Chemical Components in the PDB

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3AJ : Summary

Code

3AJ

One-letter code

X

Molecule name

1-({[(1R,2S,3R,5Z,7E,14beta,17alpha)-1,3,25-trihydroxy-9,10-secocholesta-5,7,10-trien-2-yl]oxy}methyl)cyclopropanecarbonitrile

Systematic names

ProgramVersionName
ACDLabs 12.01 1-({[(1R,2S,3R,5Z,7E,14beta,17alpha)-1,3,25-trihydroxy-9,10-secocholesta-5,7,10-trien-2-yl]oxy}methyl)cyclopropanecarbonitrile
OpenEye OEToolkits 1.7.6 1-[[(1S,2R,4Z,6R)-4-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methyl-6-oxidanyl-heptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-3-methylidene-2,6-bis(oxidanyl)cyclohexyl]oxymethyl]cyclopropane-1-carbonitrile

Formula

C32 H49 N O4

Formal charge

0

Molecular weight

511.736 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 N#CC4(COC3C(O)C(\C(=C/C=C1\CCCC2(C)C(C(C)CCCC(O)(C)C)CCC12)CC3O)=C)CC4
SMILES CACTVS 3.385 C[CH](CCCC(C)(C)O)[CH]1CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)[CH](OCC4(CC4)C#N)[CH](O)C3=C
SMILES OpenEye OEToolkits 1.7.6 CC(CCCC(C)(C)O)C1CCC2C1(CCCC2=CC=C3CC(C(C(C3=C)O)OCC4(CC4)C#N)O)C
Canonical SMILES CACTVS 3.385 C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2C(\CCC[C@]12C)=C\C=C3\C[C@@H](O)[C@H](OCC4(CC4)C#N)[C@H](O)C3=C
Canonical SMILES OpenEye OEToolkits 1.7.6 C[C@H](CCCC(C)(C)O)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H]([C@@H]([C@@H](C3=C)O)OCC4(CC4)C#N)O)C

IUPAC InChI

InChI=1S/C32H49NO4/c1-21(8-6-14-30(3,4)36)25-12-13-26-23(9-7-15-31(25,26)5)10-11-24-18-27(34)29(28(35)22(24)2)37-20-32(19-33)16-17-32/h10-11,21,25-29,34-36H,2,6-9,12-18,20H2,1,3-5H3/b23-10+,24-11-/t21-,25-,26+,27-,28-,29+,31-/m1/s1

