Chemical Components in the PDB

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POQ : Summary

Code

POQ

One-letter code

X

Molecule name

BIS(((3S,4S,5R,6R)-5-(ETHYL(PHOSPHORYLOXY))-3,4,6-TRIHYDROXY-TETRAHYDRO-2H-PYRAN-2-YL)METHYL) HYDROGEN PHOSPHATE

Systematic names

ProgramVersionName
ACDLabs 10.04 (2R,3R,4S,5S,6R)-6-({[{[(2S,3S,4S,5R,6R)-5-{[(R)-ethoxy(hydroxy)phosphoryl]oxy}-3,4,6-trihydroxytetrahydro-2H-pyran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}methyl)-2,4,5-trihydroxytetrahydro-2H-pyran-3-yl ethyl hydrogen (S)-phosphate (non-preferred name)
OpenEye OEToolkits 1.5.0 [(2R,3R,4S,5S)-6-[[[(3S,4S,5R,6R)-5-(ethoxy-hydroxy-phosphoryl)oxy-3,4,6-trihydroxy-oxan-2-yl]methoxy-hydroxy-phosphoryl]oxymethyl]-2,4,5-trihydroxy-oxan-3-yl] ethyl hydrogen phosphate

Formula

C16 H33 O20 P3

Formal charge

0

Molecular weight

638.343 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=P(O)(OCC)OC1C(O)C(O)C(OC1O)COP(=O)(O)OCC2OC(O)C(OP(=O)(O)OCC)C(O)C2O
SMILES CACTVS 3.341 CCO[P](O)(=O)O[CH]1[CH](O)O[CH](CO[P](O)(=O)OC[CH]2O[CH](O)[CH](O[P](O)(=O)OCC)[CH](O)[CH]2O)[CH](O)[CH]1O
SMILES OpenEye OEToolkits 1.5.0 CCOP(=O)(O)OC1C(C(C(OC1O)COP(=O)(O)OCC2C(C(C(C(O2)O)OP(=O)(O)OCC)O)O)O)O
Canonical SMILES CACTVS 3.341 CCO[P@](O)(=O)O[C@H]1[C@H](O)O[C@@H](CO[P@@](O)(=O)OC[C@H]2O[C@@H](O)[C@H](O[P@](O)(=O)OCC)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O
Canonical SMILES OpenEye OEToolkits 1.5.0 CCO[P@@](=O)(O)O[C@@H]1[C@H]([C@@H](C(O[C@H]1O)COP(=O)(O)OCC2[C@H]([C@@H]([C@H]([C@@H](O2)O)O[P@@](=O)(O)OCC)O)O)O)O

IUPAC InChI

InChI=1S/C16H33O20P3/c1-3-29-38(25,26)35-13-11(19)9(17)7(33-15(13)21)5-31-37(23,24)32-6-8-10(18)12(20)14(16(22)34-8)36-39(27,28)30-4-2/h7-22H,3-6H2,1-2H3,(H,23,24)(H,25,26)(H,27,28)/t7-,8?,9-,10-,11+,12+,13-,14-,15-,16-/m1/s1

