Chemical Components in the PDB

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KSM : Summary

Code

KSM

One-letter code

X

Molecule name

N-(2-chloro-6-methylphenyl)-8-[(3S)-3-methylpiperazin-1-yl]imidazo[1,5-a]quinoxalin-4-amine

Systematic names

ProgramVersionName
ACDLabs 10.04 N-(2-chloro-6-methylphenyl)-8-[(3S)-3-methylpiperazin-1-yl]imidazo[1,5-a]quinoxalin-4-amine
OpenEye OEToolkits 1.5.0 N-(2-chloro-6-methyl-phenyl)-8-[(3S)-3-methylpiperazin-1-yl]imidazo[5,1-c]quinoxalin-4-amine

Formula

C22 H23 Cl N6

Formal charge

0

Molecular weight

406.911 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 Clc1cccc(c1Nc4nc2c(cc(cc2)N3CC(NCC3)C)n5c4cnc5)C
SMILES CACTVS 3.341 C[CH]1CN(CCN1)c2ccc3nc(Nc4c(C)cccc4Cl)c5cncn5c3c2
SMILES OpenEye OEToolkits 1.5.0 Cc1cccc(c1Nc2c3cncn3c4cc(ccc4n2)N5CCNC(C5)C)Cl
Canonical SMILES CACTVS 3.341 C[C@H]1CN(CCN1)c2ccc3nc(Nc4c(C)cccc4Cl)c5cncn5c3c2
Canonical SMILES OpenEye OEToolkits 1.5.0 Cc1cccc(c1Nc2c3cncn3c4cc(ccc4n2)N5CCN[C@H](C5)C)Cl

IUPAC InChI

InChI=1S/C22H23ClN6/c1-14-4-3-5-17(23)21(14)27-22-20-11-24-13-29(20)19-10-16(6-7-18(19)26-22)28-9-8-25-15(2)12-28/h3-7,10-11,13,15,25H,8-9,12H2,1-2H3,(H,26,27)/t15-/m0/s1

IUPAC InChI key

VWJPPYCULHDHBB-HNNXBMFYSA-N
KSM

wwPDB Information

Atom count

52 (29 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2008-04-17

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



KSM : Atoms of Molecule

Total Number of Atoms: 52
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CL24 CL CL24 N N N 0 4.128 0.416 -2.341
2 C12 C C12 N Y N 0 4.404 1.091 -0.766
3 C13 C C13 N Y N 0 5.026 2.319 -0.638
4 C14 C C14 N Y N 0 5.246 2.856 0.617
5 C15 C C15 N Y N 0 4.845 2.169 1.748
6 C16 C C16 N Y N 0 4.223 0.941 1.628
7 C20 C C20 N N N 0 3.788 0.192 2.861
8 C11 C C11 N Y N 0 3.995 0.4 0.369
9 N10 N N10 N N N 0 3.36 -0.839 0.244
10 C9 C C9 N Y N 0 1.982 -0.903 0.134
11 C4 C C4 N Y N 0 1.315 -2.2 0.041
12 C5 C C5 N Y N 0 1.746 -3.503 0.034
13 N1 N N1 N Y N 0 0.667 -4.282 -0.076
14 N8 N N8 N Y N 0 1.271 0.202 0.119
15 C7 C C7 N Y N 0 -0.085 0.172 0.012
16 C27 C C27 N Y N 0 -0.807 1.372 -0.001
17 C28 C C28 N Y N 0 -2.178 1.35 -0.108
18 C29 C C29 N Y N 0 -2.857 0.139 -0.205
19 C26 C C26 N Y N 0 -2.155 -1.057 -0.193
20 C6 C C6 N Y N 0 -0.773 -1.049 -0.086
21 N3 N N3 N Y N 0 -0.063 -2.244 -0.069
22 C2 C C2 N Y N 0 -0.411 -3.541 -0.137
23 N30 N N30 N N N 0 -4.251 0.127 -0.313
24 C35 C C35 N N N 0 -4.855 -0.684 0.753
25 C34 C C34 N N N 0 -6.372 -0.736 0.553
26 N33 N N33 N N N 0 -6.912 0.631 0.565
27 C32 C C32 S N N 0 -6.307 1.442 -0.501
28 C43 C C43 N N N 0 -6.878 2.861 -0.448
29 C31 C C31 N N N 0 -4.791 1.494 -0.301
30 H13 H H13 N N N 0 5.34 2.858 -1.519
31 H14 H H14 N N N 0 5.733 3.816 0.715
32 H15 H H15 N N N 0 5.019 2.592 2.726
33 H20 H H20 N N N 0 2.768 0.479 3.119
34 H20A H H20A N N N 0 3.826 -0.879 2.668
35 H20B H H20B N N N 0 4.454 0.436 3.688
36 HN10 H HN10 N N N 0 3.886 -1.654 0.235
37 H5 H H5 N N N 0 2.771 -3.837 0.103
38 H27 H H27 N N N 0 -0.286 2.315 0.074
39 H28 H H28 N N N 0 -2.731 2.278 -0.117
40 H26 H H26 N N N 0 -2.685 -1.995 -0.269
41 H2 H H2 N N N 0 -1.421 -3.913 -0.228
42 H35 H H35 N N N 0 -4.449 -1.694 0.716
43 H35A H H35A N N N 0 -4.631 -0.237 1.722
44 H34 H H34 N N N 0 -6.596 -1.207 -0.403
45 H34A H H34A N N N 0 -6.825 -1.313 1.359
46 HN33 H HN33 N N N 0 -7.918 0.623 0.487
47 H32 H H32 N N N 0 -6.532 0.996 -1.469
48 H43 H H43 N N N 0 -6.653 3.308 0.52
49 H43A H H43A N N N 0 -6.429 3.462 -1.239
50 H43B H H43B N N N 0 -7.958 2.823 -0.589
51 H31 H H31 N N N 0 -4.566 1.966 0.656
52 H31A H H31A N N N 0 -4.337 2.071 -1.107



