Chemical Components in the PDB

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FAE : Summary

Code

FAE

One-letter code

X

Molecule name

FLAVIN-N7 PROTONATED-ADENINE DINUCLEOTIDE

Systematic names

ProgramVersionName
ACDLabs 12.01 6-amino-9-[(2R,3R,4S,5R)-5-({[(R)-{[(R)-{[(2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-2,3,4-trihydroxypentyl]oxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}methyl)-3,4-dihydroxytetrahydrofuran-2-yl]-9H-purin-7-ium (non-preferred name)
OpenEye OEToolkits 1.7.0 [[(2R,3S,4R,5R)-5-(6-azanylpurin-7-ium-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentyl] hydrogen phosphate

Formula

C27 H34 N9 O15 P2

Formal charge

1

Molecular weight

786.558 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C2C3=Nc1cc(c(cc1N(C3=NC(=O)N2)CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC6OC(n5c[nH+]c4c(ncnc45)N)C(O)C6O)C)C
SMILES CACTVS 3.370 Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[CH](O)[CH](O)[CH](O)CO[P](O)(=O)O[P](O)(=O)OC[CH]4O[CH]([CH](O)[CH]4O)n5c[nH+]c6c(N)ncnc56)c2cc1C
SMILES OpenEye OEToolkits 1.7.0 Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5c[nH+]c6c5ncnc6N)O)O)O)O)O
Canonical SMILES CACTVS 3.370 Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)CO[P](O)(=O)O[P](O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5c[nH+]c6c(N)ncnc56)c2cc1C
Canonical SMILES OpenEye OEToolkits 1.7.0 Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](CO[P@@](=O)(O)O[P@](=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)n5c[nH+]c6c5ncnc6N)O)O)O)O)O

IUPAC InChI

InChI=1S/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/p+1/t14-,15+,16+,19-,20+,21+,26+/m0/s1

