Chemical Components in the PDB

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VAB : Summary

Code

VAB

One-letter code

X

Molecule name

4-oxo-4-{[2-(prop-2-en-1-ylsulfanyl)-1,3-benzothiazol-6-yl]amino}butanoic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 4-oxo-4-{[2-(prop-2-en-1-ylsulfanyl)-1,3-benzothiazol-6-yl]amino}butanoic acid
OpenEye OEToolkits 1.9.2 4-oxidanylidene-4-[(2-prop-2-enylsulfanyl-1,3-benzothiazol-6-yl)amino]butanoic acid

Formula

C14 H14 N2 O3 S2

Formal charge

0

Molecular weight

322.403 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)CCC(=O)Nc1ccc2nc(SC/C=C)sc2c1
SMILES CACTVS 3.385 OC(=O)CCC(=O)Nc1ccc2nc(SCC=C)sc2c1
SMILES OpenEye OEToolkits 1.9.2 C=CCSc1nc2ccc(cc2s1)NC(=O)CCC(=O)O
Canonical SMILES CACTVS 3.385 OC(=O)CCC(=O)Nc1ccc2nc(SCC=C)sc2c1
Canonical SMILES OpenEye OEToolkits 1.9.2 C=CCSc1nc2ccc(cc2s1)NC(=O)CCC(=O)O

IUPAC InChI

InChI=1S/C14H14N2O3S2/c1-2-7-20-14-16-10-4-3-9(8-11(10)21-14)15-12(17)5-6-13(18)19/h2-4,8H,1,5-7H2,(H,15,17)(H,18,19)

IUPAC InChI key

MTRGAKUTJCSVKA-UHFFFAOYSA-N
VAB

wwPDB Information

Atom count

35 (21 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-02-15

Last modified at

2014-09-05

Status

Released

Obsoleted

Not Assigned



VAB : Atoms of Molecule

Total Number of Atoms: 35
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C8 C C8 N Y N 0 1.01 -2.22 0.076
2 C9 C C9 N Y N 0 -0.351 -2.339 -0.045
3 C11 C C11 N Y N 0 -0.536 0.004 -0.539
4 C7 C C7 N Y N 0 1.639 -0.971 -0.11
5 C10 C C10 N Y N 0 -1.134 -1.23 -0.353
6 C12 C C12 N Y N 0 0.845 0.137 -0.419
7 C5 C C5 N Y N 0 3.302 0.553 -0.241
8 C1 C C1 N N N 0 7.923 -0.252 1.47
9 C2 C C2 N N N 0 7.309 -0.112 0.322
10 C15 C C15 N N N 0 -3.333 -0.361 -0.076
11 C19 C C19 N N N 0 -7.005 0.55 0.357
12 C3 C C3 N N N 0 5.831 -0.386 0.219
13 C17 C C17 N N N 0 -4.829 -0.543 -0.109
14 C18 C C18 N N N 0 -5.509 0.732 0.391
15 N6 N N6 N Y N 0 2.952 -0.669 -0.031
16 S13 S S13 N Y N 0 1.893 1.543 -0.593
17 N14 N N14 N N N 0 -2.523 -1.362 -0.475
18 O16 O O16 N N N 0 -2.858 0.686 0.31
19 O20 O O20 N N N 0 -7.478 -0.493 -0.027
20 O21 O O21 N N N 0 -7.811 1.547 0.755
21 S4 S S4 N N N 0 4.96 1.148 -0.185
22 H8 H H8 N N N 0 1.604 -3.088 0.32
23 H9 H H9 N N N 0 -0.82 -3.302 0.1
24 H11 H H11 N N N 0 -1.141 0.865 -0.779
25 H14 H H14 N N N 0 -2.902 -2.174 -0.846
26 H11C H H11C N N N 0 8.983 -0.056 1.544
27 H12C H H12C N N N 0 7.37 -0.564 2.344
28 H2 H H2 N N N 0 7.863 0.199 -0.552
29 H31C H H31C N N N 0 5.651 -1.123 -0.564
30 H32C H H32C N N N 0 5.466 -0.771 1.171
31 H171 H H171 N N N 0 -5.147 -0.748 -1.132
32 H172 H H172 N N N 0 -5.107 -1.379 0.532
33 H181 H H181 N N N 0 -5.23 1.568 -0.25
34 H182 H H182 N N N 0 -5.191 0.937 1.413
35 H21 H H21 N N N 0 -8.764 1.383 0.715



VAB : 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 C8 C9 C C sing 1.37 N Y
2 C8 C7 C C doub 1.41 N Y
3 C9 C10 C C doub 1.39 N Y
4 C11 C10 C C sing 1.38 N Y
5 C11 C12 C C doub 1.39 N Y
6 C7 C12 C C sing 1.4 N Y
7 C7 N6 C N sing 1.35 N Y
8 C10 N14 C N sing 1.4 N N
9 C12 S13 C S sing 1.76 N Y
10 C5 N6 C N doub 1.29 N Y
11 C5 S13 C S sing 1.76 N Y
12 C5 S4 C S sing 1.76 N N
13 C1 C2 C C doub 1.31 N N
14 C2 C3 C C sing 1.51 N N
15 C15 C17 C C sing 1.51 N N
16 C15 N14 C N sing 1.35 N N
17 C15 O16 C O doub 1.21 N N
18 C19 C18 C C sing 1.51 N N
19 C19 O20 C O doub 1.21 N N
20 C19 O21 C O sing 1.34 N N
21 C3 S4 C S sing 1.81 N N
22 C17 C18 C C sing 1.53 N N
23 C8 H8 C H sing 1.08 N N
24 C9 H9 C H sing 1.08 N N
25 C11 H11 C H sing 1.08 N N
26 N14 H14 N H sing 0.97 N N
27 C1 H11C C H sing 1.08 N N
28 C1 H12C C H sing 1.08 N N
29 C2 H2 C H sing 1.08 N N
30 C3 H31C C H sing 1.09 N N
31 C3 H32C C H sing 1.09 N N
32 C17 H171 C H sing 1.09 N N
33 C17 H172 C H sing 1.09 N N
34 C18 H181 C H sing 1.09 N N
35 C18 H182 C H sing 1.09 N N
36 O21 H21 O H sing 0.97 N N



VAB : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
VAB 4aj4 Open in New Window Bound ligand 4 1