KSM : Chemical Bonds

Total Number of Bonds: 56
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CL24 C12 CL C sing 1.74 N N
2 C12 C13 C C doub 1.38 N Y
3 C12 C11 C C sing 1.39 N Y
4 C13 C14 C C sing 1.38 N Y
5 C14 C15 C C doub 1.38 N Y
6 C15 C16 C C sing 1.38 N Y
7 C16 C20 C C sing 1.51 N N
8 C16 C11 C C doub 1.39 N Y
9 C11 N10 C N sing 1.4 N N
10 N10 C9 N C sing 1.38 N N
11 C9 C4 C C sing 1.46 N Y
12 C9 N8 C N doub 1.31 N Y
13 C4 C5 C C doub 1.37 N Y
14 C4 N3 C N sing 1.38 N Y
15 C5 N1 C N sing 1.34 N Y
16 N1 C2 N C doub 1.31 N Y
17 N8 C7 N C sing 1.36 N Y
18 C7 C27 C C doub 1.4 N Y
19 C7 C6 C C sing 1.4 N Y
20 C27 C28 C C sing 1.38 N Y
21 C28 C29 C C doub 1.39 N Y
22 C29 C26 C C sing 1.39 N Y
23 C29 N30 C N sing 1.4 N N
24 C26 C6 C C doub 1.39 N Y
25 C6 N3 C N sing 1.39 N Y
26 N3 C2 N C sing 1.34 N Y
27 N30 C35 N C sing 1.47 N N
28 N30 C31 N C sing 1.47 N N
29 C35 C34 C C sing 1.53 N N
30 C34 N33 C N sing 1.47 N N
31 N33 C32 N C sing 1.47 N N
32 C32 C43 C C sing 1.53 N N
33 C32 C31 C C sing 1.53 N N
34 C13 H13 C H sing 1.08 N N
35 C14 H14 C H sing 1.08 N N
36 C15 H15 C H sing 1.08 N N
37 C20 H20 C H sing 1.09 N N
38 C20 H20A C H sing 1.09 N N
39 C20 H20B C H sing 1.09 N N
40 N10 HN10 N H sing 0.97 N N
41 C5 H5 C H sing 1.08 N N
42 C27 H27 C H sing 1.08 N N
43 C28 H28 C H sing 1.08 N N
44 C26 H26 C H sing 1.08 N N
45 C2 H2 C H sing 1.08 N N
46 C35 H35 C H sing 1.09 N N
47 C35 H35A C H sing 1.09 N N
48 C34 H34 C H sing 1.09 N N
49 C34 H34A C H sing 1.09 N N
50 N33 HN33 N H sing 1.01 N N
51 C32 H32 C H sing 1.09 N N
52 C43 H43 C H sing 1.09 N N
53 C43 H43A C H sing 1.09 N N
54 C43 H43B C H sing 1.09 N N
55 C31 H31 C H sing 1.09 N N
56 C31 H31A C H sing 1.09 N N



KSM : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
KSM 2zm4 Open in New Window Bound ligand 1 1