Chemical Components in the PDB

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FPP : Summary

Code

FPP

One-letter code

X

Molecule name

FARNESYL DIPHOSPHATE

Systematic names

ProgramVersionName
ACDLabs 10.04 (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl trihydrogen diphosphate
OpenEye OEToolkits 1.5.0 phosphono [(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl] hydrogen phosphate

Formula

C15 H28 O7 P2

Formal charge

0

Molecular weight

382.326 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=P(OC/C=C(/CC\C=C(/C)CC\C=C(/C)C)C)(OP(=O)(O)O)O
SMILES CACTVS 3.341 CC(C)=CCCC(C)=CCCC(C)=CCO[P](O)(=O)O[P](O)(O)=O
SMILES OpenEye OEToolkits 1.5.0 CC(=CCCC(=CCCC(=CCOP(=O)(O)OP(=O)(O)O)C)C)C
Canonical SMILES CACTVS 3.341 CC(C)=CCCC(/C)=C/CCC(/C)=C/CO[P@](O)(=O)O[P](O)(O)=O
Canonical SMILES OpenEye OEToolkits 1.5.0 CC(=CCC/C(=C/CC/C(=C/CO[P@@](=O)(O)OP(=O)(O)O)/C)/C)C

IUPAC InChI

InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9+,15-11+

IUPAC InChI key

VWFJDQUYCIWHTN-YFVJMOTDSA-N
FPP

wwPDB Information

Atom count

52 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

1999-07-08

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



FPP : Atoms of Molecule

Total Number of Atoms: 52
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 1.244 0.459 -1.531
2 O1 O O1 N N N 0 -0.046 0.347 -2.135
3 C2 C C2 N N N 0 1.093 0.524 -0.033
4 C3 C C3 N N N 0 1.882 -0.184 0.735
5 C4 C C4 N N N 0 3.012 -0.975 0.13
6 C5 C C5 N N N 0 1.658 -0.209 2.225
7 C6 C C6 N N N 0 0.707 -1.354 2.579
8 C7 C C7 N N N 0 0.484 -1.379 4.07
9 C8 C C8 N N N 0 -0.734 -1.344 4.55
10 C10 C C10 N N N 0 -1.914 -1.408 3.615
11 C9 C C9 N N N 0 -0.955 -1.24 6.037
12 C11 C C11 N N N 0 -1.028 0.233 6.44
13 C12 C C12 N N N 0 -1.249 0.337 7.927
14 C13 C C13 N N N 0 -0.432 1.05 8.662
15 C14 C C14 N N N 0 -0.576 1.052 10.163
16 C15 C C15 N N N 0 0.649 1.869 8.008
17 PA P PA R N N 0 0.189 0.283 -3.726
18 O1A O O1A N N N 0 0.873 1.517 -4.174
19 O2A O O2A N N N 0 1.1 -0.994 -4.083
20 O3A O O3A N N N 0 -1.231 0.155 -4.474
21 PB P PB N N N 0 -0.922 0.097 -6.053
22 O1B O O1B N N N 0 -0.067 -1.075 -6.345
23 O2B O O2B N N Y 0 -2.305 -0.031 -6.866
24 O3B O O3B N N N 0 -0.159 1.442 -6.501
25 H11 H 1H1 N N N 0 1.734 1.366 -1.886
26 H12A H 2H1 N N N 0 1.847 -0.407 -1.798
27 H2 H H2 N N N 0 0.335 1.155 0.406
28 H41 H 1H4 N N N 0 3.718 -0.294 -0.345
29 H42 H 2H4 N N N 0 3.522 -1.538 0.912
30 H43 H 3H4 N N N 0 2.615 -1.665 -0.614
31 H51 H 1H5 N N N 0 1.221 0.737 2.543
32 H52 H 2H5 N N N 0 2.611 -0.358 2.733
33 H61 H 1H6 N N N 0 1.144 -2.301 2.262
34 H62 H 2H6 N N N 0 -0.245 -1.205 2.072
35 H7 H H7 N N N 0 1.328 -1.426 4.741
36 H101 H 1H10 N N N 0 -1.833 -2.294 2.987
37 H102 H 2H10 N N N 0 -2.835 -1.457 4.196
38 H103 H 3H10 N N N 0 -1.929 -0.517 2.987
39 H91 H 1H9 N N N 0 -0.128 -1.72 6.561
40 H92 H 2H9 N N N 0 -1.889 -1.736 6.301
41 H111 H 1H11 N N N 0 -1.854 0.713 5.916
42 H112 H 2H11 N N N 0 -0.093 0.728 6.176
43 H12 H H12 N N N 0 -2.08 -0.176 8.387
44 H141 H 1H14 N N N 0 0.184 1.698 10.6
45 H142 H 2H14 N N N 0 -1.565 1.422 10.432
46 H143 H 3H14 N N N 0 -0.452 0.037 10.541
47 H151 H 1H15 N N N 0 0.204 2.535 7.268
48 H152 H 2H15 N N N 0 1.165 2.461 8.765
49 H153 H 3H15 N N N 0 1.361 1.205 7.518
50 HOA2 H 2HOA N N N 0 0.619 -1.775 -3.775
51 HOB2 H 2HOB N N N 0 -2.076 -0.063 -7.805
52 HOB3 H 3HOB N N N 0 -0.749 2.18 -6.294



