Chemical Components in the PDB

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KUX : Summary

Code

KUX

One-letter code

X

Molecule name

5'-O-[(4-cyano-2-hydroxybenzoyl)sulfamoyl]adenosine

Systematic names

ProgramVersionName
ACDLabs 12.01 5'-O-[(4-cyano-2-hydroxybenzoyl)sulfamoyl]adenosine
OpenEye OEToolkits 2.0.7 [(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl ~{N}-(4-cyano-2-oxidanyl-phenyl)carbonylsulfamate

Formula

C18 H17 N7 O8 S

Formal charge

0

Molecular weight

491.435 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 N#Cc1ccc(c(O)c1)C(=O)NS(=O)(=O)OCC1OC(n2cnc3c(N)ncnc32)C(O)C1O
SMILES CACTVS 3.385 Nc1ncnc2n(cnc12)[CH]3O[CH](CO[S](=O)(=O)NC(=O)c4ccc(cc4O)C#N)[CH](O)[CH]3O
SMILES OpenEye OEToolkits 2.0.7 c1cc(c(cc1C#N)O)C(=O)NS(=O)(=O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O
Canonical SMILES CACTVS 3.385 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[S](=O)(=O)NC(=O)c4ccc(cc4O)C#N)[C@@H](O)[C@H]3O
Canonical SMILES OpenEye OEToolkits 2.0.7 c1cc(c(cc1C#N)O)C(=O)NS(=O)(=O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O

IUPAC InChI

InChI=1S/C18H17N7O8S/c19-4-8-1-2-9(10(26)3-8)17(29)24-34(30,31)32-5-11-13(27)14(28)18(33-11)25-7-23-12-15(20)21-6-22-16(12)25/h1-3,6-7,11,13-14,18,26-28H,5H2,(H,24,29)(H2,20,21,22)/t11-,13-,14-,18-/m1/s1

IUPAC InChI key

WCJMOPOQHFMEGK-XWXWGSFUSA-N
KUX

wwPDB Information

Atom count

51 (34 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2022-02-16

Last modified at

2022-05-13

Status

Released

Obsoleted

Not Assigned



KUX : Atoms of Molecule

Total Number of Atoms: 51
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C10 C C1 N N N 0 -3.188 0.497 0.706
2 C15 C C2 R N N 0 1.097 2.676 -0.19
3 C20 C C3 R N N 0 2.745 1.097 0.056
4 C22 C C4 N Y N 0 4.231 -0.939 0.289
5 C24 C C5 N Y N 0 6.432 -1.351 0.808
6 C26 C C6 N Y N 0 5.103 -3.185 0.362
7 C28 C C7 N Y N 0 4.016 -2.321 0.151
8 C02 C C8 N Y N 0 -3.672 -1.938 0.938
9 C03 C C9 N Y N 0 -4.181 -3.122 0.43
10 C04 C C10 N Y N 0 -4.744 -3.146 -0.845
11 C05 C C11 N N N 0 -5.271 -4.37 -1.371
12 C07 C C12 N Y N 0 -4.795 -1.978 -1.611
13 C08 C C13 N Y N 0 -4.291 -0.8 -1.11
14 C09 C C14 N Y N 0 -3.73 -0.767 0.169
15 C14 C C15 N N N 0 -0.391 2.876 -0.484
16 C16 C C16 S N N 0 1.922 2.79 -1.49
17 C18 C C17 R N N 0 3.032 1.727 -1.325
18 C30 C C18 N Y N 0 2.128 -1.331 -0.245
19 N06 N N1 N N N 0 -5.689 -5.34 -1.788
20 N11 N N2 N N N 0 -3.235 1.62 -0.038
21 N21 N N3 N Y N 0 3.023 -0.341 0.033
22 N23 N N4 N Y N 0 5.443 -0.503 0.616
23 N25 N N5 N Y N 0 6.278 -2.657 0.689
24 N27 N N6 N N N 0 4.953 -4.556 0.24
25 N29 N N7 N Y N 0 2.713 -2.492 -0.176
26 O01 O O1 N N N 0 -3.123 -1.91 2.178
27 O13 O O2 N N N 0 -1.128 2.847 0.74
28 O17 O O3 N N N 0 2.493 4.095 -1.609
29 O19 O O4 N N N 0 4.322 2.342 -1.336
30 O31 O O5 N N N 0 1.338 1.334 0.288
31 O32 O O6 N N N 0 -2.792 4.011 -0.457
32 O33 O O7 N N N 0 -3.168 3.183 1.871
33 O34 O O8 N N N 0 -2.705 0.526 1.822
34 S12 S S1 N N N 0 -2.628 3.038 0.565
35 H151 H H1 N N N 0 1.439 3.407 0.543
36 H201 H H2 N N N 0 3.344 1.586 0.825
37 H241 H H3 N N N 0 7.404 -0.964 1.075
38 H031 H H4 N N N 0 -4.141 -4.025 1.021
39 H071 H H5 N N N 0 -5.232 -2.0 -2.599
40 H081 H H6 N N N 0 -4.331 0.1 -1.705
41 H142 H H7 N N N 0 -0.538 3.839 -0.974
42 H141 H H8 N N N 0 -0.743 2.078 -1.139
43 H161 H H9 N N N 0 1.302 2.565 -2.358
44 H181 H H10 N N N 0 2.959 0.975 -2.11
45 H301 H H11 N N N 0 1.087 -1.175 -0.488
46 H111 H H12 N N N 0 -3.624 1.597 -0.926
47 H272 H H13 N N N 0 4.088 -4.93 0.007
48 H271 H H14 N N N 0 5.711 -5.142 0.388
49 H011 H H15 N N N 0 -2.174 -2.094 2.192
50 H171 H H16 N N N 0 3.022 4.221 -2.408
51 H191 H H17 N N N 0 4.554 2.754 -2.18



