Chemical Components in the PDB

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R18 : Summary

Code

R18

One-letter code

X

Molecule name

(17BETA)-17-HYDROXY-17-METHYLESTRA-4,9,11-TRIEN-3-ONE

Systematic names

ProgramVersionName
ACDLabs 10.04 (17beta)-17-hydroxy-17-methylestra-4,9,11-trien-3-one
OpenEye OEToolkits 1.5.0 (8S,13S,14S,17S)-17-hydroxy-13,17-dimethyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

Formula

C19 H24 O2

Formal charge

0

Molecular weight

284.393 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C4C=C3C(=C2C=CC1(C(CCC1(O)C)C2CC3)C)CC4
SMILES CACTVS 3.341 C[C]1(O)CC[CH]2[CH]3CCC4=CC(=O)CCC4=C3C=C[C]12C
SMILES OpenEye OEToolkits 1.5.0 CC1(CCC2C1(C=CC3=C4CCC(=O)C=C4CCC23)C)O
Canonical SMILES CACTVS 3.341 C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CCC4=C3C=C[C@]12C
Canonical SMILES OpenEye OEToolkits 1.5.0 C[C@@]1(CC[C@@H]2[C@@]1(C=CC3=C4CCC(=O)C=C4CC[C@@H]23)C)O

IUPAC InChI

InChI=1S/C19H24O2/c1-18-9-7-15-14-6-4-13(20)11-12(14)3-5-16(15)17(18)8-10-19(18,2)21/h7,9,11,16-17,21H,3-6,8,10H2,1-2H3/t16-,17+,18+,19+/m1/s1

IUPAC InChI key

CCCIJQPRIXGQOE-XWSJACJDSA-N
R18

wwPDB Information

Atom count

45 (21 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2000-06-15

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



R18 : Atoms of Molecule

Total Number of Atoms: 45
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 1.635 0.194 -2.586
2 C2 C C2 N N N 0 1.544 -0.566 -3.904
3 C3 C C3 N N N 0 0.3 -0.151 -4.647
4 C4 C C4 N N N 0 -0.887 0.071 -3.945
5 C8 C C8 S N N 0 -0.974 0.221 0.277
6 C5 C C5 N N N 0 -0.893 0.154 -2.583
7 C6 C C6 N N N 0 -2.217 0.246 -1.866
8 C7 C C7 N N N 0 -2.091 -0.456 -0.509
9 C9 C C9 N N N 0 0.321 0.145 -0.501
10 C10 C C10 N N N 0 0.31 0.169 -1.863
11 C11 C C11 N N N 0 1.563 -0.003 0.172
12 C12 C C12 N N N 0 1.667 0.063 1.511
13 C13 C C13 S N N 0 0.427 0.305 2.301
14 C14 C C14 S N N 0 -0.732 -0.468 1.605
15 C15 C C15 N N N 0 -1.85 -0.337 2.645
16 C16 C C16 N N N 0 -1.105 -0.573 3.988
17 C17 C C17 S N N 0 0.378 -0.21 3.733
18 C18 C C18 N N N 0 0.084 1.796 2.273
19 C27 C C27 N N N 0 1.26 -1.452 3.879
20 O83 O O83 N N N 0 0.33 -0.01 -5.854
21 O97 O O97 N N N 0 0.803 0.807 4.641
22 H12A H 2H1 N N N 0 2.396 -0.267 -1.956
23 H11A H 1H1 N N N 0 1.916 1.228 -2.786
24 H22 H 2H2 N N N 0 1.506 -1.636 -3.703
25 H21 H 1H2 N N N 0 2.42 -0.343 -4.513
26 H4 H H4 N N N 0 -1.814 0.179 -4.488
27 H62 H 2H6 N N N 0 -2.99 -0.241 -2.46
28 H61 H 1H6 N N N 0 -2.478 1.293 -1.712
29 H72 H 2H7 N N N 0 -1.848 -1.508 -0.66
30 H71 H 1H7 N N N 0 -3.03 -0.371 0.038
31 H8 H H8 N N N 0 -1.233 1.265 0.451
32 H11 H H11 N N N 0 2.455 -0.175 -0.411
33 H12 H H12 N N N 0 2.619 -0.067 2.003
34 H14 H H14 N N N 0 -0.466 -1.514 1.454
35 H152 H 2H15 N N N 0 -2.614 -1.099 2.488
36 H151 H 1H15 N N N 0 -2.288 0.66 2.617
37 H162 H 2H16 N N N 0 -1.19 -1.618 4.284
38 H161 H 1H16 N N N 0 -1.52 0.07 4.764
39 H183 H 3H18 N N N 0 0.047 2.142 1.24
40 H182 H 2H18 N N N 0 -0.885 1.954 2.744
41 H97 H H97 N N N 0 0.733 0.435 5.531
42 H181 H 1H18 N N N 0 0.847 2.354 2.817
43 H273 H 3H27 N N N 0 1.197 -1.824 4.902
44 H272 H 2H27 N N N 0 0.918 -2.224 3.19
45 H271 H 1H27 N N N 0 2.294 -1.193 3.65



