Chemical Components in the PDB

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22O : Summary

Code

22O

One-letter code

X

Molecule name

N-({(2E)-2-[(3-bromophenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucopyranosylamine

Synonyms

3-bromobenzaldehyde-4-(beta-D-glucopyranosyl) thiosemicarbazone
N-({(2E)-2-[(3-bromophenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucosylamine
N-({(2E)-2-[(3-bromophenyl)methylidene]hydrazino}carbonothioyl)-D-glucosylamine
N-({(2E)-2-[(3-bromophenyl)methylidene]hydrazino}carbonothioyl)-glucosylamine

Systematic names

ProgramVersionName
ACDLabs 12.01 N-{[(2E)-2-(3-bromobenzylidene)hydrazinyl]carbothioyl}-beta-D-glucopyranosylamine
OpenEye OEToolkits 1.7.0 1-[(E)-(3-bromophenyl)methylideneamino]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]thiourea

Formula

C14 H18 Br N3 O5 S

Formal charge

0

Molecular weight

420.279 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 S=C(NC1OC(C(O)C(O)C1O)CO)N/N=C/c2cccc(Br)c2
SMILES CACTVS 3.370 OC[CH]1O[CH](NC(=S)NN=Cc2cccc(Br)c2)[CH](O)[CH](O)[CH]1O
SMILES OpenEye OEToolkits 1.7.0 c1cc(cc(c1)Br)C=NNC(=S)NC2C(C(C(C(O2)CO)O)O)O
Canonical SMILES CACTVS 3.370 OC[C@H]1O[C@@H](NC(=S)N/N=C/c2cccc(Br)c2)[C@H](O)[C@@H](O)[C@@H]1O
Canonical SMILES OpenEye OEToolkits 1.7.0 c1cc(cc(c1)Br)/C=N/NC(=S)N[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

IUPAC InChI

InChI=1S/C14H18BrN3O5S/c15-8-3-1-2-7(4-8)5-16-18-14(24)17-13-12(22)11(21)10(20)9(6-19)23-13/h1-5,9-13,19-22H,6H2,(H2,17,18,24)/b16-5+/t9-,10-,11+,12-,13-/m1/s1

IUPAC InChI key

PGBHKZPXJWINSR-QCOQDYPWSA-N
22O

wwPDB Information

Atom count

42 (24 without Hydrogen)

