Chemical Components in the PDB

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1PW : Summary

Code

1PW

One-letter code

X

Molecule name

(2S,3R,4E)-2-(acetylamino)-3-hydroxyoctadec-4-en-1-yl dihydrogen phosphate

Systematic names

ProgramVersionName
ACDLabs 12.01 (2S,3R,4E)-2-(acetylamino)-3-hydroxyoctadec-4-en-1-yl dihydrogen phosphate
OpenEye OEToolkits 1.7.6 [(E,2S,3R)-2-acetamido-3-oxidanyl-octadec-4-enyl] dihydrogen phosphate

Formula

C20 H40 N O6 P

Formal charge

0

Molecular weight

421.508 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(NC(COP(=O)(O)O)C(O)/C=C/CCCCCCCCCCCCC)C
SMILES CACTVS 3.370 CCCCCCCCCCCCCC=C[CH](O)[CH](CO[P](O)(O)=O)NC(C)=O
SMILES OpenEye OEToolkits 1.7.6 CCCCCCCCCCCCCC=CC(C(COP(=O)(O)O)NC(=O)C)O
Canonical SMILES CACTVS 3.370 CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO[P](O)(O)=O)NC(C)=O
Canonical SMILES OpenEye OEToolkits 1.7.6 CCCCCCCCCCCCC/C=C/[C@H]([C@H](COP(=O)(O)O)NC(=O)C)O

IUPAC InChI

InChI=1S/C20H40NO6P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(23)19(21-18(2)22)17-27-28(24,25)26/h15-16,19-20,23H,3-14,17H2,1-2H3,(H,21,22)(H2,24,25,26)/b16-15+/t19-,20+/m0/s1

IUPAC InChI key

HWPZKJVGDYNEAW-QUDYQQOWSA-N
1PW

wwPDB Information

Atom count

68 (28 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-04-23

Last modified at

2013-07-12

Status

Released

Obsoleted

Not Assigned



1PW : Atoms of Molecule

Total Number of Atoms: 68
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CAA C CAA N N N 0 14.441 1.327 -0.84
2 CAJ C CAJ N N N 0 13.08 1.806 -0.33
3 CAL C CAL N N N 0 12.031 0.72 -0.579
4 CAN C CAN N N N 0 10.671 1.199 -0.07
5 CAP C CAP N N N 0 9.622 0.113 -0.319
6 CAR C CAR N N N 0 8.261 0.592 0.191
7 CAT C CAT N N N 0 7.212 -0.494 -0.058
8 CAU C CAU N N N 0 5.851 -0.014 0.451
9 CAS C CAS N N N 0 4.802 -1.1 0.202
10 CAQ C CAQ N N N 0 3.442 -0.621 0.711
11 CAO C CAO N N N 0 2.393 -1.707 0.463
12 CAM C CAM N N N 0 1.032 -1.228 0.972
13 CAK C CAK N N N 0 -0.017 -2.314 0.723
14 CAH C CAH N N N 0 -1.357 -1.842 1.225
15 CAI C CAI N N N 0 -2.391 -1.831 0.42
16 CAZ C CAZ R N N 0 -3.731 -1.359 0.922
17 OAE O OAE N N N 0 -3.595 -0.87 2.257
18 CBA C CBA S N N 0 -4.248 -0.237 0.018
19 NAW N NAW N N N 0 -4.388 -0.739 -1.351
20 CAY C CAY N N N 0 -5.214 -1.771 -1.61
21 CAB C CAB N N N 0 -5.358 -2.287 -3.018
22 OAC O OAC N N N 0 -5.842 -2.286 -0.709
23 CAV C CAV N N N 0 -5.609 0.242 0.528
24 OAX O OAX N N N 0 -6.037 1.365 -0.244
25 PBB P PBB N N N 0 -7.431 2.128 0.017
26 OAF O OAF N N N 0 -8.656 1.131 -0.299
27 OAG O OAG N N N 0 -7.5 2.561 1.43
28 OAD O OAD N N N 0 -7.526 3.416 -0.944
29 H1 H H1 N N N 0 14.727 0.417 -0.311
30 H2 H H2 N N N 0 14.377 1.121 -1.908
31 H3 H H3 N N N 0 15.188 2.1 -0.662
32 H4 H H4 N N N 0 13.144 2.011 0.738
33 H5 H H5 N N N 0 12.794 2.715 -0.859
34 H6 H H6 N N N 0 11.968 0.514 -1.648
35 H7 H H7 N N N 0 12.318 -0.19 -0.051
36 H8 H H8 N N N 0 10.734 1.405 0.999
37 H9 H H9 N N N 0 10.384 2.108 -0.598
38 H10 H H10 N N N 0 9.558 -0.093 -1.387
39 H11 H H11 N N N 0 9.908 -0.796 0.21
40 H12 H H12 N N N 0 8.325 0.798 1.259
41 H13 H H13 N N N 0 7.975 1.502 -0.338
42 H14 H H14 N N N 0 7.148 -0.699 -1.127
43 H15 H H15 N N N 0 7.498 -1.403 0.47
44 H16 H H16 N N N 0 5.915 0.191 1.52
45 H17 H H17 N N N 0 5.565 0.895 -0.078
46 H18 H H18 N N N 0 4.739 -1.306 -0.866
47 H19 H H19 N N N 0 5.089 -2.01 0.731
48 H20 H H20 N N N 0 3.505 -0.416 1.78
49 H21 H H21 N N N 0 3.155 0.288 0.183
50 H22 H H22 N N N 0 2.329 -1.913 -0.606
51 H23 H H23 N N N 0 2.679 -2.616 0.991
52 H24 H H24 N N N 0 1.096 -1.022 2.04
53 H25 H H25 N N N 0 0.746 -0.319 0.443
54 H26 H H26 N N N 0 -0.081 -2.519 -0.345
55 H27 H H27 N N N 0 0.269 -3.223 1.252
56 H28 H H28 N N N 0 -1.466 -1.513 2.247
57 H29 H H29 N N N 0 -2.283 -2.161 -0.603
58 H30 H H30 N N N 0 -4.437 -2.19 0.909
59 H31 H H31 N N N 0 -2.981 -0.129 2.344
60 H32 H H32 N N N 0 -3.542 0.593 0.031
61 H33 H H33 N N N 0 -3.886 -0.327 -2.072
62 H34 H H34 N N N 0 -4.621 -3.07 -3.196
63 H35 H H35 N N N 0 -6.36 -2.694 -3.156
64 H36 H H36 N N N 0 -5.198 -1.47 -3.722
65 H37 H H37 N N N 0 -6.337 -0.564 0.432
66 H38 H H38 N N N 0 -5.523 0.531 1.575
67 H39 H H39 N N N 0 -8.674 0.807 -1.21
68 H40 H H40 N N N 0 -8.342 3.925 -0.841



