Chemical Components in the PDB

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0XA : Summary

Code

0XA

One-letter code

X

Molecule name

(4S,8E)-4-[(1R)-2-{[2-(5-tert-butyl-1,3-oxazol-2-yl)propan-2-yl]amino}-1-hydroxyethyl]-16-methyl-6-oxa-3-azabicyclo[12.3.1]octadeca-1(18),8,14,16-tetraene-2,13-dione

Systematic names

ProgramVersionName
ACDLabs 12.01 (4S,8E)-4-[(1R)-2-{[2-(5-tert-butyl-1,3-oxazol-2-yl)propan-2-yl]amino}-1-hydroxyethyl]-16-methyl-6-oxa-3-azabicyclo[12.3.1]octadeca-1(18),8,14,16-tetraene-2,13-dione
OpenEye OEToolkits 1.7.6 (6E,11S)-11-[(1R)-2-[2-(5-tert-butyl-1,3-oxazol-2-yl)propan-2-ylamino]-1-oxidanyl-ethyl]-16-methyl-9-oxa-12-azabicyclo[12.3.1]octadeca-1(18),6,14,16-tetraene-2,13-dione

Formula

C29 H41 N3 O5

Formal charge

0

Molecular weight

511.653 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C1c3cc(cc(C(=O)NC(COCC=CCCC1)C(O)CNC(c2ncc(o2)C(C)(C)C)(C)C)c3)C
SMILES CACTVS 3.370 Cc1cc2cc(c1)C(=O)N[CH](COCC=CCCCC2=O)[CH](O)CNC(C)(C)c3oc(cn3)C(C)(C)C
SMILES OpenEye OEToolkits 1.7.6 Cc1cc2cc(c1)C(=O)NC(COCC=CCCCC2=O)C(CNC(C)(C)c3ncc(o3)C(C)(C)C)O
Canonical SMILES CACTVS 3.370 Cc1cc2cc(c1)C(=O)N[C@@H](COC/C=C/CCCC2=O)[C@H](O)CNC(C)(C)c3oc(cn3)C(C)(C)C
Canonical SMILES OpenEye OEToolkits 1.7.6 Cc1cc2cc(c1)C(=O)N[C@@H](COC/C=C/CCCC2=O)[C@@H](CNC(C)(C)c3ncc(o3)C(C)(C)C)O

IUPAC InChI

InChI=1S/C29H41N3O5/c1-19-13-20-15-21(14-19)26(35)32-22(18-36-12-10-8-7-9-11-23(20)33)24(34)16-31-29(5,6)27-30-17-25(37-27)28(2,3)4/h8,10,13-15,17,22,24,31,34H,7,9,11-12,16,18H2,1-6H3,(H,32,35)/b10-8+/t22-,24+/m0/s1