Polymer type

Saccharide

Type description

D-saccharide

Type code

ATOMS

Is modified

No

Standard parent

Not Assigned

Defined at

2010-05-03

Last modified at

2020-07-17

Status

Released

Obsoleted

Not Assigned



22O : 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 C1 C C1 R N N 0 -2.646 -0.391 0.442
2 N1 N N1 N N N 0 -1.316 -1.001 0.363
3 S1 S S1 N N N 0 -2.571 -3.33 0.598
4 BR1 BR BR1 N N N 0 4.358 2.281 -0.303
5 C2 C C2 R N N 0 -2.553 0.94 1.192
6 N2 N N2 N N N 0 0.038 -2.902 0.353
7 O2 O O2 N N N 0 -2.111 0.705 2.53
8 C3 C C3 S N N 0 -3.935 1.6 1.218
9 N3 N N3 N N N 0 1.173 -2.092 0.212
10 O3 O O3 N N N 0 -3.844 2.876 1.854
11 C4 C C4 S N N 0 -4.433 1.776 -0.22
12 O4 O O4 N N N 0 -5.752 2.325 -0.205
13 C5 C C5 R N N 0 -4.453 0.413 -0.915
14 O5 O O5 N N N 0 -3.144 -0.16 -0.877
15 C6 C C6 N N N 0 -4.891 0.589 -2.37
16 O6 O O6 N N N 0 -5.023 -0.694 -2.987
17 C7 C C7 N N N 0 -1.185 -2.341 0.426
18 C8 C C8 N N N 0 2.351 -2.632 0.141
19 C9 C C9 N Y N 0 3.545 -1.78 -0.007
20 C10 C C10 N Y N 0 4.815 -2.358 -0.083
21 C11 C C11 N Y N 0 5.928 -1.556 -0.223
22 C12 C C12 N Y N 0 5.79 -0.18 -0.288
23 C13 C C13 N Y N 0 4.535 0.4 -0.213
24 C14 C C14 N Y N 0 3.412 -0.392 -0.079
25 H1 H H1 N N N 0 -3.322 -1.061 0.973
26 HN1 H HN1 N N N 0 -0.531 -0.44 0.265
27 H2 H H2 N N N 0 -1.846 1.596 0.684
28 HN2 H HN2 N N N 0 0.133 -3.866 0.398
29 HO2 H HO2 N N Y 0 -1.242 0.284 2.589
30 H3 H H3 N N N 0 -4.631 0.967 1.77
31 HO3 H HO3 N N Y 0 -3.529 2.839 2.768
32 H4 H H4 N N N 0 -3.764 2.45 -0.756
33 HO4 H HO4 N N Y 0 -5.815 3.188 0.226
34 H5 H H5 N N N 0 -5.153 -0.247 -0.402
35 H61 H H6 N N N 0 -5.85 1.106 -2.401
36 H62 H H6A N N N 0 -4.145 1.175 -2.907
37 HO6 H HO6 N N Y 0 -5.299 -0.659 -3.913
38 H8 H H8 N N N 0 2.457 -3.706 0.192
39 H10 H H10 N N N 0 4.925 -3.431 -0.032
40 H11 H H11 N N N 0 6.91 -2.002 -0.281
41 H12 H H12 N N N 0 6.665 0.443 -0.396
42 H14 H H14 N N N 0 2.433 0.062 -0.025



22O : Chemical Bonds

Total Number of Bonds: 43
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O5 C1 O C sing 1.43 N N
2 N1 C1 N C sing 1.47 N N
3 C2 C1 C C sing 1.53 N N
4 C1 H1 C H sing 1.09 N N
5 N1 C7 N C sing 1.35 N N
6 N1 HN1 N H sing 0.97 N N
7 C7 S1 C S doub 1.71 N N
8 BR1 C13 BR C sing 1.89 N N
9 C2 C3 C C sing 1.53 N N
10 C2 O2 C O sing 1.43 N N
11 C2 H2 C H sing 1.09 N N
12 N3 N2 N N sing 1.4 N N
13 N2 C7 N C sing 1.35 N N
14 N2 HN2 N H sing 0.97 N N
15 O2 HO2 O H sing 0.97 N N
16 O3 C3 O C sing 1.43 N N
17 C4 C3 C C sing 1.53 N N
18 C3 H3 C H sing 1.09 N N
19 C8 N3 C N doub 1.3 N N
20 O3 HO3 O H sing 0.97 N N
21 C4 O4 C O sing 1.43 N N
22 C4 C5 C C sing 1.53 N N
23 C4 H4 C H sing 1.09 N N
24 O4 HO4 O H sing 0.97 N N
25 O5 C5 O C sing 1.43 N N
26 C6 C5 C C sing 1.53 N N
27 C5 H5 C H sing 1.09 N N
28 O6 C6 O C sing 1.43 N N
29 C6 H61 C H sing 1.09 N N
30 C6 H62 C H sing 1.09 N N
31 O6 HO6 O H sing 0.97 E N
32 C9 C8 C C sing 1.47 N N
33 C8 H8 C H sing 1.08 N N
34 C14 C9 C C doub 1.4 N Y
35 C10 C9 C C sing 1.4 N Y
36 C11 C10 C C doub 1.38 N Y
37 C10 H10 C H sing 1.08 N N
38 C12 C11 C C sing 1.38 N Y
39 C11 H11 C H sing 1.08 N N
40 C12 C13 C C doub 1.38 N Y
41 C12 H12 C H sing 1.08 N N
42 C13 C14 C C sing 1.38 N Y
43 C14 H14 C H sing 1.08 N N



22O : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
22O 3mta Open in New Window Bound ligand 2 1