
8 C10 C9 C C doub 1.4 N Y
9 C10 N11 C N sing 1.33 N Y
10 C9 C8 C C sing 1.41 N Y
11 C25 O24 C O sing 1.43 N N
12 O24 C23 O C sing 1.36 N N
13 N11 C6 N C doub 1.32 N Y
14 C8 N18 C N sing 1.38 N N
15 C8 N7 C N doub 1.33 N Y
16 N18 C19 N C sing 1.41 N N
17 C6 N7 C N sing 1.33 N Y
18 C6 N4 C N sing 1.38 N N
19 F27 C2 F C sing 1.4 N N
20 C23 C19 C C sing 1.41 N Y
21 C23 N22 C N doub 1.31 N Y
22 C19 C20 C C doub 1.36 N Y
23 C3 N4 C N sing 1.49 N N
24 C3 C2 C C sing 1.55 N N
25 N4 C5 N C sing 1.48 N N
26 N22 N21 N N sing 1.4 N Y
27 C2 C1 C C sing 1.55 N N
28 C20 N21 C N sing 1.36 N Y
29 C5 C1 C C sing 1.54 N N
30 N21 C26 N C sing 1.47 N N
31 C1 N28 C N sing 1.47 N N
32 N28 C29 N C sing 1.35 N N
33 C29 O32 C O doub 1.21 N N
34 C29 C30 C C sing 1.51 N N
35 C30 C31 C C sing 1.53 N N
36 C5 H1 C H sing 1.09 N N
37 C5 H2 C H sing 1.09 N N
38 C13 H3 C H sing 1.08 N N
39 C15 H4 C H sing 1.09 N N
40 C17 H5 C H sing 1.09 N N
41 C17 H6 C H sing 1.09 N N
42 C17 H7 C H sing 1.09 N N
43 C20 H8 C H sing 1.08 N N
44 C26 H9 C H sing 1.09 N N
45 C26 H10 C H sing 1.09 N N
46 C26 H11 C H sing 1.09 N N
47 C1 H12 C H sing 1.09 N N
48 C2 H13 C H sing 1.09 N N
49 C3 H14 C H sing 1.09 N N
50 C3 H15 C H sing 1.09 N N
51 C16 H16 C H sing 1.09 N N
52 C16 H17 C H sing 1.09 N N
53 C16 H18 C H sing 1.09 N N
54 N18 H19 N H sing 0.97 N N
55 C25 H20 C H sing 1.09 N N
56 C25 H21 C H sing 1.09 N N
57 C25 H22 C H sing 1.09 N N
58 N28 H23 N H sing 0.97 N N
59 C30 H24 C H sing 1.09 N N
60 C30 H25 C H sing 1.09 N N
61 C31 H26 C H sing 1.09 N N
62 C31 H27 C H sing 1.09 N N
63 C31 H28 C H sing 1.09 N N



8AM : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
8AM 5ug9 Open in New Window Bound ligand 1 1