Chemical Components in the PDB

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67H : Summary

Code

67H

One-letter code

X

Molecule name

7-{[ethyl(4-fluorophenyl)amino]methyl}-N,2-dimethyl-5-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-3-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 7-{[ethyl(4-fluorophenyl)amino]methyl}-N,2-dimethyl-5-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-3-carboxamide
OpenEye OEToolkits 2.0.4 7-[[ethyl-(4-fluorophenyl)amino]methyl]-~{N},2-dimethyl-5-oxidanylidene-[1,3]thiazolo[3,2-a]pyrimidine-3-carboxamide

Formula

C18 H19 F N4 O2 S

Formal charge

0

Molecular weight

374.432 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 C(C2=CC(=O)N1C(=C(C)SC1=N2)C(=O)NC)N(CC)c3ccc(cc3)F
SMILES CACTVS 3.385 CCN(CC1=CC(=O)N2C(=N1)SC(=C2C(=O)NC)C)c3ccc(F)cc3
SMILES OpenEye OEToolkits 2.0.4 CCN(CC1=CC(=O)N2C(=C(SC2=N1)C)C(=O)NC)c3ccc(cc3)F
Canonical SMILES CACTVS 3.385 CCN(CC1=CC(=O)N2C(=N1)SC(=C2C(=O)NC)C)c3ccc(F)cc3
Canonical SMILES OpenEye OEToolkits 2.0.4 CCN(CC1=CC(=O)N2C(=C(SC2=N1)C)C(=O)NC)c3ccc(cc3)F

IUPAC InChI

InChI=1S/C18H19FN4O2S/c1-4-22(14-7-5-12(19)6-8-14)10-13-9-15(24)23-16(17(25)20-3)11(2)26-18(23)21-13/h5-9H,4,10H2,1-3H3,(H,20,25)

IUPAC InChI key

QUGAOEHDZBIECQ-UHFFFAOYSA-N
67H

wwPDB Information

Atom count

45 (26 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2016-02-11

Last modified at

2016-03-11

Status

Released

Obsoleted

Not Assigned



67H : Atoms of Molecule

Total Number of Atoms: 45
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 1.893 1.287 1.642
2 C5 C C2 N N N 0 0.506 0.91 1.19
3 C6 C C3 N N N 0 -0.052 -0.274 1.585
4 C11 C C4 N N N 0 -3.799 1.049 -0.959
5 C7 C C5 N N N 0 -1.34 -0.602 1.154
6 C10 C C6 N N N 0 -3.295 0.084 -0.171
7 C13 C C7 N N N 0 -1.404 1.418 -0.007
8 N3 N N1 N N N 0 2.786 1.346 0.481
9 C1 C C8 N N N 0 4.104 3.402 0.353
10 C2 C C9 N N N 0 2.949 2.602 -0.254
11 O8 O O1 N N N 0 -1.852 -1.655 1.498
12 N9 N N2 N N N 0 -2.024 0.26 0.345
13 S12 S S1 N N N 0 -2.543 2.296 -1.041
14 N14 N N3 N N N 0 -0.19 1.727 0.407
15 C15 C C10 N N N 0 -5.151 1.07 -1.625
16 C16 C C11 N N N 0 -4.07 -1.122 0.132
17 O17 O O2 N N N 0 -4.758 -1.168 1.136
18 N18 N N4 N N N 0 -4.023 -2.181 -0.7
19 C19 C C12 N N N 0 -4.881 -3.344 -0.457
20 C20 C C13 N Y N 0 3.481 0.203 0.076
21 C21 C C14 N Y N 0 4.328 0.257 -1.024
22 C22 C C15 N Y N 0 5.014 -0.873 -1.422
23 C23 C C16 N Y N 0 4.859 -2.06 -0.726
24 C24 C C17 N Y N 0 4.016 -2.116 0.371
25 C25 C C18 N Y N 0 3.331 -0.987 0.776
26 F26 F F1 N N N 0 5.531 -3.164 -1.118
27 H1 H H1 N N N 0 1.865 2.262 2.128
28 H2 H H2 N N N 0 2.261 0.541 2.346
29 H3 H H3 N N N 0 0.497 -0.949 2.224
30 H5 H H5 N N N 0 3.886 3.619 1.399
31 H6 H H6 N N N 0 5.023 2.82 0.287
32 H7 H H7 N N N 0 4.226 4.337 -0.194
33 H8 H H8 N N N 0 3.168 2.385 -1.3
34 H9 H H9 N N N 0 2.03 3.184 -0.188
35 H10 H H10 N N N 0 -5.894 1.455 -0.928
36 H11 H H11 N N N 0 -5.112 1.712 -2.506
37 H12 H H12 N N N 0 -5.423 0.058 -1.925
38 H13 H H13 N N N 0 -3.421 -2.174 -1.461
39 H14 H H14 N N N 0 -5.926 -3.035 -0.482
40 H15 H H15 N N N 0 -4.704 -4.094 -1.228
41 H16 H H16 N N N 0 -4.651 -3.767 0.521
42 H17 H H17 N N N 0 4.449 1.183 -1.567
43 H18 H H18 N N N 0 5.672 -0.831 -2.277
44 H19 H H19 N N N 0 3.896 -3.043 0.912
45 H20 H H20 N N N 0 2.674 -1.032 1.632