IUPAC InChI key

XRVHRGHHDVJYGR-IPBGMLIISA-N
3AJ

wwPDB Information

Atom count

86 (37 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2014-07-16

Last modified at

2014-12-26

Status

Released

Obsoleted

Not Assigned



3AJ : Atoms of Molecule

Total Number of Atoms: 86
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N32 N N32 N N N 0 6.204 4.12 1.556
2 C29 C C29 N N N 0 6.774 3.486 0.805
3 C28 C C28 N N N 0 7.514 2.664 -0.167
4 C31 C C31 N N N 0 8.497 3.381 -1.095
5 C30 C C30 N N N 0 9.021 2.505 0.044
6 C27 C C27 N N N 0 6.75 1.467 -0.736
7 O25 O O25 N N N 0 5.887 0.931 0.269
8 C19 C C19 S N N 0 5.123 -0.197 -0.162
9 C18 C C18 R N N 0 4.858 -1.117 1.031
10 O24 O O24 N N N 0 6.096 -1.441 1.665
11 C17 C C17 N N N 0 4.177 -2.404 0.552
12 C20 C C20 R N N 0 3.793 0.284 -0.752
13 O23 O O23 N N N 0 3.079 1.042 0.225
14 C21 C C21 N N N 0 2.98 -0.932 -1.151
15 C22 C C22 N N N 0 2.372 -1.008 -2.334
16 C16 C C16 N N N 0 2.895 -2.028 -0.164
17 C15 C C15 N N N 0 1.733 -2.664 0.088
18 C14 C C14 N N N 0 0.514 -2.273 -0.624
19 C4 C C4 N N N 0 -0.635 -2.901 -0.375
20 C3 C C3 N N N 0 -0.744 -4.027 0.642
21 C2 C C2 N N N 0 -1.904 -3.776 1.604
22 C5 C C5 S N N 0 -1.913 -2.544 -1.073
23 C7 C C7 N N N 0 -1.905 -1.263 -1.911
24 C8 C C8 N N N 0 -3.408 -0.869 -1.951
25 C9 C C9 R N N 0 -4.061 -1.514 -0.701
26 C6 C C6 R N N 0 -2.911 -2.161 0.056
27 C10 C C10 N N N 0 -2.261 -1.121 0.971
28 C1 C C1 N N N 0 -3.195 -3.406 0.855
29 C11 C C11 R N N 0 -4.732 -0.443 0.161
30 C26 C C26 N N N 0 -5.338 -1.096 1.406
31 C12 C C12 N N N 0 -5.838 0.242 -0.645
32 C13 C C13 N N N 0 -6.424 1.395 0.172
33 C33 C C33 N N N 0 -7.53 2.08 -0.634
34 C34 C C34 N N N 0 -8.117 3.233 0.182
35 O37 O O37 N N N 0 -8.662 2.724 1.402
36 C36 C C36 N N N 0 -7.015 4.246 0.5
37 C35 C C35 N N N 0 -9.222 3.918 -0.624
38 H1 H H1 N N N 0 8.599 3.0 -2.111
39 H2 H H2 N N N 0 8.595 4.461 -0.986
40 H3 H H3 N N N 0 9.465 3.009 0.903
41 H4 H H4 N N N 0 9.468 1.547 -0.222
42 H5 H H5 N N N 0 6.155 1.789 -1.591
43 H6 H H6 N N N 0 7.458 0.701 -1.053
44 H7 H H7 N N N 0 5.681 -0.743 -0.923
45 H8 H H8 N N N 0 4.208 -0.608 1.743
46 H9 H H9 N N N 0 6.005 -2.023 2.431
47 H10 H H10 N N N 0 4.838 -2.935 -0.132
48 H11 H H11 N N N 0 3.948 -3.037 1.409
49 H12 H H12 N N N 0 3.984 0.902 -1.63
50 H13 H H13 N N N 0 2.226 1.377 -0.083
51 H14 H H14 N N N 0 2.452 -0.191 -3.036
52 H15 H H15 N N N 0 1.799 -1.887 -2.591
53 H16 H H16 N N N 0 1.7 -3.462 0.816
54 H17 H H17 N N N 0 0.547 -1.475 -1.352
55 H18 H H18 N N N 0 -0.909 -4.969 0.119
56 H19 H H19 N N N 0 0.185 -4.09 1.21
57 H20 H H20 N N N 0 -2.08 -4.678 2.191
58 H21 H H21 N N N 0 -1.638 -2.962 2.277
59 H22 H H22 N N N 0 -2.28 -3.386 -1.66
60 H23 H H23 N N N 0 -1.314 -0.487 -1.424
61 H24 H H24 N N N 0 -1.531 -1.462 -2.916
62 H25 H H25 N N N 0 -3.512 0.215 -1.91
63 H26 H H26 N N N 0 -3.873 -1.255 -2.858
64 H27 H H27 N N N 0 -4.789 -2.269 -1.001
65 H28 H H28 N N N 0 -2.12 -0.191 0.421
66 H29 H H29 N N N 0 -2.905 -0.941 1.831
67 H30 H H30 N N N 0 -1.294 -1.492 1.312
68 H31 H H31 N N N 0 -3.485 -4.22 0.191
69 H32 H H32 N N N 0 -3.994 -3.21 1.571
70 H33 H H33 N N N 0 -3.991 0.297 0.463
71 H34 H H34 N N N 0 -5.816 -0.332 2.02
72 H35 H H35 N N N 0 -6.079 -1.836 1.104
73 H36 H H36 N N N 0 -4.55 -1.583 1.98
74 H42 H H42 N N N 0 -8.315 1.358 -0.86
75 H37 H H37 N N N 0 -5.422 0.63 -1.575
76 H38 H H38 N N N 0 -6.622 -0.48 -0.871
77 H39 H H39 N N N 0 -6.84 1.007 1.102
78 H40 H H40 N N N 0 -5.639 2.116 0.398
79 H41 H H41 N N N 0 -7.114 2.468 -1.564
80 H43 H H43 N N N 0 -9.367 2.075 1.276
81 H44 H H44 N N N 0 -6.599 4.634 -0.43
82 H45 H H45 N N N 0 -7.433 5.067 1.082
83 H46 H H46 N N N 0 -6.227 3.758 1.074
84 H47 H H47 N N N 0 -8.807 4.306 -1.554
85 H48 H H48 N N N 0 -10.007 3.196 -0.85
86 H49 H H49 N N N 0 -9.641 4.739 -0.042



