Chemical Components in the PDB

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32H : Summary

Code

32H

One-letter code

X

Molecule name

2-bromo-3-(4-bromophenyl)-4-hydroxy-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile

Systematic names

ProgramVersionName
ACDLabs 12.01 2-bromo-3-(4-bromophenyl)-4-hydroxy-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile
OpenEye OEToolkits 1.7.6 2-bromanyl-3-(4-bromophenyl)-4-oxidanyl-6-oxidanylidene-7H-thieno[2,3-b]pyridine-5-carbonitrile

Formula

C14 H6 Br2 N2 O2 S

Formal charge

0

Molecular weight

426.083 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 Brc3ccc(c1c2C(O)=C(C#N)C(=O)Nc2sc1Br)cc3
SMILES CACTVS 3.385 OC1=C(C#N)C(=O)Nc2sc(Br)c(c3ccc(Br)cc3)c12
SMILES OpenEye OEToolkits 1.7.6 c1cc(ccc1c2c3c(sc2Br)NC(=O)C(=C3O)C#N)Br
Canonical SMILES CACTVS 3.385 OC1=C(C#N)C(=O)Nc2sc(Br)c(c3ccc(Br)cc3)c12
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc(ccc1c2c3c(sc2Br)NC(=O)C(=C3O)C#N)Br

IUPAC InChI

InChI=1S/C14H6Br2N2O2S/c15-7-3-1-6(2-4-7)9-10-11(19)8(5-17)13(20)18-14(10)21-12(9)16/h1-4H,(H2,18,19,20)

IUPAC InChI key

BLJQBTCHXOTSEZ-UHFFFAOYSA-N
32H

wwPDB Information

Atom count

27 (21 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2014-05-23

Last modified at

2021-03-01

Status

Released

Obsoleted

Not Assigned



32H : Atoms of Molecule

Total Number of Atoms: 27
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C4 C C4 N Y N 0 2.355 0.984 -1.079
2 N2 N N2 N N N 0 -3.343 4.835 0.089
3 C7 C C7 N Y N 0 -0.828 -0.706 -0.012
4 C6 C C6 N Y N 0 0.568 -0.209 -0.007
5 C9 C C9 N N N 0 -2.016 1.609 0.03
6 C13 C C13 N Y N 0 -1.132 -2.001 -0.028
7 C8 C C8 N Y N 0 -1.986 0.187 0.006
8 C1 C C1 N Y N 0 1.401 -0.473 1.08
9 C2 C C2 N Y N 0 2.701 -0.009 1.079
10 C3 C C3 N Y N 0 3.178 0.718 0.002
11 C5 C C5 N Y N 0 1.054 0.524 -1.089
12 C10 C C10 N N N 0 -3.246 2.269 0.044
13 C11 C C11 N N N 0 -4.439 1.508 0.034
14 O1 O O1 N N N 0 -5.52 2.072 0.047
15 N1 N N1 N N N 0 -4.384 0.168 0.011
16 C12 C C12 N Y N 0 -3.182 -0.509 -0.003
17 S1 S S1 N Y N 0 -2.868 -2.242 -0.022
18 BR1 BR BR1 N N N 0 0.141 -3.399 -0.054
19 C14 C C14 N N N 0 -3.3 3.7 0.069
20 O2 O O2 N N N 0 -0.863 2.315 0.039
21 BR2 BR BR2 N N N 0 4.959 1.352 0.009
22 H1 H H1 N N N 0 2.731 1.556 -1.915
23 H2 H H2 N N N 0 1.03 -1.04 1.921
24 H3 H H3 N N N 0 3.346 -0.213 1.92
25 H4 H H4 N N N 0 0.414 0.732 -1.933
26 H5 H H5 N N N 0 -5.211 -0.339 0.005
27 H6 H H6 N N N 0 -0.988 3.273 0.056



32H : Chemical Bonds

Total Number of Bonds: 29
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C4 C5 C C doub 1.38 N Y
2 C4 C3 C C sing 1.38 N Y
3 C5 C6 C C sing 1.39 N Y
4 BR2 C3 BR C sing 1.89 N N
5 S1 C13 S C sing 1.75 N Y
6 S1 C12 S C sing 1.76 N Y
7 BR1 C13 BR C sing 1.89 N N
8 C3 C2 C C doub 1.38 N Y
9 C13 C7 C C doub 1.33 N Y
10 N1 C12 N C sing 1.38 N N
11 N1 C11 N C sing 1.34 N N
12 C12 C8 C C doub 1.38 N Y
13 C7 C8 C C sing 1.46 N Y
14 C7 C6 C C sing 1.48 N N
15 C11 O1 C O doub 1.22 N N
16 C11 C10 C C sing 1.42 N N
17 C8 C9 C C sing 1.42 N N
18 C6 C1 C C doub 1.39 N Y
19 C9 C10 C C doub 1.4 N N
20 C9 O2 C O sing 1.35 N N
21 C10 C14 C C sing 1.43 N N
22 C14 N2 C N trip 1.14 N N
23 C2 C1 C C sing 1.38 N Y
24 C4 H1 C H sing 1.08 N N
25 C1 H2 C H sing 1.08 N N
26 C2 H3 C H sing 1.08 N N
27 C5 H4 C H sing 1.08 N N
28 N1 H5 N H sing 0.97 N N
29 O2 H6 O H sing 0.97 N N



32H : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
32H 4qfs Open in New Window Bound ligand 1 1