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L8G : Summary

Code

L8G

One-letter code

X

Molecule name

(5R,8S,11S)-5-methyl-8-(propan-2-yl)-11-[(1E)-4-sulfanylbut-1-en-1-yl]-3-thia-7,10,14,20,21-pentaazatricyclo[14.3.1.1~2,5~]henicosa-1(20),2(21),16,18-tetraene-6,9,13-trione

Systematic names

ProgramVersionName
ACDLabs 12.01 (5R,8S,11S)-5-methyl-8-(propan-2-yl)-11-[(1E)-4-sulfanylbut-1-en-1-yl]-3-thia-7,10,14,20,21-pentaazatricyclo[14.3.1.1~2,5~]henicosa-1(20),2(21),16,18-tetraene-6,9,13-trione

Formula

C23 H31 N5 O3 S2

Formal charge

0

Molecular weight

489.654 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C1NC(C(=O)NC(/C=C/CCS)CC(=O)NCc3nc(C2=NC1(C)CS2)ccc3)C(C)C
SMILES CACTVS 3.385 CC(C)[CH]1NC(=O)[C]2(C)CSC(=N2)c3cccc(CNC(=O)C[CH](NC1=O)C=CCCS)n3
SMILES OpenEye OEToolkits 1.7.6 CC(C)C1C(=O)NC(CC(=O)NCc2cccc(n2)C3=NC(CS3)(C(=O)N1)C)C=CCCS
Canonical SMILES CACTVS 3.385 CC(C)[C@@H]1NC(=O)[C@]2(C)CSC(=N2)c3cccc(CNC(=O)C[C@H](NC1=O)\C=C\CCS)n3
Canonical SMILES OpenEye OEToolkits 1.7.6 CC(C)[C@H]1C(=O)N[C@@H](CC(=O)NCc2cccc(n2)C3=N[C@@](CS3)(C(=O)N1)C)/C=C/CCS

IUPAC InChI

InChI=1S/C23H31N5O3S2/c1-14(2)19-20(30)26-15(7-4-5-10-32)11-18(29)24-12-16-8-6-9-17(25-16)21-28-23(3,13-33-21)22(31)27-19/h4,6-9,14-15,19,32H,5,10-13H2,1-3H3,(H,24,29)(H,26,30)(H,27,31)/b7-4+/t15-,19+,23+/m1/s1

IUPAC InChI key

PFXMQZVRILDSDW-XUFAZQDHSA-N
L8G

wwPDB Information

Atom count

64 (33 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2014-10-23

Last modified at

2015-04-03

Status

Released

Obsoleted

Not Assigned



L8G : Atoms of Molecule

Total Number of Atoms: 64
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 -2.9 -1.093 2.492
2 C2 C C2 N N N 0 -3.764 -0.037 1.8
3 C3 C C3 N N N 0 -2.984 0.593 0.675
4 C4 C C4 N N N 0 -3.475 0.6 -0.539
5 C5 C C5 S N N 0 -2.694 1.231 -1.663
6 C6 C C6 N N N 0 -1.297 2.869 -0.567
7 C7 C C7 S N N 0 0.017 3.301 0.043
8 C8 C C8 N N N 0 1.016 3.644 -1.064
9 C9 C C9 N N N 0 1.357 2.378 -1.853
10 C10 C C10 N N N 0 0.399 4.68 -2.005
11 C11 C C11 N N N 0 1.898 2.13 1.002
12 C12 C C12 R N N 0 2.461 0.896 1.668
13 C13 C C13 N N N 0 2.063 0.894 3.142
14 C14 C C14 N N N 0 3.99 0.885 1.548
15 C15 C C15 N N N 0 2.636 -1.131 0.462
16 C16 C C16 N Y N 0 2.141 -2.321 -0.266
17 C17 C C17 N Y N 0 2.955 -3.423 -0.484
18 C18 C C18 N Y N 0 2.447 -4.508 -1.184
19 C19 C C19 N Y N 0 1.145 -4.439 -1.66
20 C20 C C20 N Y N 0 0.398 -3.301 -1.418
21 C21 C C21 N N N 0 -1.009 -3.189 -1.958
22 C22 C C22 N N N 0 -2.304 -1.162 -2.214
23 C23 C C23 N N N 0 -2.511 0.216 -2.791
24 N1 N N1 N N N 0 -1.364 1.647 -1.17
25 N2 N N2 N N N 0 0.532 2.17 0.852
26 N3 N N3 N N N 0 1.876 -0.257 1.013
27 N4 N N4 N Y N 0 0.894 -2.296 -0.73
28 N5 N N5 N N N 0 -1.168 -1.842 -2.55
29 O1 O O1 N N N 0 -2.27 3.593 -0.523
30 O2 O O2 N N N 0 2.611 3.035 0.623
31 O3 O O3 N N N 0 -3.126 -1.654 -1.47
32 S1 S S1 N N N 0 -3.84 -1.852 3.845
33 S2 S S2 N N N 0 4.331 -0.689 0.693
34 H1 H H1 N N N 0 -2.617 -1.86 1.771
35 H7 H H7 N N N 0 -3.233 2.1 -2.039
36 H2 H H2 N N N 0 -2.002 -0.622 2.892
37 H3 H H3 N N N 0 -4.662 -0.508 1.399
38 H4 H H4 N N N 0 -4.047 0.73 2.52
39 H5 H H5 N N N 0 -2.019 1.038 0.871
40 H6 H H6 N N N 0 -4.439 0.155 -0.735
41 H8 H H8 N N N 0 -0.14 4.171 0.682
42 H9 H H9 N N N 0 1.925 4.051 -0.621
43 H10 H H10 N N N 0 0.448 1.97 -2.296
44 H11 H H11 N N N 0 2.068 2.622 -2.642
45 H12 H H12 N N N 0 1.796 1.639 -1.183
46 H13 H H13 N N N 0 -0.451 4.238 -2.525
47 H14 H H14 N N N 0 0.063 5.541 -1.427
48 H15 H H15 N N N 0 1.144 4.999 -2.734
49 H16 H H16 N N N 0 0.976 0.903 3.226
50 H17 H H17 N N N 0 2.457 -0.002 3.623
51 H18 H H18 N N N 0 2.473 1.778 3.631
52 H19 H H19 N N N 0 4.335 1.73 0.951
53 H20 H H20 N N N 0 4.453 0.897 2.534
54 H21 H H21 N N N 0 3.969 -3.436 -0.114
55 H22 H H22 N N N 0 3.051 -5.387 -1.354
56 H26 H H26 N N N 0 -3.399 0.214 -3.423
57 H23 H H23 N N N 0 0.721 -5.264 -2.212
58 H24 H H24 N N N 0 -1.171 -3.948 -2.722
59 H25 H H25 N N N 0 -1.726 -3.322 -1.148
60 H27 H H27 N N N 0 -1.643 0.492 -3.389
61 H28 H H28 N N N 0 -0.582 1.082 -1.268
62 H29 H H29 N N N 0 -0.054 1.505 1.247
63 H30 H H30 N N N 0 -0.501 -1.463 -3.144
64 H31 H H31 N N N 0 -2.971 -2.744 4.354



