Chemical Components in the PDB

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ZZB : Summary

Code

ZZB

One-letter code

X

Molecule name

[(1S,3S,5R,6R,8R)-6-(6-AMINOPURIN-9-YL)-4'-ETHYLAMINO-3'-FLUORO-SPIRO[2,4,7-TRIOXA-3-BORANUIDABICYCLO[3.3.0]OCTANE-3,7'-8-OXA-7-BORANUIDABICYCLO[4.3.0]NONA-1,3,5-TRIENE]-8-YL]METHYL DIHYDROGEN PHOSPHATE

Systematic names

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

Formula

C19 H22 B F N6 O8 P

Formal charge

-1

Molecular weight

523.197 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.341 CCNc1cc2c(CO[B-]23O[CH]4[CH](CO[P](O)(O)=O)O[CH]([CH]4O3)n5cnc6c(N)ncnc56)cc1F
SMILES OpenEye OEToolkits 1.5.0 [B-]12(c3cc(c(cc3CO1)F)NCC)OC4C(OC(C4O2)n5cnc6c5ncnc6N)COP(=O)(O)O
Canonical SMILES CACTVS 3.341 CCNc1cc2c(CO[B-]23O[C@@H]4[C@@H](CO[P](O)(O)=O)O[C@H]([C@@H]4O3)n5cnc6c(N)ncnc56)cc1F
Canonical SMILES OpenEye OEToolkits 1.5.0 [B@@-]12(c3cc(c(cc3CO1)F)NCC)O[C@@H]4[C@H](O[C@H]([C@@H]4O2)n5cnc6c5ncnc6N)COP(=O)(O)O

IUPAC InChI

InChI=1S/C19H22BFN6O8P/c1-2-23-12-4-10-9(3-11(12)21)5-31-20(10)34-15-13(6-32-36(28,29)30)33-19(16(15)35-20)27-8-26-14-17(22)24-7-25-18(14)27/h3-4,7-8,13,15-16,19,23H,2,5-6H2,1H3,(H2,22,24,25)(H2,28,29,30)/q-1/t13-,15-,16-,19-,20+/m1/s1

IUPAC InChI key

KLENTOAZKNOXCI-JNRNKGNBSA-N
ZZB

wwPDB Information

Atom count

58 (36 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2009-04-06

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



ZZB : Atoms of Molecule

Total Number of Atoms: 58
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 -2.83 -1.232 -3.105
2 CG C CG N Y N 0 -3.719 -1.235 -1.884
3 CD1 C CD1 N Y N 0 -5.038 -1.571 -1.672
4 CD2 C CD2 N Y N 0 -2.933 -0.791 -0.827
5 CE1 C CE1 N Y N 0 -5.583 -1.467 -0.404
6 CE2 C CE2 N Y N 0 -3.467 -0.687 0.437
7 CZ C CZ N Y N 0 -4.798 -1.025 0.655
8 P P P N N N 0 4.545 -3.772 0.639
9 O1P O O1P N N N 0 3.94 -5.227 0.309
10 O2P O O2P N N N 0 5.276 -3.807 2.073
11 O3P O O3P N N N 0 5.525 -3.398 -0.405
12 N9 N N9 N Y N 0 1.784 2.282 -0.029
13 C8 C C8 N Y N 0 3.048 2.542 -0.471
14 N7 N N7 N Y N 0 3.263 3.825 -0.473
15 C5 C C5 N Y N 0 2.155 4.469 -0.034
16 C6 C C6 N Y N 0 1.81 5.816 0.17
17 N6 N N6 N N N 0 2.716 6.827 -0.098
18 N1 N N1 N Y N 0 0.594 6.096 0.627
19 C2 C C2 N Y N 0 -0.277 5.138 0.885
20 N3 N N3 N Y N 0 0.002 3.863 0.709
21 C4 C C4 N Y N 0 1.193 3.487 0.256
22 O5' O O5' N N N 0 3.353 -2.69 0.67
23 C5' C C5' N N N 0 2.582 -2.349 -0.483
24 C4' C C4' R N N 0 1.539 -1.294 -0.106
25 O4' O O4' N N N 0 2.187 -0.055 0.252
26 C3' C C3' S N N 0 0.66 -0.947 -1.326
27 O3' O O3' N N N 0 -0.653 -1.515 -1.124
28 C2' C C2' R N N 0 0.41 0.583 -1.181
29 O2' O O2' N N N 0 -1.009 0.659 -0.919
30 C1' C C1' R N N 0 1.169 0.96 0.109
31 F F F N N N 0 -6.877 -1.796 -0.195
32 O1 O O1 N N N 0 -1.697 -0.404 -2.786
33 ND N ND N N N 0 -5.346 -0.919 1.937
34 B B B N N N -1 -1.529 -0.503 -1.43
35 CF C CF N N N 0 -5.354 -0.43 4.333
36 CK C CK N N N 0 -4.518 -0.453 3.052
37 HB H HB N N N 0 -2.5 -2.247 -3.33
38 HBA H HBA N N N 0 -3.368 -0.817 -3.958
39 HD1 H HD1 N N N 0 -5.647 -1.915 -2.496
40 HE2 H HE2 N N N 0 -2.855 -0.343 1.257
41 H8 H H8 N N N 0 3.764 1.793 -0.775
42 HN6 H HN6 N N N 0 3.601 6.61 -0.431
43 HN6A H HN6A N N N 0 2.466 7.753 0.047
44 H2 H H2 N N N 0 -1.255 5.41 1.256
45 H5' H H5' N N N 0 3.239 -1.95 -1.256
46 H5'A H H5'A N N N 0 2.078 -3.239 -0.86
47 H4' H H4' N N N 0 0.922 -1.651 0.719
48 H3' H H3' N N N 0 1.112 -1.236 -2.276
49 H2' H H2' N N N 0 0.717 1.157 -2.055
50 H1' H H1' N N N 0 0.495 0.944 0.966
51 HF H HF N N N 0 -4.738 -0.083 5.163
52 HFA H HFA N N N 0 -6.201 0.244 4.203
53 HFB H HFB N N N 0 -5.718 -1.434 4.547
54 HK H HK N N N 0 -4.153 0.552 2.838
55 HKA H HKA N N N 0 -3.671 -1.126 3.182
56 HND H HND N N N 0 -6.275 -1.155 2.088
57 H1P H H1P N N N 0 3.289 -5.538 0.953
58 H2P H H2P N N N 0 6.006 -4.439 2.127



