Chemical Components in the PDB

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MAY : Summary

Code

MAY

One-letter code

X

Molecule name

METHYL ARACHIDONYL FLUOROPHOSPHONATE

Systematic names

ProgramVersionName
ACDLabs 12.01 methyl (S)-(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-ylphosphonofluoridate
OpenEye OEToolkits 1.7.0 (5Z,8Z,11Z,14Z)-1-[fluoro(methoxy)phosphoryl]icosa-5,8,11,14-tetraene

Formula

C21 H36 F O2 P

Formal charge

0

Molecular weight

370.482 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 FP(=O)(OC)CCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
SMILES CACTVS 3.370 CCCCCC=CCC=CCC=CCC=CCCCC[P](F)(=O)OC
SMILES OpenEye OEToolkits 1.7.0 CCCCCC=CCC=CCC=CCC=CCCCCP(=O)(OC)F
Canonical SMILES CACTVS 3.370 CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC[P@](F)(=O)OC
Canonical SMILES OpenEye OEToolkits 1.7.0 CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC[P@](=O)(OC)F

IUPAC InChI

InChI=1S/C21H36FO2P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(22,23)24-2/h7-8,10-11,13-14,16-17H,3-6,9,12,15,18-21H2,1-2H3/b8-7-,11-10-,14-13-,17-16-/t25-/m0/s1

IUPAC InChI key

KWKZCGMJGHHOKJ-WTIHWRCNSA-N
MAY

wwPDB Information

Atom count

61 (25 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2002-10-01

Last modified at

2024-09-27

Status

Released

Obsoleted

Not Assigned



MAY : Atoms of Molecule

Total Number of Atoms: 61
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 F F F N N Y 0 -6.28 1.988 0.876
2 C1 C C1 N N N 0 -5.877 0.093 -1.219
3 O1 O O1 N N N 0 -7.851 -0.035 0.624
4 P1 P P1 S N N 0 -7.085 0.957 -0.162
5 C2 C C2 N N N 0 -4.917 -0.713 -0.342
6 O2 O O2 N N N 0 -8.095 1.806 -1.086
7 C3 C C3 N N N 0 -3.902 -1.438 -1.228
8 C4 C C4 N N N 0 -2.943 -2.244 -0.351
9 C5 C C5 N N N 0 -1.943 -2.958 -1.224
10 C6 C C6 N N N 0 -0.661 -2.831 -0.991
11 C7 C C7 N N N 0 -0.187 -2.108 0.243
12 C8 C C8 N N N 0 0.763 -2.992 1.01
13 C9 C C9 N N N 0 1.943 -2.539 1.356
14 CM C CM N N N 0 -9.16 2.595 -0.552
15 C10 C C10 N N N 0 2.288 -1.089 1.136
16 C11 C C11 N N N 0 2.765 -0.484 2.431
17 C12 C C12 N N N 0 3.915 0.141 2.477
18 C13 C C13 N N N 0 4.679 0.41 1.206
19 C14 C C14 N N N 0 5.01 1.878 1.119
20 C15 C C15 N N N 0 6.249 2.26 0.933
21 C16 C C16 N N N 0 7.317 1.238 0.642
22 C17 C C17 N N N 0 8.078 1.642 -0.622
23 C18 C C18 N N N 0 9.163 0.604 -0.918
24 C19 C C19 N N N 0 9.924 1.008 -2.182
25 C20 C C20 N N N 0 11.009 -0.03 -2.478
26 H1 H H1 N N N 0 -6.402 -0.58 -1.896
27 H1A H H1A N N N 0 -5.312 0.824 -1.798
28 H2 H H2 N N N 0 -4.391 -0.04 0.336
29 H2A H H2A N N N 0 -5.481 -1.444 0.237
30 H3 H H3 N N N 0 -4.428 -2.111 -1.906
31 H3A H H3A N N N 0 -3.338 -0.707 -1.808
32 H4 H H4 N N N 0 -2.417 -1.571 0.326
33 H4A H H4A N N N 0 -3.507 -2.975 0.228
34 H5 H H5 N N N 0 -2.285 -3.575 -2.043
35 H6 H H6 N N N 0 0.058 -3.244 -1.684
36 H7 H H7 N N N 0 0.324 -1.19 -0.047
37 H7A H H7A N N N 0 -1.044 -1.864 0.872
38 H8 H H8 N N N 0 0.471 -3.998 1.273
39 H9 H H9 N N N 0 2.667 -3.206 1.8
40 HM H HM N N N 0 -8.751 3.359 0.108
41 HMA H HMA N N N 0 -9.702 3.073 -1.368
42 HMB H HMB N N N 0 -9.84 1.955 0.01
43 H10 H H10 N N N 0 3.077 -1.013 0.387
44 H10A H H10A N N N 0 1.405 -0.554 0.788
45 H11 H H11 N N N 0 2.159 -0.566 3.321
46 H12 H H12 N N N 0 4.317 0.464 3.427
47 H13 H H13 N N N 0 5.601 -0.171 1.206
48 H13A H H13A N N N 0 4.069 0.124 0.349
49 H14 H H14 N N N 0 4.225 2.614 1.211
50 H15 H H15 N N N 0 6.505 3.308 0.988
51 H16 H H16 N N N 0 8.009 1.186 1.482
52 H18 H H18 N N N 0 9.855 0.552 -0.078
53 H16A H H16A N N N 0 6.855 0.262 0.491
54 H17 H H17 N N N 0 7.386 1.693 -1.463
55 H17A H H17A N N N 0 8.54 2.617 -0.472
56 H20 H H20 N N N 0 10.546 -1.006 -2.629
57 H18A H H18A N N N 0 8.701 -0.372 -1.069
58 H19 H H19 N N N 0 9.232 1.059 -3.023
59 H19A H H19A N N N 0 10.386 1.984 -2.032
60 H20A H H20A N N N 0 11.551 0.258 -3.379
61 H20B H H20B N N N 0 11.701 -0.082 -1.638



