Chemical Components in the PDB

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C69 : Summary

Code

C69

One-letter code

X

Molecule name

(2S)-2-(3-bromophenyl)-3-(2,4-dimethoxyphenyl)-1,3-thiazolidin-4-one

Systematic names

ProgramVersionName
ACDLabs 12.01 (2S)-2-(3-bromophenyl)-3-(2,4-dimethoxyphenyl)-1,3-thiazolidin-4-one
OpenEye OEToolkits 1.7.6 (2S)-2-(3-bromophenyl)-3-(2,4-dimethoxyphenyl)-1,3-thiazolidin-4-one

Formula

C17 H16 Br N O3 S

Formal charge

0

Molecular weight

394.283 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C2N(c1c(OC)cc(OC)cc1)C(SC2)c3cccc(Br)c3
SMILES CACTVS 3.370 COc1ccc(N2[CH](SCC2=O)c3cccc(Br)c3)c(OC)c1
SMILES OpenEye OEToolkits 1.7.6 COc1ccc(c(c1)OC)N2C(SCC2=O)c3cccc(c3)Br
Canonical SMILES CACTVS 3.370 COc1ccc(N2[C@@H](SCC2=O)c3cccc(Br)c3)c(OC)c1
Canonical SMILES OpenEye OEToolkits 1.7.6 COc1ccc(c(c1)OC)N2[C@@H](SCC2=O)c3cccc(c3)Br

IUPAC InChI

InChI=1S/C17H16BrNO3S/c1-21-13-6-7-14(15(9-13)22-2)19-16(20)10-23-17(19)11-4-3-5-12(18)8-11/h3-9,17H,10H2,1-2H3/t17-/m0/s1

IUPAC InChI key

MVWNPZYLNLATCH-KRWDZBQOSA-N
C69

wwPDB Information

Atom count

39 (23 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-08-31

Last modified at

2013-02-08

Status

Released

Obsoleted

Not Assigned



C69 : Atoms of Molecule

Total Number of Atoms: 39
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CAB C CAB N N N 0 2.619 0.875 -3.407
2 OAA O OAA N N N 0 2.288 0.073 -2.271
3 CAD C CAD N Y N 0 2.213 0.705 -1.07
4 CAC C CAC N Y N 0 2.448 2.067 -0.987
5 CAN C CAN N Y N 0 2.371 2.71 0.24
6 OAM O OAM N N N 0 2.601 4.048 0.321
7 CAL C CAL N N N 0 2.504 4.645 1.616
8 CAO C CAO N Y N 0 2.059 1.99 1.384
9 CAP C CAP N Y N 0 1.824 0.63 1.304
10 CAE C CAE N Y N 0 1.895 -0.016 0.079
11 NAF N NAF N N N 0 1.651 -1.395 -0.0020
12 CAQ C CAQ N N N 0 2.609 -2.276 0.262
13 OAW O OAW N N N 0 3.728 -1.929 0.577
14 CAR C CAR N N N 0 2.229 -3.739 0.15
15 SAS S SAS N N N 0 0.392 -3.665 0.156
16 CAG C CAG S N N 0 0.326 -1.91 -0.378
17 CAH C CAH N Y N 0 -0.764 -1.171 0.355
18 CAI C CAI N Y N 0 -1.838 -0.653 -0.344
19 CAJ C CAJ N Y N 0 -2.839 0.024 0.328
20 BRA BR BRA N N N 0 -4.308 0.733 -0.627
21 CAV C CAV N Y N 0 -2.764 0.183 1.701
22 CAU C CAU N Y N 0 -1.69 -0.336 2.399
23 CAT C CAT N Y N 0 -0.693 -1.017 1.727
24 H1 H H1 N N N 0 3.596 1.333 -3.255
25 H2 H H2 N N N 0 2.645 0.249 -4.299
26 H3 H H3 N N N 0 1.868 1.655 -3.532
27 H4 H H4 N N N 0 2.691 2.629 -1.877
28 H5 H H5 N N N 0 3.23 4.181 2.284
29 H6 H H6 N N N 0 2.71 5.712 1.54
30 H7 H H7 N N N 0 1.5 4.496 2.011
31 H8 H H8 N N N 0 2.0 2.492 2.338
32 H9 H H9 N N N 0 1.582 0.071 2.196
33 H10 H H10 N N N 0 2.597 -4.165 -0.782
34 H11 H H11 N N N 0 2.6 -4.303 1.006
35 H12 H H12 N N N 0 0.183 -1.84 -1.456
36 H13 H H13 N N N 0 -1.895 -0.777 -1.416
37 H14 H H14 N N N 0 -3.546 0.712 2.226
38 H15 H H15 N N N 0 -1.632 -0.211 3.47
39 H16 H H16 N N N 0 0.144 -1.426 2.273



C69 : Chemical Bonds

Total Number of Bonds: 41
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CAB OAA C O sing 1.43 N N
2 OAA CAD O C sing 1.36 N N
3 SAS CAG S C sing 1.84 N N
4 SAS CAR S C sing 1.84 N N
5 CAD CAE C C doub 1.39 N Y
6 CAD CAC C C sing 1.38 N Y
7 CAG NAF C N sing 1.47 N N
8 CAG CAH C C sing 1.51 N N
9 OAW CAQ O C doub 1.21 N N
10 CAL OAM C O sing 1.43 N N
11 CAR CAQ C C sing 1.52 N N
12 CAQ NAF C N sing 1.33 N N
13 NAF CAE N C sing 1.4 N N
14 CAE CAP C C sing 1.39 N Y
15 CAC CAN C C doub 1.39 N Y
16 CAP CAO C C doub 1.38 N Y
17 CAN CAO C C sing 1.39 N Y
18 CAN OAM C O sing 1.36 N N
19 CAT CAH C C doub 1.38 N Y
20 CAT CAU C C sing 1.38 N Y
21 CAH CAI C C sing 1.38 N Y
22 CAU CAV C C doub 1.38 N Y
23 CAI CAJ C C doub 1.38 N Y
24 CAV CAJ C C sing 1.38 N Y
25 CAJ BRA C BR sing 1.89 N N
26 CAB H1 C H sing 1.09 N N
27 CAB H2 C H sing 1.09 N N
28 CAB H3 C H sing 1.09 N N
29 CAC H4 C H sing 1.08 N N
30 CAL H5 C H sing 1.09 N N
31 CAL H6 C H sing 1.09 N N
32 CAL H7 C H sing 1.09 N N
33 CAO H8 C H sing 1.08 N N
34 CAP H9 C H sing 1.08 N N
35 CAR H10 C H sing 1.09 N N
36 CAR H11 C H sing 1.09 N N
37 CAG H12 C H sing 1.09 N N
38 CAI H13 C H sing 1.08 N N
39 CAV H14 C H sing 1.08 N N
40 CAU H15 C H sing 1.08 N N
41 CAT H16 C H sing 1.08 N N



C69 : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
C69 3uku Open in New Window Bound ligand 1 1
C69 3ule Open in New Window Bound ligand 1 1