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9R3 : Summary

Code

9R3

One-letter code

X

Molecule name

2-[(1R,5S)-9-[[3-[2,6-bis(chloranyl)phenyl]-5-cyclopropyl-1,2-oxazol-4-yl]methoxy]-3-azabicyclo[3.3.1]nonan-3-yl]-1,3-benzothiazole-6-carboxylic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 2-[(9-anti)-9-{[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methoxy}-3-azabicyclo[3.3.1]nonan-3-yl]-1,3-benzothiazole-6-carboxylic acid
OpenEye OEToolkits 2.0.6 2-[(1~{R},5~{S})-9-[[3-[2,6-bis(chloranyl)phenyl]-5-cyclopropyl-1,2-oxazol-4-yl]methoxy]-3-azabicyclo[3.3.1]nonan-3-yl]-1,3-benzothiazole-6-carboxylic acid

Formula

C29 H27 Cl2 N3 O4 S

Formal charge

0

Molecular weight

584.513 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 OC(c1cc2c(cc1)nc(s2)N3CC4C(C(C3)CCC4)OCc5c(onc5c6c(cccc6Cl)Cl)C7CC7)=O
SMILES CACTVS 3.385 OC(=O)c1ccc2nc(sc2c1)N3C[CH]4CCC[CH](C3)[CH]4OCc5c(onc5c6c(Cl)cccc6Cl)C7CC7
SMILES OpenEye OEToolkits 2.0.6 c1cc(c(c(c1)Cl)c2c(c(on2)C3CC3)COC4C5CCCC4CN(C5)c6nc7ccc(cc7s6)C(=O)O)Cl
Canonical SMILES CACTVS 3.385 OC(=O)c1ccc2nc(sc2c1)N3C[C@H]4CCC[C@@H](C3)[C@@H]4OCc5c(onc5c6c(Cl)cccc6Cl)C7CC7
Canonical SMILES OpenEye OEToolkits 2.0.6 c1cc(c(c(c1)Cl)c2c(c(on2)C3CC3)COC4[C@@H]5CCC[C@H]4CN(C5)c6nc7ccc(cc7s6)C(=O)O)Cl

IUPAC InChI

InChI=1S/C29H27Cl2N3O4S/c30-20-5-2-6-21(31)24(20)25-19(27(38-33-25)15-7-8-15)14-37-26-17-3-1-4-18(26)13-34(12-17)29-32-22-10-9-16(28(35)36)11-23(22)39-29/h2,5-6,9-11,15,17-18,26H,1,3-4,7-8,12-14H2,(H,35,36)/t17-,18+,26-

IUPAC InChI key

LRGRHLPTAIKGDV-JSCPRHNGSA-N
9R3

wwPDB Information

Atom count

66 (39 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2018-06-26

Last modified at

2018-10-05

Status

Released

Obsoleted

Not Assigned



9R3 : Atoms of Molecule

Total Number of Atoms: 66
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O4 O O1 N N N 0 -10.57 -1.646 0.294
2 C29 C C1 N N N 0 -9.778 -0.562 0.414
3 O3 O O2 N N N 0 -10.26 0.512 0.72
4 C27 C C2 N Y N 0 -8.329 -0.677 0.175
5 C26 C C3 N Y N 0 -7.77 -1.913 -0.184
6 C25 C C4 N Y N 0 -6.437 -2.028 -0.406
7 C23 C C5 N Y N 0 -5.583 -0.908 -0.282
8 N3 N N1 N Y N 0 -4.253 -0.844 -0.464
9 C28 C C6 N Y N 0 -7.507 0.442 0.298
10 C24 C C7 N Y N 0 -6.142 0.326 0.076
11 S1 S S1 N Y N 0 -4.851 1.522 0.152
12 C21 C C8 N Y N 0 -3.672 0.297 -0.295
13 N2 N N2 N N N 0 -2.321 0.521 -0.443
14 C16 C C9 N N N 0 -1.748 1.106 0.776
15 C18 C C10 N N N 0 -1.62 -0.712 -0.821
16 C17 C C11 R N N 0 -0.152 -0.397 -1.116
17 C20 C C12 N N N 0 -0.071 0.612 -2.264
18 C22 C C13 N N N 0 -0.827 1.885 -1.877
19 C19 C C14 N N N 0 -0.203 2.488 -0.617
20 C14 C C15 S N N 0 -0.283 1.474 0.527
21 C15 C C16 R N N 0 0.492 0.212 0.134
22 O2 O O3 N N N 0 1.851 0.552 -0.145
23 C6 C C17 N N N 0 2.714 0.476 0.992
24 C2 C C18 N Y N 0 4.115 0.853 0.585
25 C1 C C19 N Y N 0 4.648 2.092 0.481
26 C4 C C20 N N N 0 3.948 3.398 0.755
27 C8 C C21 N N N 0 3.847 4.4 -0.396
28 C7 C C22 N N N 0 4.802 4.668 0.768
29 O1 O O4 N Y N 0 5.92 1.932 0.088
30 C3 C C23 N Y N 0 5.187 -0.012 0.226
31 N1 N N3 N Y N 0 6.204 0.766 -0.053
32 C5 C C24 N Y N 0 5.157 -1.494 0.174
33 C13 C C25 N Y N 0 5.454 -2.159 -1.015
34 CL1 CL CL1 N N N 0 5.854 -1.254 -2.441
35 C12 C C26 N Y N 0 5.43 -3.54 -1.055
36 C11 C C27 N Y N 0 5.112 -4.262 0.081
37 C10 C C28 N Y N 0 4.817 -3.608 1.263
38 C9 C C29 N Y N 0 4.838 -2.228 1.316
39 CL2 CL CL2 N N N 0 4.473 -1.409 2.803
40 H1 H H1 N N N 0 -11.514 -1.521 0.461
41 H2 H H2 N N N 0 -8.407 -2.779 -0.283
42 H3 H H3 N N N 0 -6.023 -2.987 -0.681
43 H4 H H4 N N N 0 -7.931 1.397 0.569
44 H5 H H5 N N N 0 -2.306 2.003 1.046
45 H6 H H6 N N N 0 -1.808 0.383 1.589
46 H7 H H7 N N N 0 -1.681 -1.43 -0.003
47 H8 H H8 N N N 0 -2.086 -1.136 -1.711
48 H9 H H9 N N N 0 0.372 -1.313 -1.388
49 H10 H H10 N N N 0 0.973 0.855 -2.462
50 H11 H H11 N N N 0 -0.52 0.181 -3.159
51 H12 H H12 N N N 0 -0.766 2.605 -2.693
52 H13 H H13 N N N 0 -1.872 1.642 -1.684
53 H14 H H14 N N N 0 0.84 2.736 -0.811
54 H15 H H15 N N N 0 -0.746 3.392 -0.34
55 H16 H H16 N N N 0 0.145 1.908 1.431
56 H17 H H17 N N N 0 0.454 -0.509 0.951
57 H18 H H18 N N N 0 2.362 1.163 1.762
58 H19 H H19 N N N 0 2.711 -0.541 1.384
59 H20 H H20 N N N 0 3.112 3.346 1.452
60 H21 H H21 N N N 0 4.286 4.115 -1.352
61 H22 H H22 N N N 0 2.944 5.008 -0.457
62 H23 H H23 N N N 0 4.527 5.451 1.475
63 H24 H H24 N N N 0 5.87 4.558 0.579
64 H25 H H25 N N N 0 5.66 -4.056 -1.975
65 H26 H H26 N N N 0 5.095 -5.342 0.045
66 H27 H H27 N N N 0 4.569 -4.178 2.147



