Chemical Components in the PDB

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18I : Summary

Code

18I

One-letter code

X

Molecule name

3,3'-difluoro-N-[(2S)-3-(1H-indol-3-yl)-1-oxo-1-(pyridin-4-ylamino)propan-2-yl]biphenyl-4-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 3,3'-difluoro-N-[(2S)-3-(1H-indol-3-yl)-1-oxo-1-(pyridin-4-ylamino)propan-2-yl]biphenyl-4-carboxamide
OpenEye OEToolkits 1.7.6 2-fluoranyl-4-(3-fluorophenyl)-N-[(2S)-3-(1H-indol-3-yl)-1-oxidanylidene-1-(pyridin-4-ylamino)propan-2-yl]benzamide

Formula

C29 H22 F2 N4 O2

Formal charge

0

Molecular weight

496.507 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 Fc1cccc(c1)c2ccc(c(F)c2)C(=O)NC(C(=O)Nc3ccncc3)Cc5c4ccccc4nc5
SMILES CACTVS 3.370 Fc1cccc(c1)c2ccc(C(=O)N[CH](Cc3c[nH]c4ccccc34)C(=O)Nc5ccncc5)c(F)c2
SMILES OpenEye OEToolkits 1.7.6 c1ccc2c(c1)c(c[nH]2)CC(C(=O)Nc3ccncc3)NC(=O)c4ccc(cc4F)c5cccc(c5)F
Canonical SMILES CACTVS 3.370 Fc1cccc(c1)c2ccc(C(=O)N[C@@H](Cc3c[nH]c4ccccc34)C(=O)Nc5ccncc5)c(F)c2
Canonical SMILES OpenEye OEToolkits 1.7.6 c1ccc2c(c1)c(c[nH]2)C[C@@H](C(=O)Nc3ccncc3)NC(=O)c4ccc(cc4F)c5cccc(c5)F

IUPAC InChI

InChI=1S/C29H22F2N4O2/c30-21-5-3-4-18(14-21)19-8-9-24(25(31)15-19)28(36)35-27(29(37)34-22-10-12-32-13-11-22)16-20-17-33-26-7-2-1-6-23(20)26/h1-15,17,27,33H,16H2,(H,35,36)(H,32,34,37)/t27-/m0/s1

IUPAC InChI key

QLYGOABRPGBQNG-MHZLTWQESA-N
18I

wwPDB Information

Atom count

59 (37 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-04-08

Last modified at

2013-08-30

Status

Released

Obsoleted

Not Assigned



18I : Atoms of Molecule

Total Number of Atoms: 59
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 -6.794 -1.551 -0.911
2 F1 F F1 N N N 0 7.648 -0.821 -2.439
3 N1 N N1 N Y N 0 -6.988 -3.89 -0.984
4 O1 O O1 N N N 0 -1.006 -0.726 1.992
5 C2 C C2 N Y N 0 -7.504 -2.696 -1.207
6 F2 F F2 N N N 0 1.108 -1.745 2.838
7 N2 N N2 N N N 0 -4.762 -0.536 -0.057
8 O2 O O2 N N N 0 -2.872 -1.542 -0.637
9 C3 C C3 N Y N 0 -5.78 -4.043 -0.474
10 N3 N N3 N N N 0 -1.179 0.339 0.05
11 C4 C C4 N Y N 0 -5.005 -2.948 -0.152
12 N4 N N4 N Y N 0 -1.794 4.896 1.166
13 C5 C C5 N Y N 0 -5.514 -1.669 -0.371
14 C6 C C6 N N N 0 -3.42 -0.566 -0.172
15 C7 C C7 S N N 0 -2.599 0.615 0.278
16 C8 C C8 N N N 0 -0.468 -0.342 0.971
17 C9 C C9 N Y N 0 0.963 -0.621 0.742
18 C10 C C10 N Y N 0 1.582 -0.179 -0.431
19 C11 C C11 N Y N 0 2.916 -0.44 -0.644
20 C12 C C12 N Y N 0 3.653 -1.145 0.308
21 C13 C C13 N Y N 0 5.09 -1.424 0.075
22 C14 C C14 N Y N 0 5.829 -2.128 1.025
23 C15 C C15 N Y N 0 7.167 -2.386 0.803
24 C16 C C16 N Y N 0 7.776 -1.948 -0.358
25 C17 C C17 N Y N 0 7.047 -1.248 -1.306
26 C18 C C18 N Y N 0 5.706 -0.989 -1.097
27 C19 C C19 N Y N 0 3.039 -1.587 1.48
28 C20 C C20 N Y N 0 1.703 -1.322 1.701
29 C21 C C21 N N N 0 -3.011 1.856 -0.517
30 C22 C C22 N Y N 0 -2.28 3.061 0.016
31 C23 C C23 N Y N 0 -2.736 3.932 0.93
32 C24 C C24 N Y N 0 -0.68 4.662 0.391
33 C25 C C25 N Y N 0 0.538 5.317 0.243
34 C26 C C26 N Y N 0 1.477 4.824 -0.637
35 C27 C C27 N Y N 0 1.22 3.68 -1.379
36 C28 C C28 N Y N 0 0.03 3.021 -1.249
37 C29 C C29 N Y N 0 -0.935 3.502 -0.363
38 H1 H H1 N N N 0 -7.221 -0.578 -1.099
39 H2 H H2 N N N 0 -8.497 -2.614 -1.625
40 HN2 H HN2 N N N 0 -5.206 0.272 0.243
41 H3 H H3 N N N 0 -5.394 -5.038 -0.308
42 HN3 H HN3 N N N 0 -0.749 0.645 -0.764
43 H4 H H4 N N N 0 -4.017 -3.081 0.266
44 HN4 H HN4 N N N 0 -1.897 5.636 1.785
45 H7 H H7 N N N 0 -2.769 0.792 1.34
46 H10 H H10 N N N 0 1.013 0.366 -1.169
47 H11 H H11 N N N 0 3.394 -0.099 -1.551
48 H14 H H14 N N N 0 5.355 -2.471 1.933
49 H15 H H15 N N N 0 7.739 -2.931 1.539
50 H16 H H16 N N N 0 8.823 -2.152 -0.527
51 H18 H H18 N N N 0 5.137 -0.448 -1.838
52 H19 H H19 N N N 0 3.61 -2.132 2.216
53 H21 H H21 N N N 0 -2.759 1.714 -1.568
54 H21A H H21A N N N 0 -4.086 2.01 -0.419
55 H23 H H23 N N N 0 -3.703 3.88 1.407
56 H25 H H25 N N N 0 0.748 6.208 0.816
57 H26 H H26 N N N 0 2.422 5.334 -0.751
58 H27 H H27 N N N 0 1.967 3.308 -2.065
59 H28 H H28 N N N 0 -0.163 2.131 -1.83