IUPAC InChI key

QTCHWELPTUAUQX-ASCZGESISA-N
POQ

wwPDB Information

Atom count

72 (39 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2005-08-11

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



POQ : Atoms of Molecule

Total Number of Atoms: 72
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 R N N 0 -5.062 -0.453 1.58
2 O1 O O1 N N N 0 -4.789 0.199 2.822
3 C2 C C2 R N N 0 -6.401 0.043 1.029
4 C3 C C3 S N N 0 -6.334 1.563 0.841
5 O3 O O3 N N N 0 -6.212 2.202 2.113
6 C4 C C4 S N N 0 -5.108 1.894 -0.021
7 O4 O O4 N N N 0 -5.294 1.375 -1.34
8 C5 C C5 S N N 0 -3.867 1.259 0.609
9 O5 O O5 N N N 0 -4.019 -0.159 0.652
10 C6 C C6 N N N 0 -2.635 1.613 -0.227
11 O13 O O13 N N N 0 -7.844 -2.582 1.005
12 P1 P P1 R N N 0 -8.042 -1.396 -0.066
13 O11 O O11 N N N 0 -6.662 -0.583 -0.229
14 O12 O O12 N N N 0 -9.103 -0.478 0.405
15 O14 O O14 N N N 0 -8.467 -2.022 -1.487
16 C15 C C15 N N N 0 -9.749 -2.626 -1.306
17 C16 C C16 N N N 0 -10.214 -3.243 -2.627
18 P3 P P3 S N N 0 -0.21 1.53 -0.505
19 O31 O O31 N N N 0 -1.461 1.125 0.425
20 O32 O O32 N N N 0 -0.312 0.752 -1.91
21 O33 O O33 N N N 0 1.161 1.126 0.235
22 O34 O O34 N N N 0 -0.229 2.99 -0.747
23 C3B C C3B S N N 0 6.041 1.566 -0.056
24 C1B C C1B R N N 0 4.891 -0.448 0.862
25 O1B O O1B N N N 0 4.987 -1.859 1.061
26 C2B C C2B R N N 0 6.137 0.047 0.124
27 O3B O O3B N N N 0 7.122 2.022 -0.871
28 C4B C C4B S N N 0 4.707 1.895 -0.734
29 O4B O O4B N N N 0 4.53 3.313 -0.779
30 C5B C C5B R N N 0 3.569 1.262 0.07
31 O5B O O5B N N N 0 3.726 -0.155 0.093
32 C6B C C6B N N N 0 2.229 1.615 -0.58
33 P2 P P2 S N N 0 8.215 -1.225 -0.039
34 O21 O O21 N N N 0 7.303 -0.274 0.885
35 C25 C C25 N N N 0 10.191 -2.66 -0.024
36 O22 O O22 N N N 0 8.72 -0.399 -1.326
37 O23 O O23 N N N 0 7.42 -2.391 -0.483
38 O24 O O24 N N N 0 9.488 -1.733 0.805
39 C26 C C26 N N N 0 11.419 -3.184 0.723
40 H1 H H1 N N N 0 -5.112 -1.53 1.739
41 HO1 H HO1 N N N 0 -3.939 -0.14 3.135
42 H2 H H2 N N N 0 -7.198 -0.203 1.731
43 H8 H H8 N N N 0 -7.238 1.911 0.341
44 HO3 H HO3 N N N 0 -6.16 3.153 1.944
45 H7 H H7 N N N 0 -4.979 2.976 -0.07
46 HO4 H HO4 N N N 0 -6.084 1.801 -1.699
47 H5 H H5 N N N 0 -3.739 1.64 1.622
48 H61 H 1H6 N N N 0 -2.721 1.154 -1.212
49 H62 H 2H6 N N N 0 -2.568 2.695 -0.335
50 H13 H H13 N N N 0 -7.146 -3.156 0.66
51 H151 H 1H15 N N N 0 -10.466 -1.868 -0.988
52 H152 H 2H15 N N N 0 -9.681 -3.404 -0.546
53 H161 H 1H16 N N N 0 -9.497 -4.0 -2.946
54 H162 H 2H16 N N N 0 -11.192 -3.704 -2.489
55 H163 H 3H16 N N N 0 -10.282 -2.465 -3.387
56 H32 H H32 N N N 0 -0.297 -0.194 -1.708
57 H1B H H1B N N N 0 4.821 0.05 1.829
58 H3 H H3 N N N 0 4.187 -2.13 1.532
59 H2B H H2B N N N 0 6.196 -0.433 -0.853
60 H3B H H3B N N N 0 6.087 2.053 0.918
61 H4 H H4 N N N 0 7.023 2.98 -0.958
62 H4B H H4B N N N 0 4.705 1.496 -1.748
63 H6 H H6 N N N 0 5.27 3.671 -1.287
64 H5B H H5B N N N 0 3.589 1.646 1.09
65 H6B1 H 1H6B N N N 0 2.172 1.156 -1.567
66 H6B2 H 2H6B N N N 0 2.146 2.697 -0.677
67 H22 H H22 N N N 0 9.233 0.351 -0.993
68 H251 H 1H25 N N N 0 9.535 -3.494 -0.275
69 H252 H 2H25 N N N 0 10.509 -2.161 -0.939
70 H261 H 1H26 N N N 0 11.101 -3.684 1.638
71 H262 H 2H26 N N N 0 11.955 -3.892 0.09
72 H263 H 3H26 N N N 0 12.075 -2.351 0.973



