Chemical Components in the PDB

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WIR : Summary

Code

WIR

One-letter code

X

Molecule name

(1R,2S)-1-({4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}amino)-2,3-dihydro-1H-inden-2-ol

Systematic names

ProgramVersionName
ACDLabs 12.01 (1R,2S)-1-({4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}amino)-2,3-dihydro-1H-inden-2-ol
OpenEye OEToolkits 2.0.7 (1~{R},2~{S})-1-[[4-[(5-~{tert}-butyl-1-methyl-pyrazol-3-yl)amino]-1~{H}-pyrazolo[3,4-d]pyrimidin-6-yl]amino]-2,3-dihydro-1~{H}-inden-2-ol

Formula

C22 H26 N8 O

Formal charge

0

Molecular weight

418.495 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 CC(C)(C)c1cc(nn1C)Nc1nc(nc2[NH]ncc12)NC1c2ccccc2CC1O
SMILES CACTVS 3.385 Cn1nc(Nc2nc(N[CH]3[CH](O)Cc4ccccc34)nc5[nH]ncc25)cc1C(C)(C)C
SMILES OpenEye OEToolkits 2.0.7 CC(C)(C)c1cc(nn1C)Nc2c3cn[nH]c3nc(n2)NC4c5ccccc5CC4O
Canonical SMILES CACTVS 3.385 Cn1nc(Nc2nc(N[C@H]3[C@@H](O)Cc4ccccc34)nc5[nH]ncc25)cc1C(C)(C)C
Canonical SMILES OpenEye OEToolkits 2.0.7 CC(C)(C)c1cc(nn1C)Nc2c3cn[nH]c3nc(n2)N[C@@H]4c5ccccc5C[C@@H]4O

IUPAC InChI

InChI=1S/C22H26N8O/c1-22(2,3)16-10-17(29-30(16)4)24-19-14-11-23-28-20(14)27-21(26-19)25-18-13-8-6-5-7-12(13)9-15(18)31/h5-8,10-11,15,18,31H,9H2,1-4H3,(H3,23,24,25,26,27,28,29)/t15-,18+/m0/s1

IUPAC InChI key

OTFLFRAEUDDJKT-MAUKXSAKSA-N
WIR

wwPDB Information

Atom count

57 (31 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2022-09-13

Last modified at

2022-09-23

Status

Released

Obsoleted

Not Assigned



WIR : Atoms of Molecule

Total Number of Atoms: 57
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C12 C C1 N Y N 0 -0.056 -3.248 0.135
2 C13 C C2 N Y N 0 -1.411 -3.006 0.43
3 C16 C C3 N Y N 0 0.088 -4.642 -0.037
4 C18 C C4 N Y N 0 -0.951 -0.751 0.569
5 C20 C C5 R N N 0 -2.821 0.768 1.103
6 C23 C C6 N N N 0 -3.261 3.104 0.731
7 C01 C C7 N N N 0 6.178 0.46 -0.775
8 C03 C C8 N Y N 0 3.766 0.875 -0.225
9 C04 C C9 N N N 0 3.841 2.374 -0.087
10 C05 C C10 N N N 0 2.518 2.901 0.472
11 C06 C C11 N N N 0 4.98 2.742 0.865
12 C07 C C12 N N N 0 4.1 3.0 -1.459
13 C08 C C13 N Y N 0 2.657 0.116 -0.076
14 C09 C C14 N Y N 0 3.02 -1.224 -0.287
15 C11 C C15 N Y N 0 0.823 -2.148 0.068
16 C21 C C16 S N N 0 -2.99 2.097 1.869
17 C24 C C17 N Y N 0 -3.87 2.284 -0.386
18 C25 C C18 N Y N 0 -3.618 0.942 -0.172
19 C26 C C19 N Y N 0 -4.084 0.001 -1.074
20 C27 C C20 N Y N 0 -4.8 0.399 -2.186
21 C28 C C21 N Y N 0 -5.053 1.74 -2.4
22 C29 C C22 N Y N 0 -4.589 2.681 -1.501
23 N02 N N1 N Y N 0 4.793 0.052 -0.525
24 N10 N N2 N N N 0 2.161 -2.329 -0.225
25 N14 N N3 N Y N 0 -2.032 -4.22 0.428
26 N15 N N4 N Y N 0 -1.075 -5.202 0.143
27 N17 N N5 N Y N 0 -1.811 -1.753 0.638
28 N19 N N6 N N N 0 -1.408 0.536 0.794
29 N30 N N7 N Y N 0 0.335 -0.934 0.291
30 N31 N N8 N Y N 0 4.304 -1.26 -0.553
31 O22 O O1 N N N 0 -1.792 2.434 2.572
32 H1 H H1 N N N 0 1.006 -5.157 -0.278
33 H2 H H2 N N N 0 -3.22 -0.06 1.689
34 H3 H H3 N N N 0 -3.961 3.871 1.063
35 H4 H H4 N N N 0 -2.328 3.561 0.401
36 H5 H H5 N N N 0 6.708 0.547 0.174
37 H6 H H6 N N N 0 6.669 -0.286 -1.399
38 H7 H H7 N N N 0 6.186 1.423 -1.286
39 H8 H H8 N N N 0 2.333 2.455 1.449
40 H9 H H9 N N N 0 2.572 3.985 0.572
41 H10 H H10 N N N 0 1.706 2.639 -0.206
42 H11 H H11 N N N 0 5.922 2.366 0.467
43 H12 H H12 N N N 0 5.034 3.826 0.965
44 H13 H H13 N N N 0 4.795 2.296 1.843
45 H14 H H14 N N N 0 3.247 2.812 -2.111
46 H15 H H15 N N N 0 4.243 4.075 -1.347
47 H16 H H16 N N N 0 4.996 2.558 -1.896
48 H17 H H17 N N N 0 1.667 0.477 0.164
49 H18 H H18 N N N 0 -3.839 2.046 2.551
50 H19 H H19 N N N 0 -3.886 -1.048 -0.908
51 H20 H H20 N N N 0 -5.162 -0.338 -2.888
52 H21 H H21 N N N 0 -5.613 2.053 -3.269
53 H22 H H22 N N N 0 -4.787 3.73 -1.668
54 H23 H H23 N N N 0 2.506 -3.221 -0.386
55 H24 H H24 N N N 0 -2.973 -4.377 0.6
56 H25 H H25 N N N 0 -0.792 1.284 0.748
57 H26 H H26 N N N 0 -1.848 3.262 3.069



