Chemical Components in the PDB

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COW : Summary

Code

COW

One-letter code

X

Molecule name

Anthraniloyl-coenzyme A

Systematic names

ProgramVersionName
ACDLabs 10.04 S-{(9R,13R,15S)-17-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-9,13,15-trihydroxy-10,10-dimethyl-13,15-dioxido-4,8-dioxo-12,14,16-trioxa-3,7-diaza-13,15-diphosphaheptadec-1-yl} 2-aminobenzenecarbothioate (non-preferred name)
OpenEye OEToolkits 1.5.0 S-[2-[3-[[(2R)-4-[[[(3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-2-hydroxy-3,3-dimethyl-butanoyl]amino]propanoylamino]ethyl] 2-aminobenzenecarbothioate

Formula

C28 H41 N8 O17 P3 S

Formal charge

0

Molecular weight

886.655 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3OP(=O)(O)O)c4ccccc4N
SMILES CACTVS 3.341 CC(C)(CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[CH](O)C(=O)NCCC(=O)NCCSC(=O)c4ccccc4N
SMILES OpenEye OEToolkits 1.5.0 CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCSC(=O)c4ccccc4N)O
Canonical SMILES CACTVS 3.341 CC(C)(CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c4ccccc4N
Canonical SMILES OpenEye OEToolkits 1.5.0 CC(C)(CO[P@@](=O)(O)O[P@@](=O)(O)OCC1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCSC(=O)c4ccccc4N)O

IUPAC InChI

InChI=1S/C28H41N8O17P3S/c1-28(2,22(39)25(40)32-8-7-18(37)31-9-10-57-27(41)15-5-3-4-6-16(15)29)12-50-56(47,48)53-55(45,46)49-11-17-21(52-54(42,43)44)20(38)26(51-17)36-14-35-19-23(30)33-13-34-24(19)36/h3-6,13-14,17,20-22,26,38-39H,7-12,29H2,1-2H3,(H,31,37)(H,32,40)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/t17-,20-,21-,22+,26-/m1/s1

