Chemical Components in the PDB

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HFQ : Summary

Code

HFQ

One-letter code

X

Molecule name

2,4-dihydroxyphenacyl coenzyme A

Systematic names

ProgramVersionName
ACDLabs 12.01 [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-4-({3-[(2-{[2-(2,4-dihydroxyphenyl)-2-oxoethyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate (non-preferred name)
OpenEye OEToolkits 1.7.2 [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-oxidanyl-3-phosphonooxy-oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(3R)-4-[[3-[2-[2-[2,4-bis(oxidanyl)phenyl]-2-oxidanylidene-ethyl]sulfanylethylamino]-3-oxidanylidene-propyl]amino]-2,2-dimethyl-3-oxidanyl-4-oxidanylidene-butyl] hydrogen phosphate

Formula

C29 H42 N7 O19 P3 S

Formal charge

0

Molecular weight

917.666 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(c1ccc(O)cc1O)CSCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC4OC(n3cnc2c(ncnc23)N)C(O)C4OP(=O)(O)O
SMILES CACTVS 3.370 CC(C)(CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[CH](O)C(=O)NCCC(=O)NCCSCC(=O)c4ccc(O)cc4O
SMILES OpenEye OEToolkits 1.7.2 CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCSCC(=O)c4ccc(cc4O)O)O
Canonical SMILES CACTVS 3.370 CC(C)(CO[P](O)(=O)O[P](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[C@@H](O)C(=O)NCCC(=O)NCCSCC(=O)c4ccc(O)cc4O
Canonical SMILES OpenEye OEToolkits 1.7.2 CC(C)(CO[P@](=O)(O)O[P@@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCSCC(=O)c4ccc(cc4O)O)O

IUPAC InChI

InChI=1S/C29H42N7O19P3S/c1-29(2,24(42)27(43)32-6-5-20(40)31-7-8-59-11-18(39)16-4-3-15(37)9-17(16)38)12-52-58(49,50)55-57(47,48)51-10-19-23(54-56(44,45)46)22(41)28(53-19)36-14-35-21-25(30)33-13-34-26(21)36/h3-4,9,13-14,19,22-24,28,37-38,41-42H,5-8,10-12H2,1-2H3,(H,31,40)(H,32,43)(H,47,48)(H,49,50)(H2,30,33,34)(H2,44,45,46)/t19-,22-,23-,24+,28-/m1/s1

