Chemical Components in the PDB

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PIZ : Summary

Code

PIZ

One-letter code

X

Molecule name

(2S)-3-{[(R)-{[(1S,2S,3R,4S,5S,6S)-2,6-dihydroxy-3,4,5-tris(phosphonooxy)cyclohexyl]oxy}(hydroxy)phosphoryl]oxy}propane -1,2-diyl dihexadecanoate

Synonyms

PI(3,4,5)P3 dipalmitoyl (16:0, 16:0)

Systematic names

ProgramVersionName
ACDLabs 12.01 (2S)-3-{[(R)-{[(1S,2S,3R,4S,5S,6S)-2,6-dihydroxy-3,4,5-tris(phosphonooxy)cyclohexyl]oxy}(hydroxy)phosphoryl]oxy}propane-1,2-diyl dihexadecanoate
OpenEye OEToolkits 1.7.6 [(2S)-3-[[(2S,3R,5S,6S)-2,6-bis(oxidanyl)-3,4,5-triphosphonooxy-cyclohexyl]oxy-oxidanyl-phosphoryl]oxy-2-hexadecanoyloxy-propyl] hexadecanoate

Formula

C41 H82 O22 P4

Formal charge

0

Molecular weight

1050.972 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(OCC(OC(=O)CCCCCCCCCCCCCCC)COP(=O)(O)OC1C(O)C(OP(=O)(O)O)C(OP(=O)(O)O)C(OP(=O)(O)O)C1O)CCCCCCCCCCCCCCC
SMILES CACTVS 3.385 CCCCCCCCCCCCCCCC(=O)OC[CH](CO[P](O)(=O)O[CH]1[CH](O)[CH](O[P](O)(O)=O)[CH](O[P](O)(O)=O)[CH](O[P](O)(O)=O)[CH]1O)OC(=O)CCCCCCCCCCCCCCC
SMILES OpenEye OEToolkits 1.7.6 CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OC1C(C(C(C(C1O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)O)OC(=O)CCCCCCCCCCCCCCC
Canonical SMILES CACTVS 3.385 CCCCCCCCCCCCCCCC(=O)OC[C@@H](CO[P](O)(=O)O[C@@H]1[C@H](O)[C@H](O[P](O)(O)=O)[C@@H](O[P](O)(O)=O)[C@H](O[P](O)(O)=O)[C@H]1O)OC(=O)CCCCCCCCCCCCCCC
Canonical SMILES OpenEye OEToolkits 1.7.6 CCCCCCCCCCCCCCCC(=O)OC[C@@H](COP(=O)(O)OC1[C@@H]([C@H](C([C@H]([C@H]1O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)O)OC(=O)CCCCCCCCCCCCCCC

IUPAC InChI

InChI=1S/C41H82O22P4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)57-31-33(59-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-58-67(55,56)63-38-36(44)39(60-64(46,47)48)41(62-66(52,53)54)40(37(38)45)61-65(49,50)51/h33,36-41,44-45H,3-32H2,1-2H3,(H,55,56)(H2,46,47,48)(H2,49,50,51)(H2,52,53,54)/t33-,36-,37-,38-,39+,40-,41-/m0/s1

