Chemical Components in the PDB

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R2H : Summary

Code

R2H

One-letter code

X

Molecule name

3-fluoro dicyclotyrosine

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.7 (3~{S},6~{S})-3-[(3-fluoranyl-4-oxidanyl-phenyl)methyl]-6-[(4-hydroxyphenyl)methyl]piperazine-2,5-dione

Formula

C18 H17 F N2 O4

Formal charge

0

Molecular weight

344.337 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 Oc1ccc(C[CH]2NC(=O)[CH](Cc3ccc(O)c(F)c3)NC2=O)cc1
SMILES OpenEye OEToolkits 2.0.7 c1cc(ccc1CC2C(=O)NC(C(=O)N2)Cc3ccc(c(c3)F)O)O
Canonical SMILES CACTVS 3.385 Oc1ccc(C[C@@H]2NC(=O)[C@H](Cc3ccc(O)c(F)c3)NC2=O)cc1
Canonical SMILES OpenEye OEToolkits 2.0.7 c1cc(ccc1C[C@H]2C(=O)N[C@H](C(=O)N2)Cc3ccc(c(c3)F)O)O

IUPAC InChI

InChI=1S/C18H17FN2O4/c19-13-7-11(3-6-16(13)23)9-15-18(25)20-14(17(24)21-15)8-10-1-4-12(22)5-2-10/h1-7,14-15,22-23H,8-9H2,(H,20,25)(H,21,24)/t14-,15-/m0/s1

IUPAC InChI key

BWLHGYWAFIMGJI-GJZGRUSLSA-N
R2H

wwPDB Information

Atom count

42 (25 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2019-05-15

Last modified at

2020-04-17

Status

Released

Obsoleted

Not Assigned



R2H : Atoms of Molecule

Total Number of Atoms: 42
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CA C C1 N N N 0 -0.405 -1.337 -1.378
2 CB C C2 N N N 0 -0.28 1.433 -1.4
3 NB N N1 N N N 0 -1.551 -0.65 -1.37
4 OB O O1 N N N 0 -0.242 2.626 -1.612
5 CD1 C C3 N Y N 0 2.94 0.914 0.902
6 CD2 C C4 N Y N 0 3.855 -1.207 0.267
7 CD3 C C5 N Y N 0 -3.648 -0.744 0.937
8 CE1 C C6 N Y N 0 4.215 1.413 1.087
9 CE2 C C7 N Y N 0 5.133 -0.71 0.439
10 CE3 C C8 N Y N 0 -4.935 -1.203 1.137
11 CAA C C9 S N N 0 0.929 -0.69 -1.154
12 CAB C C10 S N N 0 -1.61 0.788 -1.147
13 CBA C C11 N N N 0 1.367 -0.934 0.292
14 CBB C C12 N N N 0 -2.027 1.054 0.301
15 CD4 C C13 N Y N 0 -4.506 1.399 0.295
16 CE4 C C14 N Y N 0 -5.796 0.942 0.483
17 CGA C C15 N Y N 0 2.759 -0.394 0.493
18 CGB C C16 N Y N 0 -3.433 0.556 0.517
19 CZA C C17 N Y N 0 5.316 0.603 0.856
20 CZB C C18 N Y N 0 -6.014 -0.36 0.91
21 FY F F1 N N N 0 6.204 -1.5 0.203
22 NA N N2 N N N 0 0.868 0.745 -1.398
23 OA O O2 N N N 0 -0.445 -2.534 -1.57
24 OAX O O3 N N N 0 6.571 1.092 1.037
25 OAY O O4 N N N 0 -7.281 -0.81 1.105
26 H1 H H1 N N N 0 -2.381 -1.13 -1.52
27 H2 H H2 N N N 0 2.082 1.546 1.082
28 H3 H H3 N N N 0 3.711 -2.227 -0.058
29 H4 H H4 N N N 0 -2.807 -1.399 1.114
30 H5 H H5 N N N 0 4.354 2.434 1.411
31 H6 H H6 N N N 0 -5.102 -2.217 1.468
32 H7 H H7 N N N 0 1.66 -1.135 -1.828
33 H8 H H8 N N N 0 -2.351 1.224 -1.817
34 H9 H H9 N N N 0 0.68 -0.428 0.97
35 H10 H H10 N N N 0 1.359 -2.004 0.498
36 H11 H H11 N N N 0 -1.349 0.533 0.976
37 H12 H H12 N N N 0 -1.987 2.125 0.5
38 H13 H H13 N N N 0 -4.336 2.413 -0.037
39 H14 H H14 N N N 0 -6.634 1.597 0.298
40 H15 H H15 N N N 0 1.695 1.222 -1.571
41 H16 H H16 N N N 0 6.916 0.968 1.932
42 H17 H H17 N N N 0 -7.614 -0.67 2.002



R2H : Chemical Bonds

Total Number of Bonds: 44
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CAB NB C N sing 1.46 N N
2 CAB CB C C sing 1.5 N N
3 CAB CBB C C sing 1.53 N N
4 OB CB O C doub 1.21 N N
5 NB CA N C sing 1.34 N N
6 CB NA C N sing 1.34 N N
7 CA OA C O doub 1.21 N N
8 CA CAA C C sing 1.5 N N
9 NA CAA N C sing 1.46 N N
10 CBB CGB C C sing 1.51 N N
11 CAA CBA C C sing 1.53 N N
12 CGB CD3 C C doub 1.38 N Y
13 CGB CD4 C C sing 1.38 N Y
14 CBA CGA C C sing 1.51 N N
15 CD3 CE3 C C sing 1.38 N Y
16 CD4 CE4 C C doub 1.38 N Y
17 CGA CD1 C C doub 1.38 N Y
18 CGA CD2 C C sing 1.38 N Y
19 CD1 CE1 C C sing 1.38 N Y
20 CD2 CE2 C C doub 1.38 N Y
21 CE1 CZA C C doub 1.39 N Y
22 CE2 CZA C C sing 1.39 N Y
23 CE2 FY C F sing 1.35 N N
24 CZA OAX C O sing 1.36 N N
25 CE3 CZB C C doub 1.39 N Y
26 CE4 CZB C C sing 1.39 N Y
27 CZB OAY C O sing 1.36 N N
28 NB H1 N H sing 0.97 N N
29 CD1 H2 C H sing 1.08 N N
30 CD2 H3 C H sing 1.08 N N
31 CD3 H4 C H sing 1.08 N N
32 CE1 H5 C H sing 1.08 N N
33 CE3 H6 C H sing 1.08 N N
34 CAA H7 C H sing 1.09 N N
35 CAB H8 C H sing 1.09 N N
36 CBA H9 C H sing 1.09 N N
37 CBA H10 C H sing 1.09 N N
38 CBB H11 C H sing 1.09 N N
39 CBB H12 C H sing 1.09 N N
40 CD4 H13 C H sing 1.08 N N
41 CE4 H14 C H sing 1.08 N N
42 NA H15 N H sing 0.97 N N
43 OAX H16 O H sing 0.97 N N
44 OAY H17 O H sing 0.97 N N



R2H : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
R2H 6rq6 Open in New Window Bound ligand 1 1