IUPAC InChI key

VWWQXMAJTJZDQX-UYBVJOGSSA-O
FAE

wwPDB Information

Atom count

87 (53 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2002-10-16

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



FAE : Atoms of Molecule

Total Number of Atoms: 87
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 PA P PA N N N 0 -3.607 -3.102 -1.09
2 O1A O O1A N N N 0 -3.838 -4.559 -0.98
3 O2A O O2A N N N 0 -3.871 -2.629 -2.606
4 O5B O O5'A N N N 0 -4.611 -2.323 -0.102
5 C5B C C5'A N N N 0 -6.029 -2.495 -0.14
6 C4B C C4'A R N N 0 -6.679 -1.611 0.927
7 O4B O O4'A N N N 0 -6.489 -0.226 0.596
8 C3B C C3'A S N N 0 -8.198 -1.869 0.968
9 O3B O O3'A N N N 0 -8.591 -2.338 2.259
10 C2B C C2'A R N N 0 -8.825 -0.484 0.679
11 O2B O O2'A N N N 0 -9.961 -0.255 1.516
12 C1B C C1'A R N N 0 -7.667 0.48 1.043
13 N9A N N9A N Y N 0 -7.81 1.751 0.329
14 C8A C C8A N Y N 0 -7.285 2.053 -0.893
15 N7A N N7A N Y N 1 -7.608 3.269 -1.227
16 C5A C C5AA N Y N 0 -8.357 3.822 -0.244
17 C6A C C6A N Y N 0 -8.972 5.072 -0.054
18 N6A N N6A N N N 0 -8.87 6.064 -1.014
19 N1A N N1A N Y N 0 -9.653 5.279 1.068
20 C2A C C2A N Y N 0 -9.756 4.339 1.989
21 N3A N N3A N Y N 0 -9.197 3.154 1.855
22 C4A C C4AA N Y N 0 -8.501 2.853 0.764
23 O3P O O3P N N N 0 -2.086 -2.768 -0.681
24 N1 N N1 N N N 0 6.969 1.624 -2.199
25 C4X C C4A N N N 0 8.327 2.588 -0.464
26 C2 C C2 N N N 0 7.159 2.721 -2.927
27 O2 O O2 N N N 0 6.635 2.776 -4.026
28 N3 N N3 N N N 0 7.891 3.771 -2.528
29 C4 C C4 N N N 0 8.502 3.782 -1.32
30 O4 O O4 N N N 0 9.167 4.732 -0.955
31 N5 N N5 N N N 0 8.874 2.493 0.721
32 C5X C C5A N Y N 0 8.696 1.398 1.471
33 C6 C C6 N Y N 0 9.294 1.316 2.744
34 C7 C C7 N Y N 0 9.114 0.203 3.509
35 C7M C C7M N N N 0 9.756 0.123 4.87
36 C8 C C8 N Y N 0 8.344 -0.859 3.048
37 C8M C C8M N N N 0 8.16 -2.079 3.914
38 C9 C C9 N Y N 0 7.747 -0.808 1.808
39 C9A C C9A N Y N 0 7.914 0.317 1.004
40 N10 N N10 N N N 0 7.319 0.373 -0.238
41 C10 C C10 N N N 0 7.504 1.49 -0.997
42 C1' C C1' N N N 0 6.507 -0.741 -0.731
43 C2' C C2' S N N 0 5.049 -0.534 -0.314
44 O2' O O2' N N N 0 4.966 -0.478 1.112
45 C3' C C3' S N N 0 4.201 -1.699 -0.829
46 O3' O O3' N N N 0 4.285 -1.755 -2.254
47 C4' C C4' R N N 0 2.744 -1.492 -0.411
48 O4' O O4' N N N 0 2.66 -1.436 1.014
49 C5' C C5' N N N 0 1.895 -2.656 -0.926
50 O5' O O5' N N N 0 0.518 -2.406 -0.638
51 P P P N N N 0 -0.661 -3.426 -1.04
52 O1P O O1P N N N 0 -0.598 -3.706 -2.491
53 O2P O O2P N N N 0 -0.484 -4.801 -0.22
54 HOA2 H HOA2 N N N 0 -3.738 -1.682 -2.752
55 H51A H H51A N N N 0 -6.404 -2.211 -1.123
56 H52A H H52A N N N 0 -6.274 -3.539 0.055
57 H4B H H4'A N N N 0 -6.239 -1.823 1.902
58 H3B H H3'A N N N 0 -8.483 -2.587 0.199
59 HO3A H HO3A N N N 0 -9.538 -2.516 2.341
60 H2B H H2'A N N N 0 -9.094 -0.39 -0.373
61 HO2A H HO2A N N N 0 -10.679 -0.89 1.388
62 H1B H H1'A N N N 0 -7.63 0.646 2.12
63 H8A H H8A N N N 0 -6.69 1.382 -1.494
64 H7A H H7A N N N 0 -7.351 3.71 -2.052
65 H61A H H61A N N N 0 -8.37 5.9 -1.829
66 H62A H H62A N N N 0 -9.299 6.922 -0.872
67 H2A H H2A N N N 0 -10.318 4.549 2.886
68 HN3 H HN3 N N N 0 7.985 4.537 -3.115
69 H6 H H6 N N N 0 9.894 2.134 3.113
70 HM71 H HM71 N N N 0 9.074 0.527 5.618
71 HM72 H HM72 N N N 0 9.978 -0.918 5.106
72 HM73 H HM73 N N N 0 10.68 0.701 4.87
73 HM81 H HM81 N N N 0 7.279 -1.949 4.543
74 HM82 H HM82 N N N 0 8.029 -2.957 3.282
75 HM83 H HM83 N N N 0 9.039 -2.213 4.544
76 H9 H H9 N N N 0 7.151 -1.638 1.459
77 H1'1 H H1'1 N N N 0 6.571 -0.784 -1.819
78 H1'2 H H1'2 N N N 0 6.877 -1.675 -0.309
79 H2' H H2' N N N 0 4.68 0.4 -0.737
80 HO2' H HO2' N N N 0 5.279 -1.278 1.556
81 H3' H H3' N N N 0 4.571 -2.633 -0.406
82 HO3' H HO3' N N N 0 3.971 -0.955 -2.699
83 H4' H H4' N N N 0 2.374 -0.558 -0.834
84 HO4' H HO4' N N N 0 2.973 -2.235 1.458
85 H5'1 H H5'1 N N N 0 2.029 -2.754 -2.004
86 H5'2 H H5'2 N N N 0 2.208 -3.578 -0.436
87 HOP2 H HOP2 N N N 0 -0.515 -4.693 0.74



