Chemical Components in the PDB

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DRF : Summary

Code

DRF

One-letter code

X

Molecule name

(2S)-2-ETHOXY-3-{4-[2-(10H-PHENOXAZIN-10-YL)ETHOXY]PHENYL}PROPANOIC ACID

Synonyms

RAGAGLITAZAR

Systematic names

ProgramVersionName
ACDLabs 10.04 (2S)-2-ethoxy-3-{4-[2-(10H-phenoxazin-10-yl)ethoxy]phenyl}propanoic acid
OpenEye OEToolkits 1.5.0 (2S)-2-ethoxy-3-[4-(2-phenoxazin-10-ylethoxy)phenyl]propanoic acid

Formula

C25 H25 N O5

Formal charge

0

Molecular weight

419.47 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(O)C(OCC)Cc4ccc(OCCN1c3c(Oc2c1cccc2)cccc3)cc4
SMILES CACTVS 3.341 CCO[CH](Cc1ccc(OCCN2c3ccccc3Oc4ccccc24)cc1)C(O)=O
SMILES OpenEye OEToolkits 1.5.0 CCOC(Cc1ccc(cc1)OCCN2c3ccccc3Oc4c2cccc4)C(=O)O
Canonical SMILES CACTVS 3.341 CCO[C@@H](Cc1ccc(OCCN2c3ccccc3Oc4ccccc24)cc1)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.5.0 CCO[C@@H](Cc1ccc(cc1)OCCN2c3ccccc3Oc4c2cccc4)C(=O)O

IUPAC InChI

InChI=1S/C25H25NO5/c1-2-29-24(25(27)28)17-18-11-13-19(14-12-18)30-16-15-26-20-7-3-5-9-22(20)31-23-10-6-4-8-21(23)26/h3-14,24H,2,15-17H2,1H3,(H,27,28)/t24-/m0/s1

IUPAC InChI key

WMUIIGVAWPWQAW-DEOSSOPVSA-N
DRF

wwPDB Information

Atom count

56 (31 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2003-02-25

Last modified at

2021-03-01

Status

Released

Obsoleted

Not Assigned



DRF : Atoms of Molecule

Total Number of Atoms: 56
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O45 O O45 N N N 0 -2.304 0.653 -7.15
2 C44 C C44 N N N 0 -0.997 0.556 -6.86
3 O55 O O55 N N N 0 -0.17 0.843 -7.693
4 C41 C C41 S N N 0 -0.561 0.091 -5.494
5 O46 O O46 N N N 0 0.866 0.072 -5.43
6 C48 C C48 N N N 0 1.281 -1.227 -5.854
7 C49 C C49 N N N 0 2.808 -1.314 -5.809
8 C40 C C40 N N N 0 -1.107 1.047 -4.431
9 C33 C C33 N Y N 0 -0.671 0.582 -3.066
10 C34 C C34 N Y N 0 0.52 1.035 -2.53
11 C35 C C35 N Y N 0 0.922 0.609 -1.279
12 C30 C C30 N Y N 0 0.129 -0.272 -0.559
13 O27 O O27 N N N 0 0.522 -0.691 0.671
14 C24 C C24 N N N 0 -0.49 -1.579 1.148
15 C23 C C23 N N N 0 -0.107 -2.09 2.538
16 N22 N N22 N N N 0 0.02 -0.957 3.457
17 C11 C C11 N Y N 0 -1.066 -0.473 4.21
18 C16 C C16 N Y N 0 -0.978 0.793 4.776
19 O21 O O21 N N N 0 0.081 1.606 4.6
20 C4 C C4 N Y N 0 1.218 0.983 4.234
21 C3 C C3 N Y N 0 1.239 -0.281 3.652
22 C2 C C2 N Y N 0 2.43 -0.867 3.268
23 C1 C C1 N Y N 0 3.625 -0.202 3.476
24 C6 C C6 N Y N 0 3.619 1.046 4.068
25 C5 C C5 N Y N 0 2.429 1.637 4.445
26 C15 C C15 N Y N 0 -2.048 1.256 5.538
27 C14 C C14 N Y N 0 -3.173 0.475 5.713
28 C13 C C13 N Y N 0 -3.254 -0.777 5.135
29 C31 C C31 N Y N 0 -1.066 -0.724 -1.099
30 C12 C C12 N Y N 0 -2.195 -1.253 4.381
31 C32 C C32 N Y N 0 -1.466 -0.292 -2.348
32 H45 H H45 N N N 0 -2.583 0.951 -8.026
33 H41 H H41 N N N 0 -0.946 -0.911 -5.312
34 H481 H 1H48 N N N 0 0.937 -1.404 -6.873
35 H482 H 2H48 N N N 0 0.854 -1.979 -5.19
36 H491 H 1H49 N N N 0 3.125 -2.306 -6.132
37 H492 H 2H49 N N N 0 3.234 -0.562 -6.473
38 H493 H 3H49 N N N 0 3.152 -1.137 -4.79
39 H401 H 1H40 N N N 0 -2.195 1.061 -4.48
40 H402 H 2H40 N N N 0 -0.722 2.05 -4.613
41 H34 H H34 N N N 0 1.137 1.721 -3.091
42 H35 H H35 N N N 0 1.853 0.963 -0.861
43 H241 H 1H24 N N N 0 -0.586 -2.422 0.464
44 H242 H 2H24 N N N 0 -1.441 -1.048 1.205
45 H231 H 1H23 N N N 0 0.842 -2.621 2.481
46 H232 H 2H23 N N N 0 -0.88 -2.767 2.902
47 H2 H H2 N N N 0 2.428 -1.845 2.808
48 H1 H H1 N N N 0 4.559 -0.655 3.177
49 H6 H H6 N N N 0 4.551 1.564 4.237
50 H5 H H5 N N N 0 2.438 2.613 4.907
51 H15 H H15 N N N 0 -1.997 2.233 5.996
52 H14 H H14 N N N 0 -3.996 0.845 6.306
53 H13 H H13 N N N 0 -4.139 -1.381 5.27
54 H12 H H12 N N N 0 -2.251 -2.232 3.927
55 H31 H H31 N N N 0 -1.685 -1.411 -0.541
56 H32 H H32 N N N 0 -2.396 -0.643 -2.769



