Chemical Components in the PDB

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FKA : Summary

Code

FKA

One-letter code

X

Molecule name

BENZYL-CARBAMIC ACID [8-DEETHYL-ASCOMYCIN-8-YL]ETHYL ESTER

Systematic names

ProgramVersionName
ACDLabs 10.04 2-[(3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-5,19-dihydroxy-3-{(E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl}-14,16-dimethoxy-4,10,12,18-tetramethyl-1,7,20,21-tetraoxo-1,4,5,6,7,8,11,12,13,14,15,16,17,18,19,20,21,23,24,25,26,26a-docosahydro-3H-15,19-epoxypyrido[2,1-c][1,4]oxazacyclotricosin-8-yl]ethyl benzylcarbamate

Formula

C51 H76 N2 O14

Formal charge

0

Molecular weight

941.154 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C3C(=O)N1CCCCC1C(=O)OC(C(=C/C2CCC(O)C(OC)C2)/C)C(C)C(O)CC(=O)C(C=C(CC(CC(OC)C4OC3(O)C(C)CC4OC)C)C)CCOC(=O)NCc5ccccc5
SMILES CACTVS 3.341 CO[CH]1C[CH](CC[CH]1O)C=C(C)[CH]2OC(=O)[CH]3CCCCN3C(=O)C(=O)[C]4(O)O[CH]([CH](C[CH](C)CC(=C[CH](CCOC(=O)NCc5ccccc5)C(=O)C[CH](O)[CH]2C)C)OC)[CH](C[CH]4C)OC
SMILES OpenEye OEToolkits 1.5.0 CC1CC(C2C(CC(C(O2)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C(CC(=O)C(C=C(C1)C)CCOC(=O)NCc4ccccc4)O)C)C(=CC5CCC(C(C5)OC)O)C)O)C)OC)OC
Canonical SMILES CACTVS 3.341 CO[C@@H]1C[C@@H](CC[C@H]1O)/C=C(C)/[C@H]2OC(=O)[C@@H]3CCCCN3C(=O)C(=O)[C@]4(O)O[C@H]([C@H](C[C@@H](C)C\C(=C\[C@@H](CCOC(=O)NCc5ccccc5)C(=O)C[C@H](O)[C@H]2C)C)OC)[C@H](C[C@H]4C)OC
Canonical SMILES OpenEye OEToolkits 1.5.0 C[C@@H]1C[C@@H]([C@@H]2[C@H](C[C@H]([C@@](O2)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@@H]([C@@H]([C@H](CC(=O)[C@@H](\C=C(\C1)/C)CCOC(=O)NCc4ccccc4)O)C)/C(=C/[C@@H]5CC[C@H]([C@@H](C5)OC)O)/C)O)C)OC)OC

IUPAC InChI

InChI=1S/C51H76N2O14/c1-30-22-31(2)24-43(63-7)46-44(64-8)26-33(4)51(61,67-46)47(57)48(58)53-20-13-12-16-38(53)49(59)66-45(32(3)25-36-17-18-39(54)42(27-36)62-6)34(5)40(55)28-41(56)37(23-30)19-21-65-50(60)52-29-35-14-10-9-11-15-35/h9-11,14-15,23,25,31,33-34,36-40,42-46,54-55,61H,12-13,16-22,24,26-29H2,1-8H3,(H,52,60)/b30-23+,32-25+/t31-,33+,34+,36-,37+,38-,39+,40-,42+,43-,44-,45+,46+,51+/m0/s1