FAE : Chemical Bonds

Total Number of Bonds: 92
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 PA O1A P O doub 1.48 N N
2 PA O2A P O sing 1.61 N N
3 PA O5B P O sing 1.61 N N
4 PA O3P P O sing 1.61 N N
5 O2A HOA2 O H sing 0.97 N N
6 O5B C5B O C sing 1.43 N N
7 C5B C4B C C sing 1.53 N N
8 C5B H51A C H sing 1.09 N N
9 C5B H52A C H sing 1.09 N N
10 C4B O4B C O sing 1.44 N N
11 C4B C3B C C sing 1.54 N N
12 C4B H4B C H sing 1.09 N N
13 O4B C1B O C sing 1.44 N N
14 C3B O3B C O sing 1.43 N N
15 C3B C2B C C sing 1.55 N N
16 C3B H3B C H sing 1.09 N N
17 O3B HO3A O H sing 0.97 N N
18 C2B O2B C O sing 1.43 N N
19 C2B C1B C C sing 1.55 N N
20 C2B H2B C H sing 1.09 N N
21 O2B HO2A O H sing 0.97 N N
22 C1B N9A C N sing 1.46 N N
23 C1B H1B C H sing 1.09 N N
24 N9A C8A N C sing 1.36 N Y
25 N9A C4A N C sing 1.37 N Y
26 C8A N7A C N doub 1.3 N Y
27 C8A H8A C H sing 1.08 N N
28 N7A C5A N C sing 1.35 N Y
29 N7A H7A N H sing 0.97 N N
30 C5A C6A C C doub 1.41 N Y
31 C5A C4A C C sing 1.41 N Y
32 C6A N6A C N sing 1.38 N N
33 C6A N1A C N sing 1.33 N Y
34 N6A H61A N H sing 0.97 N N
35 N6A H62A N H sing 0.97 N N
36 N1A C2A N C doub 1.32 N Y
37 C2A N3A C N sing 1.32 N Y
38 C2A H2A C H sing 1.08 N N
39 N3A C4A N C doub 1.33 N Y
40 O3P P O P sing 1.61 N N
41 N1 C2 N C sing 1.33 N N
42 N1 C10 N C doub 1.32 N N
43 C2 O2 C O doub 1.22 N N
44 C2 N3 C N sing 1.34 N N
45 N3 C4 N C sing 1.35 N N
46 N3 HN3 N H sing 0.97 N N
47 C4 O4 C O doub 1.22 N N
48 C4 C4X C C sing 1.48 N N
49 C4X N5 C N doub 1.31 N N
50 C4X C10 C C sing 1.47 N N
51 N5 C5X N C sing 1.34 N N
52 C5X C6 C C doub 1.41 N Y
53 C5X C9A C C sing 1.41 N Y
54 C6 C7 C C sing 1.36 N Y
55 C6 H6 C H sing 1.08 N N
56 C7 C7M C C sing 1.51 N N
57 C7 C8 C C doub 1.39 N Y
58 C7M HM71 C H sing 1.09 N N
59 C7M HM72 C H sing 1.09 N N
60 C7M HM73 C H sing 1.09 N N
61 C8 C8M C C sing 1.51 N N
62 C8 C9 C C sing 1.38 N Y
63 C8M HM81 C H sing 1.09 N N
64 C8M HM82 C H sing 1.09 N N
65 C8M HM83 C H sing 1.09 N N
66 C9 C9A C C doub 1.39 N Y
67 C9 H9 C H sing 1.08 N N
68 C9A N10 C N sing 1.38 N N
69 N10 C10 N C sing 1.36 N N
70 N10 C1' N C sing 1.46 N N
71 C1' C2' C C sing 1.53 N N
72 C1' H1'1 C H sing 1.09 N N
73 C1' H1'2 C H sing 1.09 N N
74 C2' O2' C O sing 1.43 N N
75 C2' C3' C C sing 1.53 N N
76 C2' H2' C H sing 1.09 N N
77 O2' HO2' O H sing 0.97 N N
78 C3' O3' C O sing 1.43 N N
79 C3' C4' C C sing 1.53 N N
80 C3' H3' C H sing 1.09 N N
81 O3' HO3' O H sing 0.97 N N
82 C4' O4' C O sing 1.43 N N
83 C4' C5' C C sing 1.53 N N
84 C4' H4' C H sing 1.09 N N
85 O4' HO4' O H sing 0.97 N N
86 C5' O5' C O sing 1.43 N N
87 C5' H5'1 C H sing 1.09 N N
88 C5' H5'2 C H sing 1.09 N N
89 O5' P O P sing 1.61 N N
90 P O1P P O doub 1.48 N N
91 P O2P P O sing 1.61 N N
92 O2P HOP2 O H sing 0.97 N N



FAE : Used in PDB Entries

Total Number of PDB Entries: 4
Ligand Code PDB Entry ID Type Total Distinct
FAE 1mxt Open in New Window Bound ligand 1 1
FAE 1n4u Open in New Window Bound ligand 1 1
FAE 3b3r Open in New Window Bound ligand 1 1
FAE 3b6d Open in New Window Bound ligand 1 1