Chemical Components in the PDB

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44G : Summary

Code

44G

One-letter code

X

Molecule name

(2S)-3-{[(R)-{[(2R)-2,3-dihydroxypropyl]oxy}(hydroxy)phosphoryl]oxy}-2-(hexanoyloxy)propyl hexanoate

Systematic names

ProgramVersionName
ACDLabs 12.01 (2S)-3-{[(R)-{[(2R)-2,3-dihydroxypropyl]oxy}(hydroxy)phosphoryl]oxy}-2-(hexanoyloxy)propyl hexanoate
OpenEye OEToolkits 1.9.2 [(2S)-3-[[(2R)-2,3-bis(oxidanyl)propoxy]-oxidanyl-phosphoryl]oxy-2-hexanoyloxy-propyl] hexanoate

Formula

C18 H35 O10 P

Formal charge

0

Molecular weight

442.438 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(OC(COP(=O)(OCC(O)CO)O)COC(=O)CCCCC)CCCCC
SMILES CACTVS 3.385 CCCCCC(=O)OC[CH](CO[P](O)(=O)OC[CH](O)CO)OC(=O)CCCCC
SMILES OpenEye OEToolkits 1.9.2 CCCCCC(=O)OCC(COP(=O)(O)OCC(CO)O)OC(=O)CCCCC
Canonical SMILES CACTVS 3.385 CCCCCC(=O)OC[C@@H](CO[P](O)(=O)OC[C@H](O)CO)OC(=O)CCCCC
Canonical SMILES OpenEye OEToolkits 1.9.2 CCCCCC(=O)OC[C@@H](COP(=O)(O)OC[C@@H](CO)O)OC(=O)CCCCC

IUPAC InChI

InChI=1S/C18H35O10P/c1-3-5-7-9-17(21)25-13-16(28-18(22)10-8-6-4-2)14-27-29(23,24)26-12-15(20)11-19/h15-16,19-20H,3-14H2,1-2H3,(H,23,24)/t15-,16+/m1/s1

IUPAC InChI key

CNAHGDCINXNHER-CVEARBPZSA-N
44G

wwPDB Information

Atom count

64 (29 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-02-03

Last modified at

2016-01-29

Status

Released

Obsoleted

Not Assigned



44G : Atoms of Molecule

Total Number of Atoms: 64
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C32 C C1 N N N 0 -0.137 2.601 0.785
2 C31 C C2 N N N 0 0.125 1.277 0.115
3 O31 O O1 N N N 0 -0.381 1.031 -0.955
4 O2 O O2 N N N 0 0.919 0.371 0.705
5 C2 C C3 S N N 0 1.126 -0.882 0.002
6 C1 C C4 N N N 0 0.054 -1.888 0.426
7 O3P O O3 N N N 0 -1.229 -1.424 0.002
8 P P P1 N N N 0 -2.591 -2.236 0.28
9 O1P O O4 N N N 0 -2.719 -2.503 1.73
10 O2P O O5 N N N 0 -2.557 -3.632 -0.522
11 O4P O O6 N N N 0 -3.848 -1.362 -0.218
12 C4 C C5 N N N 0 -5.204 -1.764 -0.015
13 O1 O O9 N N N 0 3.532 -0.538 -0.163
14 C5 C C6 R N N 0 -6.142 -0.71 -0.607
15 O5 O O7 N N N 0 -5.998 0.515 0.114
16 C6 C C7 N N N 0 -7.589 -1.197 -0.501
17 O6 O O8 N N N 0 -8.454 -0.268 -1.158
18 C10 C C8 N N N 0 2.51 -1.437 0.345
19 C12 C C9 N N N 0 4.81 -0.882 0.057
20 C13 C C10 N N N 0 5.924 0.002 -0.441
21 O3 O O10 N N N 0 5.068 -1.901 0.653
22 H1 H H1 N N N 0 -0.606 2.431 1.754
23 H2 H H2 N N N 0 0.806 3.13 0.926
24 H4 H H4 N N N 0 1.059 -0.711 -1.072
25 H5 H H5 N N N 0 0.261 -2.855 -0.033
26 H6 H H6 N N N 0 0.062 -1.992 1.511
27 H10 H H10 N N N 0 -5.89 -0.546 -1.655
28 H7 H H7 N N N 0 -2.474 -3.533 -1.48
29 H8 H H8 N N N 0 -5.377 -2.721 -0.506
30 H9 H H9 N N N 0 -5.398 -1.863 1.053
31 H11 H H11 N N N 0 -6.207 0.444 1.056
32 H12 H H12 N N N 0 -7.678 -2.175 -0.975
33 H13 H H13 N N N 0 -7.87 -1.276 0.549
34 H14 H H14 N N N 0 -9.388 -0.514 -1.13
35 H15 H H15 N N N 0 2.609 -1.524 1.427
36 H16 H H16 N N N 0 2.632 -2.419 -0.111
37 H17 H H17 N N N 0 5.859 0.093 -1.525
38 H18 H H18 N N N 0 5.836 0.988 0.013
39 C3 C C11 N N N 0 -1.066 3.442 -0.092
40 C7 C C12 N N N 0 -1.332 4.786 0.589
41 C8 C C13 N N N 0 -2.262 5.628 -0.288
42 C9 C C14 N N N 0 -2.527 6.972 0.393
43 C11 C C15A N N N 0 7.273 -0.615 -0.063
44 C14 C C16A N N N 0 8.404 0.282 -0.568
45 C15 C C15 N N N 0 9.752 -0.334 -0.189
46 C16 C C16 N N N 0 10.883 0.563 -0.695
47 H3 H H3 N N N 0 -0.597 3.612 -1.061
48 H19 H H19 N N N 0 -2.009 2.914 -0.233
49 H20 H H20 N N N 0 -1.801 4.617 1.558
50 H21 H H21 N N N 0 -0.389 5.315 0.73
51 H22 H H22 N N N 0 -1.792 5.797 -1.257
52 H23 H H23 N N N 0 -3.204 5.099 -0.429
53 H24 H H24 N N N 0 -2.997 6.802 1.362
54 H25 H H25 N N N 0 -1.584 7.5 0.534
55 H26 H H26 N N N 0 -3.189 7.571 -0.232
56 H27 H H27 N N N 0 7.338 -0.707 1.021
57 H28 H H28 N N N 0 7.361 -1.602 -0.517
58 H29 H H29 N N N 0 8.338 0.374 -1.652
59 H30 H H30 N N N 0 8.315 1.269 -0.114
60 H31 H H31 N N N 0 9.818 -0.426 0.895
61 H32 H H32 N N N 0 9.841 -1.321 -0.644
62 H33 H H33 N N N 0 10.818 0.655 -1.779
63 H34 H H34 N N N 0 10.795 1.55 -0.24
64 H35 H H35 N N N 0 11.844 0.124 -0.425



