Chemical Components in the PDB

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ANZ : Summary

Code

ANZ

One-letter code

X

Molecule name

[(6-AMINO-9H-PURIN-9-YL)-[5-FLUORO-1,3-DIHYDRO-1-HYDROXY-2,1-BENZOXABOROLE]-4'YL]METHYL DIHYDROGEN PHOSPHATE

Systematic names

ProgramVersionName
OpenEye OEToolkits 1.5.0 [(1S,3S,5R,6R,8R)-6-(6-aminopurin-9-yl)-3'-fluoro-spiro[2,4,7-trioxa-3-boranuidabicyclo[3.3.0]octane-3,7'-8-oxa-7-boranuidabicyclo[4.3.0]nona-1(6),2,4-triene]-8-yl]methyl dihydrogen phosphate

Formula

C17 H17 B F N5 O8 P

Formal charge

-1

Molecular weight

480.129 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH]4O[B-]5(OCc6cc(F)ccc56)O[CH]34
SMILES OpenEye OEToolkits 1.5.0 [B-]12(c3ccc(cc3CO1)F)OC4C(OC(C4O2)n5cnc6c5ncnc6N)COP(=O)(O)O
Canonical SMILES CACTVS 3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@H]4O[B-]5(OCc6cc(F)ccc56)O[C@@H]34
Canonical SMILES OpenEye OEToolkits 1.5.0 [B@@-]12(c3ccc(cc3CO1)F)O[C@@H]4[C@H](O[C@H]([C@@H]4O2)n5cnc6c5ncnc6N)COP(=O)(O)O

IUPAC InChI

InChI=1S/C17H17BFN5O8P/c19-9-1-2-10-8(3-9)4-28-18(10)31-13-11(5-29-33(25,26)27)30-17(14(13)32-18)24-7-23-12-15(20)21-6-22-16(12)24/h1-3,6-7,11,13-14,17H,4-5H2,(H2,20,21,22)(H2,25,26,27)/q-1/t11-,13-,14-,17-,18+/m1/s1

IUPAC InChI key

ZLSXXTYLUMEAGG-LBTDBDNISA-N
ANZ

wwPDB Information

Atom count

50 (33 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2007-05-14

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



ANZ : Atoms of Molecule

Total Number of Atoms: 50
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CB C CB N N N 0 3.336 -2.063 2.25
2 CG C CG N Y N 0 4.009 -2.184 0.903
3 CD1 C CD1 N Y N 0 5.181 -2.768 0.477
4 CD2 C CD2 N Y N 0 3.182 -1.538 -0.007
5 CE1 C CE1 N Y N 0 5.533 -2.711 -0.863
6 CE2 C CE2 N Y N 0 3.531 -1.48 -1.339
7 CZ C CZ N Y N 0 4.707 -2.067 -1.769
8 P P P N N N 0 -4.877 -2.872 -0.364
9 O1P O O1P N N N 0 -4.543 -4.435 -0.164
10 O2P O O2P N N N 0 -5.801 -2.684 -1.67
11 O3P O O3P N N N 0 -5.596 -2.365 0.826
12 N9 N N9 N Y N 0 -0.86 2.461 0.006
13 C8 C C8 N Y N 0 -1.964 2.945 0.643
14 N7 N N7 N Y N 0 -1.908 4.243 0.708
15 C5 C C5 N Y N 0 -0.767 4.675 0.117
16 C6 C C6 N Y N 0 -0.187 5.934 -0.107
17 N6 N N6 N N N 0 -0.815 7.091 0.32
18 N1 N N1 N Y N 0 0.981 5.989 -0.74
19 C2 C C2 N Y N 0 1.588 4.891 -1.152
20 N3 N N3 N Y N 0 1.082 3.691 -0.963
21 C4 C C4 N Y N 0 -0.082 3.537 -0.34
22 O5' O O5* N N N 0 -3.506 -2.051 -0.554
23 C5' C C5* N N N 0 -2.52 -1.933 0.474
24 C4' C C4* R N N 0 -1.349 -1.09 -0.036
25 O4' O O4* N N N 0 -1.772 0.271 -0.262
26 C3' C C3* S N N 0 -0.25 -0.991 1.043
27 O3' O O3* N N N 0 0.873 -1.801 0.631
28 C2' C C2* R N N 0 0.289 0.463 0.892
29 O2' O O2* N N N 0 1.638 0.265 0.415
30 C1' C C1* R N N 0 -0.558 1.052 -0.256
31 F F F N N N 0 6.682 -3.283 -1.284
32 O1 O O1 N N N 0 2.363 -1.01 2.129
33 B B B N N N -1 1.976 -1.003 0.815
34 HBC1 H 1HBC N N N 0 2.843 -3.001 2.506
35 HBC2 H 2HBC N N N 0 4.072 -1.808 3.013
36 HD1 H HD1 N N N 0 5.825 -3.269 1.184
37 HE2 H HE2 N N N 0 2.887 -0.978 -2.046
38 HZ H HZ N N N 0 4.982 -2.023 -2.813
39 H1P H H1P N N N 0 -4.072 -4.834 -0.907
40 H2P H H2P N N N 0 -6.645 -3.153 -1.625
41 H8 H H8 N N N 0 -2.767 2.339 1.037
42 H1' H H1* N N N 0 -0.035 0.948 -1.206
43 H6N1 H 1H6N N N N 0 -1.667 7.037 0.781
44 H6N2 H 2H6N N N N 0 -0.404 7.954 0.159
45 H2 H H2 N N N 0 2.536 4.982 -1.662
46 H5'1 H 1H5* N N N 0 -2.961 -1.452 1.347
47 H5'2 H 2H5* N N N 0 -2.161 -2.925 0.749
48 H4' H H4* N N N 0 -0.945 -1.519 -0.953
49 H3' H H3* N N N 0 -0.608 -1.231 2.044
50 H2' H H2* N N N 0 0.241 1.04 1.816