IUPAC InChI key

XLURBJBQJZCJHJ-TYHXJLICSA-N
COW

wwPDB Information

Atom count

98 (57 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2009-04-28

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



COW : Atoms of Molecule

Total Number of Atoms: 98
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O31 O O31 N N N 0 9.486 2.63 2.127
2 P3 P P3 N N N 0 9.394 1.656 1.016
3 O33 O O33 N N N 0 10.663 1.832 0.041
4 O32 O O32 N N N 0 9.379 0.161 1.614
5 O3' O O3' N N N 0 8.039 1.916 0.186
6 C3' C C3' S N N 0 6.746 1.936 0.794
7 C2' C C2' R N N 0 6.015 3.262 0.468
8 O2' O O2' N N N 0 6.945 4.273 0.076
9 C1' C C1' R N N 0 5.111 2.85 -0.722
10 N9 N N9 N Y N 0 3.949 3.737 -0.818
11 C4 C C4 N Y N 0 3.903 4.947 -1.464
12 N3 N N3 N Y N 0 4.775 5.677 -2.153
13 C2 C C2 N Y N 0 4.42 6.835 -2.667
14 N1 N N1 N Y N 0 3.203 7.33 -2.531
15 C6 C C6 N Y N 0 2.265 6.671 -1.859
16 N6 N N6 N N N 0 0.992 7.197 -1.721
17 C5 C C5 N Y N 0 2.595 5.429 -1.291
18 N7 N N7 N Y N 0 1.923 4.506 -0.562
19 C8 C C8 N Y N 0 2.714 3.51 -0.288
20 O4' O O4' N N N 0 4.699 1.508 -0.383
21 C4' C C4' R N N 0 5.844 0.847 0.181
22 C5' C C5' N N N 0 5.397 -0.131 1.269
23 O5' O O5' N N N 0 4.659 -1.2 0.674
24 P1 P P1 S N N 0 4.034 -2.415 1.526
25 O11 O O11 N N N 0 5.224 -3.275 2.187
26 O12 O O12 N N N 0 3.165 -1.872 2.595
27 O6 O O6 N N N 0 3.164 -3.36 0.555
28 P2 P P2 R N N 0 1.997 -4.443 0.799
29 O21 O O21 N N N 0 2.637 -5.795 1.393
30 O22 O O22 N N N 0 1.013 -3.899 1.762
31 O7 O O7 N N N 0 1.263 -4.764 -0.596
32 C8B C C8B N N N 0 0.115 -5.609 -0.695
33 C8A C C8A N N N 0 -0.327 -5.7 -2.157
34 C89 C C89 N N N 0 -0.678 -4.302 -2.672
35 C88 C C88 N N N 0 0.81 -6.283 -2.999
36 C87 C C87 R N N 0 -1.556 -6.605 -2.263
37 O83 O O83 N N N 0 -1.193 -7.944 -1.919
38 C86 C C86 N N N 0 -2.624 -6.116 -1.318
39 O82 O O82 N N N 0 -2.872 -6.74 -0.309
40 N82 N N82 N N N 0 -3.302 -4.984 -1.596
41 C85 C C85 N N N 0 -4.265 -4.452 -0.629
42 C84 C C84 N N N 0 -4.891 -3.172 -1.185
43 C83 C C83 N N N 0 -5.882 -2.624 -0.191
44 O81 O O81 N N N 0 -6.07 -3.202 0.859
45 N81 N N81 N N N 0 -6.561 -1.493 -0.468
46 C82 C C82 N N N 0 -7.524 -0.961 0.499
47 C81 C C81 N N N 0 -8.15 0.32 -0.057
48 S S S N N N 0 -9.341 0.977 1.137
49 C78 C C78 N N N 0 -9.891 2.406 0.266
50 O79 O O79 N N N 0 -9.435 2.662 -0.833
51 C77 C C77 N Y N 0 -10.904 3.292 0.868
52 C72 C C72 N Y N 0 -11.436 4.361 0.129
53 C74 C C74 N Y N 0 -12.81 4.959 2.002
54 N71 N N71 N N N 0 -11.012 4.589 -1.174
55 C76 C C76 N Y N 0 -11.344 3.07 2.175
56 C75 C C75 N Y N 0 -12.291 3.902 2.732
57 C73 C C73 N Y N 0 -12.39 5.188 0.708
58 HO33 H HO33 N N N 0 11.515 1.689 0.475
59 HO32 H HO32 N N N 0 9.319 -0.531 0.941
60 H3' H H3' N N N 0 6.83 1.8 1.872
61 H2' H H2' N N N 0 5.416 3.594 1.316
62 HO2' H HO2' N N N 0 6.535 5.122 -0.139
63 H1' H H1' N N N 0 5.677 2.854 -1.653
64 H2 H H2 N N N 0 5.153 7.403 -3.222
65 HN6 H HN6 N N N 0 0.776 8.055 -2.118
66 HN6A H HN6A N N N 0 0.316 6.707 -1.228
67 H8 H H8 N N N 0 2.434 2.634 0.278
68 H4' H H4' N N N 0 6.386 0.314 -0.6
69 H5' H H5' N N N 0 6.273 -0.533 1.778
70 H5'A H H5'A N N N 0 4.765 0.39 1.989
71 H8BA H H8BA N N N 0 -0.695 -5.194 -0.096
72 HO11 H HO11 N N N 0 5.833 -3.662 1.543
73 HO21 H HO21 N N N 0 3.293 -6.208 0.814
74 H8B H H8B N N N 0 0.364 -6.605 -0.329
75 H89 H H89 N N N 0 0.207 -3.667 -2.627
76 H89A H H89A N N N 0 -1.024 -4.371 -3.703
77 H89B H H89B N N N 0 -1.465 -3.874 -2.052
78 H88 H H88 N N N 0 1.124 -7.236 -2.574
79 H88A H H88A N N N 0 0.463 -6.438 -4.021
80 H88B H H88B N N N 0 1.652 -5.591 -3.001
81 H87 H H87 N N N 0 -1.937 -6.583 -3.284
82 HO83 H HO83 N N N 0 -0.845 -8.039 -1.021
83 HN82 H HN82 N N N 0 -3.151 -4.523 -2.435
84 H85 H H85 N N N 0 -5.047 -5.191 -0.451
85 H85A H H85A N N N 0 -3.755 -4.231 0.308
86 H84 H H84 N N N 0 -4.109 -2.433 -1.363
87 H84A H H84A N N N 0 -5.401 -3.393 -2.122
88 HN81 H HN81 N N N 0 -6.41 -1.031 -1.308
89 H82 H H82 N N N 0 -8.306 -1.7 0.676
90 H82A H H82A N N N 0 -7.014 -0.739 1.436
91 H81 H H81 N N N 0 -7.368 1.058 -0.235
92 H81A H H81A N N N 0 -8.66 0.098 -0.994
93 HN71 H HN71 N N N 0 -10.642 3.861 -1.697
94 HN7A H HN7A N N N 0 -11.086 5.476 -1.559
95 H76 H H76 N N N 0 -10.943 2.248 2.748
96 H75 H H75 N N N 0 -12.63 3.729 3.743
97 H74 H H74 N N N 0 -13.552 5.605 2.448
98 H73 H H73 N N N 0 -12.8 6.015 0.146



