Chemical Components in the PDB

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CA4 : Summary

Code

CA4

One-letter code

X

Molecule name

CYPROTERONE ACETATE

Systematic names

ProgramVersionName
ACDLabs 10.04 (1R,3aS,3bR,7aR,8aS,8bS,8cS,10aS)-1-acetyl-5-chloro-8b,10a-dimethyl-7-oxo-1,2,3,3a,3b,7,7a,8,8a,8b,8c,9,10,10a-tetradecahydrocyclopenta[a]cyclopropa[g]phenanthren-1-yl acetate

Formula

C24 H29 Cl O4

Formal charge

0

Molecular weight

416.938 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C4C=C3C(Cl)=CC1C(CCC2(C(OC(=O)C)(C(=O)C)CCC12)C)C3(C)C5CC45
SMILES CACTVS 3.341 CC(=O)O[C]1(CC[CH]2[CH]3C=C(Cl)C4=CC(=O)[CH]5C[CH]5[C]4(C)[CH]3CC[C]12C)C(C)=O
SMILES OpenEye OEToolkits 1.5.0 CC(=O)C1(CCC2C1(CCC3C2C=C(C4=CC(=O)C5CC5C34C)Cl)C)OC(=O)C
Canonical SMILES CACTVS 3.341 CC(=O)O[C@@]1(CC[C@H]2[C@@H]3C=C(Cl)C4=CC(=O)[C@@H]5C[C@@H]5[C@]4(C)[C@H]3CC[C@]12C)C(C)=O
Canonical SMILES OpenEye OEToolkits 1.5.0 CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C=C(C4=CC(=O)[C@@H]5C[C@@H]5[C@]34C)Cl)C)OC(=O)C

IUPAC InChI

InChI=1S/C24H29ClO4/c1-12(26)24(29-13(2)27)8-6-16-14-10-20(25)19-11-21(28)15-9-18(15)23(19,4)17(14)5-7-22(16,24)3/h10-11,14-18H,5-9H2,1-4H3/t14-,15+,16-,17-,18-,22-,23-,24-/m0/s1

IUPAC InChI key

UWFYSQMTEOIJJG-FDTZYFLXSA-N
CA4

wwPDB Information

Atom count

58 (29 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAD

Is modified

No

Standard parent

Not Assigned

Defined at

2007-03-21

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



CA4 : Atoms of Molecule

Total Number of Atoms: 58
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C4 C C4 N N N 0 0.241 -1.008 -4.442
2 C14 C C14 N N N 0 -0.15 -2.633 0.887
3 C5 C C5 N N N 0 0.544 -1.288 -3.159
4 C6 C C6 N N N 0 0.175 -0.38 -2.061
5 C11 C C11 N N N 0 1.118 -4.522 -0.953
6 C7 C C7 N N N 0 0.234 -0.735 -0.766
7 C8 C C8 N N N 0 0.677 -2.091 -0.287
8 C9 C C9 N N N 0 0.613 -3.139 -1.439
9 C10 C C10 N N N 0 1.28 -2.592 -2.75
10 C12 C C12 N N N 0 0.372 -5.008 0.306
11 C13 C C13 N N N 0 0.414 -3.969 1.44
12 C3 C C3 N N N 0 0.524 -1.93 -5.566
13 C19 C C19 N N N 0 2.775 -2.231 -2.535
14 C1 C C1 N N N 0 1.25 -3.682 -3.819
15 C22 C C22 N N N 0 -0.029 -4.174 -4.448
16 C2 C C2 N N N 0 0.926 -3.309 -5.235
17 O3 O O3 N N N 0 0.388 -1.578 -6.731
18 CL6 CL CL6 N N N 0 -0.309 1.259 -2.407
19 C18 C C18 N N N 0 1.871 -3.852 1.972
20 C15 C C15 N N N 0 -0.316 -1.78 2.142
21 C16 C C16 N N N 0 -0.747 -2.783 3.232
22 C17 C C17 N N N 0 -0.566 -4.191 2.62
23 C20 C C20 N N N 0 -0.123 -5.214 3.622
24 C21 C C21 N N N 0 0.078 -6.616 3.114
25 O20 O O20 N N N 0 0.064 -4.922 4.803
26 O17 O O17 N N N 0 -1.825 -4.672 2.157
27 C23 C C23 N N N 0 -2.792 -4.814 3.111
28 C24 C C24 N N N 0 -4.053 -5.323 2.482
29 O23 O O23 N N N 0 -2.671 -4.569 4.304
30 H4 H H4 N N N 0 -0.257 -0.092 -4.74
31 H14 H H14 N N N 0 -1.169 -2.809 0.502
32 H111 H 1H11 N N N 0 2.195 -4.489 -0.759
33 H112 H 2H11 N N N 0 0.968 -5.276 -1.734
34 H7 H H7 N N N 0 -0.001 0.0 0.0
35 H8 H H8 N N N 0 1.713 -1.962 0.044
36 H9 H H9 N N N 0 -0.453 -3.294 -1.679
37 H121 H 1H12 N N N 0 -0.665 -5.224 0.02
38 H122 H 2H12 N N N 0 0.803 -5.959 0.641
39 H191 H 1H19 N N N 0 3.114 -1.525 -3.299
40 H192 H 2H19 N N N 0 2.922 -1.772 -1.552
41 H222 H 2H22 N N N 0 -0.086 -5.224 -4.711
42 H193 H 3H19 N N N 0 3.399 -3.127 -2.593
43 H1 H H1 N N N 0 2.025 -4.429 -3.675
44 H221 H 1H22 N N N 0 -0.971 -3.752 -4.12
45 H2 H H2 N N N 0 1.514 -3.806 -6.001
46 H151 H 1H15 N N N 0 -1.071 -0.998 2.01
47 H181 H 1H18 N N N 0 2.372 -2.985 1.532
48 H182 H 2H18 N N N 0 1.875 -3.738 3.06
49 H183 H 3H18 N N N 0 2.446 -4.748 1.717
50 H152 H 2H15 N N N 0 0.622 -1.288 2.422
51 H161 H 1H16 N N N 0 -0.127 -2.637 4.124
52 H162 H 2H16 N N N 0 -1.788 -2.598 3.519
53 H211 H 1H21 N N N 0 -0.862 -6.998 2.71
54 H212 H 2H21 N N N 0 0.85 -6.617 2.341
55 H213 H 3H21 N N N 0 0.399 -7.263 3.935
56 H241 H 1H24 N N N 0 -3.874 -6.303 2.033
57 H242 H 2H24 N N N 0 -4.406 -4.613 1.731
58 H243 H 3H24 N N N 0 -4.825 -5.428 3.251