18I : Chemical Bonds

Total Number of Bonds: 63
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C doub 1.38 N Y
2 C1 C5 C C sing 1.39 N Y
3 F1 C17 F C sing 1.35 N N
4 N1 C2 N C sing 1.32 N Y
5 N1 C3 N C doub 1.32 N Y
6 O1 C8 O C doub 1.22 N N
7 F2 C20 F C sing 1.35 N N
8 N2 C5 N C sing 1.4 N N
9 N2 C6 N C sing 1.35 N N
10 O2 C6 O C doub 1.21 N N
11 C3 C4 C C sing 1.38 N Y
12 N3 C7 N C sing 1.46 N N
13 N3 C8 N C sing 1.35 N N
14 C4 C5 C C doub 1.39 N Y
15 N4 C23 N C sing 1.37 N Y
16 N4 C24 N C sing 1.38 N Y
17 C6 C7 C C sing 1.51 N N
18 C7 C21 C C sing 1.53 N N
19 C8 C9 C C sing 1.48 N N
20 C9 C10 C C doub 1.4 N Y
21 C9 C20 C C sing 1.4 N Y
22 C10 C11 C C sing 1.38 N Y
23 C11 C12 C C doub 1.4 N Y
24 C12 C13 C C sing 1.48 N N
25 C12 C19 C C sing 1.39 N Y
26 C13 C14 C C doub 1.39 N Y
27 C13 C18 C C sing 1.39 N Y
28 C14 C15 C C sing 1.38 N Y
29 C15 C16 C C doub 1.38 N Y
30 C16 C17 C C sing 1.39 N Y
31 C17 C18 C C doub 1.38 N Y
32 C19 C20 C C doub 1.38 N Y
33 C21 C22 C C sing 1.51 N N
34 C22 C23 C C doub 1.34 N Y
35 C22 C29 C C sing 1.47 N Y
36 C24 C25 C C doub 1.39 N Y
37 C24 C29 C C sing 1.41 N Y
38 C25 C26 C C sing 1.38 N Y
39 C26 C27 C C doub 1.39 N Y
40 C27 C28 C C sing 1.37 N Y
41 C28 C29 C C doub 1.4 N Y
42 C1 H1 C H sing 1.08 N N
43 C2 H2 C H sing 1.08 N N
44 N2 HN2 N H sing 0.97 N N
45 C3 H3 C H sing 1.08 N N
46 N3 HN3 N H sing 0.97 N N
47 C4 H4 C H sing 1.08 N N
48 N4 HN4 N H sing 0.97 N N
49 C7 H7 C H sing 1.09 N N
50 C10 H10 C H sing 1.08 N N
51 C11 H11 C H sing 1.08 N N
52 C14 H14 C H sing 1.08 N N
53 C15 H15 C H sing 1.08 N N
54 C16 H16 C H sing 1.08 N N
55 C18 H18 C H sing 1.08 N N
56 C19 H19 C H sing 1.08 N N
57 C21 H21 C H sing 1.09 N N
58 C21 H21A C H sing 1.09 N N
59 C23 H23 C H sing 1.08 N N
60 C25 H25 C H sing 1.08 N N
61 C26 H26 C H sing 1.08 N N
62 C27 H27 C H sing 1.08 N N
63 C28 H28 C H sing 1.08 N N



18I : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
18I 4bjk Open in New Window Bound ligand 4 1