MAY : Chemical Bonds

Total Number of Bonds: 60
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 P1 F P F sing 1.67 N N
2 C1 P1 C P sing 1.82 N N
3 C1 C2 C C sing 1.53 N N
4 C1 H1 C H sing 1.09 N N
5 C1 H1A C H sing 1.09 N N
6 O1 P1 O P doub 1.48 N N
7 P1 O2 P O sing 1.61 N N
8 C2 C3 C C sing 1.53 N N
9 C2 H2 C H sing 1.09 N N
10 C2 H2A C H sing 1.09 N N
11 O2 CM O C sing 1.43 N N
12 C4 C3 C C sing 1.53 N N
13 C3 H3 C H sing 1.09 N N
14 C3 H3A C H sing 1.09 N N
15 C4 C5 C C sing 1.51 N N
16 C4 H4 C H sing 1.09 N N
17 C4 H4A C H sing 1.09 N N
18 C5 C6 C C doub 1.31 Z N
19 C5 H5 C H sing 1.08 N N
20 C7 C6 C C sing 1.51 N N
21 C6 H6 C H sing 1.08 N N
22 C7 C8 C C sing 1.51 N N
23 C7 H7 C H sing 1.09 N N
24 C7 H7A C H sing 1.09 N N
25 C9 C8 C C doub 1.31 N N
26 C8 H8 C H sing 1.08 Z N
27 C10 C9 C C sing 1.51 N N
28 C9 H9 C H sing 1.08 N N
29 CM HM C H sing 1.09 N N
30 CM HMA C H sing 1.09 N N
31 CM HMB C H sing 1.09 N N
32 C11 C10 C C sing 1.51 N N
33 C10 H10 C H sing 1.09 N N
34 C10 H10A C H sing 1.09 N N
35 C12 C11 C C doub 1.31 N N
36 C11 H11 C H sing 1.08 Z N
37 C13 C12 C C sing 1.51 N N
38 C12 H12 C H sing 1.08 N N
39 C14 C13 C C sing 1.51 N N
40 C13 H13 C H sing 1.09 N N
41 C13 H13A C H sing 1.09 N N
42 C15 C14 C C doub 1.31 N N
43 C14 H14 C H sing 1.08 Z N
44 C16 C15 C C sing 1.51 N N
45 C15 H15 C H sing 1.08 N N
46 C17 C16 C C sing 1.53 N N
47 C16 H16 C H sing 1.09 N N
48 C16 H16A C H sing 1.09 N N
49 C17 C18 C C sing 1.53 N N
50 C17 H17 C H sing 1.09 N N
51 C17 H17A C H sing 1.09 N N
52 C19 C18 C C sing 1.53 N N
53 C18 H18 C H sing 1.09 N N
54 C18 H18A C H sing 1.09 N N
55 C19 C20 C C sing 1.53 N N
56 C19 H19 C H sing 1.09 N N
57 C19 H19A C H sing 1.09 N N
58 C20 H20 C H sing 1.09 N N
59 C20 H20A C H sing 1.09 N N
60 C20 H20B C H sing 1.09 N N



MAY : Used in PDB Entries

Total Number of PDB Entries: 4
Ligand Code PDB Entry ID Type Total Distinct
MAY 1mt5 Open in New Window Bound ligand 16 1
MAY 4pkb Open in New Window Bound ligand 1 1
MAY 4x95 Open in New Window Bound ligand 2 1
MAY 4x97 Open in New Window Bound ligand 4 1