Chemical Components in the PDB

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1I6 : Summary

Code

1I6

One-letter code

X

Molecule name

methyl (Z)-4-(4-(4-chlorobenzyl)-1-(3-methoxybenzyl)piperidin-4-yl)-2-hydroxy-4-oxobut-2-enoate

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.7 methyl (~{Z})-4-[4-[(4-chlorophenyl)methyl]-1-[(3-methoxyphenyl)methyl]piperidin-4-yl]-2-oxidanyl-4-oxidanylidene-but-2-enoate

Formula

C25 H28 Cl N O5

Formal charge

0

Molecular weight

457.947 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 COC(=O)C(O)=CC(=O)C1(CCN(CC1)Cc2cccc(OC)c2)Cc3ccc(Cl)cc3
SMILES OpenEye OEToolkits 2.0.7 COc1cccc(c1)CN2CCC(CC2)(Cc3ccc(cc3)Cl)C(=O)C=C(C(=O)OC)O
Canonical SMILES CACTVS 3.385 COC(=O)\C(O)=C\C(=O)C1(CCN(CC1)Cc2cccc(OC)c2)Cc3ccc(Cl)cc3
Canonical SMILES OpenEye OEToolkits 2.0.7 COc1cccc(c1)CN2CCC(CC2)(Cc3ccc(cc3)Cl)C(=O)/C=C(/C(=O)OC)\O

IUPAC InChI

InChI=1S/C25H28ClNO5/c1-31-21-5-3-4-19(14-21)17-27-12-10-25(11-13-27,16-18-6-8-20(26)9-7-18)23(29)15-22(28)24(30)32-2/h3-9,14-15,28H,10-13,16-17H2,1-2H3/b22-15-

IUPAC InChI key

IXSRRBIOQJQPCE-JCMHNJIXSA-N
1I6

wwPDB Information

Atom count

60 (32 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2021-06-01

Last modified at

2022-02-11

Status

Released

Obsoleted

Not Assigned



1I6 : Atoms of Molecule

Total Number of Atoms: 60
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 -4.092 -5.856 -0.239
2 C3 C C2 N N N 0 -2.868 -3.807 -0.31
3 C5 C C3 N N N 0 -2.12 -2.695 0.323
4 C7 C C4 N N N 0 -1.614 -1.696 -0.441
5 C8 C C5 N N N 0 -1.036 -0.559 0.172
6 C10 C C6 N N N 0 -0.355 0.488 -0.672
7 C11 C C7 N N N 0 -1.307 0.953 -1.776
8 C12 C C8 N Y N 0 -2.504 1.628 -1.155
9 C13 C C9 N Y N 0 -2.533 3.004 -1.029
10 C14 C C10 N Y N 0 -3.629 3.623 -0.46
11 C15 C C11 N Y N 0 -4.699 2.865 -0.018
12 C17 C C12 N Y N 0 -4.67 1.488 -0.145
13 C18 C C13 N Y N 0 -3.575 0.87 -0.719
14 C19 C C14 N N N 0 0.032 1.681 0.206
15 C20 C C15 N N N 0 1.03 1.221 1.272
16 C22 C C16 N N N 0 3.259 0.339 1.607
17 C23 C C17 N Y N 0 4.544 0.004 0.895
18 C24 C C18 N Y N 0 5.455 1.003 0.609
19 C25 C C19 N Y N 0 6.638 0.695 -0.047
20 C27 C C20 N N N 0 8.731 1.285 -1.008
21 C28 C C21 N Y N 0 6.903 -0.617 -0.414
22 C29 C C22 N Y N 0 5.989 -1.612 -0.126
23 C30 C C23 N Y N 0 4.813 -1.303 0.533
24 C31 C C24 N N N 0 1.882 -0.512 -0.192
25 C32 C C25 N N N 0 0.909 -0.104 -1.301
26 N21 N N1 N N N 0 2.222 0.663 0.619
27 O2 O O1 N N N 0 -3.371 -4.799 0.449
28 O4 O O2 N N N 0 -3.027 -3.824 -1.514
29 O6 O O3 N N N 0 -1.943 -2.676 1.663
30 O9 O O4 N N N 0 -1.088 -0.427 1.377
31 O26 O O5 N N N 0 7.535 1.675 -0.33
32 CL1 CL CL1 N N N 0 -6.074 3.642 0.704
33 H1 H H1 N N N 0 -3.428 -6.342 -0.954
34 H2 H H2 N N N 0 -4.443 -6.589 0.488
35 H3 H H3 N N N 0 -4.945 -5.429 -0.766
36 H4 H H4 N N N 0 -1.653 -1.768 -1.518
37 H5 H H5 N N N 0 -0.791 1.657 -2.428
38 H8 H H8 N N N 0 -3.652 4.698 -0.361
39 H6 H H6 N N N 0 -1.637 0.093 -2.358
40 H7 H H7 N N N 0 -1.697 3.595 -1.374
41 H9 H H9 N N N 0 -5.504 0.896 0.2
42 H10 H H10 N N N 0 -3.552 -0.205 -0.818
43 H11 H H11 N N N 0 0.489 2.454 -0.411
44 H12 H H12 N N N 0 -0.859 2.08 0.691
45 H13 H H13 N N N 0 1.319 2.071 1.89
46 H14 H H14 N N N 0 0.567 0.458 1.897
47 H15 H H15 N N N 0 2.94 -0.517 2.202
48 H16 H H16 N N N 0 3.419 1.196 2.261
49 H17 H H17 N N N 0 5.246 2.023 0.895
50 H18 H H18 N N N 0 9.358 2.161 -1.172
51 H19 H H19 N N N 0 9.272 0.559 -0.4
52 H20 H H20 N N N 0 8.475 0.836 -1.967
53 H21 H H21 N N N 0 7.823 -0.86 -0.925
54 H22 H H22 N N N 0 6.195 -2.633 -0.412
55 H23 H H23 N N N 0 4.102 -2.083 0.762
56 H24 H H24 N N N 0 1.415 -1.268 0.44
57 H25 H H25 N N N 0 2.789 -0.921 -0.637
58 H26 H H26 N N N 0 0.644 -0.98 -1.894
59 H27 H H27 N N N 0 1.38 0.641 -1.942
60 H29 H H29 N N N 0 -1.358 -1.972 1.973



