Chemical Components in the PDB

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CUE : Summary

Code

CUE

One-letter code

X

Molecule name

Coumestrol

Synonyms

3,9-dihydroxy-6H-[1]benzofuro[3,2-c]chromen-6-one

Systematic names

ProgramVersionName
ACDLabs 12.01 3,9-dihydroxy-6H-[1]benzofuro[3,2-c]chromen-6-one
OpenEye OEToolkits 1.7.6 3,9-bis(oxidanyl)-[1]benzofuro[3,2-c]chromen-6-one

Formula

C15 H8 O5

Formal charge

0

Molecular weight

268.221 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C3Oc4cc(O)ccc4c2oc1c(ccc(O)c1)c23
SMILES CACTVS 3.385 Oc1ccc2c(OC(=O)c3c2oc4cc(O)ccc34)c1
SMILES OpenEye OEToolkits 1.7.6 c1cc2c(cc1O)oc-3c2C(=O)Oc4c3ccc(c4)O
Canonical SMILES CACTVS 3.385 Oc1ccc2c(OC(=O)c3c2oc4cc(O)ccc34)c1
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc2c(cc1O)oc-3c2C(=O)Oc4c3ccc(c4)O

IUPAC InChI

InChI=1S/C15H8O5/c16-7-1-3-9-11(5-7)19-14-10-4-2-8(17)6-12(10)20-15(18)13(9)14/h1-6,16-17H

IUPAC InChI key

ZZIALNLLNHEQPJ-UHFFFAOYSA-N
CUE

wwPDB Information

Atom count

28 (20 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2009-09-29

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



CUE : Atoms of Molecule

Total Number of Atoms: 28
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 OAA O OAA N N N 0 0.197 3.009 -0.0040
2 OAB O OAB N N N 0 -5.742 -0.619 -0.026
3 OAC O OAC N N N 0 5.665 -1.207 0.023
4 CAD C CAD N Y N 0 -3.667 -1.782 -0.011
5 CAE C CAE N Y N 0 4.288 0.733 0.017
6 CAF C CAF N Y N 0 -2.302 -1.766 -0.0060
7 CAG C CAG N Y N 0 3.035 1.305 0.01
8 CAH C CAH N Y N 0 -3.724 0.629 -0.0090
9 CAI C CAI N Y N 0 3.307 -1.467 0.015
10 OAJ O OAJ N N N 0 -1.683 1.845 -0.0090
11 OAK O OAK N Y N 0 0.799 -1.447 0.0050
12 CAL C CAL N Y N 0 -4.385 -0.589 -0.015
13 CAM C CAM N Y N 0 4.424 -0.651 0.018
14 CAN C CAN N N N 0 -0.342 1.917 -0.0040
15 CAO C CAO N Y N 0 -2.337 0.663 -0.01
16 CAP C CAP N Y N 0 2.036 -0.905 0.0090
17 CAQ C CAQ N Y N 0 -1.62 -0.546 -0.0060
18 CAR C CAR N Y N 0 1.904 0.493 0.0070
19 CAS C CAS N Y N 0 -0.152 -0.501 0.0
20 CAT C CAT N Y N 0 0.455 0.752 0.0
21 H1 H H1 N N N 0 -6.142 -0.628 0.854
22 H2 H H2 N N N 0 6.026 -1.369 -0.859
23 H3 H H3 N N N 0 -4.194 -2.725 -0.015
24 H4 H H4 N N N 0 5.167 1.361 0.02
25 H5 H H5 N N N 0 -1.749 -2.694 -0.0020
26 H6 H H6 N N N 0 2.93 2.38 0.0080
27 H7 H H7 N N N 0 -4.288 1.55 -0.013
28 H8 H H8 N N N 0 3.422 -2.54 0.018



CUE : Chemical Bonds

Total Number of Bonds: 31
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 OAC CAM O C sing 1.36 N N
2 CAM CAI C C doub 1.38 N Y
3 CAM CAE C C sing 1.39 N Y
4 CAI CAP C C sing 1.39 N Y
5 CAE CAG C C doub 1.38 N Y
6 CAP OAK C O sing 1.35 N Y
7 CAP CAR C C doub 1.4 N Y
8 OAK CAS O C sing 1.34 N Y
9 CAG CAR C C sing 1.39 N Y
10 CAR CAT C C sing 1.47 N Y
11 CAS CAT C C doub 1.39 N Y
12 CAS CAQ C C sing 1.47 N N
13 CAT CAN C C sing 1.41 N N
14 CAF CAQ C C doub 1.4 N Y
15 CAF CAD C C sing 1.37 N Y
16 CAQ CAO C C sing 1.41 N Y
17 CAD CAL C C doub 1.39 N Y
18 CAN OAA C O doub 1.22 N N
19 CAN OAJ C O sing 1.34 N N
20 CAO OAJ C O sing 1.35 N N
21 CAO CAH C C doub 1.39 N Y
22 CAL CAH C C sing 1.39 N Y
23 CAL OAB C O sing 1.36 N N
24 OAB H1 O H sing 0.97 N N
25 OAC H2 O H sing 0.97 N N
26 CAD H3 C H sing 1.08 N N
27 CAE H4 C H sing 1.08 N N
28 CAF H5 C H sing 1.08 N N
29 CAG H6 C H sing 1.08 N N
30 CAH H7 C H sing 1.08 N N
31 CAI H8 C H sing 1.08 N N



CUE : Used in PDB Entries

Total Number of PDB Entries: 4
Ligand Code PDB Entry ID Type Total Distinct
CUE 3qwi Open in New Window Bound ligand 3 1
CUE 4fiz Open in New Window Bound ligand 1 1
CUE 5kr9 Open in New Window Bound ligand 2 1
CUE 6hnw Open in New Window Bound ligand 1 1