3AJ : Chemical Bonds

Total Number of Bonds: 89
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C2 C3 C C sing 1.53 N N
2 C2 C1 C C sing 1.54 N N
3 C35 C34 C C sing 1.53 N N
4 C3 C4 C C sing 1.52 N N
5 C1 C6 C C sing 1.51 N N
6 C30 C28 C C sing 1.53 N N
7 C30 C31 C C sing 1.53 N N
8 C17 C18 C C sing 1.53 N N
9 C17 C16 C C sing 1.52 N N
10 C10 C6 C C sing 1.53 N N
11 C27 C28 C C sing 1.53 N N
12 C27 O25 C O sing 1.43 N N
13 C28 C31 C C sing 1.53 N N
14 C28 C29 C C sing 1.47 N N
15 C15 C16 C C doub 1.35 Z N
16 C15 C14 C C sing 1.46 N N
17 C18 O24 C O sing 1.43 N N
18 C18 C19 C C sing 1.53 N N
19 C16 C21 C C sing 1.48 N N
20 C6 C5 C C sing 1.55 N N
21 C6 C9 C C sing 1.52 N N
22 C34 C36 C C sing 1.53 N N
23 C34 C33 C C sing 1.53 N N
24 C34 O37 C O sing 1.43 N N
25 C4 C14 C C doub 1.33 E N
26 C4 C5 C C sing 1.5 N N
27 C13 C33 C C sing 1.53 N N
28 C13 C12 C C sing 1.53 N N
29 O25 C19 O C sing 1.43 N N
30 C12 C11 C C sing 1.53 N N
31 C11 C9 C C sing 1.53 N N
32 C11 C26 C C sing 1.53 N N
33 C5 C7 C C sing 1.53 N N
34 C19 C20 C C sing 1.53 N N
35 C29 N32 C N trip 1.14 N N
36 C9 C8 C C sing 1.55 N N
37 C21 C22 C C doub 1.33 N N
38 C21 C20 C C sing 1.52 N N
39 C20 O23 C O sing 1.43 N N
40 C7 C8 C C sing 1.55 N N
41 C31 H1 C H sing 1.09 N N
42 C31 H2 C H sing 1.09 N N
43 C30 H3 C H sing 1.09 N N
44 C30 H4 C H sing 1.09 N N
45 C27 H5 C H sing 1.09 N N
46 C27 H6 C H sing 1.09 N N
47 C19 H7 C H sing 1.09 N N
48 C18 H8 C H sing 1.09 N N
49 O24 H9 O H sing 0.97 N N
50 C17 H10 C H sing 1.09 N N
51 C17 H11 C H sing 1.09 N N
52 C20 H12 C H sing 1.09 N N
53 O23 H13 O H sing 0.97 N N
54 C22 H14 C H sing 1.08 N N
55 C22 H15 C H sing 1.08 N N
56 C15 H16 C H sing 1.08 N N
57 C14 H17 C H sing 1.08 N N
58 C3 H18 C H sing 1.09 N N
59 C3 H19 C H sing 1.09 N N
60 C2 H20 C H sing 1.09 N N
61 C2 H21 C H sing 1.09 N N
62 C5 H22 C H sing 1.09 N N
63 C7 H23 C H sing 1.09 N N
64 C7 H24 C H sing 1.09 N N
65 C8 H25 C H sing 1.09 N N
66 C8 H26 C H sing 1.09 N N
67 C9 H27 C H sing 1.09 N N
68 C10 H28 C H sing 1.09 N N
69 C10 H29 C H sing 1.09 N N
70 C10 H30 C H sing 1.09 N N
71 C1 H31 C H sing 1.09 N N
72 C1 H32 C H sing 1.09 N N
73 C11 H33 C H sing 1.09 N N
74 C26 H34 C H sing 1.09 N N
75 C26 H35 C H sing 1.09 N N
76 C26 H36 C H sing 1.09 N N
77 C12 H37 C H sing 1.09 N N
78 C12 H38 C H sing 1.09 N N
79 C13 H39 C H sing 1.09 N N
80 C13 H40 C H sing 1.09 N N
81 C33 H41 C H sing 1.09 N N
82 C33 H42 C H sing 1.09 N N
83 O37 H43 O H sing 0.97 N N
84 C36 H44 C H sing 1.09 N N
85 C36 H45 C H sing 1.09 N N
86 C36 H46 C H sing 1.09 N N
87 C35 H47 C H sing 1.09 N N
88 C35 H48 C H sing 1.09 N N
89 C35 H49 C H sing 1.09 N N



3AJ : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
3AJ 3wwr Open in New Window Bound ligand 1 1