Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

XFS : Summary

Code

XFS

One-letter code

X

Molecule name

3-{[3-(carboxymethyl)-5-methyl-1-benzofuran-2-yl]ethynyl}benzoic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 3-{[3-(carboxymethyl)-5-methyl-1-benzofuran-2-yl]ethynyl}benzoic acid
OpenEye OEToolkits 2.0.7 3-[2-[3-(2-hydroxy-2-oxoethyl)-5-methyl-1-benzofuran-2-yl]ethynyl]benzoic acid

Formula

C20 H14 O5

Formal charge

0

Molecular weight

334.322 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c1(cc(ccc1)C(O)=O)C#Cc2oc3c(c2CC(O)=O)cc(C)cc3
SMILES CACTVS 3.385 Cc1ccc2oc(C#Cc3cccc(c3)C(O)=O)c(CC(O)=O)c2c1
SMILES OpenEye OEToolkits 2.0.7 Cc1ccc2c(c1)c(c(o2)C#Cc3cccc(c3)C(=O)O)CC(=O)O
Canonical SMILES CACTVS 3.385 Cc1ccc2oc(C#Cc3cccc(c3)C(O)=O)c(CC(O)=O)c2c1
Canonical SMILES OpenEye OEToolkits 2.0.7 Cc1ccc2c(c1)c(c(o2)C#Cc3cccc(c3)C(=O)O)CC(=O)O

IUPAC InChI

InChI=1S/C20H14O5/c1-12-5-7-17-15(9-12)16(11-19(21)22)18(25-17)8-6-13-3-2-4-14(10-13)20(23)24/h2-5,7,9-10H,11H2,1H3,(H,21,22)(H,23,24)

IUPAC InChI key

WONLGTPKYNWPCG-UHFFFAOYSA-N
XFS

wwPDB Information

Atom count

39 (25 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2020-12-16

Last modified at

2021-12-17

Status

Released

Obsoleted

Not Assigned



XFS : 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 C10 C C1 N Y N 0 2.711 1.183 -0.087
2 C13 C C2 N Y N 0 5.478 1.425 -0.186
3 C15 C C3 N N N 0 5.756 -0.982 0.393
4 C20 C C4 N N N 0 -1.411 -1.629 0.678
5 C21 C C5 N N N 0 -1.242 -2.417 -0.595
6 C24 C C6 N Y N 0 -3.414 0.076 0.298
7 C01 C C7 N N N 0 -7.086 -0.754 0.563
8 C02 C C8 N Y N 0 -5.802 0.009 0.356
9 C03 C C9 N Y N 0 -5.846 1.358 0.033
10 C04 C C10 N Y N 0 -4.684 2.072 -0.168
11 C05 C C11 N Y N 0 -3.453 1.442 -0.036
12 O06 O O1 N Y N 0 -2.18 1.868 -0.165
13 C07 C C12 N Y N 0 -1.311 0.862 0.066
14 C08 C C13 N N N 0 0.115 0.976 0.012
15 C09 C C14 N N N 0 1.285 1.069 -0.033
16 C11 C C15 N Y N 0 3.306 2.411 -0.394
17 C12 C C16 N Y N 0 4.68 2.523 -0.44
18 C14 C C17 N Y N 0 4.899 0.191 0.121
19 O16 O O2 N N N 0 5.251 -2.054 0.66
20 O17 O O3 N N N 0 7.096 -0.862 0.345
21 C18 C C18 N Y N 0 3.512 0.069 0.17
22 C19 C C19 N Y N 0 -1.996 -0.277 0.358
23 O22 O O4 N N N 0 -1.563 -1.931 -1.654
24 O23 O O5 N N N 0 -0.735 -3.659 -0.553
25 C25 C C20 N Y N 0 -4.602 -0.632 0.489
26 H1 H H1 N N N 0 6.554 1.521 -0.224
27 H2 H H2 N N N 0 -2.081 -2.164 1.351
28 H3 H H3 N N N 0 -0.441 -1.5 1.158
29 H4 H H4 N N N 0 -7.377 -0.697 1.611
30 H5 H H5 N N N 0 -7.87 -0.319 -0.057
31 H6 H H6 N N N 0 -6.938 -1.797 0.282
32 H7 H H7 N N N 0 -6.801 1.852 -0.069
33 H8 H H8 N N N 0 -4.731 3.122 -0.419
34 H9 H H9 N N N 0 2.688 3.274 -0.594
35 H10 H H10 N N N 0 5.134 3.474 -0.677
36 H11 H H11 N N N 0 7.615 -1.657 0.531
37 H12 H H12 N N N 0 3.059 -0.882 0.408
38 H13 H H13 N N N 0 -0.645 -4.126 -1.395
39 H14 H H14 N N N 0 -4.573 -1.682 0.74



XFS : 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 C01 C02 C C sing 1.51 N N
2 C02 C25 C C doub 1.37 N Y
3 C02 C03 C C sing 1.39 N Y
4 C25 C24 C C sing 1.4 N Y
5 O22 C21 O C doub 1.21 N N
6 C03 C04 C C doub 1.38 N Y
7 C20 C21 C C sing 1.51 N N
8 C20 C19 C C sing 1.51 N N
9 C24 C19 C C sing 1.46 N Y
10 C24 C05 C C doub 1.41 N Y
11 C21 O23 C O sing 1.34 N N
12 C19 C07 C C doub 1.36 N Y
13 C04 C05 C C sing 1.39 N Y
14 C05 O06 C O sing 1.35 N Y
15 C07 O06 C O sing 1.35 N Y
16 C07 C08 C C sing 1.43 N N
17 C08 C09 C C trip 1.17 N N
18 C09 C10 C C sing 1.43 N N
19 C10 C18 C C doub 1.4 N Y
20 C10 C11 C C sing 1.4 N Y
21 C18 C14 C C sing 1.39 N Y
22 O16 C15 O C doub 1.21 N N
23 C11 C12 C C doub 1.38 N Y
24 C14 C15 C C sing 1.48 N N
25 C14 C13 C C doub 1.4 N Y
26 C15 O17 C O sing 1.35 N N
27 C12 C13 C C sing 1.38 N Y
28 C13 H1 C H sing 1.08 N N
29 C20 H2 C H sing 1.09 N N
30 C20 H3 C H sing 1.09 N N
31 C01 H4 C H sing 1.09 N N
32 C01 H5 C H sing 1.09 N N
33 C01 H6 C H sing 1.09 N N
34 C03 H7 C H sing 1.08 N N
35 C04 H8 C H sing 1.08 N N
36 C11 H9 C H sing 1.08 N N
37 C12 H10 C H sing 1.08 N N
38 O17 H11 O H sing 0.97 N N
39 C18 H12 C H sing 1.08 N N
40 O23 H13 O H sing 0.97 N N
41 C25 H14 C H sing 1.08 N N



XFS : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
XFS 7l23 Open in New Window Bound ligand 1 1