Chemical Components in the PDB

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CUR : Summary

Code

CUR

One-letter code

X

Molecule name

(1Z,4Z,6E)-5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,4,6-trien-3-one

Systematic names

ProgramVersionName
ACDLabs 12.01 (1Z,4Z,6E)-5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,4,6-trien-3-one
OpenEye OEToolkits 1.9.2 (1Z,4Z,6E)-1,7-bis(3-methoxy-4-oxidanyl-phenyl)-5-oxidanyl-hepta-1,4,6-trien-3-one

Formula

C21 H20 O6

Formal charge

0

Molecular weight

368.38 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(\C=C(/O)\C=C\c1ccc(O)c(OC)c1)\C=C/c2cc(OC)c(O)cc2
SMILES CACTVS 3.385 COc1cc(C=CC(O)=CC(=O)C=Cc2ccc(O)c(OC)c2)ccc1O
SMILES OpenEye OEToolkits 1.9.2 COc1cc(ccc1O)C=CC(=CC(=O)C=Cc2ccc(c(c2)OC)O)O
Canonical SMILES CACTVS 3.385 COc1cc(/C=C/C(O)=C/C(=O)\C=C/c2ccc(O)c(OC)c2)ccc1O
Canonical SMILES OpenEye OEToolkits 1.9.2 COc1cc(ccc1O)/C=C/C(=C/C(=O)/C=C\c2ccc(c(c2)OC)O)/O

IUPAC InChI

InChI=1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-13,22,24-25H,1-2H3/b7-3+,8-4-,16-13-

IUPAC InChI key

ZIUSSTSXXLLKKK-JXTJPBKQSA-N
CUR

wwPDB Information

Atom count

47 (27 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2014-05-29

Last modified at

2021-03-13

Status

Released

Obsoleted

Not Assigned



CUR : Atoms of Molecule

Total Number of Atoms: 47
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O16 O O1 N N N 0 -0.062 0.581 -0.464
2 C15 C C1 N N N 0 -0.53 -0.683 -0.336
3 C17 C C2 N N N 0 -1.919 -0.911 -0.18
4 C18 C C3 N N N 0 -2.778 0.133 -0.158
5 C19 C C4 N Y N 0 -4.219 -0.104 0.004
6 C24 C C5 N Y N 0 -4.704 -1.41 0.142
7 C23 C C6 N Y N 0 -6.055 -1.629 0.295
8 C22 C C7 N Y N 0 -6.939 -0.558 0.312
9 O4' O O2 N N N 0 -8.27 -0.781 0.462
10 C21 C C8 N Y N 0 -6.463 0.746 0.175
11 O26 O O3 N N N 0 -7.332 1.792 0.192
12 C27 C C9 N N N 0 -6.776 3.1 0.047
13 C20 C C10 N Y N 0 -5.11 0.975 0.027
14 C10 C C11 N N N 0 0.345 -1.747 -0.359
15 C9 C C12 N N N 0 1.729 -1.524 -0.21
16 O2 O O4 N N N 0 2.141 -0.41 0.073
17 C8 C C13 N N N 0 2.673 -2.63 -0.394
18 C7 C C14 N N N 0 4.001 -2.394 -0.375
19 C1 C C15 N Y N 0 4.502 -1.012 -0.41
20 C2 C C16 N Y N 0 5.55 -0.624 0.434
21 C3 C C17 N Y N 0 6.017 0.675 0.396
22 O3 O O5 N N N 0 7.034 1.056 1.213
23 C3O C C18 N N N 0 7.573 0.06 2.086
24 C4 C C19 N Y N 0 5.445 1.597 -0.481
25 O4 O O6 N N N 0 5.903 2.875 -0.513
26 C5 C C20 N Y N 0 4.406 1.213 -1.318
27 C6 C C21 N Y N 0 3.938 -0.083 -1.29
28 H1 H H1 N N N 0 0.885 0.633 -0.653
29 H3 H H3 N N N 0 -2.292 -1.919 -0.078
30 H4 H H4 N N N 0 -2.405 1.141 -0.26
31 H6 H H6 N N N 0 -4.019 -2.245 0.129
32 H7 H H7 N N N 0 -6.429 -2.637 0.401
33 H8 H H8 N N N 0 -8.567 -0.785 1.383
34 H9 H H9 N N N 0 -6.074 3.289 0.859
35 H10 H H10 N N N 0 -6.254 3.169 -0.908
36 H11 H H11 N N N 0 -7.576 3.84 0.078
37 H12 H H12 N N N 0 -4.74 1.985 -0.075
38 H13 H H13 N N N 0 -0.029 -2.751 -0.49
39 H14 H H14 N N N 0 2.305 -3.634 -0.546
40 H15 H H15 N N N 0 4.696 -3.22 -0.333
41 H16 H H16 N N N 0 5.991 -1.338 1.113
42 H17 H H17 N N N 0 6.788 -0.307 2.747
43 H18 H H18 N N N 0 7.966 -0.767 1.494
44 H19 H H19 N N N 0 8.376 0.495 2.681
45 H20 H H20 N N N 0 5.45 3.47 0.101
46 H21 H H21 N N N 0 3.967 1.93 -1.995
47 H22 H H22 N N N 0 3.129 -0.379 -1.943



