Chemical Components in the PDB

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ESJ : Summary

Code

ESJ

One-letter code

X

Molecule name

(4S)-2-(6-hydroxy-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid

Synonyms

D-LUCIFERIN

Systematic names

ProgramVersionName
ACDLabs 12.01 (4S)-2-(6-hydroxy-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
OpenEye OEToolkits 1.7.6 (4S)-2-(6-oxidanyl-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid

Formula

C11 H8 N2 O3 S2

Formal charge

0

Molecular weight

280.323 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)C1N=C(SC1)c2sc3cc(O)ccc3n2
SMILES CACTVS 3.385 OC(=O)[CH]1CSC(=N1)c2sc3cc(O)ccc3n2
SMILES OpenEye OEToolkits 1.7.6 c1cc2c(cc1O)sc(n2)C3=NC(CS3)C(=O)O
Canonical SMILES CACTVS 3.385 OC(=O)[C@H]1CSC(=N1)c2sc3cc(O)ccc3n2
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc2c(cc1O)sc(n2)C3=N[C@H](CS3)C(=O)O

IUPAC InChI

InChI=1S/C11H8N2O3S2/c14-5-1-2-6-8(3-5)18-10(12-6)9-13-7(4-17-9)11(15)16/h1-3,7,14H,4H2,(H,15,16)/t7-/m1/s1

IUPAC InChI key

BJGNCJDXODQBOB-SSDOTTSWSA-N
ESJ

wwPDB Information

Atom count

26 (18 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2014-05-05

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



ESJ : Atoms of Molecule

Total Number of Atoms: 26
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O O O N N N 0 3.653 1.719 1.178
2 C C C N N N 0 4.263 1.192 0.278
3 OXT O OXT N N N 0 5.58 1.411 0.142
4 CA C CA S N N 0 3.546 0.283 -0.687
5 N N N N N N 0 2.125 0.539 -0.612
6 CB C CB N N N 0 3.868 -1.178 -0.336
7 SAJ S SAJ N N N 0 2.23 -1.894 0.014
8 CAM C CAM N N N 0 1.322 -0.408 -0.285
9 CAO C CAO N Y N 0 -0.146 -0.274 -0.173
10 NAI N NAI N Y N 0 -0.806 0.812 -0.392
11 CAP C CAP N Y N 0 -2.134 0.783 -0.251
12 CAE C CAE N Y N 0 -3.067 1.831 -0.433
13 CAD C CAD N Y N 0 -4.395 1.616 -0.244
14 CAN C CAN N Y N 0 -4.867 0.359 0.132
15 OAC O OAC N N N 0 -6.199 0.161 0.317
16 CAF C CAF N Y N 0 -3.981 -0.683 0.317
17 CAQ C CAQ N Y N 0 -2.615 -0.478 0.127
18 SAK S SAK N Y N 0 -1.244 -1.575 0.269
19 HXT H HXT N N N 0 5.997 1.999 0.787
20 HA H HA N N N 0 3.894 0.491 -1.699
21 HB1C H HB1C N N N 0 4.336 -1.682 -1.182
22 HB2C H HB2C N N N 0 4.507 -1.23 0.545
23 HAE H HAE N N N 0 -2.72 2.812 -0.724
24 HAD H HAD N N N 0 -5.093 2.428 -0.386
25 HAC H HAC N N N 0 -6.669 -0.12 -0.48
26 HAF H HAF N N N 0 -4.346 -1.657 0.609



ESJ : Chemical Bonds

Total Number of Bonds: 28
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O C O C doub 1.21 N N
2 C OXT C O sing 1.34 N N
3 C CA C C sing 1.51 N N
4 CA N C N sing 1.45 N N
5 CA CB C C sing 1.54 N N
6 N CAM N C doub 1.28 N N
7 CB SAJ C S sing 1.82 N N
8 SAJ CAM S C sing 1.77 N N
9 CAM CAO C C sing 1.48 N N
10 CAO NAI C N doub 1.29 N Y
11 CAO SAK C S sing 1.76 N Y
12 NAI CAP N C sing 1.34 N Y
13 CAP CAE C C sing 1.41 N Y
14 CAP CAQ C C doub 1.4 N Y
15 CAE CAD C C doub 1.36 N Y
16 CAD CAN C C sing 1.39 N Y
17 CAN OAC C O sing 1.36 N N
18 CAN CAF C C doub 1.38 N Y
19 CAF CAQ C C sing 1.39 N Y
20 CAQ SAK C S sing 1.76 N Y
21 OXT HXT O H sing 0.97 N N
22 CA HA C H sing 1.09 N N
23 CB HB1C C H sing 1.09 N N
24 CB HB2C C H sing 1.09 N N
25 CAE HAE C H sing 1.08 N N
26 CAD HAD C H sing 1.08 N N
27 OAC HAC O H sing 0.97 N N
28 CAF HAF C H sing 1.08 N N



ESJ : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
ESJ 4d1x Open in New Window Bound ligand 1 1
ESJ 6k4d Open in New Window Bound ligand 1 1