Chemical Components in the PDB

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E04 : Summary

Code

E04

One-letter code

X

Molecule name

3-CARBOXAMIDO-1,3,5(10)-ESTRATRIEN-17(R)-SPIRO-2'(5',5'-DIMETHYL-6'OXO)TETRAHYDROPYRAN

Systematic names

ProgramVersionName
ACDLabs 10.04 (8R,9S,13S,14S,17R)-5',5',13-trimethyl-6'-oxo-3',4',5',6,6',7,8,9,11,12,13,14,15,16-tetradecahydrospiro[cyclopenta[a]phenanthrene-17,2'-pyran]-3-carboxamide
OpenEye OEToolkits 1.5.0 (8R,9S,13S,14S,17R)-5',5',13-trimethyl-6'-oxo-spiro[7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-17,2'-oxane]-3-carboxamide

Formula

C25 H33 N O3

Formal charge

0

Molecular weight

395.534 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(N)c1cc3c(cc1)C2CCC5(C(C2CC3)CCC54OC(=O)C(C)(C)CC4)C
SMILES CACTVS 3.341 CC1(C)CC[C]2(CC[CH]3[CH]4CCc5cc(ccc5[CH]4CC[C]23C)C(N)=O)OC1=O
SMILES OpenEye OEToolkits 1.5.0 CC1(CCC2(CCC3C2(CCC4C3CCc5c4ccc(c5)C(=O)N)C)OC1=O)C
Canonical SMILES CACTVS 3.341 CC1(C)CC[C@@]2(CC[C@H]3[C@@H]4CCc5cc(ccc5[C@H]4CC[C@]23C)C(N)=O)OC1=O
Canonical SMILES OpenEye OEToolkits 1.5.0 CC1(CC[C@@]2(CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CCc5c4ccc(c5)C(=O)N)C)OC1=O)C

IUPAC InChI

InChI=1S/C25H33NO3/c1-23(2)12-13-25(29-22(23)28)11-9-20-19-7-4-15-14-16(21(26)27)5-6-17(15)18(19)8-10-24(20,25)3/h5-6,14,18-20H,4,7-13H2,1-3H3,(H2,26,27)/t18-,19-,20+,24+,25-/m1/s1

IUPAC InChI key

YVAJWBACBRSVPR-NDUHRLLKSA-N
E04

wwPDB Information

Atom count

62 (29 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2005-06-01

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



E04 : Atoms of Molecule

Total Number of Atoms: 62
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O26 O O26 N N N 0 5.707 -0.295 1.898
2 C20 C C20 N N N 0 5.035 0.174 1.01
3 C21 C C21 N N N 0 5.668 0.719 -0.251
4 C25 C C25 N N N 0 7.14 0.307 -0.307
5 C24 C C24 N N N 0 5.561 2.246 -0.262
6 C22 C C22 N N N 0 4.925 0.142 -1.462
7 C23 C C23 N N N 0 3.428 0.431 -1.316
8 C17 C C17 R N N 0 2.905 -0.222 -0.039
9 O19 O O19 N N N 0 3.685 0.223 1.103
10 C13 C C13 S N N 0 1.429 0.079 0.162
11 C18 C C18 N N N 0 1.065 -0.095 1.638
12 C8 C C8 S N N 0 -0.732 -1.077 -0.148
13 C14 C C14 S N N 0 0.721 -1.092 -0.576
14 C15 C C15 N N N 0 1.547 -2.295 -0.109
15 C16 C C16 N N N 0 3.005 -1.759 -0.164
16 C9 C C9 S N N 0 -1.338 0.235 -0.663
17 C11 C C11 N N N 0 -0.64 1.449 -0.067
18 C12 C C12 N N N 0 0.875 1.396 -0.345
19 C10 C C10 N Y N 0 -2.818 0.257 -0.398
20 C1 C C1 N Y N 0 -3.459 1.49 -0.4
21 C2 C C2 N Y N 0 -4.812 1.581 -0.164
22 C3 C C3 N Y N 0 -5.548 0.42 0.081
23 C27 C C27 N N N 0 -7.003 0.499 0.331
24 O29 O O29 N N N 0 -7.639 -0.515 0.543
25 N28 N N28 N N N 0 -7.624 1.695 0.324
26 C4 C C4 N Y N 0 -4.902 -0.814 0.087
27 H251 H 1H25 N N N 0 7.664 0.712 0.558
28 C5 C C5 N Y N 0 -3.537 -0.895 -0.149
29 C6 C C6 N N N 0 -2.906 -2.262 -0.117
30 C7 C C7 N N N 0 -1.514 -2.246 -0.747
31 H252 H 2H25 N N N 0 7.214 -0.781 -0.3
32 H253 H 3H25 N N N 0 7.592 0.695 -1.22
33 H241 H 1H24 N N N 0 6.012 2.635 -1.175
34 H242 H 2H24 N N N 0 4.511 2.536 -0.222
35 H243 H 3H24 N N N 0 6.084 2.652 0.603
36 H221 H 1H22 N N N 0 5.299 0.607 -2.375
37 H222 H 2H22 N N N 0 5.085 -0.935 -1.509
38 H231 H 1H23 N N N 0 3.269 1.508 -1.265
39 H232 H 2H23 N N N 0 2.894 0.026 -2.176
40 H181 H 1H18 N N N 0 -0.008 0.047 1.767
41 H182 H 2H18 N N N 0 1.341 -1.098 1.964
42 H183 H 3H18 N N N 0 1.603 0.642 2.235
43 H14 H H14 N N N 0 0.801 -0.969 -1.656
44 H151 H 1H15 N N N 0 1.42 -3.137 -0.79
45 H152 H 2H15 N N N 0 1.278 -2.577 0.908
46 H161 H 1H16 N N N 0 3.468 -2.029 -1.113
47 H162 H 2H16 N N N 0 3.585 -2.166 0.665
48 H8 H H8 N N N 0 -0.796 -1.11 0.939
49 H9 H H9 N N N 0 -1.19 0.259 -1.743
50 H111 H 1H11 N N N 0 -1.054 2.355 -0.509
51 H112 H 2H11 N N N 0 -0.807 1.466 1.01
52 H121 H 1H12 N N N 0 1.055 1.429 -1.419
53 H122 H 2H12 N N N 0 1.369 2.238 0.14
54 H1 H H1 N N N 0 -2.889 2.387 -0.589
55 H2 H H2 N N N 0 -5.302 2.543 -0.169
56 H281 H 1H28 N N N 0 -7.116 2.504 0.154
57 H282 H 2H28 N N N 0 -8.578 1.747 0.488
58 H4 H H4 N N N 0 -5.467 -1.714 0.277
59 H61 H 1H6 N N N 0 -3.538 -2.96 -0.665
60 H62 H 2H6 N N N 0 -2.825 -2.594 0.919
61 H71 H 1H7 N N N 0 -1.601 -2.116 -1.826
62 H72 H 2H7 N N N 0 -1.0 -3.182 -0.529