1PW : Chemical Bonds

Total Number of Bonds: 67
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 OAG PBB O P doub 1.4794657 N N
2 PBB OAF P O sing 1.6107421 N N
3 PBB OAD P O sing 1.6098106 N N
4 PBB OAX P O sing 1.6104428 N N
5 CAV OAX C O sing 1.4283897 N N
6 CAV CBA C C sing 1.5303143 N N
7 OAE CAZ O C sing 1.4282304 N N
8 CBA CAZ C C sing 1.5308132 N N
9 CBA NAW C N sing 1.464843 N N
10 CAZ CAI C C sing 1.5067806 N N
11 OAC CAY O C doub 1.2130169 N N
12 NAW CAY N C sing 1.3469896 N N
13 CAY CAB C C sing 1.5064714 N N
14 CAI CAH C C doub 1.3104587 E N
15 CAH CAK C C sing 1.5067806 N N
16 CAK CAM C C sing 1.5302935 N N
17 CAM CAO C C sing 1.5299814 N N
18 CAO CAQ C C sing 1.530131 N N
19 CAQ CAS C C sing 1.5290918 N N
20 CAS CAU C C sing 1.5302935 N N
21 CAU CAT C C sing 1.5302948 N N
22 CAT CAR C C sing 1.5302935 N N
23 CAR CAP C C sing 1.5303143 N N
24 CAP CAN C C sing 1.5302935 N N
25 CAN CAL C C sing 1.5290918 N N
26 CAL CAJ C C sing 1.5302935 N N
27 CAJ CAA C C sing 1.5303143 N N
28 CAA H1 C H sing 1.0907507 N N
29 CAA H2 C H sing 1.089567 N N
30 CAA H3 C H sing 1.0895972 N N
31 CAJ H4 C H sing 1.0893782 N N
32 CAJ H5 C H sing 1.0899165 N N
33 CAL H6 C H sing 1.0904889 N N
34 CAL H7 C H sing 1.0905287 N N
35 CAN H8 C H sing 1.0904889 N N
36 CAN H9 C H sing 1.0896945 N N
37 CAP H10 C H sing 1.089567 N N
38 CAP H11 C H sing 1.0899165 N N
39 CAR H12 C H sing 1.089567 N N
40 CAR H13 C H sing 1.0907507 N N
41 CAT H14 C H sing 1.0903586 N N
42 CAT H15 C H sing 1.0894315 N N
43 CAU H16 C H sing 1.0903586 N N
44 CAU H17 C H sing 1.0899165 N N
45 CAS H18 C H sing 1.0895087 N N
46 CAS H19 C H sing 1.0910133 N N
47 CAQ H20 C H sing 1.0903004 N N
48 CAQ H21 C H sing 1.0896945 N N
49 CAO H22 C H sing 1.0905471 N N
50 CAO H23 C H sing 1.0894315 N N
51 CAM H24 C H sing 1.089567 N N
52 CAM H25 C H sing 1.0899165 N N
53 CAK H26 C H sing 1.0893782 N N
54 CAK H27 C H sing 1.0899165 N N
55 CAH H28 C H sing 1.0791692 N N
56 CAI H29 C H sing 1.0803208 N N
57 CAZ H30 C H sing 1.0904889 N N
58 OAE H31 O H sing 0.9662536 N N
59 CBA H32 C H sing 1.089727 N N
60 NAW H33 N H sing 0.9703551 N N
61 CAB H34 C H sing 1.0899276 N N
62 CAB H35 C H sing 1.0902739 N N
63 CAB H36 C H sing 1.0902774 N N
64 CAV H37 C H sing 1.0903375 N N
65 CAV H38 C H sing 1.0895531 N N
66 OAF H39 O H sing 0.96706825 N N
67 OAD H40 O H sing 0.9672363 N N



1PW : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
1PW 4k80 Open in New Window Bound ligand 1 1
1PW 4nto Open in New Window Bound ligand 6 1