IUPAC InChI key

ZSZXYWFCIKKZBT-XMZWCAJNSA-N
PIZ

wwPDB Information

Atom count

149 (67 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2014-06-11

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



PIZ : Atoms of Molecule

Total Number of Atoms: 149
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CBG C CBG N N N 0 21.529 2.013 -5.013
2 CBF C CBF N N N 0 20.704 1.847 -3.735
3 CBE C CBE N N N 0 19.224 2.072 -4.052
4 CBD C CBD N N N 0 18.398 1.906 -2.774
5 CBC C CBC N N N 0 16.918 2.131 -3.091
6 CBB C CBB N N N 0 16.093 1.966 -1.813
7 CBA C CBA N N N 0 14.613 2.19 -2.13
8 CB9 C CB9 N N N 0 13.787 2.025 -0.852
9 CB8 C CB8 N N N 0 12.307 2.249 -1.168
10 CB7 C CB7 N N N 0 11.482 2.084 0.109
11 CB6 C CB6 N N N 0 10.002 2.308 -0.207
12 CB5 C CB5 N N N 0 9.176 2.143 1.07
13 CB4 C CB4 N N N 0 7.696 2.367 0.754
14 CB3 C CB3 N N N 0 6.871 2.202 2.031
15 CB2 C CB2 N N N 0 5.391 2.426 1.715
16 CB1 C CB1 N N N 0 4.578 2.264 2.973
17 OB2 O OB2 N N N 0 5.126 1.996 4.016
18 OB1 O OB1 N N N 0 3.245 2.416 2.935
19 C7 C C7 S N N 0 2.526 2.245 4.185
20 C8 C C8 N N N 0 2.12 0.778 4.343
21 O13 O O13 N N N 0 1.187 0.429 3.319
22 P1 P P1 N N N 0 0.546 -1.041 3.181
23 O12 O O12 N N N 0 1.63 -2.046 3.097
24 O11 O O11 N N N 0 -0.373 -1.349 4.467
25 O1 O O1 N N N 0 -0.355 -1.111 1.849
26 C1 C C1 N N N 0 -0.975 -2.314 1.39
27 C2 C C2 S N N 0 -0.457 -2.654 -0.009
28 O2 O O2 N N N 0 -0.77 -1.586 -0.905
29 C3 C C3 S N N 0 -1.12 -3.942 -0.499
30 O3 O O3 N N N 0 -0.637 -4.26 -1.806
31 P3 P P3 N N N 0 0.135 -5.631 -2.146
32 O31 O O31 N N N 0 0.417 -5.71 -3.729
33 O32 O O32 N N N 0 1.534 -5.671 -1.349
34 O33 O O33 N N N 0 -0.7 -6.782 -1.735
35 C4 C C4 N N N 0 -2.637 -3.747 -0.551
36 O4 O O4 N N N 0 -3.257 -4.95 -1.009
37 P4 P P4 N N N 0 -4.158 -5.02 -2.341
38 O41 O O41 N N N 0 -4.583 -6.547 -2.622
39 O42 O O42 N N N 0 -5.48 -4.123 -2.143
40 O43 O O43 N N N 0 -3.38 -4.505 -3.49
41 C5 C C5 R N N 0 -3.155 -3.407 0.848
42 O5 O O5 N N N 0 -4.572 -3.225 0.8
43 P5 P P5 N N N 0 -5.601 -4.123 1.653
44 O51 O O51 N N N 0 -7.096 -3.558 1.457
45 O52 O O52 N N N 0 -5.532 -5.648 1.143
46 O53 O O53 N N N 0 -5.236 -4.065 3.086
47 C6 C C6 S N N 0 -2.491 -2.119 1.339
48 O6 O O6 N N N 0 -2.976 -1.802 2.646
49 C9 C C9 N N N 0 1.273 3.123 4.177
50 OA1 O OA1 N N N 0 0.363 2.659 3.145
51 CA1 C CA1 N N N 0 -0.792 3.327 3.006
52 OA2 O OA2 N N N 0 -1.036 4.268 3.723
53 CA2 C CA2 N N N 0 -1.786 2.903 1.954
54 CA3 C CA3 N N N 0 -3.007 3.823 2.007
55 CA4 C CA4 N N N 0 -4.016 3.393 0.94
56 CA5 C CA5 N N N 0 -5.237 4.313 0.992
57 CA6 C CA6 N N N 0 -6.246 3.883 -0.075
58 CA7 C CA7 N N N 0 -7.467 4.802 -0.023
59 CA8 C CA8 N N N 0 -8.476 4.372 -1.089
60 CA9 C CA9 N N N 0 -9.697 5.292 -1.037
61 CAA C CAA N N N 0 -10.706 4.862 -2.104
62 CAB C CAB N N N 0 -11.927 5.782 -2.052
63 CAC C CAC N N N 0 -12.936 5.352 -3.119
64 CAD C CAD N N N 0 -14.157 6.271 -3.066
65 CAE C CAE N N N 0 -15.166 5.841 -4.134
66 CAF C CAF N N N 0 -16.388 6.761 -4.081
67 CAG C CAG N N N 0 -17.396 6.331 -5.148
68 H1 H H1 N N N 0 21.201 1.284 -5.754
69 H2 H H2 N N N 0 21.39 3.019 -5.407
70 H3 H H3 N N N 0 22.583 1.853 -4.787
71 H4 H H4 N N N 0 20.842 0.841 -3.341
72 H5 H H5 N N N 0 21.031 2.576 -2.994