E04 : Chemical Bonds

Total Number of Bonds: 66
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O26 C20 O C doub 1.21 N N
2 C20 C21 C C sing 1.51 N N
3 C20 O19 C O sing 1.35 N N
4 C21 C25 C C sing 1.53 N N
5 C21 C24 C C sing 1.53 N N
6 C21 C22 C C sing 1.53 N N
7 C25 H251 C H sing 1.09 N N
8 C25 H252 C H sing 1.09 N N
9 C25 H253 C H sing 1.09 N N
10 C24 H241 C H sing 1.09 N N
11 C24 H242 C H sing 1.09 N N
12 C24 H243 C H sing 1.09 N N
13 C22 C23 C C sing 1.53 N N
14 C22 H221 C H sing 1.09 N N
15 C22 H222 C H sing 1.09 N N
16 C23 C17 C C sing 1.53 N N
17 C23 H231 C H sing 1.09 N N
18 C23 H232 C H sing 1.09 N N
19 C17 O19 C O sing 1.45 N N
20 C17 C13 C C sing 1.52 N N
21 C17 C16 C C sing 1.55 N N
22 C13 C18 C C sing 1.53 N N
23 C13 C14 C C sing 1.55 N N
24 C13 C12 C C sing 1.52 N N
25 C18 H181 C H sing 1.09 N N
26 C18 H182 C H sing 1.09 N N
27 C18 H183 C H sing 1.09 N N
28 C14 C15 C C sing 1.53 N N
29 C14 C8 C C sing 1.51 N N
30 C14 H14 C H sing 1.09 N N
31 C15 C16 C C sing 1.55 N N
32 C15 H151 C H sing 1.09 N N
33 C15 H152 C H sing 1.09 N N
34 C16 H161 C H sing 1.09 N N
35 C16 H162 C H sing 1.09 N N
36 C8 C9 C C sing 1.53 N N
37 C8 C7 C C sing 1.53 N N
38 C8 H8 C H sing 1.09 N N
39 C9 C11 C C sing 1.52 N N
40 C9 C10 C C sing 1.5 N N
41 C9 H9 C H sing 1.09 N N
42 C11 C12 C C sing 1.54 N N
43 C11 H111 C H sing 1.09 N N
44 C11 H112 C H sing 1.09 N N
45 C12 H121 C H sing 1.09 N N
46 C12 H122 C H sing 1.09 N N
47 C10 C1 C C doub 1.39 N Y
48 C10 C5 C C sing 1.38 N Y
49 C1 C2 C C sing 1.38 N Y
50 C1 H1 C H sing 1.08 N N
51 C2 C3 C C doub 1.4 N Y
52 C2 H2 C H sing 1.08 N N
53 C3 C27 C C sing 1.48 N N
54 C3 C4 C C sing 1.39 N Y
55 C27 O29 C O doub 1.22 N N
56 C27 N28 C N sing 1.35 N N
57 N28 H281 N H sing 0.97 N N
58 N28 H282 N H sing 0.97 N N
59 C4 C5 C C doub 1.39 N Y
60 C4 H4 C H sing 1.08 N N
61 C5 C6 C C sing 1.51 N N
62 C6 C7 C C sing 1.53 N N
63 C6 H61 C H sing 1.09 N N
64 C6 H62 C H sing 1.09 N N
65 C7 H71 C H sing 1.09 N N
66 C7 H72 C H sing 1.09 N N



E04 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
E04 1zq5 Open in New Window Bound ligand 1 1