Chemical Components in the PDB

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24R : Summary

Code

24R

One-letter code

X

Molecule name

N-[(1S,2R)-2-aminocyclohexyl]-4-[6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]thiophene-2-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-[(1S,2R)-2-aminocyclohexyl]-4-[6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]thiophene-2-carboxamide
OpenEye OEToolkits 1.7.2 N-[(1S,2R)-2-azanylcyclohexyl]-4-[6-(1-methylpyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]thiophene-2-carboxamide

Formula

C21 H23 N7 O S

Formal charge

0

Molecular weight

421.519 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(c4scc(c3cnn2cc(c1cn(nc1)C)cnc23)c4)NC5CCCCC5N
SMILES CACTVS 3.370 Cn1cc(cn1)c2cnc3n(c2)ncc3c4csc(c4)C(=O)N[CH]5CCCC[CH]5N
SMILES OpenEye OEToolkits 1.7.2 Cn1cc(cn1)c2cnc3c(cnn3c2)c4cc(sc4)C(=O)NC5CCCCC5N
Canonical SMILES CACTVS 3.370 Cn1cc(cn1)c2cnc3n(c2)ncc3c4csc(c4)C(=O)N[C@H]5CCCC[C@H]5N
Canonical SMILES OpenEye OEToolkits 1.7.2 Cn1cc(cn1)c2cnc3c(cnn3c2)c4cc(sc4)C(=O)N[C@H]5CCCC[C@H]5N

IUPAC InChI

InChI=1S/C21H23N7OS/c1-27-10-15(8-24-27)14-7-23-20-16(9-25-28(20)11-14)13-6-19(30-12-13)21(29)26-18-5-3-2-4-17(18)22/h6-12,17-18H,2-5,22H2,1H3,(H,26,29)/t17-,18+/m1/s1

IUPAC InChI key

LYADGAGFYYXXIO-MSOLQXFVSA-N
24R

wwPDB Information

Atom count

53 (30 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2011-06-16

Last modified at

2016-02-12

Status

Released

Obsoleted

Not Assigned



24R : Atoms of Molecule

Total Number of Atoms: 53
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C C C N Y N 0 -4.581 1.326 -0.177
2 C1 C C1 N Y N 0 -4.911 0.033 0.111
3 C2 C C2 N Y N 0 -3.886 -0.888 0.417
4 N N N N Y N 0 -2.633 -0.501 0.423
5 C3 C C3 N Y N 0 -2.301 0.764 0.141
6 N4 N N4 N Y N 0 -3.265 1.692 -0.162
7 N5 N N5 N Y N 0 -2.624 2.911 -0.408
8 C6 C C6 N Y N 0 -1.07 1.425 0.078
9 C7 C C7 N Y N 0 -1.328 2.754 -0.266
10 C8 C C8 N Y N 0 0.265 0.825 0.33
11 C9 C C9 N Y N 0 0.542 0.085 1.436
12 S S S N Y N 0 2.16 -0.453 1.415
13 C10 C C10 N Y N 0 2.464 0.342 -0.122
14 C11 C C11 N Y N 0 1.328 0.969 -0.544
15 C12 C C12 N N N 0 3.741 0.331 -0.842
16 N13 N N13 N N N 0 4.798 -0.329 -0.329
17 O O O N N N 0 3.846 0.916 -1.904
18 C14 C C14 N Y N 0 -6.332 -0.4 0.104
19 C15 C C15 N Y N 0 -6.896 -1.3 -0.751
20 N16 N N16 N Y N 0 -8.2 -1.412 -0.424
21 N17 N N17 N Y N 0 -8.454 -0.561 0.658
22 C18 C C18 N Y N 0 -7.341 0.042 0.982
23 N22 N N22 N N N 0 6.109 -2.788 -0.989
24 C19 C C19 N N N 0 -9.182 -2.273 -1.088
25 C20 C C20 S N N 0 6.074 -0.34 -1.048
26 C21 C C21 R N N 0 6.874 -1.582 -0.648
27 C23 C C23 N N N 0 6.871 0.916 -0.694
28 C24 C C24 N N N 0 7.136 0.944 0.813
29 C25 C C25 N N N 0 7.936 -0.297 1.213
30 C26 C C26 N N N 0 7.139 -1.554 0.859
31 H H H N N N 0 -5.348 2.047 -0.419
32 H2 H H2 N N N 0 -4.134 -1.914 0.648
33 H7 H H7 N N N 0 -0.584 3.525 -0.395
34 H9 H H9 N N N 0 -0.167 -0.133 2.221
35 H11 H H11 N N N 0 1.266 1.525 -1.468
36 HN13 H HN13 N N N 0 4.714 -0.795 0.518
37 H15 H H15 N N N 0 -6.39 -1.829 -1.545
38 H18 H H18 N N N 0 -7.216 0.757 1.782
39 H19 H H19 N N N 0 -9.197 -3.249 -0.601
40 H19A H H19A N N N 0 -10.17 -1.818 -1.02
41 H19B H H19B N N N 0 -8.909 -2.395 -2.136
42 H20 H H20 N N N 0 5.885 -0.36 -2.122
43 H21 H H21 N N N 0 7.823 -1.59 -1.184
44 HN22 H HN22 N N N 0 6.616 -3.622 -0.734
45 HN2A H HN2A N N N 0 5.197 -2.773 -0.555
46 H23 H H23 N N N 0 7.821 0.908 -1.229
47 H23A H H23A N N N 0 6.301 1.801 -0.979
48 H24 H H24 N N N 0 7.704 1.84 1.066
49 H24A H H24A N N N 0 6.187 0.953 1.349
50 H25 H H25 N N N 0 8.885 -0.306 0.678
51 H25A H H25A N N N 0 8.125 -0.277 2.287
52 H26 H H26 N N N 0 6.189 -1.545 1.394
53 H26A H H26A N N N 0 7.708 -2.438 1.144