FPP : Chemical Bonds

Total Number of Bonds: 51
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 O1 C O sing 1.43 N N
2 C1 C2 C C sing 1.51 N N
3 C1 H11 C H sing 1.09 N N
4 C1 H12A C H sing 1.09 N N
5 O1 PA O P sing 1.61 N N
6 C2 C3 C C doub 1.31 E N
7 C2 H2 C H sing 1.08 N N
8 C3 C4 C C sing 1.51 N N
9 C3 C5 C C sing 1.51 N N
10 C4 H41 C H sing 1.09 N N
11 C4 H42 C H sing 1.09 N N
12 C4 H43 C H sing 1.09 N N
13 C5 C6 C C sing 1.53 N N
14 C5 H51 C H sing 1.09 N N
15 C5 H52 C H sing 1.09 N N
16 C6 C7 C C sing 1.51 N N
17 C6 H61 C H sing 1.09 N N
18 C6 H62 C H sing 1.09 N N
19 C7 C8 C C doub 1.31 E N
20 C7 H7 C H sing 1.08 N N
21 C8 C10 C C sing 1.51 N N
22 C8 C9 C C sing 1.51 N N
23 C10 H101 C H sing 1.09 N N
24 C10 H102 C H sing 1.09 N N
25 C10 H103 C H sing 1.09 N N
26 C9 C11 C C sing 1.53 N N
27 C9 H91 C H sing 1.09 N N
28 C9 H92 C H sing 1.09 N N
29 C11 C12 C C sing 1.51 N N
30 C11 H111 C H sing 1.09 N N
31 C11 H112 C H sing 1.09 N N
32 C12 C13 C C doub 1.31 N N
33 C12 H12 C H sing 1.08 N N
34 C13 C14 C C sing 1.51 N N
35 C13 C15 C C sing 1.51 N N
36 C14 H141 C H sing 1.09 N N
37 C14 H142 C H sing 1.09 N N
38 C14 H143 C H sing 1.09 N N
39 C15 H151 C H sing 1.09 N N
40 C15 H152 C H sing 1.09 N N
41 C15 H153 C H sing 1.09 N N
42 PA O1A P O doub 1.48 N N
43 PA O2A P O sing 1.61 N N
44 PA O3A P O sing 1.61 N N
45 O2A HOA2 O H sing 0.97 N N
46 O3A PB O P sing 1.61 N N
47 PB O1B P O doub 1.48 N N
48 PB O2B P O sing 1.61 N N
49 PB O3B P O sing 1.61 N N
50 O2B HOB2 O H sing 0.97 N N
51 O3B HOB3 O H sing 0.97 N N