73 H6 H H6 N N N 0 19.085 3.078 -4.446
74 H7 H H7 N N N 0 18.896 1.343 -4.793
75 H8 H H8 N N N 0 18.537 0.9 -2.38
76 H9 H H9 N N N 0 18.726 2.635 -2.033
77 H10 H H10 N N N 0 16.779 3.137 -3.485
78 H11 H H11 N N N 0 16.59 1.402 -3.832
79 H12 H H12 N N N 0 16.231 0.959 -1.419
80 H13 H H13 N N N 0 16.42 2.695 -1.072
81 H14 H H14 N N N 0 14.474 3.197 -2.524
82 H15 H H15 N N N 0 14.285 1.461 -2.871
83 H16 H H16 N N N 0 13.926 1.018 -0.458
84 H17 H H17 N N N 0 14.115 2.754 -0.111
85 H18 H H18 N N N 0 12.168 3.256 -1.563
86 H19 H H19 N N N 0 11.979 1.52 -1.91
87 H20 H H20 N N N 0 11.62 1.077 0.504
88 H21 H H21 N N N 0 11.809 2.813 0.85
89 H22 H H22 N N N 0 9.863 3.315 -0.602
90 H23 H H23 N N N 0 9.674 1.579 -0.948
91 H24 H H24 N N N 0 9.315 1.136 1.465
92 H25 H H25 N N N 0 9.504 2.872 1.811
93 H26 H H26 N N N 0 7.558 3.374 0.359
94 H27 H H27 N N N 0 7.369 1.638 0.013
95 H28 H H28 N N N 0 7.01 1.195 2.426
96 H29 H H29 N N N 0 7.199 2.931 2.773
97 H30 H H30 N N N 0 5.252 3.433 1.32
98 H31 H H31 N N N 0 5.063 1.697 0.974
99 H33 H H33 N N N 0 3.004 0.146 4.26
100 H32 H H32 N N N 0 3.168 2.536 5.017
101 H34 H H34 N N N 0 1.66 0.632 5.32
102 H35 H H35 N N N 0 -1.105 -0.729 4.585
103 H36 H H36 N N N 0 -0.736 -3.129 2.074
104 H37 H H37 N N N 0 0.624 -2.793 0.028
105 H38 H H38 N N N 0 -0.381 -0.737 -0.655
106 H39 H H39 N N N 0 -0.882 -4.757 0.184
107 H40 H H40 N N N 0 0.88 -6.512 -4.006
108 H41 H H41 N N N 0 2.133 -4.945 -1.569
109 H42 H H42 N N N 0 -2.876 -2.932 -1.234
110 H43 H H43 N N N 0 -5.129 -6.665 -3.412
111 H44 H H44 N N N 0 -6.039 -4.404 -1.406
112 H45 H H45 N N N 0 -2.917 -4.222 1.532
113 H46 H H46 N N N 0 -7.77 -4.052 1.943
114 H47 H H47 N N N 0 -5.76 -5.762 0.21
115 H48 H H48 N N N 0 -2.73 -1.304 0.655
116 H49 H H49 N N N 0 -2.596 -0.995 3.02
117 H50 H H50 N N N 0 0.781 3.062 5.148
118 H51 H H51 N N N 0 1.554 4.156 3.976
119 H52 H H52 N N N 0 -1.323 2.969 0.97
120 H53 H H53 N N N 0 -2.097 1.875 2.142
121 H54 H H54 N N N 0 -3.47 3.757 2.992
122 H58 H H58 N N N 0 -5.7 4.247 1.977
123 H55 H H55 N N N 0 -2.696 4.851 1.819
124 H56 H H56 N N N 0 -3.553 3.459 -0.045
125 H57 H H57 N N N 0 -4.327 2.365 1.127
126 H59 H H59 N N N 0 -4.926 5.341 0.805
127 H60 H H60 N N N 0 -5.783 3.948 -1.06
128 H61 H H61 N N N 0 -6.557 2.855 0.112
129 H62 H H62 N N N 0 -7.93 4.737 0.962
130 H63 H H63 N N N 0 -7.156 5.83 -0.21
131 H64 H H64 N N N 0 -8.013 4.438 -2.074
132 H65 H H65 N N N 0 -8.787 3.345 -0.902
133 H66 H H66 N N N 0 -10.16 5.226 -0.052
134 H67 H H67 N N N 0 -9.386 6.32 -1.224
135 H68 H H68 N N N 0 -10.243 4.928 -3.089
136 H69 H H69 N N N 0 -11.017 3.834 -1.917
137 H70 H H70 N N N 0 -12.39 5.716 -1.067
138 H71 H H71 N N N 0 -11.616 6.81 -2.239
139 H72 H H72 N N N 0 -12.473 5.418 -4.104
140 H73 H H73 N N N 0 -13.247 4.324 -2.931
141 H74 H H74 N N N 0 -14.62 6.206 -2.082
142 H75 H H75 N N N 0 -13.847 7.299 -3.254
143 H76 H H76 N N N 0 -14.703 5.907 -5.118
144 H77 H H77 N N N 0 -15.477 4.813 -3.946
145 H78 H H78 N N N 0 -16.85 6.695 -3.096
146 H79 H H79 N N N 0 -16.077 7.789 -4.268
147 H80 H H80 N N N 0 -16.934 6.397 -6.133
148 H81 H H81 N N N 0 -17.707 5.303 -4.961
149 H82 H H82 N N N 0 -18.266 6.986 -5.111



