Chemical Components in the PDB

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TA1 : Summary

Code

TA1

One-letter code

X

Molecule name

TAXOL

Systematic names

ProgramVersionName
ACDLabs 10.04 (2beta,5beta,7alpha,8alpha,10alpha,13alpha)-4,10-bis(acetyloxy)-1,7-dihydroxy-13-({(2R,3S)-2-hydroxy-3-phenyl-3-[(phenylcarbonyl)amino]propanoyl}oxy)-9-oxo-5,20-epoxytax-11-en-2-yl benzoate

Formula

C47 H51 N O14

Formal charge

0

Molecular weight

853.906 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(c1ccccc1)NC(c2ccccc2)C(O)C(=O)OC5C(=C4C(OC(=O)C)C(=O)C7(C(C(OC(=O)c3ccccc3)C(O)(C4(C)C)C5)C6(OC(=O)C)C(OC6)CC7O)C)C
SMILES CACTVS 3.341 CC(=O)O[CH]1C(=O)[C]2(C)[CH](O)C[CH]3OC[C]3(OC(C)=O)[CH]2[CH](OC(=O)c4ccccc4)[C]5(O)C[CH](OC(=O)[CH](O)[CH](NC(=O)c6ccccc6)c7ccccc7)C(=C1C5(C)C)C
SMILES OpenEye OEToolkits 1.5.0 CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(c5ccccc5)NC(=O)c6ccccc6)O)O)OC(=O)c7ccccc7)(CO4)OC(=O)C)O)C)OC(=O)C
Canonical SMILES CACTVS 3.341 CC(=O)O[C@H]1C(=O)[C@]2(C)[C@@H](O)C[C@H]3OC[C@@]3(OC(C)=O)[C@H]2[C@H](OC(=O)c4ccccc4)[C@]5(O)C[C@H](OC(=O)[C@H](O)[C@@H](NC(=O)c6ccccc6)c7ccccc7)C(=C1C5(C)C)C
Canonical SMILES OpenEye OEToolkits 1.5.0 CC1=C2[C@H](C(=O)[C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1OC(=O)[C@@H]([C@H](c5ccccc5)NC(=O)c6ccccc6)O)O)OC(=O)c7ccccc7)(CO4)OC(=O)C)O)C)OC(=O)C

IUPAC InChI

InChI=1S/C47H51NO14/c1-25-31(60-43(56)36(52)35(28-16-10-7-11-17-28)48-41(54)29-18-12-8-13-19-29)23-47(57)40(61-42(55)30-20-14-9-15-21-30)38-45(6,32(51)22-33-46(38,24-58-33)62-27(3)50)39(53)37(59-26(2)49)34(25)44(47,4)5/h7-21,31-33,35-38,40,51-52,57H,22-24H2,1-6H3,(H,48,54)/t31-,32-,33+,35-,36+,37+,38-,40-,45+,46-,47+/m0/s1

