Chemical Components in the PDB

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PEW : Summary

Code

PEW

One-letter code

X

Molecule name

(1R)-2-{[(2-AMINOETHOXY)(HYDROXY)PHOSPHORYL]OXY}-1-[(PALMITOYLOXY)METHYL]ETHYL (9S,10S)-9,10-DIBROMOOCTADECANOATE

Synonyms

DIBROMINATED PHOSPHATIDYLETHANOLAMINE
1-PALMITOYL-2-STEAROYL(9,10-DIBROMO)-SN-GLYCERO-3-PHOSPHOETHANOLAMINE

Systematic names

ProgramVersionName
ACDLabs 10.04 (1R)-2-{[(S)-(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-1-[(hexadecanoyloxy)methyl]ethyl (9S,10S)-9,10-dibromooctadecanoate
OpenEye OEToolkits 1.5.0 [(2R)-1-(2-aminoethoxy-hydroxy-phosphoryl)oxy-3-hexadecanoyloxy-propan-2-yl] (9S,10S)-9,10-dibromooctadecanoate

Formula

C39 H76 Br2 N O8 P

Formal charge

0

Molecular weight

877.804 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 BrC(CCCCCCCC)C(Br)CCCCCCCC(=O)OC(COP(=O)(OCCN)O)COC(=O)CCCCCCCCCCCCCCC
SMILES CACTVS 3.341 CCCCCCCCCCCCCCCC(=O)OC[CH](CO[P](O)(=O)OCCN)OC(=O)CCCCCCC[CH](Br)[CH](Br)CCCCCCCC
SMILES OpenEye OEToolkits 1.5.0 CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCN)OC(=O)CCCCCCCC(C(CCCCCCCC)Br)Br
Canonical SMILES CACTVS 3.341 CCCCCCCCCCCCCCCC(=O)OC[C@H](CO[P@](O)(=O)OCCN)OC(=O)CCCCCCC[C@H](Br)[C@@H](Br)CCCCCCCC
Canonical SMILES OpenEye OEToolkits 1.5.0 CCCCCCCCCCCCCCCC(=O)OC[C@H](CO[P@@](=O)(O)OCCN)OC(=O)CCCCCCC[C@@H]([C@H](CCCCCCCC)Br)Br

IUPAC InChI

InChI=1S/C39H76Br2NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-21-25-29-38(43)47-33-35(34-49-51(45,46)48-32-31-42)50-39(44)30-26-22-18-20-24-28-37(41)36(40)27-23-19-10-8-6-4-2/h35-37H,3-34,42H2,1-2H3,(H,45,46)/t35-,36+,37+/m1/s1