PIZ : Chemical Bonds

Total Number of Bonds: 149
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O53 P5 O P doub 1.48 N N
2 O51 P5 O P sing 1.61 N N
3 P5 O52 P O sing 1.61 N N
4 P5 O5 P O sing 1.61 N N
5 CA2 CA3 C C sing 1.53 N N
6 CA2 CA1 C C sing 1.51 N N
7 OA1 CA1 O C sing 1.34 N N
8 OA1 C9 O C sing 1.45 N N
9 CA3 CA4 C C sing 1.53 N N
10 CA1 OA2 C O doub 1.21 N N
11 OB2 CB1 O C doub 1.21 N N
12 C9 C7 C C sing 1.53 N N
13 OB1 CB1 O C sing 1.34 N N
14 OB1 C7 O C sing 1.45 N N
15 O6 C6 O C sing 1.43 N N
16 O5 C5 O C sing 1.43 N N
17 CB1 CB2 C C sing 1.51 N N
18 CA4 CA5 C C sing 1.53 N N
19 C8 C7 C C sing 1.53 N N
20 C8 O13 C O sing 1.43 N N
21 CA5 CA6 C C sing 1.53 N N
22 CB2 CB3 C C sing 1.53 N N
23 C5 C6 C C sing 1.53 N N
24 C5 C4 C C sing 1.53 N N
25 C6 C1 C C sing 1.53 N N
26 O13 P1 O P sing 1.61 N N
27 O43 P4 O P doub 1.48 N N
28 CB3 CB4 C C sing 1.53 N N
29 CB4 CB5 C C sing 1.53 N N
30 CA6 CA7 C C sing 1.53 N N
31 CA7 CA8 C C sing 1.53 N N
32 O42 P4 O P sing 1.61 N N
33 CB5 CB6 C C sing 1.53 N N
34 O4 P4 O P sing 1.61 N N
35 O4 C4 O C sing 1.43 N N
36 P4 O41 P O sing 1.61 N N
37 C4 C3 C C sing 1.53 N N
38 C1 O1 C O sing 1.43 N N
39 C1 C2 C C sing 1.53 N N
40 O1 P1 O P sing 1.61 N N
41 P1 O12 P O doub 1.48 N N
42 P1 O11 P O sing 1.61 N N
43 CB6 CB7 C C sing 1.53 N N
44 CA9 CA8 C C sing 1.53 N N
45 CA9 CAA C C sing 1.53 N N
46 C3 C2 C C sing 1.53 N N
47 C3 O3 C O sing 1.43 N N
48 C2 O2 C O sing 1.43 N N
49 CB7 CB8 C C sing 1.53 N N
50 CAA CAB C C sing 1.53 N N
51 CAB CAC C C sing 1.53 N N
52 O33 P3 O P doub 1.48 N N
53 O3 P3 O P sing 1.61 N N
54 CB8 CB9 C C sing 1.53 N N
55 P3 O32 P O sing 1.61 N N
56 P3 O31 P O sing 1.61 N N
57 CAC CAD C C sing 1.53 N N
58 CB9 CBA C C sing 1.53 N N
59 CAD CAE C C sing 1.53 N N
60 CBB CBC C C sing 1.53 N N
61 CBB CBA C C sing 1.53 N N
62 CBC CBD C C sing 1.53 N N
63 CAE CAF C C sing 1.53 N N
64 CBE CBD C C sing 1.53 N N
65 CBE CBF C C sing 1.53 N N
66 CAF CAG C C sing 1.53 N N
67 CBF CBG C C sing 1.53 N N
68 CBG H1 C H sing 1.09 N N
69 CBG H2 C H sing 1.09 N N
70 CBG H3 C H sing 1.09 N N
71 CBF H4 C H sing 1.09 N N
72 CBF H5 C H sing 1.09 N N
73 CBE H6 C H sing 1.09 N N
74 CBE H7 C H sing 1.09 N N
75 CBD H8 C H sing 1.09 N N
76 CBD H9 C H sing 1.09 N N
77 CBC H10 C H sing 1.09 N N
