Chemical Components in the PDB

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42L : Summary

Code

42L

One-letter code

X

Molecule name

methyl (1R,2S,3S,5S)-3-(4-fluorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

Systematic names

ProgramVersionName
ACDLabs 12.01 methyl (1R,2S,3S,5S)-3-(4-fluorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
OpenEye OEToolkits 1.9.2 methyl (1S,3S,4S,5R)-3-(4-fluorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylate

Formula

C16 H20 F N O2

Formal charge

0

Molecular weight

277.334 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 Fc1ccc(cc1)C3CC2N(C)C(CC2)C3C(=O)OC
SMILES CACTVS 3.385 COC(=O)[CH]1[CH]2CC[CH](C[CH]1c3ccc(F)cc3)N2C
SMILES OpenEye OEToolkits 1.9.2 CN1C2CCC1C(C(C2)c3ccc(cc3)F)C(=O)OC
Canonical SMILES CACTVS 3.385 COC(=O)[C@@H]1[C@H]2CC[C@@H](C[C@@H]1c3ccc(F)cc3)N2C
Canonical SMILES OpenEye OEToolkits 1.9.2 CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)c3ccc(cc3)F)C(=O)OC

IUPAC InChI

InChI=1S/C16H20FNO2/c1-18-12-7-8-14(18)15(16(19)20-2)13(9-12)10-3-5-11(17)6-4-10/h3-6,12-15H,7-9H2,1-2H3/t12-,13+,14+,15-/m0/s1

IUPAC InChI key

QUSLQENMLDRCTO-YJNKXOJESA-N
42L

wwPDB Information

Atom count

40 (20 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-01-22

Last modified at

2015-05-01

Status

Released

Obsoleted

Not Assigned



42L : Atoms of Molecule

Total Number of Atoms: 40
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 F F F1 N N N 0 5.208 -0.396 0.264
2 C13 C C1 N Y N 0 3.868 -0.536 0.16
3 C12 C C2 N Y N 0 3.335 -1.47 -0.712
4 C11 C C3 N Y N 0 1.964 -1.614 -0.817
5 C14 C C4 N Y N 0 3.027 0.249 0.93
6 C15 C C5 N Y N 0 1.657 0.1 0.827
7 C10 C C6 N Y N 0 1.126 -0.825 -0.052
8 C6 C C7 S N N 0 -0.368 -0.986 -0.163
9 C7 C C8 S N N 0 -0.949 0.186 -0.96
10 C8 C C9 N N N 0 -0.516 1.486 -0.333
11 O1 O O1 N N N 0 0.409 2.248 -0.937
12 C9 C C10 N N N 0 0.777 3.487 -0.276
13 O O O2 N N N 0 -1.003 1.843 0.714
14 C1 C C11 R N N 0 -2.483 0.09 -0.94
15 C5 C C12 N N N 0 -0.984 -1.013 1.238
16 C4 C C13 S N N 0 -2.515 -1.028 1.109
17 C3 C C14 N N N 0 -2.892 -2.115 0.077
18 C2 C C15 N N N 0 -2.87 -1.365 -1.289
19 N N N1 N N N 0 -2.916 0.255 0.473
20 C C C16 N N N 0 -4.37 0.453 0.558
21 H1 H H1 N N N 0 3.99 -2.086 -1.311
22 H2 H H2 N N N 0 1.548 -2.342 -1.497
23 H3 H H3 N N N 0 3.442 0.978 1.611
24 H4 H H4 N N N 0 1.001 0.716 1.425
25 H5 H H5 N N N 0 -0.595 -1.92 -0.677
26 H6 H H6 N N N 0 -0.592 0.141 -1.989
27 H7 H H7 N N N 0 1.532 4.005 -0.868
28 H8 H H8 N N N 0 -0.104 4.121 -0.175
29 H9 H H9 N N N 0 1.18 3.266 0.713
30 H10 H H10 N N N 0 -2.948 0.82 -1.602
31 H11 H H11 N N N 0 -0.653 -1.908 1.765
32 H12 H H12 N N N 0 -0.671 -0.128 1.792
33 H13 H H13 N N N 0 -3.007 -1.183 2.07
34 H14 H H14 N N N 0 -2.159 -2.922 0.091
35 H15 H H15 N N N 0 -3.888 -2.506 0.285
36 H16 H H16 N N N 0 -3.856 -1.393 -1.753
37 H17 H H17 N N N 0 -2.125 -1.806 -1.952
38 H19 H H19 N N N 0 -4.88 -0.412 0.134
39 H20 H H20 N N N 0 -4.66 0.571 1.602
40 H21 H H21 N N N 0 -4.647 1.348 0.0010



42L : Chemical Bonds

Total Number of Bonds: 42
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C2 C3 C C sing 1.56 N N
2 C2 C1 C C sing 1.55 N N
3 C3 C4 C C sing 1.55 N N
4 C1 N C N sing 1.49 N N
5 C1 C7 C C sing 1.54 N N
6 C N C N sing 1.47 N N
7 N C4 N C sing 1.49 N N
8 C4 C5 C C sing 1.54 N N
9 C7 C6 C C sing 1.53 N N
10 C7 C8 C C sing 1.51 N N
11 C6 C5 C C sing 1.53 N N
12 C6 C10 C C sing 1.51 N N
13 C15 C10 C C doub 1.38 N Y
14 C15 C14 C C sing 1.38 N Y
15 C8 O1 C O sing 1.34 N N
16 C8 O C O doub 1.21 N N
17 C10 C11 C C sing 1.38 N Y
18 O1 C9 O C sing 1.45 N N
19 C14 C13 C C doub 1.38 N Y
20 C11 C12 C C doub 1.38 N Y
21 C13 C12 C C sing 1.38 N Y
22 C13 F C F sing 1.35 N N
23 C12 H1 C H sing 1.08 N N
24 C11 H2 C H sing 1.08 N N
25 C14 H3 C H sing 1.08 N N
26 C15 H4 C H sing 1.08 N N
27 C6 H5 C H sing 1.09 N N
28 C7 H6 C H sing 1.09 N N
29 C9 H7 C H sing 1.09 N N
30 C9 H8 C H sing 1.09 N N
31 C9 H9 C H sing 1.09 N N
32 C1 H10 C H sing 1.09 N N
33 C5 H11 C H sing 1.09 N N
34 C5 H12 C H sing 1.09 N N
35 C4 H13 C H sing 1.09 N N
36 C3 H14 C H sing 1.09 N N
37 C3 H15 C H sing 1.09 N N
38 C2 H16 C H sing 1.09 N N
39 C2 H17 C H sing 1.09 N N
40 C H19 C H sing 1.09 N N
41 C H20 C H sing 1.09 N N
42 C H21 C H sing 1.09 N N



42L : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
42L 4xpg Open in New Window Bound ligand 1 1