Chemical Components in the PDB

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PSC : Summary

Code

PSC

One-letter code

X

Molecule name

(7R,17E,20E)-4-HYDROXY-N,N,N-TRIMETHYL-9-OXO-7-[(PALMITOYLOXY)METHYL]-3,5,8-TRIOXA-4-PHOSPHAHEXACOSA-17,20-DIEN-1-AMINIUM 4-OXIDE

Synonyms

PHOSPHATIDYLCHOLINE
2-LINOLEOYL-1-PALMITOYL-SN-GYCEROL-3-PHOSPHOCHOLINE

Systematic names

ProgramVersionName
ACDLabs 10.04 (4S,7R,17Z,20E)-7-[(hexadecanoyloxy)methyl]-4-hydroxy-N,N,N-trimethyl-9-oxo-3,5,8-trioxa-4-phosphahexacosa-17,20-dien-1-aminium 4-oxide
OpenEye OEToolkits 1.5.0 2-[[(2R)-3-hexadecanoyloxy-2-[(9Z)-octadeca-9,12-dienoyl]oxy-propoxy]-hydroxy-phosphoryl]oxyethyl-trimethyl-azanium

Formula

C42 H81 N O8 P

Formal charge

1

Molecular weight

759.068 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(OCC(OC(=O)CCCCCCC\C=C/C/C=C/CCCCC)COP(=O)(OCC[N+](C)(C)C)O)CCCCCCCCCCCCCCC
SMILES CACTVS 3.341 CCCCCCCCCCCCCCCC(=O)OC[CH](CO[P](O)(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC
SMILES OpenEye OEToolkits 1.5.0 CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC
Canonical SMILES CACTVS 3.341 CCCCCCCCCCCCCCCC(=O)OC[C@H](CO[P@](O)(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C/C=C/CCCCC
Canonical SMILES OpenEye OEToolkits 1.5.0 CCCCCCCCCCCCCCCC(=O)OC[C@H](CO[P@@](=O)(O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CC=CCCCCC

IUPAC InChI

InChI=1S/C42H80NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h14,16,20-21,40H,6-13,15,17-19,22-39H2,1-5H3/p+1/b16-14+,21-20-/t40-/m1/s1