IUPAC InChI key

JEQCTALUECDHLT-VQBDMAPKSA-N
FKA

wwPDB Information

Atom count

143 (67 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



FKA : Atoms of Molecule

Total Number of Atoms: 143
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O1 O O1 N N N 0 1.895 1.76 2.518
2 C1 C C1 N N N 0 2.323 0.863 3.41
3 O2 O O2 N N N 0 2.549 -0.28 3.08
4 C2 C C2 S N N 0 2.554 1.287 4.836
5 C3 C C3 N N N 0 3.837 0.618 5.356
6 C4 C C4 N N N 0 4.06 1.06 6.805
7 C5 C C5 N N N 0 2.883 0.578 7.658
8 C6 C C6 N N N 0 1.588 1.22 7.147
9 N1 N N1 N N N 0 1.44 0.897 5.715
10 C7 C C7 N N N 0 0.335 0.298 5.245
11 O3 O O3 N N N 0 0.307 -0.133 4.107
12 C8 C C8 N N N 0 -0.908 0.173 6.06
13 O4 O O4 N N N 0 -1.054 0.79 7.082
14 C9 C C9 R N N 0 -2.018 -0.736 5.579
15 C10 C C10 R N N 0 -2.761 -1.314 6.784
16 C11 C C11 N N N 0 -3.89 -2.222 6.272
17 C12 C C12 S N N 0 -4.774 -1.394 5.33
18 C13 C C13 R N N 0 -3.903 -0.812 4.214
19 O5 O O5 N N N 0 -2.9 0.03 4.768
20 O6 O O6 N N N 0 -1.454 -1.806 4.819
21 C34 C C34 N N N 0 -1.801 -2.154 7.635
22 O7 O O7 N N N 0 -5.783 -2.232 4.761
23 C42 C C42 N N N 0 -6.913 -2.168 5.633
24 C14 C C14 S N N 0 -4.788 0.038 3.289
25 O8 O O8 N N N 0 -5.011 1.3 3.955
26 C43 C C43 N N N 0 -6.291 1.771 3.53
27 C15 C C15 N N N 0 -4.065 0.319 1.986
28 C16 C C16 S N N 0 -4.408 -0.587 0.819
29 C35 C C35 N N N 0 -5.704 -1.366 1.007
30 C17 C C17 N N N 0 -4.535 0.263 -0.452
31 C18 C C18 N N N 0 -3.467 -0.113 -1.45
32 C36 C C36 N N N 0 -3.456 -1.505 -2.024
33 C19 C C19 N N N 0 -2.576 0.781 -1.799
34 C20 C C20 R N N 0 -1.487 0.5 -2.793
35 C37 C C37 N N N 0 -2.041 0.626 -4.217
36 C21 C C21 N N N 0 -0.378 1.515 -2.626
37 O9 O O9 N N N 0 -0.358 2.496 -3.329
38 C22 C C22 N N N 0 0.695 1.305 -1.589
39 C23 C C23 S N N 0 1.173 2.666 -1.086
40 O10 O O10 N N N 0 2.441 2.989 -1.655
41 C24 C C24 R N N 0 1.217 2.739 0.428
42 C40 C C40 N N N 0 -0.203 2.927 0.977
43 C25 C C25 S N N 0 1.844 1.51 1.087
44 C26 C C26 N N N 0 3.248 1.304 0.581
45 C41 C C41 N N N 0 4.273 2.397 0.738
46 C27 C C27 N N N 0 3.578 0.175 0.004
47 C28 C C28 R N N 0 5.02 -0.109 -0.325
48 C29 C C29 N N N 0 5.419 -1.466 0.257
49 C30 C C30 R N N 0 6.883 -1.755 -0.077
50 C31 C C31 R N N 0 7.063 -1.78 -1.596
51 C32 C C32 N N N 0 6.665 -0.423 -2.179
52 C33 C C33 N N N 0 5.2 -0.134 -1.844
53 O11 O O11 N N N 0 7.255 -3.023 0.467
54 C44 C C44 N N N 0 8.65 -2.949 0.769
55 O12 O O12 N N N 0 8.431 -2.05 -1.909
56 C51 C C51 N N N 0 -0.983 0.159 -5.218
57 O17 O O17 N N N 0 -1.548 0.162 -6.556
58 C50 C C50 N N N 0 -0.794 -0.214 -7.606
59 O23 O O23 N N N 0 0.358 -0.557 -7.434
60 N2 N N2 N N N 0 -1.319 -0.211 -8.847
61 C49 C C49 N N N 0 -0.499 -0.622 -9.99
62 C47 C C47 N Y N 0 -1.315 -0.529 -11.253
63 C46 C C46 N Y N 0 -1.331 0.644 -11.982
64 C45 C C45 N Y N 0 -2.079 0.729 -13.141
65 C39 C C39 N Y N 0 -2.813 -0.36 -13.571
66 C38 C C38 N Y N 0 -2.796 -1.535 -12.843
67 C48 C C48 N Y N 0 -2.044 -1.621 -11.687
68 H2 H H2 N N N 0 2.676 2.37 4.878
69 H31A H 1H3 N N N 0 3.72 -0.465 5.321
70 H32 H 2H3 N N N 0 4.681 0.921 4.744
71 H41 H 1H4 N N N 0 4.985 0.622 7.179