FPP : Used in PDB Entries

Total Number of PDB Entries: 65
Ligand Code PDB Entry ID Type Total Distinct
FPP 1fpp Open in New Window Bound ligand 1 1
FPP 1ft2 Open in New Window Bound ligand 1 1
FPP 1jcq Open in New Window Bound ligand 1 1
FPP 1jcr Open in New Window Bound ligand 1 1
FPP 1kzo Open in New Window Bound ligand 1 1
FPP 1ld7 Open in New Window Bound ligand 1 1
FPP 1ld8 Open in New Window Bound ligand 1 1
FPP 1mzc Open in New Window Bound ligand 1 1
FPP 1o5m Open in New Window Bound ligand 1 1
FPP 1s63 Open in New Window Bound ligand 1 1
FPP 1sa4 Open in New Window Bound ligand 1 1
FPP 1sa5 Open in New Window Bound ligand 1 1
FPP 1t0a Open in New Window Bound ligand 1 1
FPP 1ubx Open in New Window Bound ligand 1 1
FPP 1v7u Open in New Window Bound ligand 3 1
FPP 2bed Open in New Window Bound ligand 1 1
FPP 2e90 Open in New Window Bound ligand 2 1
FPP 2f0y Open in New Window Bound ligand 1 1
FPP 2r2l Open in New Window Bound ligand 1 1
FPP 2vg1 Open in New Window Bound ligand 1 1
FPP 2zir Open in New Window Bound ligand 1 1
FPP 2zis Open in New Window Bound ligand 1 1
FPP 3aq0 Open in New Window Bound ligand 6 1
FPP 3bnx Open in New Window Bound ligand 3 1
FPP 3dpy Open in New Window Bound ligand 1 1
FPP 3dsu Open in New Window Bound ligand 1 1
FPP 3e30 Open in New Window Bound ligand 1 1
FPP 3e32 Open in New Window Bound ligand 1 1
FPP 3e33 Open in New Window Bound ligand 1 1
FPP 3e34 Open in New Window Bound ligand 1 1
FPP 3ksq Open in New Window Bound ligand 1 1
FPP 3pz4 Open in New Window Bound ligand 1 1
FPP 3q7a Open in New Window Bound ligand 1 1
FPP 3q7f Open in New Window Bound ligand 1 1
FPP 4gtm Open in New Window Bound ligand 1 1
FPP 4gto Open in New Window Bound ligand 1 1
FPP 4gtp Open in New Window Bound ligand 1 1
FPP 4gtq Open in New Window Bound ligand 1 1
FPP 4gtr Open in New Window Bound ligand 1 1
FPP 4h8e Open in New Window Bound ligand 1 1
FPP 4lnb Open in New Window Bound ligand 1 1
FPP 4lng Open in New Window Bound ligand 1 1
FPP 4mbg Open in New Window Bound ligand 1 1
FPP 4q9m Open in New Window Bound ligand 2 1
FPP 5ik0 Open in New Window Bound ligand 1 1
FPP 5ja0 Open in New Window Bound ligand 1 1
FPP 5kh4 Open in New Window Bound ligand 2 1
FPP 6a2c Open in New Window Bound ligand 2 1
FPP 6lcd Open in New Window Bound ligand 2 1
FPP 6ob5 Open in New Window Bound ligand 1 1
FPP 6z1n Open in New Window Bound ligand 1 1
FPP 7t08 Open in New Window Bound ligand 1 1
FPP 7t09 Open in New Window Bound ligand 1 1
FPP 7t0b Open in New Window Bound ligand 1 1
FPP 7t0c Open in New Window Bound ligand 1 1
FPP 7t0d Open in New Window Bound ligand 1 1
FPP 7t0e Open in New Window Bound ligand 1 1
FPP 7vqb Open in New Window Bound ligand 2 1
FPP 7vqd Open in New Window Bound ligand 1 1
FPP 7w5i Open in New Window Bound ligand 2 1
FPP 7w5j Open in New Window Bound ligand 1 1
FPP 7xr7 Open in New Window Bound ligand 1 1
FPP 7xra Open in New Window Bound ligand 1 1
FPP 8bm3 Open in New Window Bound ligand 4 1
FPP 8e9e Open in New Window Bound ligand 1 1