IUPAC InChI key

JLPULHDHAOZNQI-AUSZDXHESA-O
PSC

wwPDB Information

Atom count

133 (52 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2003-12-02

Last modified at

2020-05-27

Status

Released

Obsoleted

Not Assigned



PSC : Atoms of Molecule

Total Number of Atoms: 133
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 P P P S N N 0 -1.162 4.861 -0.667
2 N N N N N N 1 -4.961 4.373 -2.762
3 C01 C C01 N N N 0 -0.592 2.771 3.063
4 C02 C C02 R N N 0 0.626 3.414 2.398
5 C03 C C03 N N N 0 0.16 4.413 1.337
6 C04 C C04 N N N 0 -2.698 5.277 -2.52
7 C05 C C05 N N N 0 -3.742 4.734 -3.498
8 C06 C C06 N N N 0 -5.511 5.569 -2.109
9 C07 C C07 N N N 0 -5.953 3.825 -3.696
10 C08 C C08 N N N 0 -4.638 3.364 -1.744
11 O01 O O01 N N N 0 1.435 2.384 1.77
12 O02 O O02 N N N 0 3.285 3.549 2.086
13 O03 O O03 N N N 0 -1.444 2.18 2.046
14 O04 O O04 N N N 0 -2.891 1.486 3.565
15 O11 O O11 N N N 0 -0.713 3.757 0.415
16 O12 O O12 N N N 0 -2.253 4.222 -1.664
17 O13 O O13 N N N 0 0.122 5.339 -1.512
18 O14 O O14 N N N 0 -1.754 6.024 0.032
19 C1 C C1 N N N 0 2.763 2.546 1.662
20 C2 C C2 N N N 0 3.602 1.477 1.01
21 C3 C C3 N N N 0 5.07 1.907 1.015
22 C4 C C4 N N N 0 5.922 0.822 0.354
23 C5 C C5 N N N 0 7.39 1.252 0.359
24 C6 C C6 N N N 0 8.242 0.167 -0.302
25 C7 C C7 N N N 0 9.71 0.597 -0.297
26 C8 C C8 N N N 0 10.562 -0.488 -0.958
27 C9 C C9 N N N 0 12.008 -0.064 -0.953
28 C10 C C10 N N N 0 12.924 -0.866 -0.469
29 C11 C C11 N N N 0 12.566 -2.282 -0.096
30 C12 C C12 N N N 0 13.504 -3.236 -0.788
31 C13 C C13 N N N 0 14.184 -4.11 -0.088
32 C14 C C14 N N N 0 15.122 -5.064 -0.781
33 C15 C C15 N N N 0 16.519 -4.942 -0.167
34 C16 C C16 N N N 0 17.471 -5.911 -0.87
35 C17 C C17 N N N 0 18.867 -5.789 -0.256
36 C18 C C18 N N N 0 19.82 -6.758 -0.959
37 C19 C C19 N N N 0 -2.579 1.556 2.4
38 C20 C C20 N N N 0 -3.463 0.944 1.345
39 C21 C C21 N N N 0 -4.681 0.301 2.011
40 C22 C C22 N N N 0 -5.578 -0.321 0.939
41 C23 C C23 N N N 0 -6.797 -0.964 1.605
42 C24 C C24 N N N 0 -7.694 -1.587 0.533
43 C25 C C25 N N N 0 -8.913 -2.229 1.199
44 C26 C C26 N N N 0 -9.81 -2.852 0.127
45 C27 C C27 N N N 0 -11.029 -3.495 0.793
46 C28 C C28 N N N 0 -11.926 -4.117 -0.279
47 C29 C C29 N N N 0 -13.145 -4.76 0.387
48 C30 C C30 N N N 0 -14.042 -5.382 -0.685
49 C31 C C31 N N N 0 -15.261 -6.025 -0.019
50 C32 C C32 N N N 0 -16.158 -6.647 -1.091
51 C33 C C33 N N N 0 -17.377 -7.29 -0.425
52 C34 C C34 N N N 0 -18.274 -7.912 -1.497
53 H011 H 1H01 N N N 0 -1.151 3.531 3.609
54 H012 H 2H01 N N N 0 -0.262 1.996 3.755
55 H02 H H02 N N N 0 1.219 3.933 3.15
56 H031 H 1H03 N N N 0 -0.372 5.233 1.819
57 H032 H 2H03 N N N 0 1.025 4.805 0.802
58 H041 H 1H04 N N N 0 -3.141 6.07 -1.919
59 H042 H 2H04 N N N 0 -1.85 5.674 -3.078
60 H051 H 1H05 N N N 0 -3.978 5.498 -4.239
61 H052 H 2H05 N N N 0 -3.346 3.851 -3.999
62 H061 H 1H06 N N N 0 -5.751 6.317 -2.865
63 H062 H 2H06 N N N 0 -6.416 5.301 -1.563
64 H063 H 3H06 N N N 0 -4.775 5.975 -1.416