CA4 : Chemical Bonds

Total Number of Bonds: 62
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C4 C3 C C sing 1.48 N N
2 C4 C5 C C doub 1.35 N N
3 C4 H4 C H sing 1.08 N N
4 C14 C13 C C sing 1.55 N N
5 C14 C15 C C sing 1.53 N N
6 C14 C8 C C sing 1.53 N N
7 C14 H14 C H sing 1.1 N N
8 C5 C6 C C sing 1.47 N N
9 C5 C10 C C sing 1.55 N N
10 C6 C7 C C doub 1.34 N N
11 C6 CL6 C CL sing 1.74 N N
12 C11 C12 C C sing 1.54 N N
13 C11 C9 C C sing 1.55 N N
14 C11 H111 C H sing 1.09 N N
15 C11 H112 C H sing 1.1 N N
16 C7 C8 C C sing 1.5 N N
17 C7 H7 C H sing 1.09 N N
18 C8 C9 C C sing 1.56 N N
19 C8 H8 C H sing 1.1 N N
20 C9 C10 C C sing 1.57 N N
21 C9 H9 C H sing 1.1 N N
22 C10 C1 C C sing 1.53 N N
23 C10 C19 C C sing 1.55 N N
24 C12 C13 C C sing 1.54 N N
25 C12 H121 C H sing 1.1 N N
26 C12 H122 C H sing 1.1 N N
27 C13 C17 C C sing 1.55 N N
28 C13 C18 C C sing 1.56 N N
29 C3 C2 C C sing 1.47 N N
30 C3 O3 C O doub 1.22 N N
31 C19 H191 C H sing 1.09 N N
32 C19 H192 C H sing 1.09 N N
33 C19 H193 C H sing 1.09 N N
34 C1 C22 C C sing 1.51 N N
35 C1 C2 C C sing 1.5 N N
36 C1 H1 C H sing 1.09 N N
37 C22 C2 C C sing 1.51 N N
38 C22 H221 C H sing 1.08 N N
39 C22 H222 C H sing 1.08 N N
40 C2 H2 C H sing 1.09 N N
41 C18 H181 C H sing 1.09 N N
42 C18 H182 C H sing 1.09 N N
43 C18 H183 C H sing 1.09 N N
44 C15 C16 C C sing 1.54 N N
45 C15 H151 C H sing 1.09 N N
46 C15 H152 C H sing 1.1 N N
47 C16 C17 C C sing 1.55 N N
48 C16 H161 C H sing 1.1 N N
49 C16 H162 C H sing 1.1 N N
50 C17 O17 C O sing 1.43 N N
51 C17 C20 C C sing 1.5 N N
52 C20 O20 C O doub 1.23 N N
53 C20 C21 C C sing 1.5 N N
54 C21 H211 C H sing 1.09 N N
55 C21 H212 C H sing 1.09 N N
56 C21 H213 C H sing 1.09 N N
57 O17 C23 O C sing 1.37 N N
58 C23 C24 C C sing 1.5 N N
59 C23 O23 C O doub 1.22 N N
60 C24 H241 C H sing 1.09 N N
61 C24 H242 C H sing 1.09 N N
62 C24 H243 C H sing 1.09 N N



CA4 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
CA4 2oz7 Open in New Window Bound ligand 1 1