IUPAC InChI key

WNZSFAUZOOBNIR-VXAHOBLNSA-N
HFQ

wwPDB Information

Atom count

101 (59 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2011-06-10

Last modified at

2014-07-25

Status

Released

Obsoleted

Not Assigned



HFQ : Atoms of Molecule

Total Number of Atoms: 101
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 -12.809 -1.108 0.188
2 N1A N N1A N Y N 0 7.676 -7.83 -0.475
3 O1A O O1A N N N 0 6.326 2.705 -2.238
4 P1A P P1A N N N 0 5.821 2.672 -0.847
5 C1B C C1B N N N 0 -14.008 -1.581 0.969
6 O1B O O1B N N N 0 -14.12 -1.293 2.143
7 C1D C C1D R N N 0 7.78 -2.71 0.395
8 S1P S S1P N N N 0 -11.726 -0.138 1.273
9 C2A C C2A N Y N 0 7.766 -7.19 0.677
10 O2A O O2A N N N 0 6.405 3.933 -0.034
11 P2A P P2A N N N 0 3.133 3.562 -1.723
12 C2B C C2B N Y N 0 -15.038 -2.39 0.312
13 O2B O O2B N N N 0 -17.931 -4.666 -1.556
14 C2D C C2D R N N 0 9.256 -2.359 0.688
15 O2D O O2D N N N 0 9.697 -3.007 1.882
16 C2P C C2P N N N 0 -10.364 0.335 0.172
17 N3A N N3A N Y N 0 7.782 -5.876 0.756
18 O3A O O3A N N N 0 4.213 2.739 -0.858
19 C3B C C3B N Y N 0 -14.911 -2.725 -1.043
20 O3B O O3B N N N 0 -16.288 -2.52 2.351
21 C3D C C3D S N N 0 9.246 -0.825 0.876
22 O3D O O3D N N N 0 9.682 -0.479 2.192
23 P3D P P3D N N N 0 10.953 0.468 2.474
24 C3P C C3P N N N 0 -9.347 1.173 0.949
25 C4A C C4A N Y N 0 7.707 -5.13 -0.342
26 O4A O O4A N N N 0 3.618 4.945 -1.93
27 C4B C C4B N Y N 0 -15.872 -3.478 -1.653
28 C4D C C4D R N N 0 7.766 -0.431 0.674
29 O4D O O4D N N N 0 7.208 -1.493 -0.131
30 N4P N N4P N N N 0 -8.247 1.555 0.06
31 C5A C C5A N Y N 0 7.61 -5.764 -1.592
32 O5A O O5A N N N 0 2.93 2.845 -3.15
33 C5B C C5B N Y N 0 -16.982 -3.919 -0.937
34 C5D C C5D N N N 0 7.667 0.905 -0.063
35 O5D O O5D N N N 0 6.298 1.308 -0.136
36 C5P C C5P N N N 0 -7.228 2.3 0.531
37 O5P O O5P N N N 0 -7.221 2.655 1.69
38 C6A C C6A N Y N 0 7.596 -7.169 -1.625
39 N6A N N6A N N N 0 7.503 -7.848 -2.827
40 O6A O O6A N N N 0 1.729 3.598 -0.935
41 C6B C C6B N Y N 0 -17.124 -3.596 0.405
42 C6P C C6P N N N 0 -6.097 2.694 -0.384
43 N7A N N7A N Y N 0 7.548 -4.789 -2.53
44 O7A O O7A N N N 0 12.142 -0.085 1.789
45 C7B C C7B N Y N 0 -16.155 -2.838 1.039
46 C7P C C7P N N N 0 -5.079 3.531 0.394
47 C8A C C8A N Y N 0 7.6 -3.625 -1.95
