Chemical Components in the PDB

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QSX : Summary

Code

QSX

One-letter code

X

Molecule name

(4S)-6-chloro-N-(isoquinolin-4-yl)-4-{2-[(1S,4S)-5-methyl-2,5-diazabicyclo[2.2.1]heptan-2-yl]-2-oxoethyl}-3,4-dihydro-2H-1-benzopyran-4-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 (4S)-6-chloro-N-(isoquinolin-4-yl)-4-{2-[(1S,4S)-5-methyl-2,5-diazabicyclo[2.2.1]heptan-2-yl]-2-oxoethyl}-3,4-dihydro-2H-1-benzopyran-4-carboxamide
OpenEye OEToolkits 2.0.7 (4~{S})-6-chloranyl-~{N}-isoquinolin-4-yl-4-[2-[(1~{S},4~{S})-5-methyl-2,5-diazabicyclo[2.2.1]heptan-2-yl]-2-oxidanylidene-ethyl]-2,3-dihydrochromene-4-carboxamide

Formula

C27 H27 Cl N4 O3

Formal charge

0

Molecular weight

490.981 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 CN1CC2CC1CN2C(=O)CC1(CCOc2ccc(Cl)cc21)C(=O)Nc1cncc2ccccc21
SMILES CACTVS 3.385 CN1C[CH]2C[CH]1CN2C(=O)C[C]3(CCOc4ccc(Cl)cc34)C(=O)Nc5cncc6ccccc56
SMILES OpenEye OEToolkits 2.0.7 CN1CC2CC1CN2C(=O)CC3(CCOc4c3cc(cc4)Cl)C(=O)Nc5cncc6c5cccc6
Canonical SMILES CACTVS 3.385 CN1C[C@@H]2C[C@H]1CN2C(=O)C[C@]3(CCOc4ccc(Cl)cc34)C(=O)Nc5cncc6ccccc56
Canonical SMILES OpenEye OEToolkits 2.0.7 CN1C[C@@H]2C[C@H]1CN2C(=O)C[C@]3(CCOc4c3cc(cc4)Cl)C(=O)Nc5cncc6c5cccc6

IUPAC InChI

InChI=1S/C27H27ClN4O3/c1-31-15-20-11-19(31)16-32(20)25(33)12-27(8-9-35-24-7-6-18(28)10-22(24)27)26(34)30-23-14-29-13-17-4-2-3-5-21(17)23/h2-7,10,13-14,19-20H,8-9,11-12,15-16H2,1H3,(H,30,34)/t19-,20-,27-/m0/s1

IUPAC InChI key

QQWBTWVCIPHEIH-OSOCVKALSA-N
QSX

wwPDB Information

Atom count

62 (35 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2023-08-21

Last modified at

2023-11-03

Status

Released

Obsoleted

Not Assigned



QSX : Atoms of Molecule

Total Number of Atoms: 62
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N1 N N1 N N N 0 3.04 0.407 0.034
2 N3 N N2 N Y N 0 -2.479 -3.616 2.22
3 C4 C C1 S N N 0 4.902 0.416 -1.5
4 C5 C C2 N N N 0 3.452 0.947 -1.279
5 C6 C C3 N N N 0 1.845 0.567 0.636
6 C7 C C4 N N N 0 0.762 1.369 -0.039
7 C8 C C5 S N N 0 -0.446 1.48 0.893
8 C10 C C6 N N N 0 -1.324 2.6 2.93
9 C13 C C7 N Y N 0 -3.594 3.515 -1.172
10 C15 C C8 N Y N 0 -1.816 1.912 -1.141
11 C17 C C9 N N N 0 -0.916 0.1 1.272
12 C20 C C10 N Y N 0 -2.263 -4.656 1.449
13 C21 C C11 N Y N 0 -1.656 -4.491 0.194
14 C22 C C12 N Y N 0 -1.408 -5.577 -0.661
15 C24 C C13 N Y N 0 -0.452 -4.075 -2.269
16 C26 C C14 N Y N 0 -1.285 -3.185 -0.216
17 O2 O O1 N N N 0 -1.037 -0.2 2.441
18 N2 N N3 N N N 0 -1.202 -0.802 0.312
19 C18 C C15 N Y N 0 -1.545 -2.11 0.661
20 C25 C C16 N Y N 0 -0.678 -2.998 -1.465
21 C23 C C17 N Y N 0 -0.816 -5.359 -1.867
22 C19 C C18 N Y N 0 -2.147 -2.382 1.872
23 C16 C C19 N Y N 0 -1.559 2.212 0.186
24 C14 C C20 N Y N 0 -2.83 2.561 -1.819
25 CL CL CL1 N N N 0 -3.145 2.179 -3.483
26 C9 C C23 N N N 0 -0.047 2.247 2.156
27 C12 C C21 N Y N 0 -3.342 3.818 0.151
28 C11 C C22 N Y N 0 -2.32 3.168 0.836
29 O1 O O2 N N N 0 -2.098 3.499 2.135
30 O O O3 N N N 0 1.64 0.065 1.721
31 C2 C C24 S N N 0 4.212 -0.356 0.555
32 C1 C C25 N N N 0 5.288 0.74 0.826
33 C3 C C26 N N N 0 4.787 -0.969 -0.772
34 N N N4 N N N 0 5.728 1.189 -0.517
35 C C C27 N N N 0 7.16 0.931 -0.716
36 H1 H H1 N N N 0 5.256 0.394 -2.531
37 H2 H H2 N N N 0 2.791 0.58 -2.064
38 H3 H H3 N N N 0 3.447 2.037 -1.259
39 H4 H H4 N N N 0 1.138 2.367 -0.267
40 H5 H H5 N N N 0 0.464 0.873 -0.962
41 H6 H H6 N N N 0 -1.061 3.077 3.874
42 H7 H H7 N N N 0 -1.898 1.694 3.124
43 H11 H H11 N N N 0 -1.684 -6.578 -0.363
44 H8 H H8 N N N 0 -4.387 4.023 -1.7
45 H9 H H9 N N N 0 -1.221 1.167 -1.648
46 H10 H H10 N N N 0 -2.554 -5.642 1.781
47 H12 H H12 N N N 0 0.016 -3.931 -3.232
48 H13 H H13 N N N 0 -1.169 -0.543 -0.623
49 H14 H H14 N N N 0 -0.391 -2.008 -1.788
50 H15 H H15 N N N 0 -0.625 -6.195 -2.524
51 H16 H H16 N N N 0 -2.352 -1.569 2.553
52 H17 H H17 N N N 0 -3.939 4.563 0.656
53 H18 H H18 N N N 0 0.598 1.623 2.776
54 H19 H H19 N N N 0 0.48 3.161 1.881
55 H20 H H20 N N N 0 4.008 -1.057 1.365
56 H21 H H21 N N N 0 4.852 1.571 1.379
57 H22 H H22 N N N 0 6.128 0.317 1.378
58 H23 H H23 N N N 0 4.077 -1.635 -1.262
59 H24 H H24 N N N 0 5.757 -1.442 -0.624
60 H26 H H26 N N N 0 7.352 -0.138 -0.627
61 H27 H H27 N N N 0 7.456 1.272 -1.708
62 H28 H H28 N N N 0 7.734 1.467 0.039



