Chemical Components in the PDB

pdbe.org/chem
spacer

RI8 : Summary

Code

RI8

One-letter code

X

Molecule name

4-amino-N-{2,6-difluoro-3-[(propylsulfonyl)amino]phenyl}thieno[3,2-d]pyrimidine-7-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 4-amino-N-{2,6-difluoro-3-[(propylsulfonyl)amino]phenyl}thieno[3,2-d]pyrimidine-7-carboxamide
OpenEye OEToolkits 1.7.6 4-azanyl-N-[2,6-bis(fluoranyl)-3-(propylsulfonylamino)phenyl]thieno[3,2-d]pyrimidine-7-carboxamide

Formula

C16 H15 F2 N5 O3 S2

Formal charge

0

Molecular weight

427.449 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=S(=O)(Nc1ccc(F)c(c1F)NC(=O)c2c3ncnc(c3sc2)N)CCC
SMILES CACTVS 3.370 CCC[S](=O)(=O)Nc1ccc(F)c(NC(=O)c2csc3c(N)ncnc23)c1F
SMILES OpenEye OEToolkits 1.7.6 CCCS(=O)(=O)Nc1ccc(c(c1F)NC(=O)c2csc3c2ncnc3N)F
Canonical SMILES CACTVS 3.370 CCC[S](=O)(=O)Nc1ccc(F)c(NC(=O)c2csc3c(N)ncnc23)c1F
Canonical SMILES OpenEye OEToolkits 1.7.6 CCCS(=O)(=O)Nc1ccc(c(c1F)NC(=O)c2csc3c2ncnc3N)F

IUPAC InChI

InChI=1S/C16H15F2N5O3S2/c1-2-5-28(25,26)23-10-4-3-9(17)13(11(10)18)22-16(24)8-6-27-14-12(8)20-7-21-15(14)19/h3-4,6-7,23H,2,5H2,1H3,(H,22,24)(H2,19,20,21)

IUPAC InChI key

WWRQXSNKYPVJOU-UHFFFAOYSA-N
RI8

wwPDB Information

Atom count

43 (28 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-04-10

Last modified at

2013-04-19

Status

Released

Obsoleted

Not Assigned



RI8 : Atoms of Molecule

Total Number of Atoms: 43
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 -4.231 -2.928 0.142
2 N2 N N2 N Y N 0 -5.531 -2.696 0.14
3 C3 C C3 N Y N 0 -6.003 -1.458 0.076
4 C4 C C4 N Y N 0 -5.093 -0.387 0.0090
5 C5 C C5 N Y N 0 -3.73 -0.672 0.014
6 N6 N N6 N Y N 0 -3.347 -1.962 0.087
7 S7 S S7 N Y N 0 -5.346 1.347 -0.083
8 C8 C C8 N Y N 0 -3.678 1.679 -0.115
9 C9 C C9 N Y N 0 -2.936 0.549 -0.06
10 N10 N N10 N N N 0 -7.368 -1.223 0.074
11 C11 C C11 N N N 0 -1.467 0.552 -0.072
12 O12 O O12 N N N 0 -0.856 -0.499 -0.019
13 N13 N N13 N N N 0 -0.796 1.719 -0.141
14 C14 C C14 N Y N 0 0.601 1.731 -0.034
15 C15 C C15 N Y N 0 1.362 0.826 -0.762
16 C16 C C16 N Y N 0 2.747 0.842 -0.653
17 C17 C C17 N Y N 0 3.366 1.762 0.183
18 C18 C C18 N Y N 0 2.606 2.662 0.908
19 C19 C C19 N Y N 0 1.227 2.653 0.798
20 N20 N N20 N N N 0 3.518 -0.069 -1.385
21 F21 F F21 N N N 0 0.757 -0.068 -1.574
22 F22 F F22 N N N 0 0.488 3.537 1.503
23 S23 S S23 N N N 0 4.898 -0.704 -0.725
24 O24 O O24 N N N 0 5.357 -1.632 -1.699
25 O25 O O25 N N N 0 5.674 0.433 -0.373
26 C26 C C26 N N N 0 4.329 -1.572 0.763
27 C27 C C27 N N N 0 5.527 -2.21 1.47
28 C28 C C28 N N N 0 5.048 -2.942 2.725
29 H1 H H1 N N N 0 -3.884 -3.949 0.196
30 H8 H H8 N N N 0 -3.261 2.674 -0.173
31 HN10 H HN10 N N N 0 -7.988 -1.967 0.12
32 HN1A H HN1A N N N 0 -7.704 -0.314 0.027
33 HN13 H HN13 N N N 0 -1.28 2.55 -0.266
34 H17 H H17 N N N 0 4.442 1.774 0.269
35 H18 H H18 N N N 0 3.09 3.376 1.557
36 HN20 H HN20 N N N 0 3.244 -0.328 -2.278
37 H26 H H26 N N N 0 3.846 -0.863 1.435
38 H26A H H26A N N N 0 3.618 -2.348 0.482
39 H27 H H27 N N N 0 6.01 -2.919 0.798
40 H27A H H27A N N N 0 6.238 -1.433 1.752
41 H28 H H28 N N N 0 4.565 -2.233 3.397
42 H28A H H28A N N N 0 4.337 -3.718 2.444
43 H28B H H28B N N N 0 5.901 -3.396 3.229



