Chemical Components in the PDB

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4SI : Summary

Code

4SI

One-letter code

X

Molecule name

4'-chloro-3'-[(2S)-4-(2,4-diamino-6-ethylpyrimidin-5-yl)but-3-yn-2-yl][1,1'-biphenyl]-4-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 4'-chloro-3'-[(2S)-4-(2,4-diamino-6-ethylpyrimidin-5-yl)but-3-yn-2-yl][1,1'-biphenyl]-4-carboxamide
OpenEye OEToolkits 2.0.7 4-[3-[(2~{S})-4-[2,4-bis(azanyl)-6-ethyl-pyrimidin-5-yl]but-3-yn-2-yl]-4-chloranyl-phenyl]benzamide

Formula

C23 H22 Cl N5 O

Formal charge

0

Molecular weight

419.907 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 CCc1nc(N)nc(N)c1C#CC(C)c1cc(ccc1Cl)c1ccc(cc1)C(N)=O
SMILES CACTVS 3.385 CCc1nc(N)nc(N)c1C#C[CH](C)c2cc(ccc2Cl)c3ccc(cc3)C(N)=O
SMILES OpenEye OEToolkits 2.0.7 CCc1c(c(nc(n1)N)N)C#CC(C)c2cc(ccc2Cl)c3ccc(cc3)C(=O)N
Canonical SMILES CACTVS 3.385 CCc1nc(N)nc(N)c1C#C[C@H](C)c2cc(ccc2Cl)c3ccc(cc3)C(N)=O
Canonical SMILES OpenEye OEToolkits 2.0.7 CCc1c(c(nc(n1)N)N)C#C[C@H](C)c2cc(ccc2Cl)c3ccc(cc3)C(=O)N

IUPAC InChI

InChI=1S/C23H22ClN5O/c1-3-20-17(21(25)29-23(27)28-20)10-4-13(2)18-12-16(9-11-19(18)24)14-5-7-15(8-6-14)22(26)30/h5-9,11-13H,3H2,1-2H3,(H2,26,30)(H4,25,27,28,29)/t13-/m0/s1

IUPAC InChI key

LTCWEPCGQPOIRQ-ZDUSSCGKSA-N
4SI

wwPDB Information

Atom count

52 (30 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2021-07-14

Last modified at

2022-05-20

Status

Released

Obsoleted

Not Assigned



4SI : Atoms of Molecule

Total Number of Atoms: 52
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C14 C C1 N Y N 0 -0.032 -2.482 0.414
2 C11 C C2 N N N 0 -2.691 -0.282 0.562
3 C10 C C3 N Y N 0 -3.434 0.892 0.216
4 C12 C C4 N N N 0 -2.081 -1.244 0.845
5 C13 C C5 S N N 0 -1.317 -2.451 1.201
6 C01 C C6 N N N 0 -1.84 0.742 -2.68
7 C02 C C7 N N N 0 -1.621 1.556 -1.403
8 C03 C C8 N Y N 0 -2.946 1.797 -0.728
9 C05 C C9 N Y N 0 -4.83 3.094 -0.434
10 C08 C C10 N Y N 0 -4.681 1.161 0.814
11 C15 C C11 N Y N 0 0.882 -1.457 0.546
12 C16 C C12 N Y N 0 2.07 -1.487 -0.183
13 C17 C C13 N Y N 0 3.055 -0.388 -0.044
14 C18 C C14 N Y N 0 4.243 -0.421 -0.775
15 C19 C C15 N Y N 0 5.159 0.599 -0.646
16 C20 C C16 N Y N 0 4.899 1.667 0.216
17 C21 C C17 N N N 0 5.881 2.761 0.354
18 C24 C C18 N Y N 0 3.709 1.699 0.947
19 C25 C C19 N Y N 0 2.792 0.681 0.813
20 C26 C C20 N Y N 0 2.328 -2.554 -1.042
21 C27 C C21 N Y N 0 1.408 -3.574 -1.167
22 C28 C C22 N Y N 0 0.232 -3.542 -0.437
23 C30 C C23 N N N 0 -0.998 -2.43 2.697
24 N04 N N1 N Y N 0 -3.662 2.87 -1.021
25 N06 N N2 N N N 0 -5.543 4.23 -0.774
26 N07 N N3 N Y N 0 -5.336 2.261 0.463
27 N09 N N4 N N N 0 -5.214 0.294 1.751
28 N22 N N5 N N N 0 5.629 3.792 1.185
29 O23 O O1 N N N 0 6.916 2.734 -0.283
30 CL29 CL CL1 N N N 0 -0.922 -4.829 -0.599
31 H1 H H1 N N N 0 -1.907 -3.337 0.968
32 H2 H H2 N N N 0 -2.497 1.293 -3.354
33 H3 H H3 N N N 0 -0.882 0.568 -3.169
34 H4 H H4 N N N 0 -2.299 -0.214 -2.428
35 H5 H H5 N N N 0 -0.965 1.005 -0.73
36 H6 H H6 N N N 0 -1.162 2.512 -1.656
37 H7 H H7 N N N 0 0.677 -0.632 1.213
38 H8 H H8 N N N 0 4.445 -1.247 -1.441
39 H9 H H9 N N N 0 6.079 0.573 -1.212
40 H10 H H10 N N N 0 3.506 2.524 1.614
41 H11 H H11 N N N 0 1.872 0.706 1.378
42 H12 H H12 N N N 0 3.245 -2.58 -1.612
43 H13 H H13 N N N 0 1.607 -4.401 -1.833
44 H14 H H14 N N N 0 -0.432 -3.324 2.961
45 H15 H H15 N N N 0 -0.407 -1.544 2.93
46 H16 H H16 N N N 0 -1.927 -2.408 3.266
47 H17 H H17 N N N 0 -6.401 4.406 -0.356
48 H18 H H18 N N N 0 -5.186 4.849 -1.429
49 H19 H H19 N N N 0 -4.728 -0.507 2.001
50 H20 H H20 N N N 0 -6.073 0.488 2.157
51 H21 H H21 N N N 0 4.803 3.814 1.693
52 H22 H H22 N N N 0 6.274 4.511 1.276



