Chemical Components in the PDB

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G29 : Summary

Code

G29

One-letter code

X

Molecule name

(6alpha,8alpha)-6-(but-2-yn-1-yloxy)androsta-1,4-diene-3,17-dione

Systematic names

ProgramVersionName
ACDLabs 12.01 (6alpha,8alpha)-6-(but-2-yn-1-yloxy)androsta-1,4-diene-3,17-dione
OpenEye OEToolkits 1.7.6 (6R,8R,9S,10R,13S,14S)-6-but-2-ynoxy-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-dione

Formula

C23 H28 O3

Formal charge

0

Molecular weight

352.467 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C4C3(CCC2C1(C=CC(=O)C=C1C(OCC#CC)CC2C3CC4)C)C
SMILES CACTVS 3.370 CC#CCO[CH]1C[CH]2[CH]3CCC(=O)[C]3(C)CC[CH]2[C]4(C)C=CC(=O)C=C14
SMILES OpenEye OEToolkits 1.7.6 CC#CCOC1CC2C3CCC(=O)C3(CCC2C4(C1=CC(=O)C=C4)C)C
Canonical SMILES CACTVS 3.370 CC#CCO[C@@H]1C[C@H]2[C@@H]3CCC(=O)[C@@]3(C)CC[C@@H]2[C@@]4(C)C=CC(=O)C=C14
Canonical SMILES OpenEye OEToolkits 1.7.6 CC#CCO[C@@H]1C[C@H]2[C@@H]3CCC(=O)[C@]3(CC[C@@H]2[C@@]4(C1=CC(=O)C=C4)C)C

IUPAC InChI

InChI=1S/C23H28O3/c1-4-5-12-26-20-14-16-17-6-7-21(25)23(17,3)11-9-18(16)22(2)10-8-15(24)13-19(20)22/h8,10,13,16-18,20H,6-7,9,11-12,14H2,1-3H3/t16-,17-,18-,20+,22+,23-/m0/s1

IUPAC InChI key

GNDYBZKXORBCFO-KVAKACLVSA-N
G29

wwPDB Information

Atom count

54 (26 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-08-28

Last modified at

2012-09-07

Status

Released

Obsoleted

Not Assigned



G29 : Atoms of Molecule

Total Number of Atoms: 54
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O1 O O1 N N N 0 -4.02 -3.657 0.538
2 C3 C C3 N N N 0 -3.061 -2.973 0.233
3 C2 C C2 N N N 0 -2.195 -3.351 -0.896
4 C1 C C1 N N N 0 -1.183 -2.57 -1.241
5 C10 C C10 R N N 0 -0.846 -1.29 -0.557
6 C19 C C19 N N N 0 -1.019 -0.157 -1.57
7 C9 C C9 S N N 0 0.623 -1.281 -0.122
8 C11 C C11 N N N 0 1.51 -1.512 -1.341
9 C12 C C12 N N N 0 3.001 -1.384 -0.99
10 C4 C C4 N N N 0 -2.744 -1.747 0.981
11 C5 C C5 N N N 0 -1.718 -0.986 0.625
12 C6 C C6 R N N 0 -1.399 0.248 1.448
13 O O O N N N 0 -1.663 1.423 0.678
14 C23 C C23 N N N 0 -2.996 1.919 0.812
15 C24 C C24 N N N 0 -3.157 3.123 -0.019
16 C25 C C25 N N N 0 -3.286 4.084 -0.682
17 C26 C C26 N N N 0 -3.447 5.288 -1.512
18 C7 C C7 N N N 0 0.085 0.2 1.826
19 C8 C C8 R N N 0 0.933 0.061 0.561
20 C14 C C14 S N N 0 2.407 0.057 0.926
21 C13 C C13 S N N 0 3.206 -0.002 -0.403
22 C18 C C18 N N N 0 2.671 1.054 -1.373
23 C15 C C15 N N N 0 2.941 1.359 1.537
24 C16 C C16 N N N 0 4.458 1.286 1.212
25 C17 C C17 N N N 0 4.602 0.361 0.008
26 O2 O O2 N N N 0 5.631 -0.006 -0.508
27 H1 H H1 N N N 0 -2.385 -4.264 -1.442
28 H2 H H2 N N N 0 -0.564 -2.88 -2.07
29 H3 H H3 N N N 0 -2.051 -0.138 -1.92
30 H4 H H4 N N N 0 -0.779 0.794 -1.096
31 H5 H H5 N N N 0 -0.352 -0.321 -2.416
32 H6 H H6 N N N 0 0.792 -2.091 0.587
33 H7 H H7 N N N 0 1.322 -2.512 -1.733
34 H8 H H8 N N N 0 1.262 -0.777 -2.107
35 H9 H H9 N N N 0 3.277 -2.143 -0.258
36 H10 H H10 N N N 0 3.606 -1.499 -1.89
37 H11 H H11 N N N 0 -3.349 -1.466 1.831
38 H12 H H12 N N N 0 -2.01 0.256 2.351
39 H13 H H13 N N N 0 -3.702 1.155 0.486
40 H14 H H14 N N N 0 -3.187 2.169 1.855
41 H15 H H15 N N N 0 -4.464 5.667 -1.41
42 H16 H H16 N N N 0 -2.741 6.052 -1.186
43 H17 H H17 N N N 0 -3.256 5.038 -2.556
44 H18 H H18 N N N 0 0.356 1.118 2.346
45 H19 H H19 N N N 0 0.265 -0.654 2.479
46 H20 H H20 N N N 0 0.712 0.881 -0.123
47 H21 H H21 N N N 0 2.638 -0.791 1.571
48 H22 H H22 N N N 0 1.626 0.843 -1.6
49 H23 H H23 N N N 0 2.751 2.041 -0.916
50 H24 H H24 N N N 0 3.255 1.031 -2.293
51 H25 H H25 N N N 0 2.484 2.226 1.06
52 H26 H H26 N N N 0 2.774 1.379 2.614
53 H27 H H27 N N N 0 4.835 2.279 0.966
54 H28 H H28 N N N 0 5.003 0.88 2.063



