Chemical Components in the PDB

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0Y4 : Summary

Code

0Y4

One-letter code

X

Molecule name

N-[5-({3-cyano-7-[(1-methyl-1H-imidazol-4-yl)amino]pyrazolo[1,5-a]pyrimidin-5-yl}amino)-2-methylphenyl]acetamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-[5-({3-cyano-7-[(1-methyl-1H-imidazol-4-yl)amino]pyrazolo[1,5-a]pyrimidin-5-yl}amino)-2-methylphenyl]acetamide
OpenEye OEToolkits 1.7.6 N-[5-[[3-cyano-7-[(1-methylimidazol-4-yl)amino]pyrazolo[1,5-a]pyrimidin-5-yl]amino]-2-methyl-phenyl]ethanamide

Formula

C20 H19 N9 O

Formal charge

0

Molecular weight

401.425 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(Nc1c(ccc(c1)Nc2nc4c(C#N)cnn4c(c2)Nc3ncn(c3)C)C)C
SMILES CACTVS 3.370 Cn1cnc(Nc2cc(Nc3ccc(C)c(NC(C)=O)c3)nc4n2ncc4C#N)c1
SMILES OpenEye OEToolkits 1.7.6 Cc1ccc(cc1NC(=O)C)Nc2cc(n3c(n2)c(cn3)C#N)Nc4cn(cn4)C
Canonical SMILES CACTVS 3.370 Cn1cnc(Nc2cc(Nc3ccc(C)c(NC(C)=O)c3)nc4n2ncc4C#N)c1
Canonical SMILES OpenEye OEToolkits 1.7.6 Cc1ccc(cc1NC(=O)C)Nc2cc(n3c(n2)c(cn3)C#N)Nc4cn(cn4)C

IUPAC InChI

InChI=1S/C20H19N9O/c1-12-4-5-15(6-16(12)24-13(2)30)25-17-7-19(26-18-10-28(3)11-22-18)29-20(27-17)14(8-21)9-23-29/h4-7,9-11,26H,1-3H3,(H,24,30)(H,25,27)

IUPAC InChI key

BVIIISKMMOOOPF-UHFFFAOYSA-N
0Y4

wwPDB Information

Atom count

49 (30 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-09-07

Last modified at

2013-09-20

Status

Released

Obsoleted

Not Assigned



0Y4 : Atoms of Molecule

Total Number of Atoms: 49
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 5.92 2.022 0.204
2 C11 C C11 N N N 0 7.052 -2.79 1.363
3 C13 C C13 N Y N 0 0.0080 -0.416 -0.835
4 C14 C C14 N Y N 0 -1.137 -1.125 -1.221
5 C15 C C15 N Y N 0 -2.362 -0.531 -1.101
6 C17 C C17 N Y N 0 -1.296 1.399 -0.235
7 C19 C C19 N Y N 0 -1.688 2.67 0.227
8 C2 C C2 N Y N 0 4.683 1.217 -0.102
9 C20 C C20 N Y N 0 -3.091 2.731 0.115
10 C22 C C22 N N N 0 -0.826 3.703 0.718
11 C25 C C25 N Y N 0 -4.539 -1.401 -0.544
12 C26 C C26 N Y N 0 -4.542 -0.984 0.742
13 C28 C C28 N Y N 0 -6.421 -2.027 0.313
14 C3 C C3 N Y N 0 3.581 1.833 -0.664
15 C30 C C30 N N N 0 -6.191 -1.156 2.658
16 C4 C C4 N Y N 0 2.445 1.1 -0.945
17 C5 C C5 N Y N 0 2.407 -0.261 -0.664
18 C6 C C6 N Y N 0 3.514 -0.883 -0.106
19 C7 C C7 N Y N 0 4.654 -0.143 0.176
20 C9 C C9 N N N 0 5.912 -2.105 0.655
21 H1 H H1 N N N 0 5.854 2.42 1.216
22 H10 H H10 N N N 0 -6.73 -0.21 2.711
23 H11 H H11 N N N 0 -6.851 -1.968 2.963
24 H12 H H12 N N N 0 -5.328 -1.119 3.323
25 H13 H H13 N N N 0 1.585 1.584 -1.384
26 H14 H H14 N N N 0 3.488 -1.94 0.113
27 H15 H H15 N N N 0 6.448 -0.236 1.191
28 H16 H H16 N N N 0 1.334 -1.929 -1.228
29 H17 H H17 N N N 0 -3.595 -1.544 -2.378
30 H18 H H18 N N N 0 -3.756 -0.442 1.247
31 H19 H H19 N N N 0 -7.403 -2.464 0.419
32 H2 H H2 N N N 0 6.799 1.382 0.121
33 H3 H H3 N N N 0 6.003 2.845 -0.506
34 H4 H H4 N N N 0 3.607 2.891 -0.882
35 H5 H H5 N N N 0 7.001 -3.863 1.181
36 H6 H H6 N N N 0 7.999 -2.402 0.987
37 H7 H H7 N N N 0 6.981 -2.6 2.434
38 H8 H H8 N N N 0 -1.052 -2.129 -1.609
39 H9 H H9 N N N 0 -3.708 3.574 0.388
40 N12 N N12 N N N 0 1.257 -1.003 -0.949
41 N16 N N16 N Y N 0 -2.438 0.746 -0.605
42 N18 N N18 N Y N 0 -0.103 0.815 -0.355
43 N21 N N21 N Y N 0 -3.522 1.599 -0.371
44 N23 N N23 N N N 0 -0.142 4.522 1.108
45 N24 N N24 N N N 0 -3.505 -1.205 -1.474
46 N27 N N27 N Y N 0 -5.739 -1.384 1.283
47 N29 N N29 N Y N 0 -5.701 -2.035 -0.776
48 N8 N N8 N N N 0 5.773 -0.767 0.739
49 O10 O O10 N N N 0 5.12 -2.757 0.0090