44G : 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 O6 C6 O C sing 1.43 N N
2 C6 C5 C C sing 1.53 N N
3 C1 C2 C C sing 1.53 N N
4 C1 O3P C O sing 1.43 N N
5 C5 O5 C O sing 1.43 N N
6 C5 C4 C C sing 1.53 N N
7 C2 C10 C C sing 1.53 N N
8 C2 O2 C O sing 1.45 N N
9 O31 C31 O C doub 1.21 N N
10 O1P P O P doub 1.48 N N
11 O4P C4 O C sing 1.43 N N
12 O4P P O P sing 1.61 N N
13 C31 C32 C C sing 1.51 N N
14 C31 O2 C O sing 1.34 N N
15 C10 O1 C O sing 1.45 N N
16 P O3P P O sing 1.61 N N
17 P O2P P O sing 1.61 N N
18 O3 C12 O C doub 1.21 N N
19 O1 C12 O C sing 1.34 N N
20 C12 C13 C C sing 1.51 N N
21 C32 H1 C H sing 1.09 N N
22 C32 H2 C H sing 1.09 N N
23 C2 H4 C H sing 1.09 N N
24 C1 H5 C H sing 1.09 N N
25 C1 H6 C H sing 1.09 N N
26 O2P H7 O H sing 0.97 N N
27 C4 H8 C H sing 1.09 N N
28 C4 H9 C H sing 1.09 N N
29 C5 H10 C H sing 1.09 N N
30 O5 H11 O H sing 0.97 N N
31 C6 H12 C H sing 1.09 N N
32 C6 H13 C H sing 1.09 N N
33 O6 H14 O H sing 0.97 N N
34 C10 H15 C H sing 1.09 N N
35 C10 H16 C H sing 1.09 N N
36 C13 H17 C H sing 1.09 N N
37 C13 H18 C H sing 1.09 N N
38 C32 C3 C C sing 1.53 N N
39 C3 C7 C C sing 1.53 N N
40 C7 C8 C C sing 1.53 N N
41 C8 C9 C C sing 1.53 N N
42 C13 C11 C C sing 1.53 N N
43 C11 C14 C C sing 1.53 N N
44 C14 C15 C C sing 1.53 N N
45 C15 C16 C C sing 1.53 N N
46 C3 H3 C H sing 1.09 N N
47 C3 H19 C H sing 1.09 N N
48 C7 H20 C H sing 1.09 N N
49 C7 H21 C H sing 1.09 N N
50 C8 H22 C H sing 1.09 N N
51 C8 H23 C H sing 1.09 N N
52 C9 H24 C H sing 1.09 N N
53 C9 H25 C H sing 1.09 N N
54 C9 H26 C H sing 1.09 N N
55 C11 H27 C H sing 1.09 N N
56 C11 H28 C H sing 1.09 N N
57 C14 H29 C H sing 1.09 N N
58 C14 H30 C H sing 1.09 N N
59 C15 H31 C H sing 1.09 N N
60 C15 H32 C H sing 1.09 N N
61 C16 H33 C H sing 1.09 N N
62 C16 H34 C H sing 1.09 N N
63 C16 H35 C H sing 1.09 N N



44G : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
44G 4xcy Open in New Window Bound ligand 2 1
44G 5t85 Open in New Window Bound ligand 1 1