Chemical Components in the PDB

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0XH : Summary

Code

0XH

One-letter code

X

Molecule name

2,6-dichloro-N-[2-({[(1R,2R)-2-fluorocyclopropyl]carbonyl}amino)pyridin-4-yl]benzamide

Systematic names

ProgramVersionName
ACDLabs 12.01 2,6-dichloro-N-[2-({[(1R,2R)-2-fluorocyclopropyl]carbonyl}amino)pyridin-4-yl]benzamide
OpenEye OEToolkits 1.7.6 2,6-bis(chloranyl)-N-[2-[[(1R,2R)-2-fluoranylcyclopropyl]carbonylamino]pyridin-4-yl]benzamide

Formula

C16 H12 Cl2 F N3 O2

Formal charge

0

Molecular weight

368.19 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(Nc1nccc(c1)NC(=O)c2c(Cl)cccc2Cl)C3CC3F
SMILES CACTVS 3.370 F[CH]1C[CH]1C(=O)Nc2cc(NC(=O)c3c(Cl)cccc3Cl)ccn2
SMILES OpenEye OEToolkits 1.7.6 c1cc(c(c(c1)Cl)C(=O)Nc2ccnc(c2)NC(=O)C3CC3F)Cl
Canonical SMILES CACTVS 3.370 F[C@@H]1C[C@@H]1C(=O)Nc2cc(NC(=O)c3c(Cl)cccc3Cl)ccn2
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc(c(c(c1)Cl)C(=O)Nc2ccnc(c2)NC(=O)[C@H]3C[C@H]3F)Cl

IUPAC InChI

InChI=1S/C16H12Cl2FN3O2/c17-10-2-1-3-11(18)14(10)16(24)21-8-4-5-20-13(6-8)22-15(23)9-7-12(9)19/h1-6,9,12H,7H2,(H2,20,21,22,23,24)/t9-,12+/m0/s1

IUPAC InChI key

RBNYBLHXBHWSCZ-JOYOIKCWSA-N
0XH

wwPDB Information

Atom count

36 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-08-28

Last modified at

2013-05-24

Status

Released

Obsoleted

Not Assigned



0XH : Atoms of Molecule

Total Number of Atoms: 36
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N Y N 0 -6.006 1.1 0.101
2 C2 C C2 N Y N 0 -5.004 1.988 -0.245
3 C3 C C3 N Y N 0 -3.682 1.589 -0.218
4 C4 C C4 N Y N 0 -3.359 0.283 0.16
5 C5 C C5 N Y N 0 -4.377 -0.609 0.509
6 C6 C C6 N Y N 0 -5.694 -0.194 0.477
7 CL1 CL CL1 N N N 0 -3.987 -2.234 0.98
8 C8 C C8 N N N 0 -1.948 -0.153 0.191
9 O9 O O9 N N N 0 -1.294 -0.023 1.207
10 N10 N N10 N N N 0 -1.386 -0.694 -0.908
11 C11 C C11 N Y N 0 -0.024 -0.997 -0.918
12 C12 C C12 N Y N 0 0.481 -1.993 -1.754
13 C13 C C13 N Y N 0 1.833 -2.264 -1.737
14 N14 N N14 N Y N 0 2.649 -1.596 -0.945
15 C15 C C15 N Y N 0 2.211 -0.642 -0.136
16 C16 C C16 N Y N 0 0.865 -0.308 -0.099
17 N17 N N17 N N N 0 3.114 0.039 0.68
18 C18 C C18 N N N 0 4.435 -0.209 0.577
19 O19 O O19 N N N 0 4.831 -1.088 -0.158
20 C20 C C20 R N N 0 5.419 0.607 1.375
21 C22 C C22 N N N 0 6.904 0.278 1.213
22 C23 C C23 R N N 0 6.333 1.562 0.606
23 F1 F F1 N N N 0 6.192 1.611 -0.785
24 CL2 CL CL2 N N N 0 -2.426 2.705 -0.654
25 H1 H H1 N N N 0 -7.037 1.42 0.083
26 H2 H H2 N N N 0 -5.255 2.997 -0.537
27 H3 H H3 N N N 0 -6.481 -0.882 0.746
28 H4 H H4 N N N 0 -1.928 -0.874 -1.692
29 H5 H H5 N N N 0 -0.179 -2.546 -2.406
30 H6 H H6 N N N 0 2.229 -3.035 -2.382
31 H7 H H7 N N N 0 0.512 0.471 0.561
32 H8 H H8 N N N 0 2.792 0.692 1.321
33 H21 H H21 N N N 0 5.078 0.922 2.361
34 H9 H H9 N N N 0 7.541 0.377 2.093
35 H10 H H10 N N N 0 7.17 -0.528 0.529
36 H24 H H24 N N N 0 6.594 2.505 1.086



0XH : Chemical Bonds

Total Number of Bonds: 38
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C22 C23 C C sing 1.53 N N
2 C22 C20 C C sing 1.53 N N
3 C23 C20 C C sing 1.53 N N
4 C23 F1 C F sing 1.4 N N
5 C20 C18 C C sing 1.51 N N
6 C18 O19 C O doub 1.21 N N
7 C18 N17 C N sing 1.35 N N
8 N17 C15 N C sing 1.39 N N
9 C15 C16 C C doub 1.39 N Y
10 C15 N14 C N sing 1.33 N Y
11 C16 C11 C C sing 1.39 N Y
12 N14 C13 N C doub 1.32 N Y
13 N10 C11 N C sing 1.4 N N
14 N10 C8 N C sing 1.35 N N
15 C1 C2 C C doub 1.38 N Y
16 C1 C6 C C sing 1.38 N Y
17 C11 C12 C C doub 1.39 N Y
18 C2 C3 C C sing 1.38 N Y
19 C6 C5 C C doub 1.38 N Y
20 C3 CL2 C CL sing 1.74 N N
21 C3 C4 C C doub 1.4 N Y
22 C5 C4 C C sing 1.4 N Y
23 C5 CL1 C CL sing 1.74 N N
24 C4 C8 C C sing 1.48 N N
25 C8 O9 C O doub 1.22 N N
26 C13 C12 C C sing 1.38 N Y
27 C1 H1 C H sing 1.08 N N
28 C2 H2 C H sing 1.08 N N
29 C6 H3 C H sing 1.08 N N
30 N10 H4 N H sing 0.97 N N
31 C12 H5 C H sing 1.08 N N
32 C13 H6 C H sing 1.08 N N
33 C16 H7 C H sing 1.08 N N
34 N17 H8 N H sing 0.97 N N
35 C20 H21 C H sing 1.09 N N
36 C22 H9 C H sing 1.09 N N
37 C22 H10 C H sing 1.09 N N
38 C23 H24 C H sing 1.09 N N



0XH : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0XH 4gj2 Open in New Window Bound ligand 1 1