1I6 : Chemical Bonds

Total Number of Bonds: 62
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CL1 C15 CL C sing 1.74 N N
2 C15 C17 C C doub 1.38 N Y
3 C15 C14 C C sing 1.38 N Y
4 C17 C18 C C sing 1.38 N Y
5 C14 C13 C C doub 1.38 N Y
6 C18 C12 C C doub 1.38 N Y
7 C13 C12 C C sing 1.38 N Y
8 C1 O2 C O sing 1.45 N N
9 C12 C11 C C sing 1.51 N N
10 O2 C3 O C sing 1.35 N N
11 C11 C10 C C sing 1.53 N N
12 O4 C3 O C doub 1.21 N N
13 C3 C5 C C sing 1.48 N N
14 C5 O6 C O sing 1.35 N N
15 C5 C7 C C doub 1.36 Z N
16 C7 C8 C C sing 1.42 N N
17 C32 C10 C C sing 1.53 N N
18 C32 C31 C C sing 1.53 N N
19 C10 C8 C C sing 1.51 N N
20 C10 C19 C C sing 1.53 N N
21 C8 O9 C O doub 1.21 N N
22 C19 C20 C C sing 1.53 N N
23 C31 N21 C N sing 1.47 N N
24 C20 N21 C N sing 1.47 N N
25 N21 C22 N C sing 1.47 N N
26 C22 C23 C C sing 1.51 N N
27 C30 C23 C C doub 1.38 N Y
28 C30 C29 C C sing 1.38 N Y
29 C23 C24 C C sing 1.38 N Y
30 C29 C28 C C doub 1.38 N Y
31 C24 C25 C C doub 1.39 N Y
32 C28 C25 C C sing 1.39 N Y
33 C25 O26 C O sing 1.36 N N
34 O26 C27 O C sing 1.43 N N
35 C1 H1 C H sing 1.09 N N
36 C1 H2 C H sing 1.09 N N
37 C1 H3 C H sing 1.09 N N
38 C7 H4 C H sing 1.08 N N
39 C11 H5 C H sing 1.09 N N
40 C11 H6 C H sing 1.09 N N
41 C13 H7 C H sing 1.08 N N
42 C14 H8 C H sing 1.08 N N
43 C17 H9 C H sing 1.08 N N
44 C18 H10 C H sing 1.08 N N
45 C19 H11 C H sing 1.09 N N
46 C19 H12 C H sing 1.09 N N
47 C20 H13 C H sing 1.09 N N
48 C20 H14 C H sing 1.09 N N
49 C22 H15 C H sing 1.09 N N
50 C22 H16 C H sing 1.09 N N
51 C24 H17 C H sing 1.08 N N
52 C27 H18 C H sing 1.09 N N
53 C27 H19 C H sing 1.09 N N
54 C27 H20 C H sing 1.09 N N
55 C28 H21 C H sing 1.08 N N
56 C29 H22 C H sing 1.08 N N
57 C30 H23 C H sing 1.08 N N
58 C31 H24 C H sing 1.09 N N
59 C31 H25 C H sing 1.09 N N
60 C32 H26 C H sing 1.09 N N
61 C32 H27 C H sing 1.09 N N
62 O6 H29 O H sing 0.97 N N



1I6 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
1I6 7ex7 Open in New Window Bound ligand 4 1