DRF : Chemical Bonds

Total Number of Bonds: 59
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O45 C44 O C sing 1.34 N N
2 O45 H45 O H sing 0.97 N N
3 C44 O55 C O doub 1.21 N N
4 C44 C41 C C sing 1.51 N N
5 C41 O46 C O sing 1.43 N N
6 C41 C40 C C sing 1.53 N N
7 C41 H41 C H sing 1.09 N N
8 O46 C48 O C sing 1.43 N N
9 C48 C49 C C sing 1.53 N N
10 C48 H481 C H sing 1.09 N N
11 C48 H482 C H sing 1.09 N N
12 C49 H491 C H sing 1.09 N N
13 C49 H492 C H sing 1.09 N N
14 C49 H493 C H sing 1.09 N N
15 C40 C33 C C sing 1.51 N N
16 C40 H401 C H sing 1.09 N N
17 C40 H402 C H sing 1.09 N N
18 C33 C34 C C doub 1.38 N Y
19 C33 C32 C C sing 1.38 N Y
20 C34 C35 C C sing 1.38 N Y
21 C34 H34 C H sing 1.08 N N
22 C35 C30 C C doub 1.39 N Y
23 C35 H35 C H sing 1.08 N N
24 C30 O27 C O sing 1.36 N N
25 C30 C31 C C sing 1.39 N Y
26 O27 C24 O C sing 1.43 N N
27 C24 C23 C C sing 1.53 N N
28 C24 H241 C H sing 1.09 N N
29 C24 H242 C H sing 1.09 N N
30 C23 N22 C N sing 1.46 N N
31 C23 H231 C H sing 1.09 N N
32 C23 H232 C H sing 1.09 N N
33 N22 C11 N C sing 1.41 N N
34 N22 C3 N C sing 1.41 N N
35 C11 C16 C C doub 1.39 N Y
36 C11 C12 C C sing 1.38 N Y
37 C16 O21 C O sing 1.35 N N
38 C16 C15 C C sing 1.39 N Y
39 O21 C4 O C sing 1.35 N N
40 C4 C3 C C doub 1.39 N Y
41 C4 C5 C C sing 1.39 N Y
42 C3 C2 C C sing 1.38 N Y
43 C2 C1 C C doub 1.38 N Y
44 C2 H2 C H sing 1.08 N N
45 C1 C6 C C sing 1.38 N Y
46 C1 H1 C H sing 1.08 N N
47 C6 C5 C C doub 1.38 N Y
48 C6 H6 C H sing 1.08 N N
49 C5 H5 C H sing 1.08 N N
50 C15 C14 C C doub 1.38 N Y
51 C15 H15 C H sing 1.08 N N
52 C14 C13 C C sing 1.38 N Y
53 C14 H14 C H sing 1.08 N N
54 C13 C12 C C doub 1.38 N Y
55 C13 H13 C H sing 1.08 N N
56 C12 H12 C H sing 1.08 N N
57 C31 C32 C C doub 1.38 N Y
58 C31 H31 C H sing 1.08 N N
59 C32 H32 C H sing 1.08 N N



DRF : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
DRF 1nyx Open in New Window Bound ligand 1 1