65 H071 H 1H07 N N N 0 -5.545 2.938 -4.18
66 H072 H 2H07 N N N 0 -6.858 3.557 -3.15
67 H073 H 3H07 N N N 0 -6.193 4.573 -4.452
68 H081 H 1H08 N N N 0 -4.044 3.823 -0.953
69 H082 H 2H08 N N N 0 -5.56 2.967 -1.321
70 H083 H 3H08 N N N 0 -4.07 2.555 -2.202
71 H13 H H13 N N N 0 0.476 4.553 -1.95
72 H21 H 1H2 N N N 0 3.495 0.544 1.563
73 H22 H 2H2 N N N 0 3.27 1.33 -0.017
74 H31 H 1H3 N N N 0 5.177 2.84 0.462
75 H32 H 2H3 N N N 0 5.402 2.054 2.043
76 H41 H 1H4 N N N 0 5.815 -0.111 0.907
77 H42 H 2H4 N N N 0 5.59 0.675 -0.674
78 H51 H 1H5 N N N 0 7.497 2.185 -0.194
79 H52 H 2H5 N N N 0 7.722 1.399 1.387
80 H61 H 1H6 N N N 0 8.135 -0.766 0.251
81 H62 H 2H6 N N N 0 7.91 0.02 -1.33
82 H71 H 1H7 N N N 0 9.817 1.53 -0.85
83 H72 H 2H7 N N N 0 10.042 0.744 0.731
84 H81 H 1H8 N N N 0 10.455 -1.421 -0.405
85 H82 H 2H8 N N N 0 10.23 -0.635 -1.986
86 H9 H H9 N N N 0 12.29 0.9 -1.349
87 H10 H H10 N N N 0 13.936 -0.512 -0.336
88 H111 H 1H11 N N N 0 12.652 -2.406 0.983
89 H112 H 2H11 N N N 0 11.541 -2.49 -0.405
90 H12 H H12 N N N 0 13.616 -3.2 -1.862
91 H1 H H1 N N N 0 14.072 -4.146 0.985
92 H141 H 1H14 N N N 0 14.759 -6.084 -0.657
93 H142 H 2H14 N N N 0 15.17 -4.821 -1.842
94 H151 H 1H15 N N N 0 16.882 -3.922 -0.291
95 H152 H 2H15 N N N 0 16.471 -5.185 0.895
96 H161 H 1H16 N N N 0 17.108 -6.931 -0.746
97 H162 H 2H16 N N N 0 17.518 -5.668 -1.932
98 H171 H 1H17 N N N 0 19.231 -4.769 -0.38
99 H172 H 2H17 N N N 0 18.82 -6.032 0.805
100 H181 H 1H18 N N N 0 19.457 -7.778 -0.836
101 H182 H 2H18 N N N 0 19.867 -6.515 -2.021
102 H183 H 3H18 N N N 0 20.815 -6.671 -0.522
103 H201 H 1H20 N N N 0 -2.903 0.184 0.799
104 H202 H 2H20 N N N 0 -3.793 1.718 0.653
105 H211 H 1H21 N N N 0 -5.24 1.061 2.556
106 H212 H 2H21 N N N 0 -4.35 -0.474 2.702
107 H221 H 1H22 N N N 0 -5.019 -1.081 0.393
108 H222 H 2H22 N N N 0 -5.909 0.453 0.247
109 H231 H 1H23 N N N 0 -7.356 -0.204 2.15
110 H232 H 2H23 N N N 0 -6.466 -1.739 2.296
111 H241 H 1H24 N N N 0 -7.135 -2.347 -0.013
112 H242 H 2H24 N N N 0 -8.025 -0.812 -0.159
113 H251 H 1H25 N N N 0 -9.472 -1.469 1.744
114 H252 H 2H25 N N N 0 -8.582 -3.004 1.89
115 H261 H 1H26 N N N 0 -9.251 -3.612 -0.419
116 H262 H 2H26 N N N 0 -10.141 -2.077 -0.565
117 H271 H 1H27 N N N 0 -11.588 -2.735 1.339
118 H272 H 2H27 N N N 0 -10.698 -4.269 1.484
119 H281 H 1H28 N N N 0 -11.367 -4.877 -0.825
120 H282 H 2H28 N N N 0 -12.257 -3.342 -0.971
121 H291 H 1H29 N N N 0 -13.704 -4.0 0.933
122 H292 H 2H29 N N N 0 -12.814 -5.534 1.078
123 H301 H 1H30 N N N 0 -13.483 -6.142 -1.231
124 H302 H 2H30 N N N 0 -14.373 -4.607 -1.377
125 H311 H 1H31 N N N 0 -15.82 -5.265 0.527
126 H312 H 2H31 N N N 0 -14.93 -6.799 0.673
127 H321 H 1H32 N N N 0 -15.599 -7.407 -1.637
128 H322 H 2H32 N N N 0 -16.489 -5.872 -1.783
129 H331 H 1H33 N N N 0 -17.936 -6.53 0.121
130 H332 H 2H33 N N N 0 -17.046 -8.065 0.267
131 H341 H 1H34 N N N 0 -17.715 -8.672 -2.043
132 H342 H 2H34 N N N 0 -19.142 -8.37 -1.023
133 H343 H 3H34 N N N 0 -18.605 -7.137 -2.189



