Chemical Components in the PDB

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C85 : Summary

Code

C85

One-letter code

X

Molecule name

4-{5-[(Z)-(2-IMINO-4-OXO-1,3-THIAZOLIDIN-5-YLIDENE)METHYL]FURAN-2-YL}BENZENESULFONAMIDE

Systematic names

ProgramVersionName
ACDLabs 10.04 4-(5-{(Z)-[(2E)-2-imino-4-oxo-1,3-thiazolidin-5-ylidene]methyl}furan-2-yl)benzenesulfonamide
OpenEye OEToolkits 1.5.0 4-[5-[(2-imino-4-oxo-1,3-thiazolidin-5-ylidene)methyl]furan-2-yl]benzenesulfonamide

Formula

C14 H11 N3 O4 S2

Formal charge

0

Molecular weight

349.385 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C1C(\SC(=[N@H])N1)=C\c3oc(c2ccc(cc2)S(=O)(=O)N)cc3
SMILES CACTVS 3.341 N[S](=O)(=O)c1ccc(cc1)c2oc(cc2)C=C3SC(=N)NC3=O
SMILES OpenEye OEToolkits 1.5.0 [H]N=C1NC(=O)C(=Cc2ccc(o2)c3ccc(cc3)S(=O)(=O)N)S1
Canonical SMILES CACTVS 3.341 N[S](=O)(=O)c1ccc(cc1)c2oc(cc2)\C=C3/SC(=N)NC3=O
Canonical SMILES OpenEye OEToolkits 1.5.0 [H]/N=C/1\NC(=O)C(=Cc2ccc(o2)c3ccc(cc3)S(=O)(=O)N)S1

IUPAC InChI

InChI=1S/C14H11N3O4S2/c15-14-17-13(18)12(22-14)7-9-3-6-11(21-9)8-1-4-10(5-2-8)23(16,19)20/h1-7H,(H2,15,17,18)(H2,16,19,20)/b12-7-

IUPAC InChI key

BKUMVXIXUVYKDQ-GHXNOFRVSA-N
C85

wwPDB Information

Atom count

34 (23 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2007-04-27

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



C85 : Atoms of Molecule

Total Number of Atoms: 34
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N Y N 0 -2.277 1.937 -0.02
2 C13 C C13 N Y N 0 1.25 1.093 0.024
3 C14 C C14 N Y N 0 1.379 -0.298 0.04
4 C15 C C15 N Y N 0 2.634 -0.87 0.058
5 C16 C C16 N Y N 0 3.763 -0.07 0.06
6 C17 C C17 N Y N 0 3.642 1.309 0.05
7 C18 C C18 N Y N 0 2.394 1.895 0.026
8 C2 C C2 N Y N 0 -1.734 3.209 -0.025
9 C3 C C3 N Y N 0 -0.345 3.055 -0.0080
10 C4 C C4 N Y N 0 -0.09 1.713 0.0040
11 C6 C C6 N N N 0 -3.654 1.622 -0.029
12 C7 C C7 N N N 0 -4.055 0.318 -0.018
13 C8 C C8 N N N 0 -5.424 -0.196 -0.019
14 C9 C C9 N N N 0 -4.392 -2.269 0.0090
15 H14 H H14 N N N 0 0.499 -0.924 0.038
16 H15 H H15 N N N 0 2.736 -1.945 0.07
17 H17 H H17 N N N 0 4.528 1.927 0.056
18 H18 H H18 N N N 0 2.301 2.97 0.013
19 H2 H H2 N N N 0 -2.279 4.142 -0.037
20 H3 H H3 N N N 0 0.388 3.847 -0.0040
21 H3N1 H 1H3N N N N 0 -6.407 -1.937 -0.015
22 H3N2 H 2H3N N N N 0 -5.129 -4.103 0.024
23 H6 H H6 N N N 0 -4.389 2.413 -0.045
24 H6N1 H 1H6N N N N 0 5.23 -0.764 -2.213
25 H6N2 H 2H6N N N N 0 6.682 -1.433 -1.694
26 N2 N N2 N N N 0 -5.535 -1.514 -0.011
27 N3 N N3 N N N 0 -4.318 -3.572 0.026
28 N6 N N6 N N N 0 5.821 -1.033 -1.492
29 O1 O O1 N N N 0 -6.395 0.538 -0.031
30 O2 O O2 N Y N 0 -1.26 1.049 0.0
31 O3 O O3 N N N 0 6.246 0.162 0.625
32 O4 O O4 N N N 0 5.196 -2.107 0.64
33 S1 S S1 N N N 0 -3.033 -1.132 0.0090
34 S2 S S2 N N N 0 5.362 -0.81 0.083



C85 : Chemical Bonds

Total Number of Bonds: 36
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 S2 O4 S O doub 1.42 N N
2 O3 S2 O S doub 1.42 N N
3 S2 N6 S N sing 1.66 N N
4 S2 C16 S C sing 1.76 N N
5 C16 C15 C C doub 1.38 N Y
6 C14 C15 C C sing 1.38 N Y
7 C13 C14 C C doub 1.4 N Y
8 C18 C13 C C sing 1.4 N Y
9 C17 C18 C C doub 1.38 N Y
10 C16 C17 C C sing 1.38 N Y
11 C13 C4 C C sing 1.48 N Y
12 C4 O2 C O sing 1.35 N Y
13 C4 C3 C C doub 1.37 N Y
14 C3 C2 C C sing 1.4 N Y
15 O2 C1 O C sing 1.35 N Y
16 C2 C1 C C doub 1.38 N Y
17 C1 C6 C C sing 1.41 N N
18 C6 C7 C C doub 1.36 N N
19 C7 S1 C S sing 1.77 N N
20 S1 C9 S C sing 1.77 N N
21 C9 N3 C N doub 1.31 N N
22 C9 N2 C N sing 1.37 N N
23 C7 C8 C C sing 1.46 N N
24 N2 C8 N C sing 1.32 N N
25 C8 O1 C O doub 1.22 N N
26 N6 H6N1 N H sing 0.97 Z N
27 N6 H6N2 N H sing 0.97 N N
28 C17 H17 C H sing 1.08 N N
29 C15 H15 C H sing 1.08 N N
30 C18 H18 C H sing 1.08 N N
31 C14 H14 C H sing 1.08 N N
32 C3 H3 C H sing 1.08 N N
33 C2 H2 C H sing 1.08 N N
34 C6 H6 C H sing 1.08 N N
35 N2 H3N1 N H sing 0.97 N N
36 N3 H3N2 N H sing 0.97 N N



C85 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
C85 2uzd Open in New Window Bound ligand 2 1