Chemical Components in the PDB

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A2K : Summary

Code

A2K

One-letter code

X

Molecule name

(8S,11R,13S,14S,16S,17S)-17-cyclopropylcarbonyl-16-ethenyl-13-methyl-11-(4-pyridin-3-ylphenyl)-2,6,7,8,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-one

Systematic names

ProgramVersionName
ACDLabs 12.01 (11alpha,14beta,16alpha,17alpha)-17-(cyclopropylcarbonyl)-16-ethenyl-11-[4-(pyridin-3-yl)phenyl]estra-4,9-dien-3-one
OpenEye OEToolkits 1.9.2 (8S,11R,13S,14S,16S,17S)-17-cyclopropylcarbonyl-16-ethenyl-13-methyl-11-(4-pyridin-3-ylphenyl)-2,6,7,8,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-one

Formula

C35 H37 N O2

Formal charge

0

Molecular weight

503.674 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(C1CC1)C6C(\C=C)CC7C3C(=C2C(=CC(=O)CC2)CC3)C(c5ccc(c4cccnc4)cc5)CC67C
SMILES CACTVS 3.385 C[C]12C[CH](c3ccc(cc3)c4cccnc4)C5=C6CCC(=O)C=C6CC[CH]5[CH]1C[CH](C=C)[CH]2C(=O)C7CC7
SMILES OpenEye OEToolkits 1.9.2 CC12CC(C3=C4CCC(=O)C=C4CCC3C1CC(C2C(=O)C5CC5)C=C)c6ccc(cc6)c7cccnc7
Canonical SMILES CACTVS 3.385 C[C@]12C[C@H](c3ccc(cc3)c4cccnc4)C5=C6CCC(=O)C=C6CC[C@H]5[C@@H]1C[C@@H](C=C)[C@@H]2C(=O)C7CC7
Canonical SMILES OpenEye OEToolkits 1.9.2 C[C@]12C[C@@H](C3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1C[C@H]([C@@H]2C(=O)C5CC5)C=C)c6ccc(cc6)c7cccnc7

IUPAC InChI

InChI=1S/C35H37NO2/c1-3-21-18-31-29-14-12-25-17-27(37)13-15-28(25)32(29)30(19-35(31,2)33(21)34(38)24-10-11-24)23-8-6-22(7-9-23)26-5-4-16-36-20-26/h3-9,16-17,20-21,24,29-31,33H,1,10-15,18-19H2,2H3/t21-,29+,30-,31+,33-,35+/m1/s1