IUPAC InChI key

RCINICONZNJXQF-MZXODVADSA-N
TA1

wwPDB Information

Atom count

113 (62 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2001-07-05

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



TA1 : Atoms of Molecule

Total Number of Atoms: 113
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C01 C C01 S N N 0 -0.438 1.728 1.715
2 C02 C C02 S N N 0 -1.02 0.589 2.581
3 C03 C C03 N N N 0 -3.425 0.84 2.217
4 C04 C C04 N Y N 0 -4.682 0.461 1.54
5 C05 C C05 N Y N 0 -5.875 1.111 1.861
6 C06 C C06 N Y N 0 -7.045 0.753 1.224
7 C07 C C07 N Y N 0 -7.038 -0.248 0.27
8 C08 C C08 N Y N 0 -5.86 -0.896 -0.053
9 C09 C C09 N Y N 0 -4.681 -0.544 0.571
10 C10 C C10 R N N 0 -0.107 -0.631 2.658
11 C11 C C11 S N N 0 -0.707 -1.845 1.997
12 C12 C C12 N N N 0 -0.894 -2.83 -0.218
13 C13 C C13 N N N 0 -0.605 -2.818 -1.697
14 C14 C C14 N N N 0 -2.126 -2.235 2.413
15 C15 C C15 R N N 0 -0.396 -3.24 2.522
16 C16 C C16 N N N 0 0.829 -3.293 3.435
17 C17 C C17 S N N 0 0.653 -2.22 4.503
18 C18 C C18 S N N 0 0.741 -0.827 3.87
19 C19 C C19 N N N 0 0.251 0.043 5.016
20 C20 C C20 N N N 0 2.208 -0.525 3.697
21 C21 C C21 R N N 0 2.695 0.884 3.424
22 C22 C C22 N N N 0 3.729 1.74 5.427
23 C23 C C23 N N N 0 3.704 2.611 6.656
24 C24 C C24 N N N 0 1.889 1.358 2.25
25 C25 C C25 N N N 0 2.141 0.83 1.055
26 C26 C C26 S N N 0 1.263 1.206 -0.115
27 C27 C C27 N N N 0 2.37 0.289 -2.075
28 C28 C C28 R N N 0 2.519 -0.769 -3.136
29 C29 C C29 S N N 0 1.227 -0.861 -3.951
30 C30 C C30 N N N 0 -0.313 0.811 -4.825
31 C31 C C31 N Y N 0 -0.586 2.115 -5.465
32 C32 C C32 N Y N 0 -1.9 2.512 -5.715
33 C33 C C33 N Y N 0 -2.148 3.731 -6.312
34 C34 C C34 N Y N 0 -1.097 4.559 -6.664
35 C35 C C35 N Y N 0 0.208 4.171 -6.42
36 C36 C C36 N Y N 0 0.469 2.958 -5.818
37 C37 C C37 N Y N 0 1.377 -1.92 -5.012
38 C38 C C38 N Y N 0 0.523 -3.008 -5.029
39 C39 C C39 N Y N 0 0.661 -3.979 -6.002
40 C40 C C40 N Y N 0 1.651 -3.863 -6.96
41 C41 C C41 N Y N 0 2.504 -2.776 -6.944
42 C42 C C42 N Y N 0 2.364 -1.802 -5.973
43 C43 C C43 N N N 0 -0.203 1.277 0.287
44 C44 C C44 N N N 0 3.301 -0.122 0.837
45 C45 C C45 N N N 0 0.801 2.375 2.311
46 C46 C C46 N N N 0 1.19 3.61 1.477
47 C47 C C47 N N N 0 0.473 2.895 3.706
48 H011 H 1H01 N N N 0 -2.231 2.357 1.262
49 H021 H 1H02 N N N 0 -1.335 0.98 3.543
50 H051 H 1H05 N N N 0 -5.882 1.893 2.607
51 H061 H 1H06 N N N 0 -7.969 1.255 1.472
52 H071 H 1H07 N N N 0 -0.601 -3.235 5.57
53 H081 H 1H08 N N N 0 -5.861 -1.677 -0.798
54 H091 H 1H09 N N N 0 -3.762 -1.051 0.318