9R3 : Chemical Bonds

Total Number of Bonds: 72
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O3 C29 O C doub 1.22 N N
2 C26 C25 C C doub 1.36 N Y
3 C26 C27 C C sing 1.4 N Y
4 C29 O4 C O sing 1.35 N N
5 C29 C27 C C sing 1.47 N N
6 C25 C23 C C sing 1.41 N Y
7 C27 C28 C C doub 1.39 N Y
8 C23 N3 C N sing 1.34 N Y
9 C23 C24 C C doub 1.4 N Y
10 C28 C24 C C sing 1.39 N Y
11 N3 C21 N C doub 1.29 N Y
12 C24 S1 C S sing 1.76 N Y
13 C21 S1 C S sing 1.76 N Y
14 C21 N2 C N sing 1.38 N N
15 C19 C22 C C sing 1.53 N N
16 C19 C14 C C sing 1.53 N N
17 C16 N2 C N sing 1.47 N N
18 C16 C14 C C sing 1.53 N N
19 N2 C18 N C sing 1.47 N N
20 C22 C20 C C sing 1.53 N N
21 C12 C11 C C doub 1.38 N Y
22 C12 C13 C C sing 1.38 N Y
23 C14 C15 C C sing 1.53 N N
24 C11 C10 C C sing 1.38 N Y
25 C20 C17 C C sing 1.53 N N
26 CL1 C13 CL C sing 1.74 N N
27 C18 C17 C C sing 1.53 N N
28 C13 C5 C C doub 1.39 N Y
29 C10 C9 C C doub 1.38 N Y
30 C17 C15 C C sing 1.53 N N
31 C15 O2 C O sing 1.43 N N
32 C5 C9 C C sing 1.39 N Y
33 C5 C3 C C sing 1.48 N N
34 O2 C6 O C sing 1.43 N N
35 C9 CL2 C CL sing 1.74 N N
36 C6 C2 C C sing 1.51 N N
37 C3 C2 C C sing 1.42 N Y
38 C3 N1 C N doub 1.31 N Y
39 C2 C1 C C doub 1.35 N Y
40 N1 O1 N O sing 1.21 N Y
41 C1 O1 C O sing 1.34 N Y
42 C1 C4 C C sing 1.51 N N
43 C4 C8 C C sing 1.53 N N
44 C4 C7 C C sing 1.53 N N
45 C8 C7 C C sing 1.53 N N
46 O4 H1 O H sing 0.97 N N
47 C26 H2 C H sing 1.08 N N
48 C25 H3 C H sing 1.08 N N
49 C28 H4 C H sing 1.08 N N
50 C16 H5 C H sing 1.09 N N
51 C16 H6 C H sing 1.09 N N
52 C18 H7 C H sing 1.09 N N
53 C18 H8 C H sing 1.09 N N
54 C17 H9 C H sing 1.09 N N
55 C20 H10 C H sing 1.09 N N
56 C20 H11 C H sing 1.09 N N
57 C22 H12 C H sing 1.09 N N
58 C22 H13 C H sing 1.09 N N
59 C19 H14 C H sing 1.09 N N
60 C19 H15 C H sing 1.09 N N
61 C14 H16 C H sing 1.09 N N
62 C15 H17 C H sing 1.09 N N
63 C6 H18 C H sing 1.09 N N
64 C6 H19 C H sing 1.09 N N
65 C4 H20 C H sing 1.09 N N
66 C8 H21 C H sing 1.09 N N
67 C8 H22 C H sing 1.09 N N
68 C7 H23 C H sing 1.09 N N
69 C7 H24 C H sing 1.09 N N
70 C12 H25 C H sing 1.08 N N
71 C11 H26 C H sing 1.08 N N
72 C10 H27 C H sing 1.08 N N



9R3 : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
9R3 6a5x Open in New Window Bound ligand 1 1
9R3 6a5z Open in New Window Bound ligand 2 1