IUPAC InChI key

AUWGCRAJBXNPNU-WWVPXYRRSA-N
A2K

wwPDB Information

Atom count

75 (38 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2011-09-27

Last modified at

2014-09-05

Status

Released

Obsoleted

Not Assigned



A2K : Atoms of Molecule

Total Number of Atoms: 75
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O33 O O33 N N N 0 -5.651 4.478 -1.026
2 C1 C C1 N N N 0 -4.861 3.578 -0.823
3 C4 C C4 N N N 0 -4.662 3.116 0.489
4 C20 C C20 N N N 0 -3.689 2.22 0.761
5 C6 C C6 N N N 0 -3.504 1.645 2.144
6 C19 C C19 N N N 0 -2.746 1.813 -0.28
7 C5 C C5 N N N 0 -2.684 2.624 -1.553
8 C3 C C3 N N N 0 -4.116 2.972 -1.983
9 C8 C C8 N N N 0 -1.961 0.748 -0.117
10 C11 C C11 R N N 0 -0.989 0.421 -1.234
11 C10 C C10 N N N 0 -0.963 -1.089 -1.515
12 C12 C C12 S N N 0 -0.739 -1.789 -0.185
13 C16 C C16 N N N 0 0.476 -1.186 0.522
14 C13 C C13 S N N 0 -2.014 -1.567 0.67
15 C14 C C14 N N N 0 -1.818 -2.589 1.798
16 C9 C C9 S N N 0 -2.012 -0.112 1.12
17 C7 C C7 N N N 0 -3.228 0.15 1.992
18 C15 C C15 S N N 0 -0.601 -3.308 -0.254
19 C22 C C22 N N N 0 0.854 -3.697 -0.306
20 O24 O O24 N N N 0 1.445 -3.963 0.713
21 C23 C C23 N N N 0 1.572 -3.756 -1.63
22 C31 C C31 N N N 0 2.718 -4.759 -1.769
23 C30 C C30 N N N 0 3.02 -3.262 -1.671
24 C2 C C2 S N N 0 -1.267 -3.833 1.051
25 C39 C C39 N N N 0 -2.393 -4.78 0.724
26 C40 C C40 N N N 0 -2.366 -6.011 1.172
27 C21 C C21 N Y N 0 0.392 0.875 -0.837
28 C29 C C29 N Y N 0 0.551 1.752 0.221
29 C28 C C28 N Y N 0 1.814 2.171 0.59
30 C27 C C27 N Y N 0 2.929 1.708 -0.106
31 C26 C C26 N Y N 0 2.762 0.825 -1.171
32 C25 C C25 N Y N 0 1.496 0.409 -1.527
33 C32 C C32 N Y N 0 4.289 2.155 0.285
34 C38 C C38 N Y N 0 4.465 3.038 1.348
35 N37 N N37 N Y N 0 5.672 3.435 1.696
36 C36 C C36 N Y N 0 6.752 3.02 1.062
37 C35 C C35 N Y N 0 6.66 2.142 -0.002
38 C34 C C34 N Y N 0 5.413 1.692 -0.403
39 H4 H H4 N N N 0 -5.293 3.48 1.287
40 H31C H H31C N N N 0 -4.629 2.068 -2.31
41 H32C H H32C N N N 0 -4.083 3.687 -2.805
42 H61C H H61C N N N 0 -2.66 2.128 2.636
43 H62C H H62C N N N 0 -4.411 1.795 2.731
44 H71C H H71C N N N 0 -3.058 -0.282 2.978
45 H11 H H11 N N N 0 -1.292 0.949 -2.138
46 H72C H H72C N N N 0 -4.098 -0.329 1.541
47 H51C H H51C N N N 0 -2.119 3.54 -1.376
48 H52C H H52C N N N 0 -2.2 2.04 -2.336
49 H9 H H9 N N N 0 -1.117 0.072 1.714
50 H101 H H101 N N N 0 -1.915 -1.403 -1.944
51 H102 H H102 N N N 0 -0.15 -1.325 -2.201
52 H161 H H161 N N N 0 0.233 -0.182 0.869
53 H162 H H162 N N N 0 0.746 -1.809 1.375
54 H163 H H163 N N N 0 1.314 -1.137 -0.172
55 H13 H H13 N N N 0 -2.909 -1.801 0.093
56 H15 H H15 N N N 0 -1.126 -3.695 -1.128
57 H141 H H141 N N N 0 -1.093 -2.225 2.526
58 H142 H H142 N N N 0 -2.768 -2.818 2.28
59 H2 H H2 N N N 0 -0.521 -4.338 1.665
60 H23 H H23 N N N 0 0.953 -3.574 -2.509
61 H311 H H311 N N N 0 2.954 -5.377 -0.902
62 H312 H H312 N N N 0 2.854 -5.237 -2.739
63 H301 H H301 N N N 0 3.353 -2.756 -2.577
64 H302 H H302 N N N 0 3.453 -2.896 -0.74
65 H39 H H39 N N N 0 -3.223 -4.444 0.119
66 H401 H H401 N N N 0 -3.173 -6.689 0.937
67 H402 H H402 N N N 0 -1.536 -6.347 1.777
68 H29 H H29 N N N 0 -0.314 2.11 0.759
69 H25 H H25 N N N 0 1.366 -0.279 -2.35
70 H28 H H28 N N N 0 1.937 2.856 1.415
71 H26 H H26 N N N 0 3.623 0.463 -1.714
72 H38 H H38 N N N 0 3.605 3.401 1.891
73 H34 H H34 N N N 0 5.313 1.003 -1.229
74 H36 H H36 N N N 0 7.723 3.37 1.38
75 H35 H H35 N N N 0 7.551 1.809 -0.514



