Chemical Components in the PDB

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AZ5 : Summary

Code

AZ5

One-letter code

X

Molecule name

5-CHLORO-N2-[(1S)-1-(5-FLUOROPYRIMIDIN-2-YL)ETHYL]-N4-(5-METHYL-1H-PYRAZOL-3-YL)PYRIMIDINE-2,4-DIAMINE

Systematic names

ProgramVersionName
ACDLabs 10.04 5-chloro-N~2~-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-N~4~-(3-methyl-1H-pyrazol-5-yl)pyrimidine-2,4-diamine
OpenEye OEToolkits 1.6.1 5-chloro-N-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-N'-(5-methyl-2H-pyrazol-3-yl)pyrimidine-2,4-diamine

Formula

C14 H14 Cl F N8

Formal charge

0

Molecular weight

348.766 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 Fc1cnc(nc1)C(Nc3nc(Nc2cc(nn2)C)c(Cl)cn3)C
SMILES CACTVS 3.352 C[CH](Nc1ncc(Cl)c(Nc2[nH]nc(C)c2)n1)c3ncc(F)cn3
SMILES OpenEye OEToolkits 1.6.1 Cc1cc([nH]n1)Nc2c(cnc(n2)NC(C)c3ncc(cn3)F)Cl
Canonical SMILES CACTVS 3.352 C[C@H](Nc1ncc(Cl)c(Nc2[nH]nc(C)c2)n1)c3ncc(F)cn3
Canonical SMILES OpenEye OEToolkits 1.6.1 Cc1cc([nH]n1)Nc2c(cnc(n2)N[C@@H](C)c3ncc(cn3)F)Cl

IUPAC InChI

InChI=1S/C14H14ClFN8/c1-7-3-11(24-23-7)21-13-10(15)6-19-14(22-13)20-8(2)12-17-4-9(16)5-18-12/h3-6,8H,1-2H3,(H3,19,20,21,22,23,24)/t8-/m0/s1

IUPAC InChI key

PDOQBOJDRPLBQU-QMMMGPOBSA-N
AZ5

wwPDB Information

Atom count

38 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2010-03-26

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



AZ5 : Atoms of Molecule

Total Number of Atoms: 38
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C3 C C3 N Y N 0 2.255 -2.134 -0.094
2 C19 C C19 N Y N 0 -5.403 0.549 0.972
3 C21 C C21 N Y N 0 -4.661 -1.308 -0.326
4 C10 C C10 N Y N 0 1.556 2.931 0.077
5 C20 C C20 N Y N 0 -5.618 -0.74 0.503
6 C9 C C9 N Y N 0 2.673 2.127 0.199
7 C2 C C2 N Y N 0 2.524 -3.504 -0.129
8 C4 C C4 N Y N 0 3.432 -1.482 0.116
9 C8 C C8 N Y N 0 2.512 0.743 0.1
10 C17 C C17 N Y N 0 -3.414 0.616 -0.175
11 C12 C C12 N Y N 0 0.25 1.054 -0.218
12 C1 C C1 N N N 0 1.507 -4.597 -0.339
13 C16 C C16 N N N 0 -2.297 1.862 -2.005
14 C15 C C15 S N N 0 -2.173 1.38 -0.558
15 N18 N N18 N Y N 0 -4.301 1.188 0.614
16 N22 N N22 N Y N 0 -3.584 -0.606 -0.64
17 N11 N N11 N Y N 0 0.373 2.369 -0.128
18 N13 N N13 N Y N 0 1.295 0.248 -0.107
19 N5 N N5 N Y N 0 4.407 -2.423 0.208
20 N6 N N6 N Y N 0 3.808 -3.679 0.051
21 N7 N N7 N N N 0 3.605 -0.103 0.216
22 N14 N N14 N N N 0 -1.004 0.506 -0.433
23 F23 F F23 N N N 0 -6.731 -1.425 0.847
24 CL2 CL CL2 N N N 0 4.241 2.821 0.469
25 H3 H H3 N N N 0 1.286 -1.672 -0.216
26 H19 H H19 N N N 0 -6.127 1.026 1.616
27 H21 H H21 N N N 0 -4.793 -2.308 -0.71
28 H10 H H10 N N N 0 1.644 4.004 0.153
29 H11C H H11C N N N 0 1.412 -4.805 -1.404
30 H12C H H12C N N N 0 1.831 -5.499 0.18
31 H13C H H13C N N N 0 0.543 -4.276 0.057
32 H5 H H5 N N N 0 5.351 -2.255 0.356
33 H161 H H161 N N N 0 -2.413 1.003 -2.666
34 H7 H H7 N N N 0 4.489 0.265 0.367
35 H15 H H15 N N N 0 -2.057 2.239 0.103
36 H14 H H14 N N N 0 -1.108 -0.456 -0.501
37 H162 H H162 N N N 0 -3.167 2.512 -2.098
38 H163 H H163 N N N 0 -1.399 2.415 -2.282



AZ5 : Chemical Bonds

Total Number of Bonds: 40
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C3 C2 C C sing 1.4 N Y
2 C3 C4 C C doub 1.36 N Y
3 C19 C20 C C sing 1.39 N Y
4 C19 N18 C N doub 1.32 N Y
5 C21 C20 C C doub 1.39 N Y
6 C21 N22 C N sing 1.32 N Y
7 C10 C9 C C sing 1.38 N Y
8 C10 N11 C N doub 1.33 N Y
9 C20 F23 C F sing 1.35 N N
10 C9 C8 C C doub 1.4 N Y
11 C9 CL2 C CL sing 1.74 N N
12 C2 C1 C C sing 1.51 N N
13 C2 N6 C N doub 1.31 N Y
14 C4 N5 C N sing 1.36 N Y
15 C4 N7 C N sing 1.39 N N
16 C8 N13 C N sing 1.33 N Y
17 C8 N7 C N sing 1.39 N N
18 C17 C15 C C sing 1.51 N N
19 C17 N18 C N sing 1.32 N Y
20 C17 N22 C N doub 1.32 N Y
21 C12 N11 C N sing 1.32 N Y
22 C12 N13 C N doub 1.32 N Y
23 C12 N14 C N sing 1.39 N N
24 C16 C15 C C sing 1.53 N N
25 C15 N14 C N sing 1.46 N N
26 N5 N6 N N sing 1.4 N Y
27 C3 H3 C H sing 1.08 N N
28 C19 H19 C H sing 1.08 N N
29 C21 H21 C H sing 1.08 N N
30 C10 H10 C H sing 1.08 N N
31 C1 H11C C H sing 1.09 N N
32 C1 H12C C H sing 1.09 N N
33 C1 H13C C H sing 1.09 N N
34 N5 H5 N H sing 0.97 N N
35 N7 H7 N H sing 0.97 N N
36 C15 H15 C H sing 1.09 N N
37 N14 H14 N H sing 0.97 N N
38 C16 H161 C H sing 1.09 N N
39 C16 H162 C H sing 1.09 N N
40 C16 H163 C H sing 1.09 N N



AZ5 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
AZ5 2xa4 Open in New Window Bound ligand 2 1