67H : Chemical Bonds

Total Number of Bonds: 47
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 F26 C23 F C sing 1.35 N N
2 C23 C22 C C doub 1.38 N Y
3 C23 C24 C C sing 1.38 N Y
4 C22 C21 C C sing 1.38 N Y
5 C24 C25 C C doub 1.38 N Y
6 C21 C20 C C doub 1.39 N Y
7 C25 C20 C C sing 1.39 N Y
8 C20 N3 C N sing 1.4 N N
9 N3 C4 N C sing 1.47 N N
10 N3 C2 N C sing 1.46 N N
11 C4 C5 C C sing 1.51 N N
12 C2 C1 C C sing 1.53 N N
13 N14 C5 N C sing 1.33 N N
14 N14 C13 N C doub 1.32 N N
15 C5 C6 C C doub 1.37 N N
16 S12 C13 S C sing 1.77 N N
17 S12 C11 S C sing 1.77 N N
18 C13 N9 C N sing 1.36 N N
19 C6 C7 C C sing 1.4 N N
20 N9 C7 N C sing 1.37 N N
21 N9 C10 N C sing 1.38 N N
22 C11 C15 C C sing 1.51 N N
23 C11 C10 C C doub 1.34 N N
24 C7 O8 C O doub 1.22 N N
25 C10 C16 C C sing 1.47 N N
26 N18 C19 N C sing 1.47 N N
27 N18 C16 N C sing 1.35 N N
28 C16 O17 C O doub 1.22 N N
29 C4 H1 C H sing 1.09 N N
30 C4 H2 C H sing 1.09 N N
31 C6 H3 C H sing 1.08 N N
32 C1 H5 C H sing 1.09 N N
33 C1 H6 C H sing 1.09 N N
34 C1 H7 C H sing 1.09 N N
35 C2 H8 C H sing 1.09 N N
36 C2 H9 C H sing 1.09 N N
37 C15 H10 C H sing 1.09 N N
38 C15 H11 C H sing 1.09 N N
39 C15 H12 C H sing 1.09 N N
40 N18 H13 N H sing 0.97 N N
41 C19 H14 C H sing 1.09 N N
42 C19 H15 C H sing 1.09 N N
43 C19 H16 C H sing 1.09 N N
44 C21 H17 C H sing 1.08 N N
45 C22 H18 C H sing 1.08 N N
46 C24 H19 C H sing 1.08 N N
47 C25 H20 C H sing 1.08 N N



67H : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
67H 5i2k Open in New Window Bound ligand 1 1