COW : Chemical Bonds

Total Number of Bonds: 101
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O31 P3 O P doub 1.48 N N
2 P3 O33 P O sing 1.61 N N
3 P3 O3' P O sing 1.61 N N
4 P3 O32 P O sing 1.61 N N
5 O33 HO33 O H sing 0.97 N N
6 O32 HO32 O H sing 0.97 N N
7 C3' O3' C O sing 1.43 N N
8 C3' C4' C C sing 1.54 N N
9 C3' H3' C H sing 1.09 N N
10 C2' C3' C C sing 1.55 N N
11 C2' O2' C O sing 1.43 N N
12 C2' H2' C H sing 1.09 N N
13 O2' HO2' O H sing 0.97 N N
14 C1' C2' C C sing 1.55 N N
15 C1' O4' C O sing 1.44 N N
16 C1' H1' C H sing 1.09 N N
17 N9 C1' N C sing 1.47 N N
18 N9 C8 N C sing 1.36 N Y
19 C4 N9 C N sing 1.37 N Y
20 N3 C4 N C sing 1.33 N Y
21 C2 N3 C N doub 1.32 N Y
22 C2 H2 C H sing 1.08 N N
23 N1 C2 N C sing 1.32 N Y
24 N1 C6 N C doub 1.33 N Y
25 C6 C5 C C sing 1.41 N Y
26 N6 C6 N C sing 1.38 N N
27 N6 HN6 N H sing 0.97 N N
28 N6 HN6A N H sing 0.97 N N
29 C5 C4 C C doub 1.4 N Y
30 C5 N7 C N sing 1.35 N Y
31 N7 C8 N C doub 1.3 N Y
32 C8 H8 C H sing 1.08 N N
33 O4' C4' O C sing 1.44 N N
34 C4' C5' C C sing 1.53 N N
35 C4' H4' C H sing 1.09 N N
36 C5' H5' C H sing 1.09 N N
37 C5' H5'A C H sing 1.09 N N
38 O5' C5' O C sing 1.43 N N
39 P1 O5' P O sing 1.61 N N
40 P1 O6 P O sing 1.61 N N
41 P1 O11 P O sing 1.61 N N
42 O11 HO11 O H sing 0.97 N N
43 O12 P1 O P doub 1.48 N N
44 O6 P2 O P sing 1.61 N N
45 P2 O21 P O sing 1.61 N N
46 O21 HO21 O H sing 0.97 N N
47 O22 P2 O P doub 1.48 N N
48 O7 P2 O P sing 1.61 N N
49 C8B O7 C O sing 1.43 N N
50 C8B C8A C C sing 1.53 N N
51 C8B H8B C H sing 1.09 N N
52 C8B H8BA C H sing 1.09 N N
53 C8A C88 C C sing 1.53 N N
54 C8A C87 C C sing 1.53 N N
55 C89 C8A C C sing 1.53 N N
56 C89 H89 C H sing 1.09 N N
57 C89 H89A C H sing 1.09 N N
58 C89 H89B C H sing 1.09 N N
59 C88 H88 C H sing 1.09 N N
60 C88 H88A C H sing 1.09 N N
61 C88 H88B C H sing 1.09 N N
62 C87 C86 C C sing 1.51 N N
63 C87 H87 C H sing 1.09 N N
64 O83 C87 O C sing 1.43 N N
65 O83 HO83 O H sing 0.97 N N
66 C86 O82 C O doub 1.21 N N
67 N82 C86 N C sing 1.35 N N
68 N82 HN82 N H sing 0.97 N N
69 C85 N82 C N sing 1.46 N N
70 C85 H85 C H sing 1.09 N N
71 C85 H85A C H sing 1.09 N N
72 C84 C85 C C sing 1.53 N N
73 C84 H84 C H sing 1.09 N N
74 C84 H84A C H sing 1.09 N N
75 C83 C84 C C sing 1.51 N N
76 C83 O81 C O doub 1.21 N N
77 N81 C83 N C sing 1.35 N N
78 N81 HN81 N H sing 0.97 N N
79 C82 N81 C N sing 1.46 N N
80 C82 H82 C H sing 1.09 N N
81 C82 H82A C H sing 1.09 N N
82 C81 C82 C C sing 1.53 N N
83 C81 H81 C H sing 1.09 N N
84 C81 H81A C H sing 1.09 N N
85 S C81 S C sing 1.81 N N
86 S C78 S C sing 1.76 N N
87 C78 O79 C O doub 1.22 N N
88 C77 C78 C C sing 1.47 N N
89 C72 C77 C C sing 1.4 N Y
90 C72 N71 C N sing 1.39 N N
91 N71 HN71 N H sing 0.97 N N
92 N71 HN7A N H sing 0.97 N N
93 C76 C77 C C doub 1.4 N Y
94 C76 H76 C H sing 1.08 N N
95 C75 C76 C C sing 1.38 N Y
96 C75 H75 C H sing 1.08 N N
97 C74 C75 C C doub 1.39 N Y
98 C74 C73 C C sing 1.38 N Y
99 C74 H74 C H sing 1.08 N N
100 C73 C72 C C doub 1.39 N Y
101 C73 H73 C H sing 1.08 N N



COW : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
COW 3h77 Open in New Window Bound ligand 2 1