IUPAC InChI key

DQMAEWCVUIFGMB-BOALQFNTSA-N
PEW

wwPDB Information

Atom count

127 (51 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2006-07-06

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



PEW : Atoms of Molecule

Total Number of Atoms: 127
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C48 C C48 N N N 0 -19.384 5.205 0.171
2 C47 C C47 N N N 0 -18.526 3.943 0.283
3 C46 C C46 N N N 0 -17.046 4.325 0.217
4 C45 C C45 N N N 0 -16.188 3.063 0.33
5 C44 C C44 N N N 0 -14.708 3.445 0.263
6 C43 C C43 N N N 0 -13.85 2.183 0.376
7 C42 C C42 N N N 0 -12.37 2.565 0.309
8 C41 C C41 N N N 0 -11.512 1.304 0.422
9 C40 C C40 S N N 0 -10.032 1.686 0.356
10 BR2 BR BR2 N N N 0 -9.627 2.433 -1.417
11 C39 C C39 S N N 0 -9.173 0.442 0.593
12 BR1 BR BR1 N N N 0 -9.566 -0.9 -0.789
13 C38 C C38 N N N 0 -7.693 0.824 0.527
14 C37 C C37 N N N 0 -6.836 -0.391 0.886
15 C36 C C36 N N N 0 -5.356 -0.009 0.82
16 C35 C C35 N N N 0 -4.499 -1.225 1.18
17 C34 C C34 N N N 0 -3.019 -0.842 1.113
18 C33 C C33 N N N 0 -2.162 -2.058 1.473
19 C32 C C32 N N N 0 -0.682 -1.676 1.407
20 C31 C C31 N N N 0 0.163 -2.873 1.761
21 O31 O O31 N N N 0 -0.365 -3.923 2.039
22 O2 O O2 N N N 0 1.501 -2.771 1.769
23 C2 C C2 R N N 0 2.314 -3.925 2.11
24 C1 C C1 N N N 0 2.637 -4.715 0.841
25 O3P O O3P N N N 0 3.453 -3.919 -0.021
26 P P P S N N 0 3.752 -4.808 -1.33
27 O1P O O1P N N N 0 4.35 -6.1 -0.923
28 O2P O O2P N N N 0 2.376 -5.079 -2.121
29 O4P O O4P N N N 0 4.777 -4.021 -2.29
30 C4 C C4 N N N 0 5.094 -4.904 -3.368
31 C5 C C5 N N N 0 6.07 -4.214 -4.323
32 N6 N N6 N N N 0 7.343 -3.972 -3.632
33 C3 C C3 N N N 0 3.616 -3.455 2.764
34 O3 O O3 N N N 0 4.399 -2.705 1.798
35 C11 C C11 N N N 0 5.588 -2.193 2.152
36 O11 O O11 N N N 0 6.007 -2.356 3.273
37 C12 C C12 N N N 0 6.401 -1.414 1.149
38 C13 C C13 N N N 0 7.703 -0.945 1.803
39 C14 C C14 N N N 0 8.528 -0.155 0.785
40 C15 C C15 N N N 0 9.829 0.314 1.439
41 C16 C C16 N N N 0 10.655 1.105 0.421
42 C17 C C17 N N N 0 11.956 1.574 1.074
43 C18 C C18 N N N 0 12.781 2.364 0.057
44 C19 C C19 N N N 0 14.083 2.834 0.71
45 C20 C C20 N N N 0 14.908 3.624 -0.307
46 C21 C C21 N N N 0 16.21 4.093 0.346
47 C22 C C22 N N N 0 17.035 4.884 -0.671
48 C23 C C23 N N N 0 18.337 5.353 -0.018
49 C24 C C24 N N N 0 19.162 6.143 -1.035
50 C25 C C25 N N N 0 20.463 6.612 -0.382
51 C26 C C26 N N N 0 21.289 7.403 -1.4
52 H481 H 1H48 N N N 0 -19.146 5.88 0.992
53 H482 H 2H48 N N N 0 -19.179 5.7 -0.778
54 H483 H 3H48 N N N 0 -20.438 4.932 0.218
55 H471 H 1H47 N N N 0 -18.764 3.267 -0.538
56 H472 H 2H47 N N N 0 -18.731 3.448 1.232
57 H461 H 1H46 N N N 0 -16.808 5.001 1.038
58 H462 H 2H46 N N N 0 -16.841 4.82 -0.732
59 H451 H 1H45 N N N 0 -16.426 2.387 -0.492
60 H452 H 2H45 N N N 0 -16.393 2.568 1.279
61 H441 H 1H44 N N N 0 -14.47 4.121 1.085