PSC : Chemical Bonds

Total Number of Bonds: 132
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 P O11 P O sing 1.61 N N
2 P O12 P O sing 1.61 N N
3 P O13 P O sing 1.61 N N
4 P O14 P O doub 1.48 N N
5 N C05 N C sing 1.47 N N
6 N C06 N C sing 1.47 N N
7 N C07 N C sing 1.47 N N
8 N C08 N C sing 1.47 N N
9 C01 C02 C C sing 1.53 N N
10 C01 O03 C O sing 1.45 N N
11 C01 H011 C H sing 1.09 N N
12 C01 H012 C H sing 1.09 N N
13 C02 C03 C C sing 1.53 N N
14 C02 O01 C O sing 1.45 N N
15 C02 H02 C H sing 1.09 N N
16 C03 O11 C O sing 1.43 N N
17 C03 H031 C H sing 1.09 N N
18 C03 H032 C H sing 1.09 N N
19 C04 C05 C C sing 1.53 N N
20 C04 O12 C O sing 1.43 N N
21 C04 H041 C H sing 1.09 N N
22 C04 H042 C H sing 1.09 N N
23 C05 H051 C H sing 1.09 N N
24 C05 H052 C H sing 1.09 N N
25 C06 H061 C H sing 1.09 N N
26 C06 H062 C H sing 1.09 N N
27 C06 H063 C H sing 1.09 N N
28 C07 H071 C H sing 1.09 N N
29 C07 H072 C H sing 1.09 N N
30 C07 H073 C H sing 1.09 N N
31 C08 H081 C H sing 1.09 N N
32 C08 H082 C H sing 1.09 N N
33 C08 H083 C H sing 1.09 N N
34 O01 C1 O C sing 1.34 N N
35 O02 C1 O C doub 1.21 N N
36 O03 C19 O C sing 1.34 N N
37 O04 C19 O C doub 1.21 N N
38 O13 H13 O H sing 0.97 N N
39 C1 C2 C C sing 1.51 N N
40 C2 C3 C C sing 1.53 N N
41 C2 H21 C H sing 1.09 N N
42 C2 H22 C H sing 1.09 N N
43 C3 C4 C C sing 1.53 N N
44 C3 H31 C H sing 1.09 N N
45 C3 H32 C H sing 1.09 N N
46 C4 C5 C C sing 1.53 N N
47 C4 H41 C H sing 1.09 N N
48 C4 H42 C H sing 1.09 N N
49 C5 C6 C C sing 1.53 N N
50 C5 H51 C H sing 1.09 N N
51 C5 H52 C H sing 1.09 N N
52 C6 C7 C C sing 1.53 N N
53 C6 H61 C H sing 1.09 N N
54 C6 H62 C H sing 1.09 N N
55 C7 C8 C C sing 1.53 N N
56 C7 H71 C H sing 1.09 N N
57 C7 H72 C H sing 1.09 N N
58 C8 C9 C C sing 1.51 N N
59 C8 H81 C H sing 1.09 N N
60 C8 H82 C H sing 1.09 N N
61 C9 C10 C C doub 1.31 Z N
62 C9 H9 C H sing 1.08 N N
63 C10 C11 C C sing 1.51 N N
64 C10 H10 C H sing 1.08 N N
65 C11 C12 C C sing 1.51 N N
66 C11 H111 C H sing 1.09 N N