55 H101 H 1H10 N N N 0 0.663 -0.382 1.891
56 H131 H 1H13 N N N 0 -0.96 -3.746 -2.144
57 H132 H 2H13 N N N 0 -1.114 -1.973 -2.16
58 H133 H 3H13 N N N 0 0.469 -2.726 -1.856
59 H141 H 1H14 N N N 0 -2.737 -2.608 1.585
60 H142 H 2H14 N N N 0 -2.663 -1.487 3.003
61 H151 H 1H15 N N N 0 -0.346 -3.99 1.73
62 H161 H 1H16 N N N 0 1.728 -3.105 2.851
63 H162 H 2H16 N N N 0 0.893 -4.278 3.9
64 H171 H 1H17 N N N 0 1.471 -2.297 5.227
65 H191 H 1H19 N N N 0 0.676 1.043 4.92
66 H192 H 2H19 N N N 0 -0.836 0.106 4.985
67 H193 H 3H19 N N N 0 0.563 -0.393 5.964
68 H211 H 1H21 N N N 0 3.767 0.825 3.121
69 H231 H 1H23 N N N 0 4.642 2.499 7.2
70 H232 H 2H23 N N N 0 3.577 3.653 6.361
71 H233 H 3H23 N N N 0 2.874 2.311 7.297
72 H261 H 1H26 N N N 0 1.59 2.147 -0.554
73 H281 H 1H28 N N N 0 2.72 -1.731 -2.664
74 H291 H 1H29 N N N 0 0.4 -1.122 -3.291
75 H321 H 1H32 N N N 0 -2.722 1.867 -5.441
76 H331 H 1H33 N N N 0 -3.165 4.039 -6.506
77 H341 H 1H34 N N N 0 -1.296 5.511 -7.132
78 H351 H 1H35 N N N 0 1.024 4.822 -6.697
79 H361 H 1H36 N N N 0 1.489 2.656 -5.627
80 H381 H 1H38 N N N 0 -0.249 -3.098 -4.28
81 H391 H 1H39 N N N 0 -0.0050 -4.829 -6.015
82 H401 H 1H40 N N N 0 1.758 -4.623 -7.72
83 H411 H 1H41 N N N 0 3.278 -2.685 -7.692
84 H421 H 1H42 N N N 0 3.03 -0.952 -5.96
85 H431 H 1H43 N N N 0 -0.675 0.312 0.123
86 H432 H 2H43 N N N 0 -0.704 1.993 -0.38
87 H441 H 1H44 N N N 0 3.335 -0.419 -0.21
88 H442 H 2H44 N N N 0 4.234 0.374 1.104
89 H443 H 3H44 N N N 0 3.169 -1.005 1.461
90 H461 H 1H46 N N N 0 1.204 3.344 0.42
91 H462 H 2H46 N N N 0 0.462 4.404 1.643
92 H463 H 3H46 N N N 0 2.179 3.955 1.779
93 H471 H 1H47 N N N 0 1.398 3.119 4.237
94 H472 H 2H47 N N N 0 -0.127 3.801 3.624
95 H473 H 3H47 N N N 0 -0.085 2.136 4.254
96 HC71 H 1HC7 N N N 0 -7.957 -0.524 -0.225
97 HN01 H 1HN0 N N N 0 1.692 1.013 -4.833
98 HO11 H 1HO1 N N N 0 3.387 0.427 -4.398
99 N01 N N01 N N N 0 0.957 0.431 -4.585
100 O01 O O01 N N N 0 -1.446 2.756 1.663
101 O02 O O02 N N N 0 -2.275 0.211 1.905
102 O03 O O03 N N N 0 -3.428 1.719 3.056
103 O04 O O04 N N N 0 -0.542 -1.783 0.543
104 O05 O O05 N N N 0 -1.443 -3.783 0.282
105 O06 O O06 N N N 0 -1.623 -3.281 3.252
106 O07 O O07 N N N 0 -0.584 -2.348 5.187
107 O08 O O08 N N N 0 3.02 -1.439 3.787
108 O09 O O09 N N N 0 2.672 1.717 4.599
109 O10 O O10 N N N 0 4.7 1.063 5.185
110 O11 O O11 N N N 0 1.408 0.177 -1.145
111 O12 O O12 N N N 0 3.116 1.24 -2.061
112 O13 O O13 N N N 0 3.604 -0.427 -4.001
113 O14 O O14 N N N 0 -1.234 0.082 -4.515