CUR : Chemical Bonds

Total Number of Bonds: 48
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C3O O3 C O sing 1.43 N N
2 O4 C4 O C sing 1.36 N N
3 O3 C3 O C sing 1.36 N N
4 C4 C5 C C doub 1.39 N Y
5 C4 C3 C C sing 1.4 N Y
6 C5 C6 C C sing 1.38 N Y
7 C3 C2 C C doub 1.38 N Y
8 C2 C1 C C sing 1.4 N Y
9 C6 C1 C C doub 1.4 N Y
10 O2 C9 O C doub 1.22 N N
11 C1 C7 C C sing 1.47 N N
12 C7 C8 C C doub 1.35 Z N
13 C9 C8 C C sing 1.47 N N
14 C9 C10 C C sing 1.41 N N
15 O16 C15 O C sing 1.35 N N
16 C10 C15 C C doub 1.38 Z N
17 C15 C17 C C sing 1.42 N N
18 C17 C18 C C doub 1.35 E N
19 C18 C19 C C sing 1.47 N N
20 C19 C20 C C doub 1.4 N Y
21 C19 C24 C C sing 1.4 N Y
22 C20 C21 C C sing 1.38 N Y
23 C24 C23 C C doub 1.38 N Y
24 C21 O26 C O sing 1.36 N N
25 C21 C22 C C doub 1.39 N Y
26 C23 C22 C C sing 1.39 N Y
27 O26 C27 O C sing 1.43 N N
28 C22 O4' C O sing 1.36 N N
29 O16 H1 O H sing 0.97 N N
30 C17 H3 C H sing 1.08 N N
31 C18 H4 C H sing 1.08 N N
32 C24 H6 C H sing 1.08 N N
33 C23 H7 C H sing 1.08 N N
34 O4' H8 O H sing 0.97 N N
35 C27 H9 C H sing 1.09 N N
36 C27 H10 C H sing 1.09 N N
37 C27 H11 C H sing 1.09 N N
38 C20 H12 C H sing 1.08 N N
39 C10 H13 C H sing 1.08 N N
40 C8 H14 C H sing 1.08 N N
41 C7 H15 C H sing 1.08 N N
42 C2 H16 C H sing 1.08 N N
43 C3O H17 C H sing 1.09 N N
44 C3O H18 C H sing 1.09 N N
45 C3O H19 C H sing 1.09 N N
46 O4 H20 O H sing 0.97 N N
47 C5 H21 C H sing 1.08 N N
48 C6 H22 C H sing 1.08 N N



CUR : Used in PDB Entries

Total Number of PDB Entries: 3
Ligand Code PDB Entry ID Type Total Distinct
CUR 4pme Open in New Window Bound ligand 1 1
CUR 4pmf Open in New Window Bound ligand 2 1
CUR 5ztn Open in New Window Bound ligand 2 1