0Y4 : 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 N29 C28 N C doub 1.305521 N Y
2 N29 C25 N C sing 1.3438839 N Y
3 C28 N27 C N sing 1.3488784 N Y
4 C25 N24 C N sing 1.4044472 N N
5 C25 C26 C C doub 1.3519224 N Y
6 N27 C30 N C sing 1.4652348 N N
7 N27 C26 N C sing 1.3731315 N Y
8 N24 C15 N C sing 1.3783519 N N
9 N21 C20 N C doub 1.3051364 N Y
10 N21 N16 N N sing 1.3990786 N Y
11 C20 C19 C C sing 1.4087846 N Y
12 N16 C15 N C sing 1.3720499 N Y
13 N16 C17 N C sing 1.3665552 N Y
14 C15 C14 C C doub 1.3666971 N Y
15 C19 C17 C C doub 1.4080302 N Y
16 C19 C22 C C sing 1.432206 N N
17 C17 N18 C N sing 1.333681 N Y
18 C14 C13 C C sing 1.4009646 N Y
19 C22 N23 C N trip 1.1360973 N N
20 N18 C13 N C doub 1.3259269 N Y
21 C13 N12 C N sing 1.384762 N N
22 N12 C5 N C sing 1.3979589 N N
23 C5 C6 C C doub 1.3869741 N Y
24 C5 C4 C C sing 1.3902252 N Y
25 C6 C7 C C sing 1.3880649 N Y
26 C11 C9 C C sing 1.5066814 N N
27 C4 C3 C C doub 1.3808497 N Y
28 C9 O10 C O doub 1.2123052 N N
29 C9 N8 C N sing 1.3478209 N N
30 C7 N8 C N sing 1.3994663 N N
31 C7 C2 C C doub 1.3884254 N Y
32 C3 C2 C C sing 1.3819205 N Y
33 C2 C1 C C sing 1.5072591 N N
34 C1 H1 C H sing 1.0894512 N N
35 C1 H2 C H sing 1.0904723 N N
36 C1 H3 C H sing 1.0901 N N
37 C3 H4 C H sing 1.0805387 N N
38 C11 H5 C H sing 1.0895201 N N
39 C11 H6 C H sing 1.0902885 N N
40 C11 H7 C H sing 1.0900376 N N
41 C14 H8 C H sing 1.0797153 N N
42 C20 H9 C H sing 1.0797532 N N
43 C30 H10 C H sing 1.090067 N N
44 C30 H11 C H sing 1.08994 N N
45 C30 H12 C H sing 1.0901207 N N
46 C4 H13 C H sing 1.0800819 N N
47 C6 H14 C H sing 1.079762 N N
48 N8 H15 N H sing 0.9705102 N N
49 N12 H16 N H sing 0.9701783 N N
50 N24 H17 N H sing 0.9696582 N N
51 C26 H18 C H sing 1.0800856 N N
52 C28 H19 C H sing 1.0800598 N N



0Y4 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0Y4 4gub Open in New Window Bound ligand 1 1