IUPAC InChI key

PYRAVCNCGMDZRY-BDCWSOESSA-N
0XA

wwPDB Information

Atom count

78 (37 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-09-04

Last modified at

2013-08-30

Status

Released

Obsoleted

Not Assigned



0XA : Atoms of Molecule

Total Number of Atoms: 78
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 4.595 -3.723 0.404
2 C10 C C10 N N N 0 6.513 1.579 -1.011
3 C11 C C11 N N N 0 5.897 2.948 -1.317
4 C12 C C12 N N N 0 4.807 3.234 -0.317
5 C13 C C13 N N N 0 3.593 3.517 -0.718
6 C14 C C14 N N N 0 2.509 3.771 0.3
7 C16 C C16 N N N 0 0.97 2.431 1.559
8 C18 C C18 N N N 0 2.071 -1.092 1.331
9 C2 C C2 N Y N 0 3.466 -3.121 0.925
10 C20 C C20 S N N 0 0.816 0.925 1.784
11 C22 C C22 R N N 0 -0.276 0.377 0.863
12 C23 C C23 N N N 0 -1.606 1.059 1.187
13 C25 C C25 N N N 0 -3.968 1.098 0.655
14 C26 C C26 N N N 0 -4.317 0.903 2.131
15 C27 C C27 N N N 0 -3.885 2.594 0.344
16 C29 C C29 N Y N 0 -5.035 0.466 -0.201
17 C3 C C3 N Y N 0 3.247 -1.755 0.725
18 C31 C C31 N Y N 0 -6.125 -0.256 -1.91
19 C32 C C32 N Y N 0 -6.858 -0.537 -0.82
20 C34 C C34 N N N 0 -8.196 -1.229 -0.795
21 C35 C C35 N N N 0 -8.617 -1.578 -2.224
22 C36 C C36 N N N 0 -9.239 -0.3 -0.17
23 C37 C C37 N N N 0 -8.093 -2.51 0.034
24 C4 C C4 N Y N 0 4.152 -1.008 -0.025
25 C5 C C5 N Y N 0 5.279 -1.632 -0.565
26 C6 C C6 N Y N 0 5.506 -2.992 -0.322
27 C7 C C7 N N N 0 4.84 -5.189 0.654
28 C8 C C8 N N N 0 6.217 -0.862 -1.398
29 C9 C C9 N N N 0 5.837 0.517 -1.875
30 H1 H H1 N N N 0 2.754 -3.705 1.488
31 H10 H H10 N N N 0 -3.637 2.734 -0.708
32 H11 H H11 N N N 0 -4.846 3.063 0.556
33 H12 H H12 N N N 0 -3.113 3.052 0.963
34 H13 H H13 N N N 0 -7.794 -2.262 1.052
35 H14 H H14 N N N 0 -9.061 -3.011 0.052
36 H15 H H15 N N N 0 -7.35 -3.172 -0.412
37 H16 H H16 N N N 0 -9.313 0.613 -0.76
38 H17 H H17 N N N 0 -10.207 -0.8 -0.152
39 H18 H H18 N N N 0 -8.94 -0.051 0.848
40 H19 H H19 N N N 0 -7.874 -2.24 -2.67
41 H2 H H2 N N N 0 2.928 0.772 1.373
42 H20 H H20 N N N 0 -9.585 -2.078 -2.206
43 H21 H H21 N N N 0 -8.69 -0.665 -2.815
44 H22 H H22 N N N 0 -6.388 -0.487 -2.932
45 H23 H H23 N N N 0 -3.545 1.36 2.751
46 H24 H H24 N N N 0 -5.278 1.372 2.343
47 H25 H H25 N N N 0 -4.376 -0.163 2.353
48 H26 H H26 N N N 0 -0.013 2.901 1.576
49 H27 H H27 N N N 0 1.586 2.854 2.352
50 H28 H H28 N N N 0 1.98 4.689 0.046
51 H29 H H29 N N N 0 2.954 3.868 1.29
52 H3 H H3 N N N 0 0.551 0.735 2.824
53 H30 H H30 N N N 0 3.363 3.567 -1.771
54 H31 H H31 N N N 0 5.027 3.192 0.741
55 H32 H H32 N N N 0 5.476 2.941 -2.323
56 H33 H H33 N N N 0 6.666 3.718 -1.249
57 H34 H H34 N N N 0 7.58 1.602 -1.232
58 H35 H H35 N N N 0 6.364 1.34 0.042
59 H36 H H36 N N N 0 4.755 0.636 -1.812
60 H37 H H37 N N N 0 6.154 0.638 -2.911
61 H38 H H38 N N N 0 3.986 0.048 -0.181
62 H39 H H39 N N N 0 6.39 -3.47 -0.717
63 H4 H H4 N N N 0 -0.373 -0.698 1.014
64 H40 H H40 N N N 0 5.403 -5.31 1.579
65 H41 H H41 N N N 0 3.886 -5.708 0.738
66 H42 H H42 N N N 0 5.41 -5.608 -0.176
67 H5 H H5 N N N 0 0.176 1.576 -0.705
68 H6 H H6 N N N 0 -1.838 0.919 2.243
69 H7 H H7 N N N 0 -1.531 2.124 0.97
70 H8 H H8 N N N 0 -2.72 -0.532 0.505
71 N19 N N19 N N N 0 2.106 0.267 1.472
72 N24 N N24 N N N 0 -2.673 0.467 0.369
73 N30 N N30 N Y N 0 -5.007 0.368 -1.5
74 O15 O O15 N N N 0 1.591 2.674 0.294
75 O17 O O17 N N N 0 7.292 -1.335 -1.699
76 O21 O O21 N N N 0 1.103 -1.735 1.688
77 O28 O O28 N N N 0 0.073 0.637 -0.498
78 O33 O O33 N Y N 0 -6.172 -0.083 0.247