72 H42 H 2H4 N N N 0 4.124 2.147 6.849
73 H51 H 1H5 N N N 0 2.802 -0.507 7.582
74 H52 H 2H5 N N N 0 3.046 0.858 8.697
75 H61 H 1H6 N N N 0 0.754 0.82 7.721
76 H62 H 2H6 N N N 0 1.636 2.302 7.274
77 H10 H H10 N N N 0 -3.181 -0.513 7.388
78 H111 H 1H11 N N N 0 -4.486 -2.579 7.112
79 H112 H 2H11 N N N 0 -3.469 -3.07 5.732
80 H12 H H12 N N N 0 -5.243 -0.583 5.885
81 H13 H H13 N N N 0 -3.452 -1.614 3.639
82 HO6 H HO6 N N N 0 -0.743 -2.184 5.355
83 H341 H 1H34 N N N 0 -2.343 -2.582 8.479
84 H342 H 2H34 N N N 0 -1.383 -2.956 7.027
85 H343 H 3H34 N N N 0 -0.995 -1.521 8.005
86 H421 H 1H42 N N N 0 -7.713 -2.794 5.238
87 H422 H 2H42 N N N 0 -6.628 -2.524 6.623
88 H423 H 3H42 N N N 0 -7.26 -1.137 5.704
89 H14 H H14 N N N 0 -5.752 -0.426 3.185
90 H431 H 1H43 N N N 0 -6.504 2.726 4.009
91 H432 H 2H43 N N N 0 -6.289 1.9 2.447
92 H433 H 3H43 N N N 0 -7.056 1.046 3.808
93 H151 H 1H15 N N N 0 -4.253 1.364 1.693
94 H152 H 2H15 N N N 0 -2.977 0.247 2.169
95 H16 H H16 N N N 0 -3.588 -1.303 0.675
96 H351 H 1H35 N N N 0 -5.882 -1.991 0.133
97 H352 H 2H35 N N N 0 -5.624 -1.995 1.894
98 H353 H 3H35 N N N 0 -6.532 -0.668 1.13
99 H171 H 1H17 N N N 0 -5.517 0.101 -0.895
100 H172 H 2H17 N N N 0 -4.43 1.315 -0.191
101 H361 H 1H36 N N N 0 -2.579 -1.628 -2.66
102 H362 H 2H36 N N N 0 -3.422 -2.232 -1.213
103 H363 H 3H36 N N N 0 -4.358 -1.661 -2.615
104 H19 H H19 N N N 0 -2.632 1.767 -1.344
105 H20 H H20 N N N 0 -1.07 -0.491 -2.648
106 H371 H 1H37 N N N 0 -2.933 0.008 -4.316
107 H372 H 2H37 N N N 0 -2.296 1.667 -4.417
108 H221 H 1H22 N N N 0 0.289 0.718 -0.769
109 H222 H 2H22 N N N 0 1.528 0.771 -2.045
110 H23 H H23 N N N 0 0.453 3.426 -1.44
111 HO0 H HO0 N N N 0 2.32 3.008 -2.614
112 H24 H H24 N N N 0 1.806 3.617 0.724
113 H401 H 1H40 N N N 0 -0.626 3.851 0.583
114 H402 H 2H40 N N N 0 -0.824 2.085 0.674
115 H403 H 3H40 N N N 0 -0.167 2.979 2.065
116 H25 H H25 N N N 0 1.245 0.626 0.891
117 H411 H 1H41 N N N 0 5.19 2.113 0.221
118 H412 H 2H41 N N N 0 3.887 3.322 0.309
119 H27 H H27 N N N 0 2.815 -0.551 -0.233
120 H413 H 3H41 N N N 0 4.485 2.548 1.796
121 H28 H H28 N N N 0 5.651 0.669 0.102
122 H291 H 1H29 N N N 0 4.788 -2.245 -0.17
123 H292 H 2H29 N N N 0 5.29 -1.448 1.34
124 H30 H H30 N N N 0 7.514 -0.976 0.35
125 H31 H H31 N N N 0 6.432 -2.559 -2.024
126 H321 H 1H32 N N N 0 6.793 -0.44 -3.262
127 H322 H 2H32 N N N 0 7.296 0.355 -1.751
128 H331 H 1H33 N N N 0 4.569 -0.912 -2.272
129 H332 H 2H33 N N N 0 4.916 0.832 -2.26
130 H441 H 1H44 N N N 0 8.981 -3.898 1.19
131 H442 H 2H44 N N N 0 9.209 -2.74 -0.142
132 H443 H 3H44 N N N 0 8.823 -2.151 1.492
133 HO2 H HO2 N N N 0 8.501 -2.057 -2.874
134 H511 H 1H51 N N N 0 -0.127 0.833 -5.184
135 H512 H 2H51 N N N 0 -0.661 -0.849 -4.962
136 HN2 H HN2 N N N 0 -2.239 0.061 -8.984
137 H491 H 1H49 N N N 0 0.368 0.033 -10.069
138 H492 H 2H49 N N N 0 -0.165 -1.65 -9.847
139 H46 H H46 N N N 0 -0.758 1.496 -11.645
140 H45 H H45 N N N 0 -2.092 1.647 -13.709
141 H48 H H48 N N N 0 -2.031 -2.539 -11.118
142 H39 H H39 N N N 0 -3.398 -0.293 -14.476
143 H38 H H38 N N N 0 -3.369 -2.386 -13.179



