Chemical Components in the PDB

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FLQ : Summary

Code

FLQ

One-letter code

X

Molecule name

N-[6-(ACETYLAMINO)HEXYL]-3',6'-DIHYDROXY-3-OXO-3H-SPIRO[2-BENZOFURAN-1,9'-XANTHENE]-6-CARBOXAMIDE

Synonyms

FLUORESCEIN ADDUCT

Systematic names

ProgramVersionName
ACDLabs 10.04 N-[6-(acetylamino)hexyl]-3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxamide
OpenEye OEToolkits 1.5.0 N-(6-acetamidohexyl)-3',6'-dihydroxy-1-oxo-spiro[2-benzofuran-3,9'-xanthene]-5-carboxamide

Formula

C29 H28 N2 O7

Formal charge

0

Molecular weight

516.542 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(NCCCCCCNC(=O)c5cc1c(C(=O)OC13c4ccc(O)cc4Oc2cc(O)ccc23)cc5)C
SMILES CACTVS 3.341 CC(=O)NCCCCCCNC(=O)c1ccc2C(=O)OC3(c4ccc(O)cc4Oc5cc(O)ccc35)c2c1
SMILES OpenEye OEToolkits 1.5.0 CC(=O)NCCCCCCNC(=O)c1ccc2c(c1)C3(c4ccc(cc4Oc5c3ccc(c5)O)O)OC2=O
Canonical SMILES CACTVS 3.341 CC(=O)NCCCCCCNC(=O)c1ccc2C(=O)OC3(c4ccc(O)cc4Oc5cc(O)ccc35)c2c1
Canonical SMILES OpenEye OEToolkits 1.5.0 CC(=O)NCCCCCCNC(=O)c1ccc2c(c1)C3(c4ccc(cc4Oc5c3ccc(c5)O)O)OC2=O

IUPAC InChI

InChI=1S/C29H28N2O7/c1-17(32)30-12-4-2-3-5-13-31-27(35)18-6-9-21-24(14-18)29(38-28(21)36)22-10-7-19(33)15-25(22)37-26-16-20(34)8-11-23(26)29/h6-11,14-16,33-34H,2-5,12-13H2,1H3,(H,30,32)(H,31,35)

IUPAC InChI key

NYDPRVGMTFCAQC-UHFFFAOYSA-N
FLQ

wwPDB Information

Atom count

66 (38 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2006-01-23

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



FLQ : Atoms of Molecule

Total Number of Atoms: 66
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N Y N 0 -1.374 4.263 5.498
2 O1 O O1 N N N 0 -2.019 4.209 6.695
3 C2 C C2 N Y N 0 -2.012 4.806 4.385
4 C3 C C3 N Y N 0 -1.349 4.864 3.154
5 O2 O O2 N N N 0 -2.061 5.423 2.121
6 C4 C C4 N Y N 0 -1.402 5.706 0.949
7 C5 C C5 N Y N 0 -2.116 6.473 0.022
8 C6 C C6 N Y N 0 -1.534 6.821 -1.195
9 O3 O O3 N N N 0 -2.228 7.569 -2.094
10 C7 C C7 N Y N 0 -0.24 6.4 -1.488
11 C8 C C8 N Y N 0 0.469 5.628 -0.566
12 C9 C C9 N Y N 0 -0.103 5.269 0.667
13 C10 C C10 N N N 0 0.638 4.402 1.666
14 C11 C C11 N Y N 0 -0.047 4.37 3.018
15 C12 C C12 N Y N 0 0.582 3.826 4.152
16 C13 C C13 N Y N 0 -0.077 3.775 5.382
17 C14 C C14 N N N 0 -0.221 -0.276 -0.101
18 C16 C C16 N N N 0 -5.026 -0.721 1.996
19 C17 C C17 N N N 0 -4.166 -0.224 0.831
20 C18 C C18 N N N 0 -3.37 -1.373 0.203
21 C19 C C19 N N N 0 -2.491 -0.911 -0.955
22 O4 O O4 N N N 0 0.169 -1.454 -0.02
23 N1 N N1 N N N 0 -1.504 0.063 -0.548
24 C1' C C1* N Y N 0 0.65 0.819 0.297
25 C2' C C2* N Y N 0 2.044 0.666 0.206
26 C3' C C3* N Y N 0 2.897 1.704 0.582
27 C4' C C4* N Y N 0 2.316 2.871 1.042
28 C5' C C5* N Y N 0 0.946 3.038 1.138
29 C6' C C6* N Y N 0 0.092 2.012 0.766
30 O8' O O8* N N N 0 1.979 4.957 1.846
31 C9' C C9* N N N 0 2.978 4.087 1.49
32 O9' O O9* N N N 0 4.174 4.289 1.539
33 C20 C C20 N N N 0 -5.841 0.39 2.669
34 C21 C C21 N N N 0 -5.01 1.494 3.317
35 N2 N N2 N N N 0 -4.168 1.004 4.374
36 C22 C C22 N N N 0 -2.786 1.114 4.364
37 O5 O O5 N N N 0 -2.109 1.628 3.481
38 C23 C C23 N N N 0 -2.115 0.538 5.566
39 HO1 H HO1 N N N 0 -1.382 4.271 7.424
40 H2 H H2 N N N 0 -3.025 5.186 4.486
41 H5 H H5 N N N 0 -3.125 6.809 0.244
42 HO3 H HO3 N N N 0 -3.174 7.353 -2.054
43 H7 H H7 N N N 0 0.213 6.669 -2.437
44 H8 H H8 N N N 0 1.474 5.306 -0.826
45 H12 H H12 N N N 0 1.592 3.429 4.089
46 H13 H H13 N N N 0 0.421 3.351 6.249
47 H161 H 1H16 N N N 0 -5.729 -1.477 1.625
48 H162 H 2H16 N N N 0 -4.392 -1.222 2.737
49 H171 H 1H17 N N N 0 -4.808 0.236 0.07
50 H172 H 2H17 N N N 0 -3.473 0.548 1.184
51 H181 H 1H18 N N N 0 -4.068 -2.132 -0.171
52 H182 H 2H18 N N N 0 -2.751 -1.854 0.971
53 H191 H 1H19 N N N 0 -3.093 -0.464 -1.752
54 H192 H 2H19 N N N 0 -1.945 -1.762 -1.374
55 HN1 H HN1 N N N 0 -1.793 1.035 -0.534
56 H2' H H2* N N N 0 2.455 -0.27 -0.162
57 H3' H H3* N N N 0 3.973 1.589 0.513
58 H6' H H6* N N N 0 -0.985 2.121 0.833
59 H201 H 1H20 N N N 0 -6.512 0.842 1.929
60 H202 H 2H20 N N N 0 -6.48 -0.07 3.433
61 H211 H 1H21 N N N 0 -4.373 2.002 2.588
62 H212 H 2H21 N N N 0 -5.672 2.244 3.761
63 HN2 H HN2 N N N 0 -4.611 0.552 5.174
64 H231 H 1H23 N N N 0 -1.403 -0.262 5.307
65 H232 H 2H23 N N N 0 -1.524 1.287 6.117
66 H233 H 3H23 N N N 0 -2.79 0.094 6.315