0XA : Chemical Bonds

Total Number of Bonds: 80
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C7 C1 C C sing 1.51 N N
2 C1 C6 C C doub 1.38 N Y
3 C1 C2 C C sing 1.38 N Y
4 C6 C5 C C sing 1.4 N Y
5 C26 C25 C C sing 1.53 N N
6 C2 C3 C C doub 1.4 N Y
7 O17 C8 O C doub 1.21 N N
8 C5 C8 C C sing 1.47 N N
9 C5 C4 C C doub 1.4 N Y
10 C27 C25 C C sing 1.53 N N
11 C8 C9 C C sing 1.51 N N
12 C25 N24 C N sing 1.47 N N
13 C25 C29 C C sing 1.51 N N
14 C3 C4 C C sing 1.39 N Y
15 C3 C18 C C sing 1.48 N N
16 N24 C23 N C sing 1.47 N N
17 C10 C9 C C sing 1.53 N N
18 C10 C11 C C sing 1.53 N N
19 C29 N30 C N doub 1.3 N Y
20 C29 O33 C O sing 1.34 N Y
21 N30 C31 N C sing 1.34 N Y
22 C18 O21 C O doub 1.22 N N
23 C18 N19 C N sing 1.37 N N
24 C23 C22 C C sing 1.53 N N
25 N19 C20 N C sing 1.48 N N
26 O33 C32 O C sing 1.35 N Y
27 C11 C12 C C sing 1.51 N N
28 C22 C20 C C sing 1.53 N N
29 C22 O28 C O sing 1.43 N N
30 C31 C32 C C doub 1.34 N Y
31 C20 C16 C C sing 1.53 N N
32 C32 C34 C C sing 1.51 N N
33 C12 C13 C C doub 1.31 E N
34 C13 C14 C C sing 1.51 N N
35 C16 O15 C O sing 1.43 N N
36 C37 C34 C C sing 1.53 N N
37 C34 C35 C C sing 1.53 N N
38 C34 C36 C C sing 1.53 N N
39 O15 C14 O C sing 1.43 N N
40 C2 H1 C H sing 1.08 N N
41 N19 H2 N H sing 0.97 N N
42 C20 H3 C H sing 1.09 N N
43 C22 H4 C H sing 1.09 N N
44 O28 H5 O H sing 0.97 N N
45 C23 H6 C H sing 1.09 N N
46 C23 H7 C H sing 1.09 N N
47 N24 H8 N H sing 1.01 N N
48 C27 H10 C H sing 1.09 N N
49 C27 H11 C H sing 1.09 N N
50 C27 H12 C H sing 1.09 N N
51 C37 H13 C H sing 1.09 N N
52 C37 H14 C H sing 1.09 N N
53 C37 H15 C H sing 1.09 N N
54 C36 H16 C H sing 1.09 N N
55 C36 H17 C H sing 1.09 N N
56 C36 H18 C H sing 1.09 N N
57 C35 H19 C H sing 1.09 N N
58 C35 H20 C H sing 1.09 N N
59 C35 H21 C H sing 1.09 N N
60 C31 H22 C H sing 1.08 N N
61 C26 H23 C H sing 1.09 N N
62 C26 H24 C H sing 1.09 N N
63 C26 H25 C H sing 1.09 N N
64 C16 H26 C H sing 1.09 N N
65 C16 H27 C H sing 1.09 N N
66 C14 H28 C H sing 1.09 N N
67 C14 H29 C H sing 1.09 N N
68 C13 H30 C H sing 1.08 N N
69 C12 H31 C H sing 1.08 N N
70 C11 H32 C H sing 1.09 N N
71 C11 H33 C H sing 1.09 N N
72 C10 H34 C H sing 1.09 N N
73 C10 H35 C H sing 1.09 N N
74 C9 H36 C H sing 1.09 N N
75 C9 H37 C H sing 1.09 N N
76 C4 H38 C H sing 1.08 N N
77 C6 H39 C H sing 1.08 N N
78 C7 H40 C H sing 1.09 N N
79 C7 H41 C H sing 1.09 N N
80 C7 H42 C H sing 1.09 N N



0XA : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0XA 4gmi Open in New Window Bound ligand 1 1