4SI : Chemical Bonds

Total Number of Bonds: 54
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O23 C21 O C doub 1.22 N N
2 C21 C20 C C sing 1.48 N N
3 C21 N22 C N sing 1.35 N N
4 C01 C02 C C sing 1.53 N N
5 C02 C03 C C sing 1.51 N N
6 C20 C19 C C doub 1.4 N Y
7 C20 C24 C C sing 1.4 N Y
8 C19 C18 C C sing 1.38 N Y
9 C24 C25 C C doub 1.38 N Y
10 C26 C27 C C doub 1.38 N Y
11 C26 C16 C C sing 1.39 N Y
12 C18 C17 C C doub 1.4 N Y
13 C25 C17 C C sing 1.4 N Y
14 C27 C28 C C sing 1.38 N Y
15 C17 C16 C C sing 1.48 N N
16 C16 C15 C C doub 1.39 N Y
17 N04 C03 N C doub 1.32 N Y
18 N04 C05 N C sing 1.33 N Y
19 C03 C10 C C sing 1.4 N Y
20 C28 CL29 C CL sing 1.74 N N
21 C28 C14 C C doub 1.38 N Y
22 C15 C14 C C sing 1.38 N Y
23 C14 C13 C C sing 1.51 N N
24 N06 C05 N C sing 1.38 N N
25 C05 N07 C N doub 1.32 N Y
26 C10 C11 C C sing 1.43 N N
27 C10 C08 C C doub 1.41 N Y
28 C11 C12 C C trip 1.17 N N
29 C12 C13 C C sing 1.47 N N
30 C13 C30 C C sing 1.53 N N
31 N07 C08 N C sing 1.33 N Y
32 C08 N09 C N sing 1.38 N N
33 C13 H1 C H sing 1.09 N N
34 C01 H2 C H sing 1.09 N N
35 C01 H3 C H sing 1.09 N N
36 C01 H4 C H sing 1.09 N N
37 C02 H5 C H sing 1.09 N N
38 C02 H6 C H sing 1.09 N N
39 C15 H7 C H sing 1.08 N N
40 C18 H8 C H sing 1.08 N N
41 C19 H9 C H sing 1.08 N N
42 C24 H10 C H sing 1.08 N N
43 C25 H11 C H sing 1.08 N N
44 C26 H12 C H sing 1.08 N N
45 C27 H13 C H sing 1.08 N N
46 C30 H14 C H sing 1.09 N N
47 C30 H15 C H sing 1.09 N N
48 C30 H16 C H sing 1.09 N N
49 N06 H17 N H sing 0.97 N N
50 N06 H18 N H sing 0.97 N N
51 N09 H19 N H sing 0.97 N N
52 N09 H20 N H sing 0.97 N N
53 N22 H21 N H sing 0.97 N N
54 N22 H22 N H sing 0.97 N N



4SI : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
4SI 7reg Open in New Window Bound ligand 2 1
4SI 7rgo Open in New Window Bound ligand 2 1