L8G : Chemical Bonds

Total Number of Bonds: 66
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C10 C8 C C sing 1.53 N N
2 C8 C9 C C sing 1.53 N N
3 C8 C7 C C sing 1.53 N N
4 O1 C6 O C doub 1.21 N N
5 C7 C6 C C sing 1.51 N N
6 C7 N2 C N sing 1.48 N N
7 O2 C11 O C doub 1.21 N N
8 C6 N1 C N sing 1.36 N N
9 N2 C11 N C sing 1.37 N N
10 C11 C12 C C sing 1.51 N N
11 C14 C12 C C sing 1.53 N N
12 C14 S2 C S sing 1.82 N N
13 N1 C5 N C sing 1.48 N N
14 C12 C13 C C sing 1.53 N N
15 C12 N3 C N sing 1.45 N N
16 S2 C15 S C sing 1.77 N N
17 C4 C5 C C sing 1.51 N N
18 C4 C3 C C doub 1.31 E N
19 C2 C3 C C sing 1.51 N N
20 C2 C1 C C sing 1.53 N N
21 C5 C23 C C sing 1.53 N N
22 S1 C1 S C sing 1.81 N N
23 N3 C15 N C doub 1.28 N N
24 C15 C16 C C sing 1.48 N N
25 O3 C22 O C doub 1.21 N N
26 C23 C22 C C sing 1.51 N N
27 C16 C17 C C doub 1.39 N Y
28 C16 N4 C N sing 1.33 N Y
29 C22 N5 C N sing 1.37 N N
30 C17 C18 C C sing 1.39 N Y
31 N4 C20 N C doub 1.32 N Y
32 C18 C19 C C doub 1.39 N Y
33 C20 C19 C C sing 1.38 N Y
34 C20 C21 C C sing 1.51 N N
35 N5 C21 N C sing 1.48 N N
36 C1 H1 C H sing 1.09 N N
37 C1 H2 C H sing 1.09 N N
38 C2 H3 C H sing 1.09 N N
39 C2 H4 C H sing 1.09 N N
40 C3 H5 C H sing 1.08 N N
41 C4 H6 C H sing 1.08 N N
42 C5 H7 C H sing 1.09 N N
43 C7 H8 C H sing 1.09 N N
44 C8 H9 C H sing 1.09 N N
45 C9 H10 C H sing 1.09 N N
46 C9 H11 C H sing 1.09 N N
47 C9 H12 C H sing 1.09 N N
48 C10 H13 C H sing 1.09 N N
49 C10 H14 C H sing 1.09 N N
50 C10 H15 C H sing 1.09 N N
51 C13 H16 C H sing 1.09 N N
52 C13 H17 C H sing 1.09 N N
53 C13 H18 C H sing 1.09 N N
54 C14 H19 C H sing 1.09 N N
55 C14 H20 C H sing 1.09 N N
56 C17 H21 C H sing 1.08 N N
57 C18 H22 C H sing 1.08 N N
58 C19 H23 C H sing 1.08 N N
59 C21 H24 C H sing 1.09 N N
60 C21 H25 C H sing 1.09 N N
61 C23 H26 C H sing 1.09 N N
62 C23 H27 C H sing 1.09 N N
63 N1 H28 N H sing 0.97 N N
64 N2 H29 N H sing 0.97 N N
65 N5 H30 N H sing 0.97 N N
66 S1 H31 S H sing 1.35 N N



L8G : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
L8G 4rn1 Open in New Window Bound ligand 2 1