POQ : Chemical Bonds

Total Number of Bonds: 73
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 O1 C O sing 1.43 N N
2 C1 C2 C C sing 1.53 N N
3 C1 O5 C O sing 1.43 N N
4 C1 H1 C H sing 1.09 N N
5 O1 HO1 O H sing 0.97 N N
6 C2 C3 C C sing 1.53 N N
7 C2 O11 C O sing 1.43 N N
8 C2 H2 C H sing 1.09 N N
9 C3 O3 C O sing 1.43 N N
10 C3 C4 C C sing 1.53 N N
11 C3 H8 C H sing 1.09 N N
12 O3 HO3 O H sing 0.97 N N
13 C4 O4 C O sing 1.43 N N
14 C4 C5 C C sing 1.53 N N
15 C4 H7 C H sing 1.09 N N
16 O4 HO4 O H sing 0.97 N N
17 C5 O5 C O sing 1.43 N N
18 C5 C6 C C sing 1.53 N N
19 C5 H5 C H sing 1.09 N N
20 C6 O31 C O sing 1.43 N N
21 C6 H61 C H sing 1.09 N N
22 C6 H62 C H sing 1.09 N N
23 P1 O11 P O sing 1.61 N N
24 P1 O12 P O doub 1.48 N N
25 P1 O13 P O sing 1.61 N N
26 P1 O14 P O sing 1.61 N N
27 O13 H13 O H sing 0.97 N N
28 O14 C15 O C sing 1.43 N N
29 C15 C16 C C sing 1.53 N N
30 C15 H151 C H sing 1.09 N N
31 C15 H152 C H sing 1.09 N N
32 C16 H161 C H sing 1.09 N N
33 C16 H162 C H sing 1.09 N N
34 C16 H163 C H sing 1.09 N N
35 P3 O31 P O sing 1.61 N N
36 P3 O32 P O sing 1.61 N N
37 P3 O33 P O sing 1.61 N N
38 P3 O34 P O doub 1.48 N N
39 O32 H32 O H sing 0.97 N N
40 O33 C6B O C sing 1.43 N N
41 C1B O1B C O sing 1.43 N N
42 C1B C2B C C sing 1.53 N N
43 C1B O5B C O sing 1.43 N N
44 C1B H1B C H sing 1.09 N N
45 O1B H3 O H sing 0.97 N N
46 C2B C3B C C sing 1.53 N N
47 C2B O21 C O sing 1.43 N N
48 C2B H2B C H sing 1.09 N N
49 C3B O3B C O sing 1.43 N N
50 C3B C4B C C sing 1.53 N N
51 C3B H3B C H sing 1.09 N N
52 O3B H4 O H sing 0.97 N N
53 C4B O4B C O sing 1.43 N N
54 C4B C5B C C sing 1.53 N N
55 C4B H4B C H sing 1.09 N N
56 O4B H6 O H sing 0.97 N N
57 C5B O5B C O sing 1.43 N N
58 C5B C6B C C sing 1.53 N N
59 C5B H5B C H sing 1.09 N N
60 C6B H6B1 C H sing 1.09 N N
61 C6B H6B2 C H sing 1.09 N N
62 P2 O21 P O sing 1.61 N N
63 P2 O22 P O sing 1.61 N N
64 P2 O23 P O doub 1.48 N N
65 P2 O24 P O sing 1.61 N N
66 O22 H22 O H sing 0.97 N N
67 O24 C25 O C sing 1.43 N N
68 C25 C26 C C sing 1.53 N N
69 C25 H251 C H sing 1.09 N N
70 C25 H252 C H sing 1.09 N N
71 C26 H261 C H sing 1.09 N N
72 C26 H262 C H sing 1.09 N N
73 C26 H263 C H sing 1.09 N N



POQ : Used in PDB Entries

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