Chemical Components in the PDB

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1SW : Summary

Code

1SW

One-letter code

X

Molecule name

N-{7-cyano-6-[4-fluoro-3-({[3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-1,3-benzothiazol-2-yl}cyclopropanecarboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-{7-cyano-6-[4-fluoro-3-({[3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-1,3-benzothiazol-2-yl}cyclopropanecarboxamide
OpenEye OEToolkits 1.7.6 N-[7-cyano-6-[4-fluoranyl-3-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenoxy]-1,3-benzothiazol-2-yl]cyclopropanecarboxamide

Formula

C26 H17 F4 N5 O3 S

Formal charge

0

Molecular weight

555.503 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 FC(F)(F)c1cc(ccc1)NC(=O)Nc5c(F)ccc(Oc2ccc3nc(sc3c2C#N)NC(=O)C4CC4)c5
SMILES CACTVS 3.370 Fc1ccc(Oc2ccc3nc(NC(=O)C4CC4)sc3c2C#N)cc1NC(=O)Nc5cccc(c5)C(F)(F)F
SMILES OpenEye OEToolkits 1.7.6 c1cc(cc(c1)NC(=O)Nc2cc(ccc2F)Oc3ccc4c(c3C#N)sc(n4)NC(=O)C5CC5)C(F)(F)F
Canonical SMILES CACTVS 3.370 Fc1ccc(Oc2ccc3nc(NC(=O)C4CC4)sc3c2C#N)cc1NC(=O)Nc5cccc(c5)C(F)(F)F
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc(cc(c1)NC(=O)Nc2cc(ccc2F)Oc3ccc4c(c3C#N)sc(n4)NC(=O)C5CC5)C(F)(F)F

IUPAC InChI

InChI=1S/C26H17F4N5O3S/c27-18-7-6-16(11-20(18)33-24(37)32-15-3-1-2-14(10-15)26(28,29)30)38-21-9-8-19-22(17(21)12-31)39-25(34-19)35-23(36)13-4-5-13/h1-3,6-11,13H,4-5H2,(H2,32,33,37)(H,34,35,36)

IUPAC InChI key

IIKOGUBERFKZGT-UHFFFAOYSA-N
1SW

wwPDB Information

Atom count

56 (39 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-05-23

Last modified at

2013-07-19

Status

Released

Obsoleted

Not Assigned



1SW : Atoms of Molecule

Total Number of Atoms: 56
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 F1 F F1 N N N 0 -5.194 3.426 -2.307
2 C2 C C2 N Y N 0 -4.101 3.433 -1.513
3 C3 C C3 N Y N 0 -3.3 4.557 -1.448
4 C4 C C4 N Y N 0 -2.182 4.567 -0.635
5 C5 C C5 N Y N 0 -1.86 3.447 0.118
6 O6 O O6 N N N 0 -0.761 3.458 0.917
7 C7 C C7 N Y N 0 0.324 2.746 0.518
8 C8 C C8 N Y N 0 0.336 2.132 -0.728
9 C9 C C9 N Y N 0 1.427 1.41 -1.144
10 C10 C C10 N Y N 0 2.563 1.271 -0.317
11 N11 N N11 N Y N 0 3.709 0.604 -0.566
12 C12 C C12 N Y N 0 4.621 0.612 0.342
13 N13 N N13 N N N 0 5.848 -0.023 0.237
14 C14 C C14 N N N 0 6.156 -0.714 -0.879
15 O15 O O15 N N N 0 5.359 -0.78 -1.79
16 C16 C C16 N N N 0 7.49 -1.405 -0.993
17 C17 C C17 N N N 0 7.779 -2.175 -2.283
18 C18 C C18 N N N 0 7.496 -2.935 -0.985
19 S19 S S19 N Y N 0 4.089 1.545 1.734
20 C20 C C20 N Y N 0 2.556 1.886 0.936
21 C21 C C21 N Y N 0 1.437 2.631 1.357
22 C22 C C22 N N N 0 1.437 3.265 2.641
23 N23 N N23 N N N 0 1.438 3.767 3.66
24 C24 C C24 N Y N 0 -2.661 2.317 0.057
25 C25 C C25 N Y N 0 -3.786 2.31 -0.754
26 N26 N N26 N N N 0 -4.598 1.17 -0.818
27 C27 C C27 N N N 0 -4.117 -0.023 -0.417
28 O28 O O28 N N N 0 -2.948 -0.132 -0.098
29 N29 N N29 N N N 0 -4.93 -1.097 -0.371
30 C30 C C30 N Y N 0 -4.46 -2.309 0.146
31 C31 C C31 N Y N 0 -5.309 -3.131 0.876
32 C32 C C32 N Y N 0 -4.842 -4.327 1.384
33 C33 C C33 N Y N 0 -3.529 -4.706 1.167
34 C34 C C34 N Y N 0 -2.682 -3.891 0.441
35 C35 C C35 N Y N 0 -3.145 -2.696 -0.075
36 C36 C C36 N N N 0 -1.253 -4.308 0.208
37 F37 F F37 N N N 0 -1.016 -4.414 -1.167
38 F38 F F38 N N N 0 -0.392 -3.351 0.756
39 F39 F F39 N N N 0 -1.023 -5.546 0.817
40 H1 H H1 N N N 0 -3.547 5.43 -2.034
41 H2 H H2 N N N 0 -1.557 5.447 -0.587
42 H3 H H3 N N N 0 -0.522 2.224 -1.377
43 H4 H H4 N N N 0 1.415 0.94 -2.116
44 H5 H H5 N N N 0 6.485 0.029 0.966
45 H6 H H6 N N N 0 8.326 -0.896 -0.513
46 H7 H H7 N N N 0 7.004 -2.182 -3.049
47 H8 H H8 N N N 0 8.805 -2.173 -2.652
48 H9 H H9 N N N 0 8.336 -3.433 -0.5
49 H10 H H10 N N N 0 6.535 -3.442 -0.897
50 H11 H H11 N N N 0 -2.414 1.446 0.646
51 H12 H H12 N N N 0 -5.506 1.24 -1.151
52 H13 H H13 N N N 0 -5.842 -1.029 -0.695
53 H14 H H14 N N N 0 -6.334 -2.835 1.046
54 H15 H H15 N N N 0 -5.501 -4.966 1.951
55 H16 H H16 N N N 0 -3.165 -5.64 1.57
56 H17 H H17 N N N 0 -2.482 -2.059 -0.642



