Chemical Components in the PDB

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FIT : Summary

Code

FIT

One-letter code

X

Molecule name

(4aR,4bS,6aS,7S,9aS,9bS,11aR)-N-tert-butyl-4a,6a-dimethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide

Synonyms

FINASTERIDE

Systematic names

ProgramVersionName
ACDLabs 10.04 (4aR,4bS,6aS,7S,9aS,9bS,11aR)-N-tert-butyl-4a,6a-dimethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
OpenEye OEToolkits 1.5.0 (1S,3aS,3bS,5aR,9aR,9bS,11aS)-N-tert-butyl-9a,11a-dimethyl-7-oxo-1,2,3,3a,3b,4,5,5a,6,9b,10,11-dodecahydroindeno[5,4-f]quinoline-1-carboxamide

Formula

C23 H36 N2 O2

Formal charge

0

Molecular weight

372.544 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(NC(C)(C)C)C2C1(CCC3C(C1CC2)CCC4NC(=O)C=CC34C)C
SMILES CACTVS 3.341 CC(C)(C)NC(=O)[CH]1CC[CH]2[CH]3CC[CH]4NC(=O)C=C[C]4(C)[CH]3CC[C]12C
SMILES OpenEye OEToolkits 1.5.0 CC12CCC3C(C1CCC2C(=O)NC(C)(C)C)CCC4C3(C=CC(=O)N4)C
Canonical SMILES CACTVS 3.341 CC(C)(C)NC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4NC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C
Canonical SMILES OpenEye OEToolkits 1.5.0 C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2C(=O)NC(C)(C)C)CC[C@@H]4[C@@]3(C=CC(=O)N4)C

IUPAC InChI

InChI=1S/C23H36N2O2/c1-21(2,3)25-20(27)17-8-7-15-14-6-9-18-23(5,13-11-19(26)24-18)16(14)10-12-22(15,17)4/h11,13-18H,6-10,12H2,1-5H3,(H,24,26)(H,25,27)/t14-,15-,16-,17+,18+,22-,23+/m0/s1

IUPAC InChI key

DBEPLOCGEIEOCV-WSBQPABSSA-N
FIT

wwPDB Information

Atom count

63 (27 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAD

Is modified

No

Standard parent

Not Assigned

Defined at

2009-02-11

Last modified at

2021-03-01

Status

Released

Obsoleted

Not Assigned



FIT : Atoms of Molecule

Total Number of Atoms: 63
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N1 N N1 N N N 0 5.265 -0.204 -0.409
2 C2 C C2 N N N 0 4.832 1.942 0.67
3 N2 N N2 N N N 0 -4.217 0.678 0.547
4 C4 C C4 R N N 0 3.988 -0.665 0.131
5 C5 C C5 N N N 0 3.454 -1.856 -0.662
6 C6 C C6 N N N 0 2.14 -2.328 -0.031
7 O1 O O1 N N N 0 6.712 1.475 -0.637
8 O2 O O2 N N N 0 -4.011 -0.941 -0.955
9 C1 C C1 N N N 0 3.53 1.674 0.793
10 C3 C C3 N N N 0 5.668 1.063 -0.168
11 C7 C C7 S N N 0 1.119 -1.191 -0.05
12 C8 C C8 S N N 0 1.67 0.01 0.737
13 C9 C C9 R N N 0 2.968 0.474 0.08
14 C10 C C10 N N N 0 0.664 1.155 0.783
15 C11 C C11 N N N 0 -0.688 0.689 1.349
16 C12 C C12 S N N 0 -1.175 -0.45 0.475
17 C13 C C13 S N N 0 -0.166 -1.621 0.631
18 C14 C C14 N N N 0 -0.924 -2.774 -0.035
19 C15 C C15 N N N 0 -2.376 -2.579 0.48
20 C16 C C16 S N N 0 -2.508 -1.083 0.86
21 C17 C C17 N N N 0 -1.221 0.001 -0.986
22 C18 C C18 N N N 0 2.686 0.837 -1.379
23 C19 C C19 N N N 0 -3.632 -0.445 0.085
24 C20 C C20 N N N 0 -5.309 1.299 -0.206
25 C21 C C21 N N N 0 -6.467 0.307 -0.337
26 C22 C C22 N N N 0 -5.791 2.55 0.532
27 C23 C C23 N N N 0 -4.811 1.688 -1.599
28 HN1 H HN1 N N N 0 5.82 -0.803 -0.933
29 H2 H H2 N N N 0 5.267 2.792 1.177
30 HN2 H HN2 N N N 0 -3.914 1.076 1.379
31 H4 H H4 N N N 0 4.124 -0.96 1.171
32 H5 H H5 N N N 0 3.276 -1.556 -1.695
33 H5A H H5A N N N 0 4.182 -2.667 -0.637
34 H6 H H6 N N N 0 1.75 -3.174 -0.596
35 H6A H H6A N N N 0 2.323 -2.634 0.999
36 H1 H H1 N N N 0 2.892 2.306 1.394
37 H7 H H7 N N N 0 0.919 -0.895 -1.079
38 H8 H H8 N N N 0 1.883 -0.303 1.759
39 H10 H H10 N N N 0 1.059 1.952 1.413
40 H10A H H10A N N N 0 0.515 1.54 -0.226
41 H11 H H11 N N N 0 -0.562 0.342 2.374
42 H11A H H11A N N N 0 -1.405 1.51 1.32
43 H13 H H13 N N N 0 0.015 -1.83 1.686
44 H14 H H14 N N N 0 -0.885 -2.685 -1.121
45 H14A H H14A N N N 0 -0.526 -3.735 0.289
46 H15 H H15 N N N 0 -3.089 -2.83 -0.306
47 H15A H H15A N N N 0 -2.55 -3.204 1.356
48 H16 H H16 N N N 0 -2.681 -0.979 1.931
49 H17 H H17 N N N 0 -0.233 0.349 -1.29
50 H17A H H17A N N N 0 -1.521 -0.836 -1.616
51 H17B H H17B N N N 0 -1.94 0.813 -1.093
52 H18 H H18 N N N 0 2.286 -0.033 -1.9
53 H18A H H18A N N N 0 1.959 1.649 -1.418
54 H18B H H18B N N N 0 3.611 1.155 -1.86
55 H21 H H21 N N N 0 -6.821 0.029 0.656
56 H21A H H21A N N N 0 -7.28 0.768 -0.897
57 H21B H H21B N N N 0 -6.123 -0.585 -0.862
58 H22 H H22 N N N 0 -4.966 3.257 0.625
59 H22A H H22A N N N 0 -6.604 3.012 -0.029
60 H22B H H22B N N N 0 -6.146 2.273 1.524
61 H23 H H23 N N N 0 -4.468 0.797 -2.125
62 H23A H H23A N N N 0 -5.624 2.15 -2.16
63 H23B H H23B N N N 0 -3.987 2.395 -1.506