RI8 : 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 N6 C1 N C doub 1.31 N Y
2 C1 N2 C N sing 1.32 N Y
3 C1 H1 C H sing 1.08 N N
4 N2 C3 N C doub 1.33 N Y
5 C4 C3 C C sing 1.41 N Y
6 C3 N10 C N sing 1.39 N N
7 C5 C4 C C doub 1.39 N Y
8 C4 S7 C S sing 1.75 N Y
9 C9 C5 C C sing 1.46 N Y
10 N6 C5 N C sing 1.35 N Y
11 C8 S7 C S sing 1.7 N Y
12 C9 C8 C C doub 1.35 N Y
13 C8 H8 C H sing 1.08 N N
14 C11 C9 C C sing 1.47 N N
15 N10 HN10 N H sing 0.97 N N
16 N10 HN1A N H sing 0.97 N N
17 O12 C11 O C doub 1.22 N N
18 N13 C11 N C sing 1.35 N N
19 C14 N13 C N sing 1.4 N N
20 N13 HN13 N H sing 0.97 N N
21 C15 C14 C C doub 1.39 N Y
22 C14 C19 C C sing 1.39 N Y
23 F21 C15 F C sing 1.35 N N
24 C16 C15 C C sing 1.39 N Y
25 N20 C16 N C sing 1.4 N N
26 C16 C17 C C doub 1.39 N Y
27 C17 C18 C C sing 1.38 N Y
28 C17 H17 C H sing 1.08 N N
29 C18 C19 C C doub 1.38 N Y
30 C18 H18 C H sing 1.08 N N
31 C19 F22 C F sing 1.35 N N
32 S23 N20 S N sing 1.66 N N
33 N20 HN20 N H sing 0.97 N N
34 O25 S23 O S doub 1.42 N N
35 S23 C26 S C sing 1.81 N N
36 S23 O24 S O doub 1.42 N N
37 C27 C26 C C sing 1.53 N N
38 C26 H26 C H sing 1.09 N N
39 C26 H26A C H sing 1.09 N N
40 C28 C27 C C sing 1.53 N N
41 C27 H27 C H sing 1.09 N N
42 C27 H27A C H sing 1.09 N N
43 C28 H28 C H sing 1.09 N N
44 C28 H28A C H sing 1.09 N N
45 C28 H28B C H sing 1.09 N N



RI8 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
RI8 4ehe Open in New Window Bound ligand 2 1