R18 : Chemical Bonds

Total Number of Bonds: 48
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C sing 1.52 N N
2 C1 C10 C C sing 1.51 N N
3 C1 H12A C H sing 1.09 N N
4 C1 H11A C H sing 1.09 N N
5 C2 C3 C C sing 1.51 N N
6 C2 H22 C H sing 1.09 N N
7 C2 H21 C H sing 1.09 N N
8 C3 C4 C C sing 1.4 N N
9 C3 O83 C O doub 1.22 N N
10 C4 C5 C C doub 1.36 N N
11 C4 H4 C H sing 1.08 N N
12 C5 C6 C C sing 1.51 N N
13 C5 C10 C C sing 1.4 N N
14 C6 C7 C C sing 1.53 N N
15 C6 H62 C H sing 1.09 N N
16 C6 H61 C H sing 1.09 N N
17 C7 C8 C C sing 1.52 N N
18 C7 H72 C H sing 1.09 N N
19 C7 H71 C H sing 1.09 N N
20 C8 C9 C C sing 1.51 N N
21 C8 C14 C C sing 1.52 N N
22 C8 H8 C H sing 1.09 N N
23 C9 C10 C C doub 1.36 N N
24 C9 C11 C C sing 1.42 N N
25 C11 C12 C C doub 1.34 N N
26 C11 H11 C H sing 1.08 N N
27 C12 C13 C C sing 1.49 N N
28 C12 H12 C H sing 1.08 N N
29 C13 C14 C C sing 1.56 N N
30 C13 C17 C C sing 1.52 N N
31 C13 C18 C C sing 1.53 N N
32 C14 C15 C C sing 1.53 N N
33 C14 H14 C H sing 1.09 N N
34 C15 C16 C C sing 1.55 N N
35 C15 H152 C H sing 1.09 N N
36 C15 H151 C H sing 1.09 N N
37 C16 C17 C C sing 1.55 N N
38 C16 H162 C H sing 1.09 N N
39 C16 H161 C H sing 1.09 N N
40 C17 C27 C C sing 1.53 N N
41 C17 O97 C O sing 1.43 N N
42 C18 H183 C H sing 1.09 N N
43 C18 H182 C H sing 1.09 N N
44 C18 H181 C H sing 1.09 N N
45 C27 H273 C H sing 1.09 N N
46 C27 H272 C H sing 1.09 N N
47 C27 H271 C H sing 1.09 N N
48 O97 H97 O H sing 0.97 N N



R18 : Used in PDB Entries

Total Number of PDB Entries: 5
Ligand Code PDB Entry ID Type Total Distinct
R18 1e3g Open in New Window Bound ligand 1 1
R18 1e3k Open in New Window Bound ligand 2 1
R18 1xow Open in New Window Bound ligand 1 1
R18 1xq3 Open in New Window Bound ligand 1 1
R18 2ao6 Open in New Window Bound ligand 1 1