TA1 : Chemical Bonds

Total Number of Bonds: 119
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O01 C01 O C sing 1.44 N N
2 O01 H011 O H sing 0.97 N N
3 C01 C02 C C sing 1.54 N N
4 C01 C43 C C sing 1.52 N N
5 C01 C45 C C sing 1.52 N N
6 C02 O02 C O sing 1.47 N N
7 C02 C10 C C sing 1.53 N N
8 C02 H021 C H sing 1.09 N N
9 O02 C03 O C sing 1.35 N N
10 C03 O03 C O doub 1.22 N N
11 C03 C04 C C sing 1.48 N N
12 C04 C05 C C doub 1.4 N Y
13 C04 C09 C C sing 1.4 N Y
14 C05 C06 C C sing 1.38 N Y
15 C05 H051 C H sing 1.08 N N
16 C06 C07 C C doub 1.38 N Y
17 C06 H061 C H sing 1.08 N N
18 C07 C08 C C sing 1.38 N Y
19 C07 HC71 C H sing 1.08 N N
20 C08 C09 C C doub 1.38 N Y
21 C08 H081 C H sing 1.08 N N
22 C09 H091 C H sing 1.08 N N
23 C10 C11 C C sing 1.51 N N
24 C10 C18 C C sing 1.49 N N
25 C10 H101 C H sing 1.11 N N
26 C11 O04 C O sing 1.46 N N
27 C11 C14 C C sing 1.53 N N
28 C11 C15 C C sing 1.52 N N
29 O04 C12 O C sing 1.34 N N
30 C12 O05 C O doub 1.21 N N
31 C12 C13 C C sing 1.51 N N
32 C13 H131 C H sing 1.09 N N
33 C13 H132 C H sing 1.09 N N
34 C13 H133 C H sing 1.09 N N
35 C14 O06 C O sing 1.43 N N
36 C14 H141 C H sing 1.09 N N
37 C14 H142 C H sing 1.09 N N
38 O06 C15 O C sing 1.43 N N
39 C15 C16 C C sing 1.53 N N
40 C15 H151 C H sing 1.09 N N
41 C16 C17 C C sing 1.52 N N
42 C16 H161 C H sing 1.09 N N
43 C16 H162 C H sing 1.09 N N
44 C17 O07 C O sing 1.42 N N
45 C17 C18 C C sing 1.53 N N
46 C17 H171 C H sing 1.1 N N
47 O07 H071 O H sing 0.97 N N
48 C18 C19 C C sing 1.52 N N
49 C18 C20 C C sing 1.51 N N
50 C19 H191 C H sing 1.09 N N
51 C19 H192 C H sing 1.09 N N
52 C19 H193 C H sing 1.09 N N
53 C20 O08 C O doub 1.23 N N
54 C20 C21 C C sing 1.52 N N
55 C21 O09 C O sing 1.44 N N
56 C21 C24 C C sing 1.5 N N
57 C21 H211 C H sing 1.12 N N
58 O09 C22 O C sing 1.34 N N
59 C22 O10 C O doub 1.21 N N
60 C22 C23 C C sing 1.51 N N
61 C23 H231 C H sing 1.09 N N
62 C23 H232 C H sing 1.09 N N
63 C23 H233 C H sing 1.09 N N
64 C24 C25 C C doub 1.33 N N
65 C24 C45 C C sing 1.49 N N
66 C25 C26 C C sing 1.51 N N
67 C25 C44 C C sing 1.52 N N
68 C26 O11 C O sing 1.46 N N
69 C26 C43 C C sing 1.52 N N
70 C26 H261 C H sing 1.09 N N
71 O11 C27 O C sing 1.34 N N
72 C27 O12 C O doub 1.21 N N
73 C27 C28 C C sing 1.51 N N
74 C28 O13 C O sing 1.43 N N
75 C28 C29 C C sing 1.53 N N
76 C28 H281 C H sing 1.09 N N
77 O13 HO11 O H sing 0.97 N N
78 C29 N01 C N sing 1.46 N N
79 C29 C37 C C sing 1.51 N N
80 C29 H291 C H sing 1.09 N N
81 N01 C30 N C sing 1.35 N N
82 N01 HN01 N H sing 0.97 N N
83 C30 O14 C O doub 1.21 N N
84 C30 C31 C C sing 1.48 N N
85 C31 C32 C C doub 1.4 N Y
86 C31 C36 C C sing 1.4 N Y
87 C32 C33 C C sing 1.38 N Y
88 C32 H321 C H sing 1.08 N N
89 C33 C34 C C doub 1.38 N Y
90 C33 H331 C H sing 1.08 N N
91 C34 C35 C C sing 1.38 N Y
92 C34 H341 C H sing 1.08 N N
93 C35 C36 C C doub 1.38 N Y
94 C35 H351 C H sing 1.08 N N
95 C36 H361 C H sing 1.08 N N
96 C37 C38 C C doub 1.38 N Y
97 C37 C42 C C sing 1.38 N Y
98 C38 C39 C C sing 1.38 N Y
99 C38 H381 C H sing 1.08 N N
100 C39 C40 C C doub 1.38 N Y
101 C39 H391 C H sing 1.08 N N
102 C40 C41 C C sing 1.38 N Y
103 C40 H401 C H sing 1.08 N N
104 C41 C42 C C doub 1.38 N Y
105 C41 H411 C H sing 1.08 N N
106 C42 H421 C H sing 1.08 N N
107 C43 H431 C H sing 1.09 N N
108 C43 H432 C H sing 1.1 N N
109 C44 H441 C H sing 1.09 N N
110 C44 H442 C H sing 1.09 N N
111 C44 H443 C H sing 1.09 N N
112 C45 C46 C C sing 1.54 N N
113 C45 C47 C C sing 1.52 N N
114 C46 H461 C H sing 1.09 N N
115 C46 H462 C H sing 1.09 N N
116 C46 H463 C H sing 1.09 N N
117 C47 H471 C H sing 1.09 N N
118 C47 H472 C H sing 1.09 N N
119 C47 H473 C H sing 1.09 N N