62 H442 H 2H44 N N N 0 -14.503 3.94 -0.686
63 H431 H 1H43 N N N 0 -14.088 1.508 -0.445
64 H432 H 2H43 N N N 0 -14.055 1.688 1.325
65 H421 H 1H42 N N N 0 -12.132 3.241 1.131
66 H40 H H40 N N N 0 -9.814 2.429 1.122
67 H422 H 2H42 N N N 0 -12.165 3.061 -0.64
68 H411 H 1H41 N N N 0 -11.75 0.628 -0.399
69 H412 H 2H41 N N N 0 -11.717 0.808 1.371
70 H39 H H39 N N N 0 -9.397 0.027 1.576
71 H381 H 1H38 N N N 0 -7.494 1.631 1.232
72 H382 H 2H38 N N N 0 -7.448 1.155 -0.483
73 H371 H 1H37 N N N 0 -7.035 -1.198 0.181
74 H372 H 2H37 N N N 0 -7.081 -0.723 1.896
75 H361 H 1H36 N N N 0 -5.157 0.797 1.525
76 H362 H 2H36 N N N 0 -5.111 0.322 -0.189
77 H351 H 1H35 N N N 0 -4.698 -2.031 0.474
78 H352 H 2H35 N N N 0 -4.744 -1.556 2.189
79 H341 H 1H34 N N N 0 -2.82 -0.036 1.819
80 H342 H 2H34 N N N 0 -2.774 -0.511 0.104
81 H331 H 1H33 N N N 0 -2.361 -2.864 0.768
82 H332 H 2H33 N N N 0 -2.406 -2.389 2.482
83 H321 H 1H32 N N N 0 -0.483 -0.869 2.112
84 H322 H 2H32 N N N 0 -0.437 -1.344 0.398
85 H2 H H2 N N N 0 1.768 -4.562 2.806
86 H11 H 1H1 N N N 0 3.171 -5.627 1.107
87 H12 H 2H1 N N N 0 1.71 -4.973 0.328
88 HO2P H HO2P N N N 0 2.021 -4.214 -2.368
89 H41 H 1H4 N N N 0 5.553 -5.811 -2.973
90 H42 H 2H4 N N N 0 4.182 -5.164 -3.906
91 H51 H 1H5 N N N 0 6.243 -4.852 -5.19
92 H52 H 2H5 N N N 0 5.648 -3.264 -4.65
93 HN61 H 1HN6 N N N 0 7.746 -4.877 -3.441
94 HN62 H 2HN6 N N N 0 7.952 -3.518 -4.296
95 H31 H 1H3 N N N 0 4.186 -4.321 3.1
96 H32 H 2H3 N N N 0 3.385 -2.818 3.617
97 H121 H 1H12 N N N 0 5.831 -0.549 0.813
98 H122 H 2H12 N N N 0 6.632 -2.051 0.296
99 H132 H 2H13 N N N 0 7.472 -0.308 2.656
100 H131 H 1H13 N N N 0 8.273 -1.811 2.139
101 H141 H 1H14 N N N 0 7.958 0.711 0.449
102 H142 H 2H14 N N N 0 8.759 -0.792 -0.069
103 H151 H 1H15 N N N 0 10.4 -0.551 1.775
104 H152 H 2H15 N N N 0 9.598 0.951 2.292
105 H161 H 1H16 N N N 0 10.084 1.971 0.085
106 H162 H 2H16 N N N 0 10.886 0.468 -0.433
107 H171 H 1H17 N N N 0 12.527 0.708 1.411
108 H172 H 2H17 N N N 0 11.725 2.211 1.928
109 H181 H 1H18 N N N 0 12.211 3.23 -0.28
110 H182 H 2H18 N N N 0 13.013 1.727 -0.797
111 H191 H 1H19 N N N 0 14.653 1.968 1.047
112 H192 H 2H19 N N N 0 13.852 3.471 1.564
113 H201 H 1H20 N N N 0 14.338 4.49 -0.644
114 H202 H 2H20 N N N 0 15.139 2.987 -1.161
115 H211 H 1H21 N N N 0 16.78 3.227 0.683
116 H212 H 2H21 N N N 0 15.979 4.73 1.2
117 H221 H 1H22 N N N 0 16.465 5.749 -1.008
118 H222 H 2H22 N N N 0 17.266 4.247 -1.525
119 H231 H 1H23 N N N 0 18.907 4.487 0.318
120 H232 H 2H23 N N N 0 18.105 5.99 0.836
121 H241 H 1H24 N N N 0 18.591 7.009 -1.372
122 H242 H 2H24 N N N 0 19.393 5.506 -1.889
123 H251 H 1H25 N N N 0 21.034 5.747 -0.046
124 H252 H 2H25 N N N 0 20.232 7.249 0.472
125 H261 H 1H26 N N N 0 22.216 7.737 -0.934
126 H262 H 2H26 N N N 0 21.52 6.766 -2.253
127 H263 H 3H26 N N N 0 20.718 8.269 -1.736



