Chemical Components in the PDB

pdbe.org/chem
spacer

A4K : Summary

Code

A4K

One-letter code

X

Molecule name

(~{E})-3-(trifluoromethyl)-5-[(1~{S})-2,6,6-trimethyl-1-oxidanyl-4-oxidanylidene-cyclohex-2-en-1-yl]pent-2-en-4-ynoic acid

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.6 (~{E})-3-(trifluoromethyl)-5-[(1~{S})-2,6,6-trimethyl-1-oxidanyl-4-oxidanylidene-cyclohex-2-en-1-yl]pent-2-en-4-ynoic acid

Formula

C15 H15 F3 O4

Formal charge

0

Molecular weight

316.272 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 CC1=CC(=O)CC(C)(C)[C]1(O)C#CC(=CC(O)=O)C(F)(F)F
SMILES OpenEye OEToolkits 2.0.6 CC1=CC(=O)CC(C1(C#CC(=CC(=O)O)C(F)(F)F)O)(C)C
Canonical SMILES CACTVS 3.385 CC1=CC(=O)CC(C)(C)[C@@]1(O)C#C\C(=C/C(O)=O)C(F)(F)F
Canonical SMILES OpenEye OEToolkits 2.0.6 CC1=CC(=O)CC([C@]1(C#C/C(=C\C(=O)O)/C(F)(F)F)O)(C)C

IUPAC InChI

InChI=1S/C15H15F3O4/c1-9-6-11(19)8-13(2,3)14(9,22)5-4-10(7-12(20)21)15(16,17)18/h6-7,22H,8H2,1-3H3,(H,20,21)/b10-7+/t14-/m1/s1

IUPAC InChI key

CQNKVZZCXKPIPC-DNGMOHDESA-N
A4K

wwPDB Information

Atom count

37 (22 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2017-08-15

Last modified at

2018-06-22

Status

Released

Obsoleted

Not Assigned



A4K : Atoms of Molecule

Total Number of Atoms: 37
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 1.931 2.421 -0.107
2 C2 C C2 N N N 0 2.793 1.301 -0.227
3 C4 C C3 N N N 0 0.923 -0.14 0.269
4 C5 C C4 N N N 0 -0.212 -0.297 0.526
5 C6 C C5 N N N 0 3.222 -1.139 -0.174
6 C8 C C6 N N N 0 -2.313 0.843 0.916
7 C9 C C7 N N N 0 -3.018 1.351 -0.087
8 C10 C C8 N N N 0 -3.178 0.606 -1.34
9 C11 C C9 N N N 0 -2.311 -0.618 -1.549
10 C12 C C10 N N N 0 -2.272 -1.383 -0.218
11 C13 C C11 N N N 0 -2.193 1.644 2.187
12 C14 C C12 N N N 0 -3.696 -1.747 0.205
13 C15 C C13 N N N 0 -1.443 -2.658 -0.384
14 O11 O O1 N N N 0 0.757 2.259 0.165
15 O12 O O2 N N N 0 2.416 3.667 -0.288
16 C3 C C14 N N N 0 2.307 0.052 -0.046
17 F20 F F1 N N N 0 4.515 -0.702 -0.483
18 F21 F F2 N N N 0 3.244 -1.842 1.036
19 F22 F F3 N N N 0 2.757 -1.977 -1.192
20 C7 C C15 S N N 0 -1.634 -0.493 0.849
21 O7 O O3 N N N 0 -1.74 -1.137 2.12
22 O10 O O4 N N N 0 -3.98 0.957 -2.18
23 H1 H H1 N N N 0 3.836 1.446 -0.464
24 H2 H H2 N N N 0 -3.477 2.322 0.021
25 H3 H H3 N N N 0 -2.741 -1.249 -2.326
26 H4 H H4 N N N 0 -1.303 -0.314 -1.831
27 H5 H H5 N N N 0 -1.315 2.287 2.13
28 H6 H H6 N N N 0 -3.085 2.258 2.315
29 H7 H H7 N N N 0 -2.094 0.967 3.036
30 H8 H H8 N N N 0 -4.153 -2.375 -0.561
31 H9 H H9 N N N 0 -3.668 -2.29 1.15
32 H10 H H10 N N N 0 -4.284 -0.837 0.326
33 H11 H H11 N N N 0 -0.427 -2.395 -0.681
34 H12 H H12 N N N 0 -1.416 -3.199 0.562
35 H13 H H13 N N N 0 -1.894 -3.287 -1.15
36 H14 H H14 N N N 0 1.755 4.365 -0.186
37 H15 H H15 N N N 0 -1.334 -0.644 2.846



A4K : Chemical Bonds

Total Number of Bonds: 37
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O10 C10 O C doub 1.21 N N
2 C14 C12 C C sing 1.53 N N
3 C9 C10 C C sing 1.47 N N
4 C9 C8 C C doub 1.33 N N
5 C10 C11 C C sing 1.51 N N
6 C13 C8 C C sing 1.51 N N
7 C8 C7 C C sing 1.5 N N
8 C11 C12 C C sing 1.54 N N
9 C12 C7 C C sing 1.53 N N
10 C12 C15 C C sing 1.53 N N
11 O7 C7 O C sing 1.43 N N
12 C7 C5 C C sing 1.47 N N
13 C5 C4 C C trip 1.17 N N
14 C4 C3 C C sing 1.43 N N
15 F21 C6 F C sing 1.4 N N
16 O11 C1 O C doub 1.22 N N
17 C3 C6 C C sing 1.51 N N
18 C3 C2 C C doub 1.35 E N
19 F22 C6 F C sing 1.4 N N
20 C6 F20 C F sing 1.4 N N
21 C1 C2 C C sing 1.42 N N
22 C1 O12 C O sing 1.35 N N
23 C2 H1 C H sing 1.08 N N
24 C9 H2 C H sing 1.08 N N
25 C11 H3 C H sing 1.09 N N
26 C11 H4 C H sing 1.09 N N
27 C13 H5 C H sing 1.09 N N
28 C13 H6 C H sing 1.09 N N
29 C13 H7 C H sing 1.09 N N
30 C14 H8 C H sing 1.09 N N
31 C14 H9 C H sing 1.09 N N
32 C14 H10 C H sing 1.09 N N
33 C15 H11 C H sing 1.09 N N
34 C15 H12 C H sing 1.09 N N
35 C15 H13 C H sing 1.09 N N
36 O12 H14 O H sing 0.97 N N
37 O7 H15 O H sing 0.97 N N



A4K : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
A4K 5or6 Open in New Window Bound ligand 1 1