67 C11 H112 C H sing 1.09 N N
68 C12 C13 C C doub 1.31 E N
69 C12 H12 C H sing 1.08 N N
70 C13 C14 C C sing 1.51 N N
71 C13 H1 C H sing 1.08 N N
72 C14 C15 C C sing 1.53 N N
73 C14 H141 C H sing 1.09 N N
74 C14 H142 C H sing 1.09 N N
75 C15 C16 C C sing 1.53 N N
76 C15 H151 C H sing 1.09 N N
77 C15 H152 C H sing 1.09 N N
78 C16 C17 C C sing 1.53 N N
79 C16 H161 C H sing 1.09 N N
80 C16 H162 C H sing 1.09 N N
81 C17 C18 C C sing 1.53 N N
82 C17 H171 C H sing 1.09 N N
83 C17 H172 C H sing 1.09 N N
84 C18 H181 C H sing 1.09 N N
85 C18 H182 C H sing 1.09 N N
86 C18 H183 C H sing 1.09 N N
87 C19 C20 C C sing 1.51 N N
88 C20 C21 C C sing 1.53 N N
89 C20 H201 C H sing 1.09 N N
90 C20 H202 C H sing 1.09 N N
91 C21 C22 C C sing 1.53 N N
92 C21 H211 C H sing 1.09 N N
93 C21 H212 C H sing 1.09 N N
94 C22 C23 C C sing 1.53 N N
95 C22 H221 C H sing 1.09 N N
96 C22 H222 C H sing 1.09 N N
97 C23 C24 C C sing 1.53 N N
98 C23 H231 C H sing 1.09 N N
99 C23 H232 C H sing 1.09 N N
100 C24 C25 C C sing 1.53 N N
101 C24 H241 C H sing 1.09 N N
102 C24 H242 C H sing 1.09 N N
103 C25 C26 C C sing 1.53 N N
104 C25 H251 C H sing 1.09 N N
105 C25 H252 C H sing 1.09 N N
106 C26 C27 C C sing 1.53 N N
107 C26 H261 C H sing 1.09 N N
108 C26 H262 C H sing 1.09 N N
109 C27 C28 C C sing 1.53 N N
110 C27 H271 C H sing 1.09 N N
111 C27 H272 C H sing 1.09 N N
112 C28 C29 C C sing 1.53 N N
113 C28 H281 C H sing 1.09 N N
114 C28 H282 C H sing 1.09 N N
115 C29 C30 C C sing 1.53 N N
116 C29 H291 C H sing 1.09 N N
117 C29 H292 C H sing 1.09 N N
118 C30 C31 C C sing 1.53 N N
119 C30 H301 C H sing 1.09 N N
120 C30 H302 C H sing 1.09 N N
121 C31 C32 C C sing 1.53 N N
122 C31 H311 C H sing 1.09 N N
123 C31 H312 C H sing 1.09 N N
124 C32 C33 C C sing 1.53 N N
125 C32 H321 C H sing 1.09 N N
126 C32 H322 C H sing 1.09 N N
127 C33 C34 C C sing 1.53 N N
128 C33 H331 C H sing 1.09 N N
129 C33 H332 C H sing 1.09 N N
130 C34 H341 C H sing 1.09 N N
131 C34 H342 C H sing 1.09 N N
132 C34 H343 C H sing 1.09 N N