FKA : Chemical Bonds

Total Number of Bonds: 147
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O1 C1 O C sing 1.34 N N
2 O1 C25 O C sing 1.45 N N
3 C1 O2 C O doub 1.21 N N
4 C1 C2 C C sing 1.51 N N
5 C2 C3 C C sing 1.54 N N
6 C2 N1 C N sing 1.47 N N
7 C2 H2 C H sing 1.09 N N
8 C3 C4 C C sing 1.53 N N
9 C3 H31A C H sing 1.09 N N
10 C3 H32 C H sing 1.09 N N
11 C4 C5 C C sing 1.53 N N
12 C4 H41 C H sing 1.09 N N
13 C4 H42 C H sing 1.09 N N
14 C5 C6 C C sing 1.53 N N
15 C5 H51 C H sing 1.09 N N
16 C5 H52 C H sing 1.09 N N
17 C6 N1 C N sing 1.48 N N
18 C6 H61 C H sing 1.09 N N
19 C6 H62 C H sing 1.09 N N
20 N1 C7 N C sing 1.34 N N
21 C7 O3 C O doub 1.22 N N
22 C7 C8 C C sing 1.49 N N
23 C8 O4 C O doub 1.2 N N
24 C8 C9 C C sing 1.51 N N
25 C9 C10 C C sing 1.53 N N
26 C9 O5 C O sing 1.42 N N
27 C9 O6 C O sing 1.43 N N
28 C10 C11 C C sing 1.54 N N
29 C10 C34 C C sing 1.53 N N
30 C10 H10 C H sing 1.09 N N
31 C11 C12 C C sing 1.53 N N
32 C11 H111 C H sing 1.09 N N
33 C11 H112 C H sing 1.09 N N
34 C12 C13 C C sing 1.53 N N
35 C12 O7 C O sing 1.43 N N
36 C12 H12 C H sing 1.09 N N
37 C13 O5 C O sing 1.42 N N
38 C13 C14 C C sing 1.54 N N
39 C13 H13 C H sing 1.09 N N
40 O6 HO6 O H sing 0.97 N N
41 C34 H341 C H sing 1.09 N N
42 C34 H342 C H sing 1.09 N N
43 C34 H343 C H sing 1.09 N N
44 O7 C42 O C sing 1.43 N N
45 C42 H421 C H sing 1.09 N N
46 C42 H422 C H sing 1.09 N N
47 C42 H423 C H sing 1.09 N N
48 C14 O8 C O sing 1.44 N N
49 C14 C15 C C sing 1.52 N N
50 C14 H14 C H sing 1.07 N N
51 O8 C43 O C sing 1.43 N N
52 C43 H431 C H sing 1.09 N N
53 C43 H432 C H sing 1.09 N N
54 C43 H433 C H sing 1.09 N N
55 C15 C16 C C sing 1.52 N N
56 C15 H151 C H sing 1.1 N N
57 C15 H152 C H sing 1.11 N N
58 C16 C35 C C sing 1.52 N N
59 C16 C17 C C sing 1.53 N N
60 C16 H16 C H sing 1.1 N N
61 C35 H351 C H sing 1.09 N N
62 C35 H352 C H sing 1.09 N N
63 C35 H353 C H sing 1.09 N N
64 C17 C18 C C sing 1.51 N N
65 C17 H171 C H sing 1.09 N N
66 C17 H172 C H sing 1.09 N N
67 C18 C36 C C sing 1.51 N N
68 C18 C19 C C doub 1.31 E N
69 C36 H361 C H sing 1.09 N N
70 C36 H362 C H sing 1.09 N N
71 C36 H363 C H sing 1.09 N N
72 C19 C20 C C sing 1.5 N N
73 C19 H19 C H sing 1.09 N N
74 C20 C37 C C sing 1.53 N N
75 C20 C21 C C sing 1.51 N N