24R : Chemical Bonds

Total Number of Bonds: 57
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C C1 C C doub 1.37 N Y
2 C N4 C N sing 1.37 N Y
3 C1 C2 C C sing 1.41 N Y
4 C1 C14 C C sing 1.49 N N
5 C2 N C N doub 1.31 N Y
6 N C3 N C sing 1.34 N Y
7 C3 N4 C N sing 1.37 N Y
8 C3 C6 C C doub 1.4 N Y
9 N4 N5 N N sing 1.4 N Y
10 N5 C7 N C doub 1.31 N Y
11 C6 C7 C C sing 1.4 N Y
12 C6 C8 C C sing 1.49 N N
13 C8 C9 C C doub 1.36 N Y
14 C8 C11 C C sing 1.38 N Y
15 C9 S C S sing 1.71 N Y
16 S C10 S C sing 1.76 N Y
17 C10 C11 C C doub 1.36 N Y
18 C10 C12 C C sing 1.47 N N
19 C12 N13 C N sing 1.35 N N
20 C12 O C O doub 1.22 N N
21 N13 C20 N C sing 1.46 N N
22 C14 C15 C C doub 1.36 N Y
23 C14 C18 C C sing 1.41 N Y
24 C15 N16 C N sing 1.35 N Y
25 N16 N17 N N sing 1.4 N Y
26 N16 C19 N C sing 1.47 N N
27 N17 C18 N C doub 1.31 N Y
28 C20 C21 C C sing 1.53 N N
29 C20 C23 C C sing 1.53 N N
30 C21 N22 C N sing 1.47 N N
31 C21 C26 C C sing 1.53 N N
32 C23 C24 C C sing 1.53 N N
33 C24 C25 C C sing 1.53 N N
34 C25 C26 C C sing 1.53 N N
35 C H C H sing 1.08 N N
36 C2 H2 C H sing 1.08 N N
37 C7 H7 C H sing 1.08 N N
38 C9 H9 C H sing 1.08 N N
39 C11 H11 C H sing 1.08 N N
40 N13 HN13 N H sing 0.97 N N
41 C15 H15 C H sing 1.08 N N
42 C18 H18 C H sing 1.08 N N
43 C19 H19 C H sing 1.09 N N
44 C19 H19A C H sing 1.09 N N
45 C19 H19B C H sing 1.09 N N
46 C20 H20 C H sing 1.09 N N
47 C21 H21 C H sing 1.09 N N
48 N22 HN22 N H sing 1.01 N N
49 N22 HN2A N H sing 1.01 N N
50 C23 H23 C H sing 1.09 N N
51 C23 H23A C H sing 1.09 N N
52 C24 H24 C H sing 1.09 N N
53 C24 H24A C H sing 1.09 N N
54 C25 H25 C H sing 1.09 N N
55 C25 H25A C H sing 1.09 N N
56 C26 H26 C H sing 1.09 N N
57 C26 H26A C H sing 1.09 N N



24R : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
24R 5eak Open in New Window Bound ligand 2 1