Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

N5S : Summary

Code

N5S

One-letter code

X

Molecule name

N-(5-methyl-1,2-oxazol-3-yl)-N'-[(3S)-4,4,4-trifluoro-3-hydroxy-3-(5-methylfuran-2-yl)butyl]urea

Systematic names

ProgramVersionName
ACDLabs 12.01 N-(5-methyl-1,2-oxazol-3-yl)-N'-[(3S)-4,4,4-trifluoro-3-hydroxy-3-(5-methylfuran-2-yl)butyl]urea
OpenEye OEToolkits 2.0.6 1-(5-methyl-1,2-oxazol-3-yl)-3-[(3~{S})-4,4,4-tris(fluoranyl)-3-(5-methylfuran-2-yl)-3-oxidanyl-butyl]urea

Formula

C14 H16 F3 N3 O4

Formal charge

0

Molecular weight

347.29 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 N(C(NCCC(c1oc(C)cc1)(O)C(F)(F)F)=O)c2cc(C)on2
SMILES CACTVS 3.385 Cc1onc(NC(=O)NCC[C](O)(c2oc(C)cc2)C(F)(F)F)c1
SMILES OpenEye OEToolkits 2.0.6 Cc1ccc(o1)C(CCNC(=O)Nc2cc(on2)C)(C(F)(F)F)O
Canonical SMILES CACTVS 3.385 Cc1onc(NC(=O)NCC[C@](O)(c2oc(C)cc2)C(F)(F)F)c1
Canonical SMILES OpenEye OEToolkits 2.0.6 Cc1ccc(o1)[C@@](CCNC(=O)Nc2cc(on2)C)(C(F)(F)F)O

IUPAC InChI

InChI=1S/C14H16F3N3O4/c1-8-3-4-10(23-8)13(22,14(15,16)17)5-6-18-12(21)19-11-7-9(2)24-20-11/h3-4,7,22H,5-6H2,1-2H3,(H2,18,19,20,21)/t13-/m0/s1

IUPAC InChI key

SFFCNDTYNHNJBV-ZDUSSCGKSA-N
N5S

wwPDB Information

Atom count

40 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2019-05-03

Last modified at

2019-12-13

Status

Released

Obsoleted

Not Assigned



N5S : Atoms of Molecule

Total Number of Atoms: 40
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N1 N N1 N N N 0 3.257 -1.013 0.866
2 C4 C C1 N Y N 0 -2.754 0.797 -0.31
3 C5 C C2 S N N 0 -2.7 -0.702 -0.453
4 C6 C C3 N N N 0 -1.475 -1.241 0.29
5 C7 C C4 N N N 0 -0.207 -0.627 -0.305
6 C8 C C5 N N N 0 2.189 -0.626 0.141
7 C10 C C6 N Y N 0 4.874 0.281 -0.567
8 C13 C C7 N N N 0 -3.968 -1.317 0.14
9 N N N2 N N N 0 0.955 -1.048 0.482
10 C C C8 N N N 0 -2.135 3.932 1.458
11 O O O1 N Y N 0 -2.292 1.504 0.734
12 C1 C C9 N Y N 0 -2.508 2.812 0.521
13 C11 C C10 N Y N 0 6.217 0.408 -0.472
14 C12 C C11 N N N 0 7.112 1.213 -1.38
15 C2 C C12 N Y N 0 -3.115 2.954 -0.672
16 C3 C C13 N Y N 0 -3.269 1.655 -1.209
17 C9 C C14 N Y N 0 4.534 -0.572 0.516
18 F F F1 N N N 0 -5.087 -0.834 -0.547
19 F1 F F2 N N N 0 -3.912 -2.71 0.018
20 F2 F F3 N N N 0 -4.066 -0.971 1.492
21 N2 N N3 N Y N 0 5.657 -0.862 1.12
22 O1 O O2 N N N 0 -2.606 -1.045 -1.837
23 O2 O O3 N N N 0 2.338 0.103 -0.82
24 O3 O O4 N Y N 0 6.598 -0.322 0.586
25 H1 H H1 N N N 0 3.138 -1.595 1.633
26 H2 H H2 N N N 0 -1.546 -0.978 1.345
27 H3 H H3 N N N 0 -1.437 -2.326 0.188
28 H4 H H4 N N N 0 -0.089 -0.964 -1.335
29 H5 H H5 N N N 0 -0.285 0.46 -0.285
30 H6 H H6 N N N 0 4.213 0.729 -1.294
31 H7 H H7 N N N 0 0.836 -1.63 1.249
32 H8 H H8 N N N 0 -1.657 3.518 2.346
33 H9 H H9 N N N 0 -1.444 4.61 0.956
34 H10 H H10 N N N 0 -3.033 4.477 1.749
35 H11 H H11 N N N 0 7.207 2.226 -0.99
36 H12 H H12 N N N 0 8.096 0.747 -1.426
37 H13 H H13 N N N 0 6.679 1.247 -2.379
38 H14 H H14 N N N 0 -3.42 3.881 -1.132
39 H16 H H16 N N N 0 -1.824 -0.688 -2.279
40 H15 H H15 N N N 0 -3.719 1.4 -2.158



N5S : Chemical Bonds

Total Number of Bonds: 41
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C12 C11 C C sing 1.51 N N
2 O3 C11 O C sing 1.34 N Y
3 O3 N2 O N sing 1.21 N Y
4 C11 C10 C C doub 1.35 N Y
5 N2 C9 N C doub 1.31 N Y
6 C10 C9 C C sing 1.42 N Y
7 C9 N1 C N sing 1.4 N N
8 N1 C8 N C sing 1.35 N N
9 O2 C8 O C doub 1.22 N N
10 C8 N C N sing 1.35 N N
11 N C7 N C sing 1.47 N N
12 C7 C6 C C sing 1.53 N N
13 C2 C3 C C sing 1.41 N Y
14 C2 C1 C C doub 1.35 N Y
15 C3 C4 C C doub 1.35 N Y
16 C6 C5 C C sing 1.53 N N
17 C1 C C C sing 1.51 N N
18 C1 O C O sing 1.34 N Y
19 C4 O C O sing 1.34 N Y
20 C4 C5 C C sing 1.51 N N
21 C5 O1 C O sing 1.43 N N
22 C5 C13 C C sing 1.53 N N
23 F1 C13 F C sing 1.4 N N
24 C13 F C F sing 1.4 N N
25 C13 F2 C F sing 1.4 N N
26 N1 H1 N H sing 0.97 N N
27 C6 H2 C H sing 1.09 N N
28 C6 H3 C H sing 1.09 N N
29 C7 H4 C H sing 1.09 N N
30 C7 H5 C H sing 1.09 N N
31 C10 H6 C H sing 1.08 N N
32 N H7 N H sing 0.97 N N
33 C H8 C H sing 1.09 N N
34 C H9 C H sing 1.09 N N
35 C H10 C H sing 1.09 N N
36 C12 H11 C H sing 1.09 N N
37 C12 H12 C H sing 1.09 N N
38 C12 H13 C H sing 1.09 N N
39 C2 H14 C H sing 1.08 N N
40 C3 H15 C H sing 1.08 N N
41 O1 H16 O H sing 0.97 N N



N5S : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
N5S 5qqe Open in New Window Bound ligand 1 1