76 C20 H20 C H sing 1.08 N N
77 C37 C51 C C sing 1.53 N N
78 C37 H371 C H sing 1.09 N N
79 C37 H372 C H sing 1.09 N N
80 C21 O9 C O doub 1.21 N N
81 C21 C22 C C sing 1.51 N N
82 C22 C23 C C sing 1.53 N N
83 C22 H221 C H sing 1.09 N N
84 C22 H222 C H sing 1.09 N N
85 C23 O10 C O sing 1.43 N N
86 C23 C24 C C sing 1.52 N N
87 C23 H23 C H sing 1.11 N N
88 O10 HO0 O H sing 0.97 N N
89 C24 C40 C C sing 1.53 N N
90 C24 C25 C C sing 1.53 N N
91 C24 H24 C H sing 1.1 N N
92 C40 H401 C H sing 1.09 N N
93 C40 H402 C H sing 1.09 N N
94 C40 H403 C H sing 1.09 N N
95 C25 C26 C C sing 1.51 N N
96 C25 H25 C H sing 1.09 N N
97 C26 C41 C C sing 1.51 N N
98 C26 C27 C C doub 1.31 E N
99 C41 H411 C H sing 1.09 N N
100 C41 H412 C H sing 1.09 N N
101 C41 H413 C H sing 1.09 N N
102 C27 C28 C C sing 1.51 N N
103 C27 H27 C H sing 1.08 N N
104 C28 C29 C C sing 1.53 N N
105 C28 C33 C C sing 1.53 N N
106 C28 H28 C H sing 1.09 N N
107 C29 C30 C C sing 1.53 N N
108 C29 H291 C H sing 1.09 N N
109 C29 H292 C H sing 1.09 N N
110 C30 C31 C C sing 1.53 N N
111 C30 O11 C O sing 1.43 N N
112 C30 H30 C H sing 1.09 N N
113 C31 C32 C C sing 1.53 N N
114 C31 O12 C O sing 1.43 N N
115 C31 H31 C H sing 1.09 N N
116 C32 C33 C C sing 1.53 N N
117 C32 H321 C H sing 1.09 N N
118 C32 H322 C H sing 1.09 N N
119 C33 H331 C H sing 1.09 N N
120 C33 H332 C H sing 1.09 N N
121 O11 C44 O C sing 1.43 N N
122 C44 H441 C H sing 1.09 N N
123 C44 H442 C H sing 1.09 N N
124 C44 H443 C H sing 1.09 N N
125 O12 HO2 O H sing 0.97 N N
126 C51 O17 C O sing 1.45 N N
127 C51 H511 C H sing 1.09 N N
128 C51 H512 C H sing 1.09 N N
129 O17 C50 O C sing 1.35 N N
130 C50 O23 C O doub 1.21 N N
131 C50 N2 C N sing 1.35 N N
132 N2 C49 N C sing 1.47 N N
133 N2 HN2 N H sing 0.97 N N
134 C49 C47 C C sing 1.51 N N
135 C49 H491 C H sing 1.09 N N
136 C49 H492 C H sing 1.09 N N
137 C47 C46 C C doub 1.38 N Y
138 C47 C48 C C sing 1.38 N Y
139 C46 C45 C C sing 1.38 N Y
140 C46 H46 C H sing 1.08 N N
141 C45 C39 C C doub 1.38 N Y
142 C45 H45 C H sing 1.08 N N
143 C39 C38 C C sing 1.38 N Y
144 C39 H39 C H sing 1.08 N N
145 C38 C48 C C doub 1.38 N Y
146 C38 H38 C H sing 1.08 N N
147 C48 H48 C H sing 1.08 N N



FKA : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
FKA 1a7x Open in New Window Bound ligand 1 1