QSX : Chemical Bonds

Total Number of Bonds: 67
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C22 C23 C C doub 1.36 N Y
2 C22 C21 C C sing 1.4 N Y
3 C23 C24 C C sing 1.39 N Y
4 C20 C21 C C doub 1.4 N Y
5 C20 N3 C N sing 1.31 N Y
6 C21 C26 C C sing 1.42 N Y
7 C24 C25 C C doub 1.36 N Y
8 N3 C19 N C doub 1.32 N Y
9 C1 C2 C C sing 1.56 N N
10 C1 N C N sing 1.48 N N
11 C2 C3 C C sing 1.57 N N
12 C2 N1 C N sing 1.49 N N
13 C26 C25 C C sing 1.4 N Y
14 C26 C18 C C doub 1.41 N Y
15 C3 C4 C C sing 1.57 N N
16 C19 C18 C C sing 1.38 N Y
17 C18 N2 C N sing 1.4 N N
18 C N C N sing 1.47 N N
19 N C4 N C sing 1.5 N N
20 O C6 O C doub 1.21 N N
21 N2 C17 N C sing 1.35 N N
22 N1 C6 N C sing 1.35 N N
23 N1 C5 N C sing 1.48 N N
24 C4 C5 C C sing 1.56 N N
25 C6 C7 C C sing 1.51 N N
26 C7 C8 C C sing 1.53 N N
27 C17 C8 C C sing 1.51 N N
28 C17 O2 C O doub 1.21 N N
29 C8 C9 C C sing 1.53 N N
30 C8 C16 C C sing 1.51 N N
31 C9 C10 C C sing 1.53 N N
32 C15 C16 C C doub 1.38 N Y
33 C15 C14 C C sing 1.38 N Y
34 C16 C11 C C sing 1.38 N Y
35 C10 O1 C O sing 1.43 N N
36 CL C14 CL C sing 1.74 N N
37 C14 C13 C C doub 1.38 N Y
38 C11 O1 C O sing 1.36 N N
39 C11 C12 C C doub 1.39 N Y
40 C13 C12 C C sing 1.38 N Y
41 C4 H1 C H sing 1.09 N N
42 C5 H2 C H sing 1.09 N N
43 C5 H3 C H sing 1.09 N N
44 C7 H4 C H sing 1.09 N N
45 C7 H5 C H sing 1.09 N N
46 C10 H6 C H sing 1.09 N N
47 C10 H7 C H sing 1.09 N N
48 C13 H8 C H sing 1.08 N N
49 C15 H9 C H sing 1.08 N N
50 C20 H10 C H sing 1.08 N N
51 C22 H11 C H sing 1.08 N N
52 C24 H12 C H sing 1.08 N N
53 N2 H13 N H sing 0.97 N N
54 C25 H14 C H sing 1.08 N N
55 C23 H15 C H sing 1.08 N N
56 C19 H16 C H sing 1.08 N N
57 C12 H17 C H sing 1.08 N N
58 C9 H18 C H sing 1.09 N N
59 C9 H19 C H sing 1.09 N N
60 C2 H20 C H sing 1.09 N N
61 C1 H21 C H sing 1.09 N N
62 C1 H22 C H sing 1.09 N N
63 C3 H23 C H sing 1.09 N N
64 C3 H24 C H sing 1.09 N N
65 C H26 C H sing 1.09 N N
66 C H27 C H sing 1.09 N N
67 C H28 C H sing 1.09 N N



QSX : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
QSX 7gk2 Open in New Window Bound ligand 1 1