48 O8A O O8A N N N 0 10.653 1.949 1.918
49 N8P N N8P N N N 0 -3.98 3.913 -0.496
50 N9A N N9A N Y N 0 7.698 -3.783 -0.599
51 O9A O O9A N N N 0 11.23 0.536 4.059
52 C9P C C9P N N N 0 -2.961 4.659 -0.025
53 O9P O O9P N N N 0 -2.998 5.092 1.107
54 CAP C CAP R N N 0 -1.774 4.955 -0.906
55 OAP O OAP N N N 0 -2.075 4.582 -2.252
56 CBP C CBP N N N 0 -0.563 4.158 -0.415
57 CCP C CCP N N N 0 0.599 4.342 -1.393
58 CDP C CDP N N N 0 -0.149 4.661 0.969
59 CEP C CEP N N N 0 -0.929 2.675 -0.331
60 HB H HB N N N 0 -12.263 -1.969 -0.196
61 HBA H HBA N N N 0 -13.14 -0.487 -0.644
62 H1D H H1D N N N 0 7.27 -3.003 1.313
63 H2A H H2A N N N 0 7.83 -7.766 1.588
64 HO2A H HO2A N N N 0 6.115 3.975 0.887
65 HO2B H HO2B N N N 0 -17.771 -5.619 -1.513
66 H2D H H2D N N N 0 9.889 -2.639 -0.154
67 HO2D H HO2D N N N 0 9.665 -3.973 1.84
68 H2P H H2P N N N 0 -9.878 -0.562 -0.212
69 H2PA H H2PA N N N 0 -10.756 0.92 -0.66
70 H3B H H3B N N N 0 -14.054 -2.387 -1.605
71 HO3B H HO3B N N N 0 -15.896 -3.165 2.954
72 H3D H H3D N N N 0 9.877 -0.345 0.127
73 H3P H H3P N N N 0 -9.832 2.07 1.333
74 H3PA H H3PA N N N 0 -8.955 0.588 1.781
75 H4B H H4B N N N 0 -15.77 -3.734 -2.697
76 H4D H H4D N N N 0 7.255 -0.373 1.635
77 HN4P H HN4P N N N 0 -8.252 1.271 -0.868
78 HO5A H HO5A N N N 0 2.612 1.934 -3.091
79 H5D H H5D N N N 0 8.239 1.661 0.475
80 H5DA H H5DA N N N 0 8.067 0.795 -1.071
81 HN6A H HN6A N N N 0 7.495 -8.818 -2.836
82 HN6B H HN6B N N N 0 7.445 -7.355 -3.66
83 H6B H H6B N N N 0 -17.987 -3.941 0.955
84 H6P H H6P N N N 0 -5.611 1.796 -0.768
85 H6PA H H6PA N N N 0 -6.489 3.278 -1.216
86 H7P H H7P N N N 0 -5.565 4.428 0.777
87 H7PA H H7PA N N N 0 -4.687 2.946 1.225
88 H8A H H8A N N N 0 7.57 -2.675 -2.462
89 HO8A H HO8A N N N 0 9.884 2.373 2.324
90 HN8P H HN8P N N N 0 -3.985 3.629 -1.423
91 HO9A H HO9A N N N 0 11.983 1.091 4.303
92 HAP H HAP N N N 0 -1.548 6.021 -0.865
93 HOAP H HOAP N N N 0 -2.286 3.645 -2.363
94 HCP H HCP N N N 0 0.859 5.399 -1.454
95 HCPA H HCPA N N N 0 0.303 3.984 -2.38
96 HDP H HDP N N N 0 -0.947 4.459 1.683
97 HDPA H HDPA N N N 0 0.759 4.148 1.285
98 HDPB H HDPB N N N 0 0.036 5.734 0.925
99 HEP H HEP N N N 0 -1.224 2.317 -1.317
100 HEPA H HEPA N N N 0 -0.067 2.108 0.019
101 HEPB H HEPB N N N 0 -1.757 2.544 0.366