78 CBC H11 C H sing 1.09 N N
79 CBB H12 C H sing 1.09 N N
80 CBB H13 C H sing 1.09 N N
81 CBA H14 C H sing 1.09 N N
82 CBA H15 C H sing 1.09 N N
83 CB9 H16 C H sing 1.09 N N
84 CB9 H17 C H sing 1.09 N N
85 CB8 H18 C H sing 1.09 N N
86 CB8 H19 C H sing 1.09 N N
87 CB7 H20 C H sing 1.09 N N
88 CB7 H21 C H sing 1.09 N N
89 CB6 H22 C H sing 1.09 N N
90 CB6 H23 C H sing 1.09 N N
91 CB5 H24 C H sing 1.09 N N
92 CB5 H25 C H sing 1.09 N N
93 CB4 H26 C H sing 1.09 N N
94 CB4 H27 C H sing 1.09 N N
95 CB3 H28 C H sing 1.09 N N
96 CB3 H29 C H sing 1.09 N N
97 CB2 H30 C H sing 1.09 N N
98 CB2 H31 C H sing 1.09 N N
99 C7 H32 C H sing 1.09 N N
100 C8 H33 C H sing 1.09 N N
101 C8 H34 C H sing 1.09 N N
102 O11 H35 O H sing 0.97 N N
103 C1 H36 C H sing 1.09 N N
104 C2 H37 C H sing 1.09 N N
105 O2 H38 O H sing 0.97 N N
106 C3 H39 C H sing 1.09 N N
107 O31 H40 O H sing 0.97 N N
108 O32 H41 O H sing 0.97 N N
109 C4 H42 C H sing 1.09 N N
110 O41 H43 O H sing 0.97 N N
111 O42 H44 O H sing 0.97 N N
112 C5 H45 C H sing 1.09 N N
113 O51 H46 O H sing 0.97 N N
114 O52 H47 O H sing 0.97 N N
115 C6 H48 C H sing 1.09 N N
116 O6 H49 O H sing 0.97 N N
117 C9 H50 C H sing 1.09 N N
118 C9 H51 C H sing 1.09 N N
119 CA2 H52 C H sing 1.09 N N
120 CA2 H53 C H sing 1.09 N N
121 CA3 H54 C H sing 1.09 N N
122 CA3 H55 C H sing 1.09 N N
123 CA4 H56 C H sing 1.09 N N
124 CA4 H57 C H sing 1.09 N N
125 CA5 H58 C H sing 1.09 N N
126 CA5 H59 C H sing 1.09 N N
127 CA6 H60 C H sing 1.09 N N
128 CA6 H61 C H sing 1.09 N N
129 CA7 H62 C H sing 1.09 N N
130 CA7 H63 C H sing 1.09 N N
131 CA8 H64 C H sing 1.09 N N
132 CA8 H65 C H sing 1.09 N N
133 CA9 H66 C H sing 1.09 N N
134 CA9 H67 C H sing 1.09 N N
135 CAA H68 C H sing 1.09 N N
136 CAA H69 C H sing 1.09 N N
137 CAB H70 C H sing 1.09 N N
138 CAB H71 C H sing 1.09 N N
139 CAC H72 C H sing 1.09 N N
140 CAC H73 C H sing 1.09 N N
141 CAD H74 C H sing 1.09 N N
142 CAD H75 C H sing 1.09 N N
143 CAE H76 C H sing 1.09 N N
144 CAE H77 C H sing 1.09 N N
145 CAF H78 C H sing 1.09 N N
146 CAF H79 C H sing 1.09 N N
147 CAG H80 C H sing 1.09 N N
148 CAG H81 C H sing 1.09 N N
149 CAG H82 C H sing 1.09 N N



PIZ : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
PIZ 4qjr Open in New Window Bound ligand 1 1
PIZ 4rwv Open in New Window Bound ligand 1 1