WIR : Chemical Bonds

Total Number of Bonds: 61
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O22 C21 O C sing 1.43 N N
2 C27 C28 C C doub 1.38 N Y
3 C27 C26 C C sing 1.38 N Y
4 C28 C29 C C sing 1.38 N Y
5 N17 C18 N C doub 1.32 N Y
6 N17 C13 N C sing 1.33 N Y
7 N19 C18 N C sing 1.38 N N
8 N19 C20 N C sing 1.46 N N
9 C26 C25 C C doub 1.38 N Y
10 C29 C24 C C doub 1.38 N Y
11 N14 C13 N C sing 1.36 N Y
12 N14 N15 N N sing 1.4 N Y
13 C25 C24 C C sing 1.38 N Y
14 C25 C20 C C sing 1.51 N N
15 C21 C20 C C sing 1.54 N N
16 C21 C23 C C sing 1.54 N N
17 C24 C23 C C sing 1.51 N N
18 C18 N30 C N sing 1.33 N Y
19 C13 C12 C C doub 1.41 N Y
20 N15 C16 N C doub 1.3 N Y
21 N30 C11 N C doub 1.33 N Y
22 C12 C16 C C sing 1.41 N Y
23 C12 C11 C C sing 1.41 N Y
24 C11 N10 C N sing 1.38 N N
25 N10 C09 N C sing 1.4 N N
26 C06 C04 C C sing 1.53 N N
27 C08 C09 C C sing 1.4 N Y
28 C08 C03 C C doub 1.35 N Y
29 C09 N31 C N doub 1.31 N Y
30 C03 C04 C C sing 1.51 N N
31 C03 N02 C N sing 1.35 N Y
32 C04 C05 C C sing 1.53 N N
33 C04 C07 C C sing 1.53 N N
34 N31 N02 N N sing 1.4 N Y
35 N02 C01 N C sing 1.47 N N
36 C16 H1 C H sing 1.08 N N
37 C20 H2 C H sing 1.09 N N
38 C23 H3 C H sing 1.09 N N
39 C23 H4 C H sing 1.09 N N
40 C01 H5 C H sing 1.09 N N
41 C01 H6 C H sing 1.09 N N
42 C01 H7 C H sing 1.09 N N
43 C05 H8 C H sing 1.09 N N
44 C05 H9 C H sing 1.09 N N
45 C05 H10 C H sing 1.09 N N
46 C06 H11 C H sing 1.09 N N
47 C06 H12 C H sing 1.09 N N
48 C06 H13 C H sing 1.09 N N
49 C07 H14 C H sing 1.09 N N
50 C07 H15 C H sing 1.09 N N
51 C07 H16 C H sing 1.09 N N
52 C08 H17 C H sing 1.08 N N
53 C21 H18 C H sing 1.09 N N
54 C26 H19 C H sing 1.08 N N
55 C27 H20 C H sing 1.08 N N
56 C28 H21 C H sing 1.08 N N
57 C29 H22 C H sing 1.08 N N
58 N10 H23 N H sing 0.97 N N
59 N14 H24 N H sing 0.97 N N
60 N19 H25 N H sing 0.97 N N
61 O22 H26 O H sing 0.97 N N



WIR : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
WIR 8egn Open in New Window Bound ligand 2 1