Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

X3U : Summary

Code

X3U

One-letter code

X

Molecule name

(4R)-4-(2-chloro-2,2-difluoroethyl)-1-{[(4R)-2-(methoxymethyl)-6-(trifluoromethyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl]methyl}pyrrolidin-2-one

Systematic names

ProgramVersionName
ACDLabs 12.01 (4R)-4-(2-chloro-2,2-difluoroethyl)-1-{[(4R)-2-(methoxymethyl)-6-(trifluoromethyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl]methyl}pyrrolidin-2-one
OpenEye OEToolkits 2.0.7 (4~{R})-4-[2-chloranyl-2,2-bis(fluoranyl)ethyl]-1-[[2-(methoxymethyl)-6-(trifluoromethyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl]methyl]pyrrolidin-2-one

Formula

C14 H14 Cl F5 N4 O2 S

Formal charge

0

Molecular weight

432.797 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 ClC(F)(F)CC1CC(=O)N(C1)Cc1c(nc2sc(COC)nn12)C(F)(F)F
SMILES CACTVS 3.385 COCc1sc2nc(c(CN3C[CH](CC3=O)CC(F)(F)Cl)n2n1)C(F)(F)F
SMILES OpenEye OEToolkits 2.0.7 COCc1nn2c(c(nc2s1)C(F)(F)F)CN3CC(CC3=O)CC(F)(F)Cl
Canonical SMILES CACTVS 3.385 COCc1sc2nc(c(CN3C[C@H](CC3=O)CC(F)(F)Cl)n2n1)C(F)(F)F
Canonical SMILES OpenEye OEToolkits 2.0.7 COCc1nn2c(c(nc2s1)C(F)(F)F)CN3C[C@H](CC3=O)CC(F)(F)Cl

IUPAC InChI

InChI=1S/C14H14ClF5N4O2S/c1-26-6-9-22-24-8(11(14(18,19)20)21-12(24)27-9)5-23-4-7(2-10(23)25)3-13(15,16)17/h7H,2-6H2,1H3/t7-/m1/s1

IUPAC InChI key

DCXFIOLWWRXEQH-SSDOTTSWSA-N
X3U

wwPDB Information

Atom count

41 (27 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2023-10-20

Last modified at

2024-05-17

Status

Released

Obsoleted

Not Assigned



X3U : Atoms of Molecule

Total Number of Atoms: 41
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C10 C C1 N N N 0 -1.236 -0.389 -1.003
2 C12 C C2 N N N 0 -3.43 -0.915 0.151
3 CL1 CL CL1 N N N 0 -5.761 -1.658 1.353
4 C03 C C3 N N N 0 3.164 -4.082 0.094
5 C04 C C4 N Y N 0 3.091 -2.587 0.27
6 C07 C C5 N Y N 0 1.876 0.793 -0.538
7 C11 C C6 R N N 0 -2.709 0.034 -0.809
8 C17 C C7 N N N 0 -2.553 1.44 -0.185
9 C18 C C8 N N N 0 -1.194 1.906 -0.656
10 C20 C C9 N Y N 0 2.393 1.773 0.225
11 C22 C C10 N Y N 0 3.27 -0.076 0.911
12 C01 C C11 N N N 0 2.29 -5.886 -1.219
13 C08 C C12 N N N 0 0.878 0.964 -1.653
14 C13 C C13 N N N 0 -4.912 -0.54 0.222
15 C24 C C14 N N N 0 2.072 3.241 0.111
16 F14 F F1 N N N 0 -5.039 0.775 0.682
17 F15 F F2 N N N 0 -5.481 -0.645 -1.052
18 F25 F F3 N N N 0 1.749 3.546 -1.215
19 F26 F F4 N N N 0 0.985 3.546 0.938
20 F27 F F5 N N N 0 3.184 3.993 0.506
21 N05 N N1 N Y N 0 2.374 -1.76 -0.409
22 N06 N N2 N Y N 0 2.431 -0.405 -0.109
23 N09 N N3 N N N 0 -0.48 0.863 -1.113
24 N21 N N4 N Y N 0 3.242 1.221 1.103
25 O02 O O1 N N N 0 2.296 -4.479 -0.969
26 O19 O O2 N N N 0 -0.804 3.055 -0.625
27 S23 S S1 N Y N 0 3.97 -1.607 1.458
28 H1 H H1 N N N 0 -0.892 -0.963 -0.142
29 H2 H H2 N N N 0 -1.13 -0.978 -1.915
30 H3 H H3 N N N 0 -3.331 -1.939 -0.208
31 H4 H H4 N N N 0 -2.987 -0.833 1.143
32 H5 H H5 N N N 0 4.188 -4.37 -0.145
33 H6 H H6 N N N 0 2.855 -4.571 1.018
34 H7 H H7 N N N 0 -3.229 0.087 -1.766
35 H8 H H8 N N N 0 -3.334 2.108 -0.55
36 H9 H H9 N N N 0 -2.582 1.38 0.903
37 H10 H H10 N N N 0 3.296 -6.212 -1.486
38 H11 H H11 N N N 0 1.963 -6.413 -0.323
39 H13 H H13 N N N 0 1.014 1.942 -2.115
40 H12 H H12 N N N 0 1.607 -6.106 -2.04
41 H14 H H14 N N N 0 1.031 0.185 -2.4



X3U : Chemical Bonds

Total Number of Bonds: 43
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O02 C03 O C sing 1.43 N N
2 O02 C01 O C sing 1.43 N N
3 C03 C04 C C sing 1.51 N N
4 F25 C24 F C sing 1.4 N N
5 C04 N05 C N doub 1.29 N Y
6 C04 S23 C S sing 1.77 N Y
7 N05 N06 N N sing 1.39 N Y
8 C08 C07 C C sing 1.51 N N
9 C08 N09 C N sing 1.46 N N
10 N06 C07 N C sing 1.39 N Y
11 N06 C22 N C sing 1.36 N Y
12 S23 C22 S C sing 1.77 N Y
13 C07 C20 C C doub 1.35 N Y
14 C22 N21 C N doub 1.31 N Y
15 O19 C18 O C doub 1.21 N N
16 C20 N21 C N sing 1.34 N Y
17 C20 C24 C C sing 1.51 N N
18 C24 F26 C F sing 1.4 N N
19 C24 F27 C F sing 1.4 N N
20 N09 C18 N C sing 1.34 N N
21 N09 C10 N C sing 1.47 N N
22 C18 C17 C C sing 1.51 N N
23 C10 C11 C C sing 1.54 N N
24 C17 C11 C C sing 1.55 N N
25 C12 C11 C C sing 1.53 N N
26 C12 C13 C C sing 1.53 N N
27 C13 F15 C F sing 1.4 N N
28 C13 F14 C F sing 1.4 N N
29 C13 CL1 C CL sing 1.8 N N
30 C10 H1 C H sing 1.09 N N
31 C10 H2 C H sing 1.09 N N
32 C12 H3 C H sing 1.09 N N
33 C12 H4 C H sing 1.09 N N
34 C03 H5 C H sing 1.09 N N
35 C03 H6 C H sing 1.09 N N
36 C11 H7 C H sing 1.09 N N
37 C17 H8 C H sing 1.09 N N
38 C17 H9 C H sing 1.09 N N
39 C01 H10 C H sing 1.09 N N
40 C01 H11 C H sing 1.09 N N
41 C01 H12 C H sing 1.09 N N
42 C08 H13 C H sing 1.09 N N
43 C08 H14 C H sing 1.09 N N



X3U : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
X3U 8uo8 Open in New Window Bound ligand 1 1