HFQ : Chemical Bonds

Total Number of Bonds: 104
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1B CB C C sing 1.51 N N
2 CB S1P C S sing 1.81 N N
3 CB HB C H sing 1.09 N N
4 CB HBA C H sing 1.09 N N
5 N1A C6A N C doub 1.33 N Y
6 N1A C2A N C sing 1.32 N Y
7 O1A P1A O P doub 1.48 N N
8 O3A P1A O P sing 1.61 N N
9 O5D P1A O P sing 1.61 N N
10 P1A O2A P O sing 1.61 N N
11 C2B C1B C C sing 1.47 N N
12 C1B O1B C O doub 1.21 N N
13 N9A C1D N C sing 1.46 N N
14 C1D O4D C O sing 1.44 N N
15 C1D C2D C C sing 1.55 N N
16 C1D H1D C H sing 1.09 N N
17 S1P C2P S C sing 1.81 N N
18 C2A N3A C N doub 1.32 N Y
19 C2A H2A C H sing 1.08 N N
20 O2A HO2A O H sing 0.97 N N
21 O6A P2A O P sing 1.61 N N
22 O4A P2A O P doub 1.48 N N
23 O5A P2A O P sing 1.61 N N
24 P2A O3A P O sing 1.61 N N
25 C7B C2B C C doub 1.41 N Y
26 C3B C2B C C sing 1.4 N Y
27 O2B C5B O C sing 1.36 N N
28 O2B HO2B O H sing 0.97 N N
29 C2D O2D C O sing 1.43 N N
30 C2D C3D C C sing 1.55 N N
31 C2D H2D C H sing 1.09 N N
32 O2D HO2D O H sing 0.97 N N
33 C2P C3P C C sing 1.53 N N
34 C2P H2P C H sing 1.09 N N
35 C2P H2PA C H sing 1.09 N N
36 N3A C4A N C sing 1.33 N Y
37 C4B C3B C C doub 1.36 N Y
38 C3B H3B C H sing 1.08 N N
39 C7B O3B C O sing 1.36 N N
40 O3B HO3B O H sing 0.97 N N
41 C4D C3D C C sing 1.54 N N
42 C3D O3D C O sing 1.43 N N
43 C3D H3D C H sing 1.09 N N
44 O3D P3D O P sing 1.61 N N
45 O7A P3D O P doub 1.48 N N
46 P3D O9A P O sing 1.61 N N
47 P3D O8A P O sing 1.61 N N
48 C3P N4P C N sing 1.47 N N
49 C3P H3P C H sing 1.09 N N
50 C3P H3PA C H sing 1.09 N N
51 C5A C4A C C doub 1.4 N Y
52 C4A N9A C N sing 1.37 N Y
53 C5B C4B C C sing 1.39 N Y
54 C4B H4B C H sing 1.08 N N
55 O4D C4D O C sing 1.44 N N
56 C4D C5D C C sing 1.53 N N
57 C4D H4D C H sing 1.09 N N
58 N4P C5P N C sing 1.35 N N
59 N4P HN4P N H sing 0.97 N N
60 C6A C5A C C sing 1.41 N Y
61 C5A N7A C N sing 1.35 N Y
62 O5A HO5A O H sing 0.97 N N
63 C5B C6B C C doub 1.39 N Y
64 O5D C5D O C sing 1.43 N N
65 C5D H5D C H sing 1.09 N N
66 C5D H5DA C H sing 1.09 N N
67 C5P C6P C C sing 1.51 N N
68 C5P O5P C O doub 1.21 N N
69 N6A C6A N C sing 1.38 N N
70 N6A HN6A N H sing 0.97 N N
71 N6A HN6B N H sing 0.97 N N
72 CCP O6A C O sing 1.43 N N
73 C6B C7B C C sing 1.38 N Y
74 C6B H6B C H sing 1.08 N N
75 C6P C7P C C sing 1.53 N N
76 C6P H6P C H sing 1.09 N N
77 C6P H6PA C H sing 1.09 N N
78 N7A C8A N C doub 1.3 N Y
79 C7P N8P C N sing 1.46 N N
80 C7P H7P C H sing 1.09 N N
81 C7P H7PA C H sing 1.09 N N
82 C8A N9A C N sing 1.36 N Y
83 C8A H8A C H sing 1.08 N N
84 O8A HO8A O H sing 0.97 N N
85 N8P C9P N C sing 1.35 N N
86 N8P HN8P N H sing 0.97 N N
87 O9A HO9A O H sing 0.97 N N
88 O9P C9P O C doub 1.21 N N
89 C9P CAP C C sing 1.51 N N
90 CBP CAP C C sing 1.53 N N
91 CAP OAP C O sing 1.43 N N
92 CAP HAP C H sing 1.09 N N
93 OAP HOAP O H sing 0.97 N N
94 CEP CBP C C sing 1.53 N N
95 CDP CBP C C sing 1.53 N N
96 CBP CCP C C sing 1.53 N N
97 CCP HCP C H sing 1.09 N N
98 CCP HCPA C H sing 1.09 N N
99 CDP HDP C H sing 1.09 N N
100 CDP HDPA C H sing 1.09 N N
101 CDP HDPB C H sing 1.09 N N
102 CEP HEP C H sing 1.09 N N
103 CEP HEPA C H sing 1.09 N N
104 CEP HEPB C H sing 1.09 N N



HFQ : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
HFQ 4k49 Open in New Window Bound ligand 4 1
HFQ 4k4d Open in New Window Bound ligand 2 1