FLQ : Chemical Bonds

Total Number of Bonds: 70
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 O1 C O sing 1.36 N N
2 C1 C2 C C doub 1.39 N Y
3 C1 C13 C C sing 1.39 N Y
4 O1 HO1 O H sing 0.97 N N
5 C2 C3 C C sing 1.4 N Y
6 C2 H2 C H sing 1.09 N N
7 C3 O2 C O sing 1.37 N N
8 C3 C11 C C doub 1.4 N Y
9 O2 C4 O C sing 1.37 N N
10 C4 C5 C C sing 1.4 N Y
11 C4 C9 C C doub 1.4 N Y
12 C5 C6 C C doub 1.39 N Y
13 C5 H5 C H sing 1.09 N N
14 C6 O3 C O sing 1.36 N N
15 C6 C7 C C sing 1.39 N Y
16 O3 HO3 O H sing 0.97 N N
17 C7 C8 C C doub 1.4 N Y
18 C7 H7 C H sing 1.09 N N
19 C8 C9 C C sing 1.41 N Y
20 C8 H8 C H sing 1.09 N N
21 C9 C10 C C sing 1.52 N N
22 C10 C11 C C sing 1.52 N N
23 C10 C5' C C sing 1.49 N N
24 C10 O8' C O sing 1.46 N N
25 C11 C12 C C sing 1.41 N Y
26 C12 C13 C C doub 1.4 N Y
27 C12 H12 C H sing 1.09 N N
28 C13 H13 C H sing 1.09 N N
29 C14 O4 C O doub 1.24 N N
30 C14 N1 C N sing 1.4 N N
31 C14 C1' C C sing 1.45 N N
32 C16 C17 C C sing 1.53 N N
33 C16 C20 C C sing 1.53 N N
34 C16 H161 C H sing 1.1 N N
35 C16 H162 C H sing 1.1 N N
36 C17 C18 C C sing 1.53 N N
37 C17 H171 C H sing 1.1 N N
38 C17 H172 C H sing 1.1 N N
39 C18 C19 C C sing 1.53 N N
40 C18 H181 C H sing 1.1 N N
41 C18 H182 C H sing 1.1 N N
42 C19 N1 C N sing 1.45 N N
43 C19 H191 C H sing 1.09 N N
44 C19 H192 C H sing 1.09 N N
45 N1 HN1 N H sing 1.01 N N
46 C1' C2' C C sing 1.41 N Y
47 C1' C6' C C doub 1.4 N Y
48 C2' C3' C C doub 1.4 N Y
49 C2' H2' C H sing 1.09 N N
50 C3' C4' C C sing 1.38 N Y
51 C3' H3' C H sing 1.08 N N
52 C4' C5' C C doub 1.38 N Y
53 C4' C9' C C sing 1.46 N N
54 C5' C6' C C sing 1.39 N Y
55 C6' H6' C H sing 1.08 N N
56 O8' C9' O C sing 1.37 N N
57 C9' O9' C O doub 1.21 N N
58 C20 C21 C C sing 1.53 N N
59 C20 H201 C H sing 1.1 N N
60 C20 H202 C H sing 1.1 N N
61 C21 N2 C N sing 1.44 N N
62 C21 H211 C H sing 1.09 N N
63 C21 H212 C H sing 1.09 N N
64 N2 C22 N C sing 1.39 N N
65 N2 HN2 N H sing 1.02 N N
66 C22 O5 C O doub 1.23 N N
67 C22 C23 C C sing 1.49 N N
68 C23 H231 C H sing 1.1 N N
69 C23 H232 C H sing 1.1 N N
70 C23 H233 C H sing 1.1 N N



FLQ : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
FLQ 2fdc Open in New Window Bound ligand 1 1