PSC : Used in PDB Entries

Total Number of PDB Entries: 74
Ligand Code PDB Entry ID Type Total Distinct
PSC 1v54 Open in New Window Bound ligand 2 1
PSC 1v55 Open in New Window Bound ligand 2 1
PSC 2dyr Open in New Window Bound ligand 2 1
PSC 2dys Open in New Window Bound ligand 2 1
PSC 2eij Open in New Window Bound ligand 2 1
PSC 2eik Open in New Window Bound ligand 2 1
PSC 2eil Open in New Window Bound ligand 2 1
PSC 2eim Open in New Window Bound ligand 2 1
PSC 2ein Open in New Window Bound ligand 2 1
PSC 2zxw Open in New Window Bound ligand 2 1
PSC 3abk Open in New Window Bound ligand 2 1
PSC 3abl Open in New Window Bound ligand 2 1
PSC 3abm Open in New Window Bound ligand 2 1
PSC 3ag1 Open in New Window Bound ligand 2 1
PSC 3ag2 Open in New Window Bound ligand 2 1
PSC 3ag3 Open in New Window Bound ligand 2 1
PSC 3ag4 Open in New Window Bound ligand 2 1
PSC 3asn Open in New Window Bound ligand 2 1
PSC 3aso Open in New Window Bound ligand 2 1
PSC 3wg7 Open in New Window Bound ligand 2 1
PSC 3x2q Open in New Window Bound ligand 2 1
PSC 5b1a Open in New Window Bound ligand 2 1
PSC 5b1b Open in New Window Bound ligand 2 1
PSC 5b3s Open in New Window Bound ligand 2 1
PSC 5iy5 Open in New Window Bound ligand 2 1
PSC 5w97 Open in New Window Bound ligand 2 1
PSC 5wau Open in New Window Bound ligand 2 1
PSC 5x19 Open in New Window Bound ligand 2 1
PSC 5x1b Open in New Window Bound ligand 2 1
PSC 5x1f Open in New Window Bound ligand 2 1
PSC 5xdq Open in New Window Bound ligand 2 1
PSC 5xdx Open in New Window Bound ligand 2 1
PSC 5z84 Open in New Window Bound ligand 2 1
PSC 5z85 Open in New Window Bound ligand 2 1
PSC 5z86 Open in New Window Bound ligand 2 1
PSC 5zco Open in New Window Bound ligand 2 1
PSC 5zcp Open in New Window Bound ligand 2 1
PSC 5zcq Open in New Window Bound ligand 2 1
PSC 6j8m Open in New Window Bound ligand 2 1
PSC 6juw Open in New Window Bound ligand 2 1
PSC 6nkn Open in New Window Bound ligand 2 1
PSC 6nmf Open in New Window Bound ligand 2 1
PSC 6nmp Open in New Window Bound ligand 2 1
PSC 6y79 Open in New Window Bound ligand 1 1
PSC 7cp5 Open in New Window Bound ligand 2 1
PSC 7d5w Open in New Window Bound ligand 2 1
PSC 7d5x Open in New Window Bound ligand 2 1
PSC 7ev7 Open in New Window Bound ligand 2 1
PSC 7thu Open in New Window Bound ligand 2 1
PSC 7tie Open in New Window Bound ligand 2 1
PSC 7tih Open in New Window Bound ligand 2 1
PSC 7tii Open in New Window Bound ligand 2 1
PSC 7vuw Open in New Window Bound ligand 2 1
PSC 7vvr Open in New Window Bound ligand 2 1
PSC 7w3e Open in New Window Bound ligand 2 1
PSC 7xma Open in New Window Bound ligand 2 1
PSC 7xmb Open in New Window Bound ligand 2 1
PSC 7y44 Open in New Window Bound ligand 2 1
PSC 7ypy Open in New Window Bound ligand 2 1
PSC 8gbt Open in New Window Bound ligand 2 1
PSC 8gcq Open in New Window Bound ligand 2 1
PSC 8gvm Open in New Window Bound ligand 2 1
PSC 8h86 Open in New Window Bound ligand 10 1
PSC 8h87 Open in New Window Bound ligand 6 1
PSC 8ijn Open in New Window Bound ligand 2 1
PSC 8iu0 Open in New Window Bound ligand 10 1
PSC 8ugh Open in New Window Bound ligand 1 1
PSC 8ugi Open in New Window Bound ligand 1 1
PSC 8ugj Open in New Window Bound ligand 2 1
PSC 8ugl Open in New Window Bound ligand 1 1
PSC 8ugn Open in New Window Bound ligand 2 1
PSC 8ugr Open in New Window Bound ligand 2 1
PSC 8vc1 Open in New Window Bound ligand 8 1
PSC 8vc2 Open in New Window Bound ligand 4 1