Chemical Components in the PDB

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5YE : Summary

Code

5YE

One-letter code

X

Molecule name

6-[[ethyl-(4-fluorophenyl)amino]methyl]-2,3-dihydro-1~{H}-cyclopenta[3,4][1,3]thiazolo[1,4-~{a}]pyrimidin-8-one

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.4 6-[[ethyl-(4-fluorophenyl)amino]methyl]-2,3-dihydro-1~{H}-cyclopenta[3,4][1,3]thiazolo[1,4-~{a}]pyrimidin-8-one

Formula

C18 H18 F N3 O S

Formal charge

0

Molecular weight

343.418 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 CCN(CC1=CC(=O)N2C3=C(CCC3)SC2=N1)c4ccc(F)cc4
SMILES OpenEye OEToolkits 2.0.4 CCN(CC1=CC(=O)N2C3=C(CCC3)SC2=N1)c4ccc(cc4)F
Canonical SMILES CACTVS 3.385 CCN(CC1=CC(=O)N2C3=C(CCC3)SC2=N1)c4ccc(F)cc4
Canonical SMILES OpenEye OEToolkits 2.0.4 CCN(CC1=CC(=O)N2C3=C(CCC3)SC2=N1)c4ccc(cc4)F

IUPAC InChI

InChI=1S/C18H18FN3OS/c1-2-21(14-8-6-12(19)7-9-14)11-13-10-17(23)22-15-4-3-5-16(15)24-18(22)20-13/h6-10H,2-5,11H2,1H3

IUPAC InChI key

MKBFOAQLSFHEGN-UHFFFAOYSA-N
5YE

wwPDB Information

Atom count

42 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2016-01-05

Last modified at

2016-02-19

Status

Released

Obsoleted

Not Assigned



5YE : 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 C4 C C1 N N N 0 1.007 2.257 0.577
2 C14 C C2 N Y N 0 -4.604 -1.118 -1.047
3 C5 C C3 N N N 0 2.274 1.767 0.255
4 C6 C C4 N N N 0 3.667 -0.203 -0.194
5 C11 C C5 N N N 0 5.083 0.3 -0.487
6 C7 C C6 N N N 0 3.65 -1.524 -0.279
7 C8 C C7 N N N 0 1.392 -0.389 0.311
8 C9 C C8 N N N 0 5.012 -2.085 -0.623
9 C10 C C9 N N N 0 5.993 -0.933 -0.319
10 C12 C C10 N Y N 0 -3.036 0.363 0.001
11 C13 C C11 N Y N 0 -3.914 0.078 -1.036
12 N1 N N1 N N N 0 2.462 0.421 0.122
13 N2 N N2 N N N 0 0.19 0.071 0.61
14 C3 C C12 N N N 0 -0.034 1.371 0.755
15 F F F1 N N N 0 -5.101 -3.201 -0.034
16 C15 C C13 N Y N 0 -4.421 -2.033 -0.024
17 C16 C C14 N Y N 0 -3.542 -1.754 1.009
18 C17 C C15 N Y N 0 -2.846 -0.561 1.02
19 N N N3 N N N 0 -2.336 1.574 0.014
20 C1 C C16 N N N 0 -2.529 2.543 -1.068
21 C C C17 N N N 0 -3.671 3.493 -0.703
22 C2 C C18 N N N 0 -1.41 1.873 1.109
23 O O O1 N N N 0 3.208 2.536 0.094
24 S S S1 N N N 0 1.989 -2.037 0.064
25 H1 H H1 N N N 0 0.845 3.319 0.69
26 H2 H H2 N N N 0 -5.29 -1.338 -1.852
27 H3 H H3 N N N 0 5.146 0.68 -1.506
28 H4 H H4 N N N 0 5.362 1.077 0.224
29 H5 H H5 N N N 0 5.235 -2.95 0.002
30 H6 H H6 N N N 0 5.056 -2.356 -1.677
31 H7 H H7 N N N 0 6.811 -0.916 -1.039
32 H8 H H8 N N N 0 6.373 -1.002 0.701
33 H9 H H9 N N N 0 -4.057 0.792 -1.835
34 H11 H H11 N N N 0 -3.401 -2.469 1.806
35 H12 H H12 N N N 0 -2.163 -0.342 1.828
36 H13 H H13 N N N 0 -1.612 3.114 -1.211
37 H14 H H14 N N N 0 -2.776 2.014 -1.989
38 H15 H H15 N N N 0 -4.588 2.922 -0.56
39 H16 H H16 N N N 0 -3.424 4.021 0.218
40 H17 H H17 N N N 0 -3.814 4.214 -1.508
41 H18 H H18 N N N 0 -1.753 1.381 2.02
42 H19 H H19 N N N 0 -1.374 2.95 1.27



5YE : Chemical Bonds

Total Number of Bonds: 45
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C10 C11 C C sing 1.54 N N
2 C10 C9 C C sing 1.54 N N
3 C11 C6 C C sing 1.53 N N
4 O C5 O C doub 1.22 N N
5 C9 C7 C C sing 1.51 N N
6 C6 C7 C C doub 1.32 N N
7 C6 N1 C N sing 1.39 N N
8 C5 N1 C N sing 1.37 N N
9 C5 C4 C C sing 1.4 N N
10 C7 S C S sing 1.77 N N
11 N1 C8 N C sing 1.36 N N
12 C4 C3 C C doub 1.38 N N
13 C C1 C C sing 1.53 N N
14 C8 S C S sing 1.77 N N
15 C8 N2 C N doub 1.32 N N
16 C3 N2 C N sing 1.33 N N
17 C3 C2 C C sing 1.51 N N
18 C1 N C N sing 1.47 N N
19 C2 N C N sing 1.46 N N
20 N C12 N C sing 1.4 N N
21 C12 C13 C C doub 1.39 N Y
22 C12 C17 C C sing 1.39 N Y
23 C13 C14 C C sing 1.38 N Y
24 C17 C16 C C doub 1.38 N Y
25 C14 C15 C C doub 1.38 N Y
26 C16 C15 C C sing 1.38 N Y
27 C15 F C F sing 1.35 N N
28 C4 H1 C H sing 1.08 N N
29 C14 H2 C H sing 1.08 N N
30 C11 H3 C H sing 1.09 N N
31 C11 H4 C H sing 1.09 N N
32 C9 H5 C H sing 1.09 N N
33 C9 H6 C H sing 1.09 N N
34 C10 H7 C H sing 1.09 N N
35 C10 H8 C H sing 1.09 N N
36 C13 H9 C H sing 1.08 N N
37 C16 H11 C H sing 1.08 N N
38 C17 H12 C H sing 1.08 N N
39 C1 H13 C H sing 1.09 N N
40 C1 H14 C H sing 1.09 N N
41 C H15 C H sing 1.09 N N
42 C H16 C H sing 1.09 N N
43 C H17 C H sing 1.09 N N
44 C2 H18 C H sing 1.09 N N
45 C2 H19 C H sing 1.09 N N



5YE : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
5YE 5h8q Open in New Window Bound ligand 1 1