G29 : Chemical Bonds

Total Number of Bonds: 57
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O2 C17 O C doub 1.21 N N
2 C12 C11 C C sing 1.54 N N
3 C12 C13 C C sing 1.52 N N
4 C18 C13 C C sing 1.53 N N
5 C11 C9 C C sing 1.53 N N
6 C17 C13 C C sing 1.5 N N
7 C17 C16 C C sing 1.53 N N
8 C13 C14 C C sing 1.55 N N
9 C1 C10 C C sing 1.49 N N
10 C1 C2 C C doub 1.32 N N
11 C19 C10 C C sing 1.53 N N
12 C16 C15 C C sing 1.55 N N
13 C9 C10 C C sing 1.53 N N
14 C9 C8 C C sing 1.54 N N
15 C14 C8 C C sing 1.52 N N
16 C14 C15 C C sing 1.53 N N
17 C10 C5 C C sing 1.5 N N
18 C2 C3 C C sing 1.47 N N
19 C8 C7 C C sing 1.53 N N
20 C3 O1 C O doub 1.22 N N
21 C3 C4 C C sing 1.47 N N
22 C5 C4 C C doub 1.33 N N
23 C5 C6 C C sing 1.52 N N
24 C7 C6 C C sing 1.53 N N
25 C6 O C O sing 1.43 N N
26 O C23 O C sing 1.43 N N
27 C23 C24 C C sing 1.47 N N
28 C24 C25 C C trip 1.17 N N
29 C25 C26 C C sing 1.47 N N
30 C2 H1 C H sing 1.08 N N
31 C1 H2 C H sing 1.08 N N
32 C19 H3 C H sing 1.09 N N
33 C19 H4 C H sing 1.09 N N
34 C19 H5 C H sing 1.09 N N
35 C9 H6 C H sing 1.09 N N
36 C11 H7 C H sing 1.09 N N
37 C11 H8 C H sing 1.09 N N
38 C12 H9 C H sing 1.09 N N
39 C12 H10 C H sing 1.09 N N
40 C4 H11 C H sing 1.08 N N
41 C6 H12 C H sing 1.09 N N
42 C23 H13 C H sing 1.09 N N
43 C23 H14 C H sing 1.09 N N
44 C26 H15 C H sing 1.09 N N
45 C26 H16 C H sing 1.09 N N
46 C26 H17 C H sing 1.09 N N
47 C7 H18 C H sing 1.09 N N
48 C7 H19 C H sing 1.09 N N
49 C8 H20 C H sing 1.09 N N
50 C14 H21 C H sing 1.09 N N
51 C18 H22 C H sing 1.09 N N
52 C18 H23 C H sing 1.09 N N
53 C18 H24 C H sing 1.09 N N
54 C15 H25 C H sing 1.09 N N
55 C15 H26 C H sing 1.09 N N
56 C16 H27 C H sing 1.09 N N
57 C16 H28 C H sing 1.09 N N



G29 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
G29 4gl5 Open in New Window Bound ligand 1 1