PEW : Chemical Bonds

Total Number of Bonds: 126
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C48 C47 C C sing 1.53 N N
2 C48 H481 C H sing 1.09 N N
3 C48 H482 C H sing 1.09 N N
4 C48 H483 C H sing 1.09 N N
5 C47 C46 C C sing 1.53 N N
6 C47 H471 C H sing 1.09 N N
7 C47 H472 C H sing 1.09 N N
8 C46 C45 C C sing 1.53 N N
9 C46 H461 C H sing 1.09 N N
10 C46 H462 C H sing 1.09 N N
11 C45 C44 C C sing 1.53 N N
12 C45 H451 C H sing 1.09 N N
13 C45 H452 C H sing 1.09 N N
14 C44 C43 C C sing 1.53 N N
15 C44 H441 C H sing 1.09 N N
16 C44 H442 C H sing 1.09 N N
17 C43 C42 C C sing 1.53 N N
18 C43 H431 C H sing 1.09 N N
19 C43 H432 C H sing 1.09 N N
20 C42 C41 C C sing 1.53 N N
21 C42 H421 C H sing 1.09 N N
22 C42 H422 C H sing 1.09 N N
23 C41 C40 C C sing 1.53 N N
24 C41 H411 C H sing 1.09 N N
25 C41 H412 C H sing 1.09 N N
26 C40 BR2 C BR sing 1.97 N N
27 C40 C39 C C sing 1.53 N N
28 C40 H40 C H sing 1.09 N N
29 C39 BR1 C BR sing 1.97 N N
30 C39 C38 C C sing 1.53 N N
31 C39 H39 C H sing 1.09 N N
32 C38 C37 C C sing 1.53 N N
33 C38 H381 C H sing 1.09 N N
34 C38 H382 C H sing 1.09 N N
35 C37 C36 C C sing 1.53 N N
36 C37 H371 C H sing 1.09 N N
37 C37 H372 C H sing 1.09 N N
38 C36 C35 C C sing 1.53 N N
39 C36 H361 C H sing 1.09 N N
40 C36 H362 C H sing 1.09 N N
41 C35 C34 C C sing 1.53 N N
42 C35 H351 C H sing 1.09 N N
43 C35 H352 C H sing 1.09 N N
44 C34 C33 C C sing 1.53 N N
45 C34 H341 C H sing 1.09 N N
46 C34 H342 C H sing 1.09 N N
47 C33 C32 C C sing 1.53 N N
48 C33 H331 C H sing 1.09 N N
49 C33 H332 C H sing 1.09 N N
50 C32 C31 C C sing 1.51 N N
51 C32 H321 C H sing 1.09 N N
52 C32 H322 C H sing 1.09 N N
53 C31 O31 C O doub 1.21 N N
54 C31 O2 C O sing 1.34 N N
55 O2 C2 O C sing 1.45 N N
56 C2 C1 C C sing 1.53 N N
57 C2 C3 C C sing 1.53 N N
58 C2 H2 C H sing 1.09 N N
59 C1 O3P C O sing 1.43 N N
60 C1 H11 C H sing 1.09 N N
61 C1 H12 C H sing 1.09 N N
62 O3P P O P sing 1.61 N N
63 P O1P P O doub 1.48 N N
64 P O2P P O sing 1.61 N N
65 P O4P P O sing 1.61 N N
66 O2P HO2P O H sing 0.97 N N
67 O4P C4 O C sing 1.43 N N
68 C4 C5 C C sing 1.53 N N
69 C4 H41 C H sing 1.09 N N
70 C4 H42 C H sing 1.09 N N
71 C5 N6 C N sing 1.47 N N
72 C5 H51 C H sing 1.09 N N
73 C5 H52 C H sing 1.09 N N
74 N6 HN61 N H sing 1.01 N N
75 N6 HN62 N H sing 1.01 N N
76 C3 O3 C O sing 1.45 N N
77 C3 H31 C H sing 1.09 N N
78 C3 H32 C H sing 1.09 N N
79 O3 C11 O C sing 1.34 N N
80 C11 O11 C O doub 1.21 N N
81 C11 C12 C C sing 1.51 N N
82 C12 C13 C C sing 1.53 N N
83 C12 H121 C H sing 1.09 N N
84 C12 H122 C H sing 1.09 N N
85 C13 C14 C C sing 1.53 N N
86 C13 H131 C H sing 1.09 N N
87 C13 H132 C H sing 1.09 N N
88 C14 C15 C C sing 1.53 N N
89 C14 H141 C H sing 1.09 N N
90 C14 H142 C H sing 1.09 N N
91 C15 C16 C C sing 1.53 N N
92 C15 H151 C H sing 1.09 N N
93 C15 H152 C H sing 1.09 N N
94 C16 C17 C C sing 1.53 N N
95 C16 H161 C H sing 1.09 N N
96 C16 H162 C H sing 1.09 N N
97 C17 C18 C C sing 1.53 N N
98 C17 H171 C H sing 1.09 N N
99 C17 H172 C H sing 1.09 N N
100 C18 C19 C C sing 1.53 N N
101 C18 H181 C H sing 1.09 N N
102 C18 H182 C H sing 1.09 N N
103 C19 C20 C C sing 1.53 N N
104 C19 H191 C H sing 1.09 N N
105 C19 H192 C H sing 1.09 N N
106 C20 C21 C C sing 1.53 N N
107 C20 H201 C H sing 1.09 N N
108 C20 H202 C H sing 1.09 N N
109 C21 C22 C C sing 1.53 N N
110 C21 H211 C H sing 1.09 N N
111 C21 H212 C H sing 1.09 N N
112 C22 C23 C C sing 1.53 N N
113 C22 H221 C H sing 1.09 N N
114 C22 H222 C H sing 1.09 N N
115 C23 C24 C C sing 1.53 N N
116 C23 H231 C H sing 1.09 N N
117 C23 H232 C H sing 1.09 N N
118 C24 C25 C C sing 1.53 N N
119 C24 H241 C H sing 1.09 N N
120 C24 H242 C H sing 1.09 N N
121 C25 C26 C C sing 1.53 N N
122 C25 H251 C H sing 1.09 N N
123 C25 H252 C H sing 1.09 N N
124 C26 H261 C H sing 1.09 N N
125 C26 H262 C H sing 1.09 N N
126 C26 H263 C H sing 1.09 N N



PEW : Used in PDB Entries

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