1SW : Chemical Bonds

Total Number of Bonds: 60
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 F37 C36 F C sing 1.3992963 N N
2 F38 C36 F C sing 1.3990976 N N
3 C36 F39 C F sing 1.3987226 N N
4 C36 C34 C C sing 1.5067246 N N
5 C33 C34 C C doub 1.3815607 N Y
6 C33 C32 C C sing 1.3837265 N Y
7 C34 C35 C C sing 1.381539 N Y
8 C32 C31 C C doub 1.3807857 N Y
9 C35 C30 C C doub 1.3884649 N Y
10 C31 C30 C C sing 1.3890231 N Y
11 C30 N29 C N sing 1.3989757 N N
12 N29 C27 N C sing 1.3477986 N N
13 O28 C27 O C doub 1.216636 N N
14 C27 N26 C N sing 1.3473719 N N
15 N26 C25 N C sing 1.4010853 N N
16 C24 C25 C C doub 1.3868651 N Y
17 C24 C5 C C sing 1.3864422 N Y
18 C25 C2 C C sing 1.3915585 N Y
19 O6 C5 O C sing 1.3587947 N N
20 O6 C7 O C sing 1.3577076 N N
21 C5 C4 C C doub 1.3874772 N Y
22 C8 C7 C C doub 1.3891206 N Y
23 C8 C9 C C sing 1.372815 N Y
24 C7 C21 C C sing 1.3985403 N Y
25 C2 F1 C F sing 1.3509752 N N
26 C2 C3 C C doub 1.3817388 N Y
27 C9 C10 C C doub 1.4120007 N Y
28 C21 C22 C C sing 1.4319959 N N
29 C21 C20 C C doub 1.4086969 N Y
30 C22 N23 C N trip 1.1359428 N N
31 C10 C20 C C sing 1.395809 N Y
32 C10 N11 C N sing 1.3491501 N Y
33 C20 S19 C S sing 1.7615829 N Y
34 N11 C12 N C doub 1.2869623 N Y
35 C4 C3 C C sing 1.3823867 N Y
36 S19 C12 S C sing 1.7581743 N Y
37 C12 N13 C N sing 1.3855609 N N
38 O15 C14 O C doub 1.2122235 N N
39 N13 C14 N C sing 1.3482585 N N
40 C18 C17 C C sing 1.5305206 N N
41 C18 C16 C C sing 1.5300326 N N
42 C14 C16 C C sing 1.5066628 N N
43 C17 C16 C C sing 1.5298761 N N
44 C3 H1 C H sing 1.080062 N N
45 C4 H2 C H sing 1.08043 N N
46 C8 H3 C H sing 1.0797356 N N
47 C9 H4 C H sing 1.0797352 N N
48 N13 H5 N H sing 0.9694916 N N
49 C16 H6 C H sing 1.0901271 N N
50 C17 H7 C H sing 1.0896926 N N
51 C17 H8 C H sing 1.0903399 N N
52 C18 H9 C H sing 1.0903343 N N
53 C18 H10 C H sing 1.0900981 N N
54 C24 H11 C H sing 1.0800792 N N
55 N26 H12 N H sing 0.9696664 N N
56 N29 H13 N H sing 0.97022885 N N
57 C31 H14 C H sing 1.080343 N N
58 C32 H15 C H sing 1.0789305 N N
59 C33 H16 C H sing 1.0803986 N N
60 C35 H17 C H sing 1.0801977 N N



1SW : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
1SW 4ksq Open in New Window Bound ligand 2 1