ZZB : Chemical Bonds

Total Number of Bonds: 63
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 CB O1 C O sing 1.44 N N
3 CG CD1 C C doub 1.38 N Y
4 CG CD2 C C sing 1.39 N Y
5 CD1 CE1 C C sing 1.38 N Y
6 CD2 CE2 C C doub 1.38 N Y
7 CD2 B C B sing 1.55 N N
8 CE1 CZ C C doub 1.39 N Y
9 CE1 F C F sing 1.35 N N
10 CE2 CZ C C sing 1.39 N Y
11 CZ ND C N sing 1.4 N N
12 P O1P P O sing 1.61 N N
13 P O2P P O sing 1.61 N N
14 P O3P P O doub 1.48 N N
15 P O5' P O sing 1.61 N N
16 N9 C8 N C sing 1.36 N Y
17 N9 C4 N C sing 1.37 N Y
18 N9 C1' N C sing 1.46 N N
19 C8 N7 C N doub 1.3 N Y
20 N7 C5 N C sing 1.35 N Y
21 C5 C6 C C doub 1.41 N Y
22 C5 C4 C C sing 1.4 N Y
23 C6 N6 C N sing 1.38 N N
24 C6 N1 C N sing 1.33 N Y
25 N1 C2 N C doub 1.32 N Y
26 C2 N3 C N sing 1.32 N Y
27 N3 C4 N C doub 1.33 N Y
28 O5' C5' O C sing 1.43 N N
29 C5' C4' C C sing 1.53 N N
30 C4' O4' C O sing 1.44 N N
31 C4' C3' C C sing 1.54 N N
32 O4' C1' O C sing 1.44 N N
33 C3' O3' C O sing 1.44 N N
34 C3' C2' C C sing 1.56 N N
35 O3' B O B sing 1.37 N N
36 C2' O2' C O sing 1.44 N N
37 C2' C1' C C sing 1.54 N N
38 O2' B O B sing 1.37 N N
39 O1 B O B sing 1.37 N N
40 CF CK C C sing 1.53 N N
41 CK ND C N sing 1.46 N N
42 CB HB C H sing 1.09 N N
43 CB HBA C H sing 1.09 N N
44 CD1 HD1 C H sing 1.08 N N
45 CE2 HE2 C H sing 1.08 N N
46 C8 H8 C H sing 1.08 N N
47 N6 HN6 N H sing 0.97 N N
48 N6 HN6A N H sing 0.97 N N
49 C2 H2 C H sing 1.08 N N
50 C5' H5' C H sing 1.09 N N
51 C5' H5'A C H sing 1.09 N N
52 C4' H4' C H sing 1.09 N N
53 C3' H3' C H sing 1.09 N N
54 C2' H2' C H sing 1.09 N N
55 C1' H1' C H sing 1.09 N N
56 CF HF C H sing 1.09 N N
57 CF HFA C H sing 1.09 N N
58 CF HFB C H sing 1.09 N N
59 CK HK C H sing 1.09 N N
60 CK HKA C H sing 1.09 N N
61 ND HND N H sing 0.97 N N
62 O1P H1P O H sing 0.97 N N
63 O2P H2P O H sing 0.97 N N



ZZB : Used in PDB Entries

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