Chemical Components in the PDB

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9F4 : Summary

Code

9F4

One-letter code

X

Molecule name

(1R,2R,3R)-2-[4-(5-fluoranylpyrimidin-2-yl)phenyl]-N-oxidanyl-3-phenyl-cyclopropane-1-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 (1R,2R,3R)-2-[4-(5-fluoropyrimidin-2-yl)phenyl]-N-hydroxy-3-phenylcyclopropanecarboxamide
OpenEye OEToolkits 1.9.2 (1R,2R,3R)-2-[4-(5-fluoranylpyrimidin-2-yl)phenyl]-N-oxidanyl-3-phenyl-cyclopropane-1-carboxamide

Formula

C20 H16 F N3 O2

Formal charge

0

Molecular weight

349.358 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(NO)C4C(c1ccccc1)C4c3ccc(c2ncc(F)cn2)cc3
SMILES CACTVS 3.385 ONC(=O)[CH]1[CH]([CH]1c2ccc(cc2)c3ncc(F)cn3)c4ccccc4
SMILES OpenEye OEToolkits 1.9.2 c1ccc(cc1)C2C(C2C(=O)NO)c3ccc(cc3)c4ncc(cn4)F
Canonical SMILES CACTVS 3.385 ONC(=O)[C@@H]1[C@@H]([C@H]1c2ccc(cc2)c3ncc(F)cn3)c4ccccc4
Canonical SMILES OpenEye OEToolkits 1.9.2 c1ccc(cc1)[C@@H]2[C@H]([C@@H]2C(=O)NO)c3ccc(cc3)c4ncc(cn4)F

IUPAC InChI

InChI=1S/C20H16FN3O2/c21-15-10-22-19(23-11-15)14-8-6-13(7-9-14)17-16(18(17)20(25)24-26)12-4-2-1-3-5-12/h1-11,16-18,26H,(H,24,25)/t16-,17-,18-/m1/s1

IUPAC InChI key

QHCRWOYXPXJUJS-KZNAEPCWSA-N
9F4

wwPDB Information

Atom count

42 (26 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-10-16

Last modified at

2014-09-05

Status

Released

Obsoleted

Not Assigned



9F4 : 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 F26 F F26 N N N 0 -8.286 -0.078 0.292
2 C23 C C23 N Y N 0 -6.94 -0.068 0.186
3 C22 C C22 N Y N 0 -6.174 0.81 0.942
4 N21 N N21 N Y N 0 -4.859 0.793 0.813
5 C24 C C24 N Y N 0 -6.289 -0.94 -0.678
6 N25 N N25 N Y N 0 -4.97 -0.904 -0.757
7 C20 C C20 N Y N 0 -4.27 -0.049 -0.024
8 C12 C C12 N Y N 0 -2.792 -0.039 -0.141
9 C11 C C11 N Y N 0 -2.153 -0.916 -1.016
10 C10 C C10 N Y N 0 -0.776 -0.901 -1.121
11 C13 C C13 N Y N 0 -2.036 0.852 0.619
12 C14 C C14 N Y N 0 -0.661 0.858 0.506
13 C9 C C9 N Y N 0 -0.032 -0.018 -0.359
14 C8 C C8 R N N 0 1.471 -0.007 -0.478
15 C15 C C15 R N N 0 2.227 1.118 0.231
16 C16 C C16 N N N 0 3.467 1.652 -0.439
17 N18 N N18 N N N 0 4.071 2.756 0.044
18 O19 O O19 N N N 0 5.236 3.258 -0.585
19 O17 O O17 N N N 0 3.922 1.088 -1.411
20 C7 C C7 R N N 0 2.281 -0.307 0.784
21 C6 C C6 N Y N 0 3.57 -1.069 0.619
22 C1 C C1 N Y N 0 4.661 -0.762 1.41
23 C5 C C5 N Y N 0 3.66 -2.08 -0.32
24 C4 C C4 N Y N 0 4.843 -2.779 -0.472
25 C3 C C3 N Y N 0 5.936 -2.468 0.315
26 C2 C C2 N Y N 0 5.844 -1.462 1.258
27 H22 H H22 N N N 0 -6.648 1.499 1.626
28 H24 H H24 N N N 0 -6.854 -1.639 -1.277
29 H11 H H11 N N N 0 -2.733 -1.606 -1.61
30 H13 H H13 N N N 0 -2.527 1.537 1.295
31 H10 H H10 N N N 0 -0.28 -1.58 -1.798
32 H14 H H14 N N N 0 -0.075 1.548 1.095
33 H8 H H8 N N N 0 1.87 -0.361 -1.429
34 H15 H H15 N N N 0 1.638 1.851 0.782
35 H7 H H7 N N N 0 1.728 -0.512 1.701
36 H18 H H18 N N N 0 3.707 3.207 0.822
37 H1 H H1 N N N 0 4.59 0.024 2.147
38 H5 H H5 N N N 0 2.807 -2.323 -0.936
39 H2 H H2 N N N 0 6.697 -1.221 1.876
40 H4 H H4 N N N 0 4.913 -3.569 -1.206
41 H3 H H3 N N N 0 6.86 -3.014 0.196
42 H19 H H19 N N N 0 5.597 4.052 -0.168



9F4 : 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 F26 C23 F C sing 1.35 N N
2 C23 C22 C C sing 1.39 N Y
3 C23 C24 C C doub 1.39 N Y
4 C22 N21 C N doub 1.32 N Y
5 N21 C20 N C sing 1.33 N Y
6 C24 N25 C N sing 1.32 N Y
7 N25 C20 N C doub 1.33 N Y
8 C20 C12 C C sing 1.48 N N
9 C12 C11 C C sing 1.39 N Y
10 C12 C13 C C doub 1.39 N Y
11 C11 C10 C C doub 1.38 N Y
12 C10 C9 C C sing 1.38 N Y
13 C13 C14 C C sing 1.38 N Y
14 C14 C9 C C doub 1.38 N Y
15 C9 C8 C C sing 1.51 N N
16 C8 C15 C C sing 1.53 N N
17 C8 C7 C C sing 1.53 N N
18 C15 C16 C C sing 1.51 N N
19 C15 C7 C C sing 1.53 N N
20 C16 N18 C N sing 1.35 N N
21 C16 O17 C O doub 1.21 N N
22 N18 O19 N O sing 1.42 N N
23 C7 C6 C C sing 1.51 N N
24 C6 C1 C C sing 1.38 N Y
25 C6 C5 C C doub 1.38 N Y
26 C1 C2 C C doub 1.38 N Y
27 C5 C4 C C sing 1.38 N Y
28 C4 C3 C C doub 1.38 N Y
29 C3 C2 C C sing 1.38 N Y
30 O19 H19 O H sing 0.97 N N
31 C22 H22 C H sing 1.08 N N
32 C24 H24 C H sing 1.08 N N
33 C11 H11 C H sing 1.08 N N
34 C13 H13 C H sing 1.08 N N
35 C10 H10 C H sing 1.08 N N
36 C14 H14 C H sing 1.08 N N
37 C8 H8 C H sing 1.09 N N
38 C15 H15 C H sing 1.09 N N
39 C7 H7 C H sing 1.09 N N
40 N18 H18 N H sing 0.97 N N
41 C1 H1 C H sing 1.08 N N
42 C5 H5 C H sing 1.08 N N
43 C2 H2 C H sing 1.08 N N
44 C4 H4 C H sing 1.08 N N
45 C3 H3 C H sing 1.08 N N



9F4 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
9F4 4cbt Open in New Window Bound ligand 3 1