A2K : Chemical Bonds

Total Number of Bonds: 81
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O33 C1 O C doub 1.21 N N
2 C1 C4 C C sing 1.41 N N
3 C1 C3 C C sing 1.51 N N
4 C4 C20 C C doub 1.35 N N
5 C20 C6 C C sing 1.51 N N
6 C20 C19 C C sing 1.46 N N
7 C6 C7 C C sing 1.53 N N
8 C19 C5 C C sing 1.51 N N
9 C19 C8 C C doub 1.33 N N
10 C5 C3 C C sing 1.54 N N
11 C8 C11 C C sing 1.52 N N
12 C8 C9 C C sing 1.51 N N
13 C11 C10 C C sing 1.54 N N
14 C11 C21 C C sing 1.51 N N
15 C10 C12 C C sing 1.52 N N
16 C12 C16 C C sing 1.53 N N
17 C12 C13 C C sing 1.55 N N
18 C12 C15 C C sing 1.53 N N
19 C13 C14 C C sing 1.53 N N
20 C13 C9 C C sing 1.52 N N
21 C14 C2 C C sing 1.55 N N
22 C9 C7 C C sing 1.52 N N
23 C15 C22 C C sing 1.51 N N
24 C15 C2 C C sing 1.56 N N
25 C22 O24 C O doub 1.21 N N
26 C22 C23 C C sing 1.51 N N
27 C23 C31 C C sing 1.53 N N
28 C23 C30 C C sing 1.53 N N
29 C31 C30 C C sing 1.53 N N
30 C2 C39 C C sing 1.51 N N
31 C39 C40 C C doub 1.31 N N
32 C21 C29 C C sing 1.38 N Y
33 C21 C25 C C doub 1.38 N Y
34 C29 C28 C C doub 1.38 N Y
35 C28 C27 C C sing 1.39 N Y
36 C27 C26 C C doub 1.39 N Y
37 C27 C32 C C sing 1.48 N N
38 C26 C25 C C sing 1.38 N Y
39 C32 C38 C C sing 1.39 N Y
40 C32 C34 C C doub 1.4 N Y
41 C38 N37 C N doub 1.32 N Y
42 N37 C36 N C sing 1.32 N Y
43 C36 C35 C C doub 1.38 N Y
44 C35 C34 C C sing 1.39 N Y
45 C4 H4 C H sing 1.08 N N
46 C3 H31C C H sing 1.09 N N
47 C3 H32C C H sing 1.09 N N
48 C6 H61C C H sing 1.09 N N
49 C6 H62C C H sing 1.09 N N
50 C7 H71C C H sing 1.09 N N
51 C7 H72C C H sing 1.09 N N
52 C5 H51C C H sing 1.09 N N
53 C5 H52C C H sing 1.09 N N
54 C11 H11 C H sing 1.09 N N
55 C9 H9 C H sing 1.09 N N
56 C10 H101 C H sing 1.09 N N
57 C10 H102 C H sing 1.09 N N
58 C16 H161 C H sing 1.09 N N
59 C16 H162 C H sing 1.09 N N
60 C16 H163 C H sing 1.09 N N
61 C13 H13 C H sing 1.09 N N
62 C15 H15 C H sing 1.09 N N
63 C14 H141 C H sing 1.09 N N
64 C14 H142 C H sing 1.09 N N
65 C2 H2 C H sing 1.09 N N
66 C23 H23 C H sing 1.09 N N
67 C31 H311 C H sing 1.09 N N
68 C31 H312 C H sing 1.09 N N
69 C30 H301 C H sing 1.09 N N
70 C30 H302 C H sing 1.09 N N
71 C39 H39 C H sing 1.08 N N
72 C40 H401 C H sing 1.08 N N
73 C40 H402 C H sing 1.08 N N
74 C29 H29 C H sing 1.08 N N
75 C25 H25 C H sing 1.08 N N
76 C28 H28 C H sing 1.08 N N
77 C26 H26 C H sing 1.08 N N
78 C38 H38 C H sing 1.08 N N
79 C34 H34 C H sing 1.08 N N
80 C36 H36 C H sing 1.08 N N
81 C35 H35 C H sing 1.08 N N



A2K : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
A2K 4apu Open in New Window Bound ligand 1 1