FIT : 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 N1 C4 N C sing 1.46 N N
2 N1 C3 N C sing 1.35 N N
3 C2 C1 C C doub 1.33 N N
4 C2 C3 C C sing 1.47 N N
5 N2 C19 N C sing 1.35 N N
6 N2 C20 N C sing 1.46 N N
7 C4 C5 C C sing 1.53 N N
8 C4 C9 C C sing 1.53 N N
9 C5 C6 C C sing 1.53 N N
10 C6 C7 C C sing 1.53 N N
11 O1 C3 O C doub 1.22 N N
12 O2 C19 O C doub 1.21 N N
13 C1 C9 C C sing 1.5 N N
14 C7 C8 C C sing 1.54 N N
15 C7 C13 C C sing 1.52 N N
16 C8 C9 C C sing 1.53 N N
17 C8 C10 C C sing 1.52 N N
18 C9 C18 C C sing 1.53 N N
19 C10 C11 C C sing 1.54 N N
20 C11 C12 C C sing 1.52 N N
21 C12 C13 C C sing 1.55 N N
22 C12 C16 C C sing 1.53 N N
23 C12 C17 C C sing 1.53 N N
24 C13 C14 C C sing 1.53 N N
25 C14 C15 C C sing 1.55 N N
26 C15 C16 C C sing 1.55 N N
27 C16 C19 C C sing 1.51 N N
28 C20 C21 C C sing 1.53 N N
29 C20 C22 C C sing 1.53 N N
30 C20 C23 C C sing 1.53 N N
31 N1 HN1 N H sing 0.97 N N
32 C2 H2 C H sing 1.08 N N
33 N2 HN2 N H sing 0.97 N N
34 C4 H4 C H sing 1.09 N N
35 C5 H5 C H sing 1.09 N N
36 C5 H5A C H sing 1.09 N N
37 C6 H6 C H sing 1.09 N N
38 C6 H6A C H sing 1.09 N N
39 C1 H1 C H sing 1.08 N N
40 C7 H7 C H sing 1.09 N N
41 C8 H8 C H sing 1.09 N N
42 C10 H10 C H sing 1.09 N N
43 C10 H10A C H sing 1.09 N N
44 C11 H11 C H sing 1.09 N N
45 C11 H11A C H sing 1.09 N N
46 C13 H13 C H sing 1.09 N N
47 C14 H14 C H sing 1.09 N N
48 C14 H14A C H sing 1.09 N N
49 C15 H15 C H sing 1.09 N N
50 C15 H15A C H sing 1.09 N N
51 C16 H16 C H sing 1.09 N N
52 C17 H17 C H sing 1.09 N N
53 C17 H17A C H sing 1.09 N N
54 C17 H17B C H sing 1.09 N N
55 C18 H18 C H sing 1.09 N N
56 C18 H18A C H sing 1.09 N N
57 C18 H18B C H sing 1.09 N N
58 C21 H21 C H sing 1.09 N N
59 C21 H21A C H sing 1.09 N N
60 C21 H21B C H sing 1.09 N N
61 C22 H22 C H sing 1.09 N N
62 C22 H22A C H sing 1.09 N N
63 C22 H22B C H sing 1.09 N N
64 C23 H23 C H sing 1.09 N N
65 C23 H23A C H sing 1.09 N N
66 C23 H23B C H sing 1.09 N N



FIT : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
FIT 3g1r Open in New Window Bound ligand 1 1