KUX : Chemical Bonds

Total Number of Bonds: 54
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C24 N25 C N doub 1.32 N Y
2 C24 N23 C N sing 1.32 N Y
3 N25 C26 N C sing 1.33 N Y
4 N23 C22 N C doub 1.33 N Y
5 C26 N27 C N sing 1.38 N N
6 C26 C28 C C doub 1.4 N Y
7 C22 C28 C C sing 1.41 N Y
8 C22 N21 C N sing 1.37 N Y
9 C28 N29 C N sing 1.35 N Y
10 O19 C18 O C sing 1.43 N N
11 N21 C20 N C sing 1.46 N N
12 N21 C30 N C sing 1.36 N Y
13 C18 C20 C C sing 1.54 N N
14 C18 C16 C C sing 1.55 N N
15 N29 C30 N C doub 1.3 N Y
16 C20 O31 C O sing 1.45 N N
17 C16 O17 C O sing 1.43 N N
18 C16 C15 C C sing 1.54 N N
19 O31 C15 O C sing 1.44 N N
20 C15 C14 C C sing 1.53 N N
21 C14 O13 C O sing 1.43 N N
22 O34 C10 O C doub 1.22 N N
23 C08 C07 C C doub 1.38 N Y
24 C08 C09 C C sing 1.4 N Y
25 C07 C04 C C sing 1.4 N Y
26 O13 S12 O S sing 1.52 N N
27 C10 C09 C C sing 1.48 N N
28 C10 N11 C N sing 1.35 N N
29 C09 C02 C C doub 1.4 N Y
30 C04 C05 C C sing 1.43 N N
31 C04 C03 C C doub 1.39 N Y
32 C05 N06 C N trip 1.14 N N
33 S12 N11 S N sing 1.66 N N
34 S12 O32 S O doub 1.42 N N
35 S12 O33 S O doub 1.42 N N
36 C02 C03 C C sing 1.39 N Y
37 C02 O01 C O sing 1.36 N N
38 C15 H151 C H sing 1.09 N N
39 C20 H201 C H sing 1.09 N N
40 C24 H241 C H sing 1.08 N N
41 C03 H031 C H sing 1.08 N N
42 C07 H071 C H sing 1.08 N N
43 C08 H081 C H sing 1.08 N N
44 C14 H142 C H sing 1.09 N N
45 C14 H141 C H sing 1.09 N N
46 C16 H161 C H sing 1.09 N N
47 C18 H181 C H sing 1.09 N N
48 C30 H301 C H sing 1.08 N N
49 N11 H111 N H sing 0.97 N N
50 N27 H272 N H sing 0.97 N N
51 N27 H271 N H sing 0.97 N N
52 O01 H011 O H sing 0.97 N N
53 O17 H171 O H sing 0.97 N N
54 O19 H191 O H sing 0.97 N N



KUX : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
KUX 7tz4 Open in New Window Bound ligand 1 1