TA1 : Used in PDB Entries

Total Number of PDB Entries: 64
Ligand Code PDB Entry ID Type Total Distinct
TA1 1jff Open in New Window Bound ligand 1 1
TA1 2hxf Open in New Window Bound ligand 1 1
TA1 2hxh Open in New Window Bound ligand 1 1
TA1 2p4n Open in New Window Bound ligand 1 1
TA1 2wbe Open in New Window Bound ligand 1 1
TA1 3dco Open in New Window Bound ligand 1 1
TA1 3edl Open in New Window Bound ligand 1 1
TA1 3iz0 Open in New Window Bound ligand 1 1
TA1 3j6g Open in New Window Bound ligand 9 1
TA1 3j6p Open in New Window Bound ligand 1 1
TA1 4aqv Open in New Window Bound ligand 1 1
TA1 4aqw Open in New Window Bound ligand 1 1
TA1 4ck5 Open in New Window Bound ligand 1 1
TA1 4ck6 Open in New Window Bound ligand 1 1
TA1 4ck7 Open in New Window Bound ligand 1 1
TA1 4uxo Open in New Window Bound ligand 1 1
TA1 4uxp Open in New Window Bound ligand 1 1
TA1 4uxr Open in New Window Bound ligand 1 1
TA1 4uxs Open in New Window Bound ligand 1 1
TA1 4uxt Open in New Window Bound ligand 1 1
TA1 4uxy Open in New Window Bound ligand 1 1
TA1 4uy0 Open in New Window Bound ligand 1 1
TA1 5hnw Open in New Window Bound ligand 1 1
TA1 5hnx Open in New Window Bound ligand 1 1
TA1 5hny Open in New Window Bound ligand 1 1
TA1 5hnz Open in New Window Bound ligand 1 1
TA1 5m50 Open in New Window Bound ligand 2 1
TA1 5m54 Open in New Window Bound ligand 2 1
TA1 5m5c Open in New Window Bound ligand 2 1
TA1 5m5i Open in New Window Bound ligand 1 1
TA1 5m5l Open in New Window Bound ligand 1 1
TA1 5m5m Open in New Window Bound ligand 1 1
TA1 5m5n Open in New Window Bound ligand 1 1
TA1 5m5o Open in New Window Bound ligand 1 1
TA1 5mm4 Open in New Window Bound ligand 1 1
TA1 5mm7 Open in New Window Bound ligand 1 1
TA1 5nd2 Open in New Window Bound ligand 1 1
TA1 5nd3 Open in New Window Bound ligand 1 1
TA1 5nd4 Open in New Window Bound ligand 1 1
TA1 5nd7 Open in New Window Bound ligand 1 1
TA1 5oam Open in New Window Bound ligand 1 1
TA1 5ocu Open in New Window Bound ligand 1 1
TA1 5ogc Open in New Window Bound ligand 1 1
TA1 5sye Open in New Window Bound ligand 1 1
TA1 5syf Open in New Window Bound ligand 1 1
TA1 5w3j Open in New Window Bound ligand 1 1
TA1 6b0c Open in New Window Bound ligand 1 1
TA1 6b0i Open in New Window Bound ligand 1 1
TA1 6b0l Open in New Window Bound ligand 1 1
TA1 6ew0 Open in New Window Bound ligand 6 1
TA1 6i2i Open in New Window Bound ligand 1 1
TA1 6mlq Open in New Window Bound ligand 1 1
TA1 6mlr Open in New Window Bound ligand 1 1
TA1 6qex Open in New Window Bound ligand 1 1
TA1 6qus Open in New Window Bound ligand 2 1
TA1 6quy Open in New Window Bound ligand 2 1
TA1 6qve Open in New Window Bound ligand 2 1
TA1 6qvj Open in New Window Bound ligand 2 1
TA1 6rza Open in New Window Bound ligand 2 1
TA1 6rzb Open in New Window Bound ligand 1 1
TA1 6ve7 Open in New Window Bound ligand 16 1
TA1 6wvl Open in New Window Bound ligand 2 1
TA1 6wvm Open in New Window Bound ligand 2 1
TA1 6wvr Open in New Window Bound ligand 2 1