ANZ : Chemical Bonds

Total Number of Bonds: 55
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CB CG C C sing 1.51 N N
2 CG CD1 C C sing 1.38 N Y
3 CG CD2 C C doub 1.39 N Y
4 CD1 CE1 C C doub 1.39 N Y
5 CD2 CE2 C C sing 1.38 N Y
6 CE1 CZ C C sing 1.38 N Y
7 CE2 CZ C C doub 1.38 N Y
8 P O1P P O sing 1.61 N N
9 P O2P P O sing 1.61 N N
10 P O3P P O doub 1.48 N N
11 N9 C8 N C sing 1.36 N Y
12 C8 N7 C N doub 1.3 N Y
13 N7 C5 N C sing 1.36 N Y
14 C5 C6 C C doub 1.4 N Y
15 C6 N6 C N sing 1.38 N N
16 C6 N1 C N sing 1.33 N Y
17 N1 C2 N C doub 1.32 N Y
18 C2 N3 C N sing 1.32 N Y
19 N9 C4 N C sing 1.37 N Y
20 C5 C4 C C sing 1.4 N Y
21 N3 C4 N C doub 1.33 N Y
22 P O5' P O sing 1.61 N N
23 O5' C5' O C sing 1.43 N N
24 C5' C4' C C sing 1.53 N N
25 C4' O4' C O sing 1.44 N N
26 C4' C3' C C sing 1.54 N N
27 C3' O3' C O sing 1.44 N N
28 C3' C2' C C sing 1.56 N N
29 C2' O2' C O sing 1.44 N N
30 N9 C1' N C sing 1.46 N N
31 O4' C1' O C sing 1.44 N N
32 C2' C1' C C sing 1.54 N N
33 CE1 F C F sing 1.35 N N
34 CB O1 C O sing 1.44 N N
35 CD2 B C B sing 1.55 N N
36 O3' B O B sing 1.37 N N
37 O2' B O B sing 1.37 N N
38 O1 B O B sing 1.37 N N
39 CB HBC1 C H sing 1.09 N N
40 CB HBC2 C H sing 1.09 N N
41 CD1 HD1 C H sing 1.08 N N
42 CE2 HE2 C H sing 1.08 N N
43 CZ HZ C H sing 1.08 N N
44 O1P H1P O H sing 0.97 N N
45 O2P H2P O H sing 0.97 N N
46 C8 H8 C H sing 1.08 N N
47 C1' H1' C H sing 1.09 N N
48 N6 H6N1 N H sing 0.97 N N
49 N6 H6N2 N H sing 0.97 N N
50 C2 H2 C H sing 1.08 N N
51 C5' H5'1 C H sing 1.09 N N
52 C5' H5'2 C H sing 1.09 N N
53 C4' H4' C H sing 1.09 N N
54 C3' H3' C H sing 1.09 N N
55 C2' H2' C H sing 1.09 N N



ANZ : Used in PDB Entries

Total Number of PDB Entries: 4
Ligand Code PDB Entry ID Type Total Distinct
ANZ 2v0c Open in New Window Bound ligand 1 1
ANZ 2v0g Open in New Window Polymer component 2 1
ANZ 5agi Open in New Window Bound ligand 1 1
ANZ 5agj Open in New Window Bound ligand 1 1