Chemical Components in the PDB

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82Y : Summary

Code

82Y

One-letter code

X

Molecule name

N-hydroxy-4-[5-(morpholin-4-yl)-7-oxo-7H-thieno[3,2-b]pyran-3-yl]benzamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-hydroxy-4-[5-(morpholin-4-yl)-7-oxo-7H-thieno[3,2-b]pyran-3-yl]benzamide
OpenEye OEToolkits 2.0.6 4-(5-morpholin-4-yl-7-oxidanylidene-thieno[3,2-b]pyran-3-yl)-~{N}-oxidanyl-benzamide

Formula

C18 H16 N2 O5 S

Formal charge

0

Molecular weight

372.395 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c1cc(ccc1C(NO)=O)c2c3c(sc2)C(C=C(O3)N4CCOCC4)=O
SMILES CACTVS 3.385 ONC(=O)c1ccc(cc1)c2csc3C(=O)C=C(Oc23)N4CCOCC4
SMILES OpenEye OEToolkits 2.0.6 c1cc(ccc1c2csc3c2OC(=CC3=O)N4CCOCC4)C(=O)NO
Canonical SMILES CACTVS 3.385 ONC(=O)c1ccc(cc1)c2csc3C(=O)C=C(Oc23)N4CCOCC4
Canonical SMILES OpenEye OEToolkits 2.0.6 c1cc(ccc1c2csc3c2OC(=CC3=O)N4CCOCC4)C(=O)NO

IUPAC InChI

InChI=1S/C18H16N2O5S/c21-14-9-15(20-5-7-24-8-6-20)25-16-13(10-26-17(14)16)11-1-3-12(4-2-11)18(22)19-23/h1-4,9-10,23H,5-8H2,(H,19,22)

IUPAC InChI key

SEKOPSVILCFYRX-UHFFFAOYSA-N
82Y

wwPDB Information

Atom count

42 (26 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2016-12-20

Last modified at

2017-02-03

Status

Released

Obsoleted

Not Assigned



82Y : Atoms of Molecule

Total Number of Atoms: 42
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C10 C C1 N Y N 0 2.859 -0.034 0.845
2 C15 C C2 N Y N 0 -1.287 1.292 0.078
3 C17 C C3 N N N 0 -2.588 -0.683 0.224
4 C22 C C4 N N N 0 -3.738 -2.816 -0.29
5 C26 C C5 N N N 0 -1.523 -2.809 0.919
6 O01 O O1 N N N 0 6.769 -1.73 0.678
7 N02 N N1 N N N 0 5.475 -1.159 0.723
8 C03 C C6 N N N 0 5.113 -0.238 -0.193
9 O04 O O2 N N N 0 5.898 0.102 -1.056
10 C05 C C7 N Y N 0 3.763 0.357 -0.147
11 C06 C C8 N Y N 0 3.387 1.312 -1.096
12 C07 C C9 N Y N 0 2.133 1.865 -1.053
13 C08 C C10 N Y N 0 1.232 1.474 -0.061
14 C09 C C11 N Y N 0 1.606 0.52 0.887
15 C11 C C12 N Y N 0 -0.123 2.071 -0.015
16 C12 C C13 N Y N 0 -0.326 3.397 -0.06
17 S13 S S1 N Y N 0 -1.988 3.767 0.011
18 C14 C C14 N Y N 0 -2.424 2.067 0.105
19 O16 O O3 N N N 0 -1.408 -0.063 0.136
20 C18 C C15 N N N 0 -3.763 0.001 0.261
21 C19 C C16 N N N 0 -3.735 1.409 0.201
22 O20 O O4 N N N 0 -4.768 2.063 0.231
23 N21 N N2 N N N 0 -2.615 -2.056 0.283
24 C23 C C17 N N N 0 -3.167 -3.909 -1.201
25 O24 O O5 N N N 0 -2.193 -4.664 -0.477
26 C25 C C18 N N N 0 -1.06 -3.903 -0.051
27 H1 H H1 N N N 0 3.147 -0.775 1.577
28 H3 H H3 N N N 0 -4.319 -3.273 0.512
29 H4 H H4 N N N 0 -4.375 -2.149 -0.871
30 H5 H H5 N N N 0 -0.693 -2.137 1.139
31 H6 H H6 N N N 0 -1.881 -3.264 1.843
32 H7 H H7 N N N 0 6.937 -2.38 1.375
33 H8 H H8 N N N 0 4.848 -1.43 1.411
34 H9 H H9 N N N 0 4.085 1.615 -1.863
35 H10 H H10 N N N 0 1.843 2.602 -1.786
36 H11 H H11 N N N 0 0.906 0.215 1.651
37 H12 H H12 N N N 0 0.46 4.134 -0.131
38 H13 H H13 N N N 0 -4.703 -0.526 0.333
39 H16 H H16 N N N 0 -3.972 -4.569 -1.526
40 H17 H H17 N N N 0 -2.699 -3.449 -2.072
41 H18 H H18 N N N 0 -0.584 -3.444 -0.917
42 H19 H H19 N N N 0 -0.349 -4.559 0.451



82Y : Chemical Bonds

Total Number of Bonds: 45
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O01 N02 O N sing 1.42 N N
2 C25 O24 C O sing 1.43 N N
3 C25 C26 C C sing 1.53 N N
4 O04 C03 O C doub 1.22 N N
5 N02 C03 N C sing 1.35 N N
6 O24 C23 O C sing 1.43 N N
7 C03 C05 C C sing 1.48 N N
8 C23 C22 C C sing 1.53 N N
9 C26 N21 C N sing 1.47 N N
10 C05 C06 C C doub 1.4 N Y
11 C05 C10 C C sing 1.4 N Y
12 C06 C07 C C sing 1.37 N Y
13 C10 C09 C C doub 1.37 N Y
14 N21 C22 N C sing 1.47 N N
15 N21 C17 N C sing 1.37 N N
16 O16 C17 O C sing 1.34 N N
17 O16 C15 O C sing 1.36 N N
18 C17 C18 C C doub 1.36 N N
19 C07 C08 C C doub 1.4 N Y
20 C09 C08 C C sing 1.4 N Y
21 C08 C11 C C sing 1.48 N N
22 C18 C19 C C sing 1.41 N N
23 C15 C11 C C sing 1.4 N Y
24 C15 C14 C C doub 1.38 N Y
25 C11 C12 C C doub 1.34 N Y
26 C19 C14 C C sing 1.47 N N
27 C19 O20 C O doub 1.22 N N
28 C14 S13 C S sing 1.76 N Y
29 C12 S13 C S sing 1.7 N Y
30 C10 H1 C H sing 1.08 N N
31 C22 H3 C H sing 1.09 N N
32 C22 H4 C H sing 1.09 N N
33 C26 H5 C H sing 1.09 N N
34 C26 H6 C H sing 1.09 N N
35 O01 H7 O H sing 0.97 N N
36 N02 H8 N H sing 0.97 N N
37 C06 H9 C H sing 1.08 N N
38 C07 H10 C H sing 1.08 N N
39 C09 H11 C H sing 1.08 N N
40 C12 H12 C H sing 1.08 N N
41 C18 H13 C H sing 1.08 N N
42 C23 H16 C H sing 1.09 N N
43 C23 H17 C H sing 1.09 N N
44 C25 H18 C H sing 1.09 N N
45 C25 H19 C H sing 1.09 N N



82Y : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
82Y 5u2c Open in New Window Bound ligand 2 1
82Y 5u2f Open in New Window Bound ligand 2 1