Chemical Components in the PDB

pdbe.org/chem
spacer

1ZN : Summary

Code

1ZN

One-letter code

X

Molecule name

(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid
OpenEye OEToolkits 1.7.0 (2S,3S,4E,8S,9S)-3-azanyl-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid

Formula

C20 H29 N O3

Formal charge

0

Molecular weight

331.449 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)C(C)C(N)/C=C/C(=C/C(C(OC)Cc1ccccc1)C)C
SMILES CACTVS 3.370 CO[CH](Cc1ccccc1)[CH](C)C=C(C)C=C[CH](N)[CH](C)C(O)=O
SMILES OpenEye OEToolkits 1.7.0 CC(C=C(C)C=CC(C(C)C(=O)O)N)C(Cc1ccccc1)OC
Canonical SMILES CACTVS 3.370 CO[C@@H](Cc1ccccc1)[C@@H](C)\C=C(C)\C=C\[C@H](N)[C@H](C)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.7.0 C[C@@H](C=C(C)/C=C/[C@@H]([C@H](C)C(=O)O)N)[C@H](Cc1ccccc1)OC

IUPAC InChI

InChI=1S/C20H29NO3/c1-14(10-11-18(21)16(3)20(22)23)12-15(2)19(24-4)13-17-8-6-5-7-9-17/h5-12,15-16,18-19H,13,21H2,1-4H3,(H,22,23)/b11-10+,14-12+/t15-,16-,18-,19-/m0/s1

IUPAC InChI key

HJVCHYDYCYBBQX-HLTLHRPFSA-N
1ZN

wwPDB Information

Atom count

53 (24 without Hydrogen)

Polymer type

Amino Acid

Type description

PEPTIDE-LIKE

Type code

ATOMP

Is modified

No

Standard parent

Not Assigned

Defined at

2008-12-11

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



1ZN : Atoms of Molecule

Total Number of Atoms: 53
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 -2.433 -0.539 2.134
2 O1 O O1 N N N 0 -2.885 0.628 1.444
3 C2 C C2 S N N 0 -2.64 0.603 0.036
4 C3 C C3 N N N 0 -3.931 0.941 -0.712
5 C4 C C4 N Y N 0 -4.951 -0.14 -0.466
6 C5 C C5 N Y N 0 -5.819 -0.04 0.605
7 C6 C C6 N Y N 0 -6.756 -1.031 0.831
8 C7 C C7 N Y N 0 -6.825 -2.123 -0.014
9 C8 C C8 N Y N 0 -5.957 -2.223 -1.086
10 C9 C C9 N Y N 0 -5.024 -1.229 -1.314
11 C10 C C10 S N N 0 -1.564 1.633 -0.313
12 C11 C C11 N N N 0 -1.987 3.009 0.206
13 C12 C C12 N N N 0 -0.259 1.234 0.328
14 C13 C C13 N N N 0 0.828 1.08 -0.419
15 C14 C C14 N N N 0 0.727 1.154 -1.921
16 C15 C C15 N N N 0 2.132 0.838 0.219
17 C16 C C16 N N N 0 3.219 0.684 -0.528
18 C17 C C17 S N N 0 4.554 0.436 0.126
19 N1 N N1 N N N 0 5.449 1.57 -0.142
20 C18 C C18 S N N 0 5.17 -0.845 -0.442
21 C19 C C19 N N N 0 4.238 -2.026 -0.163
22 C20 C C20 N N N 0 6.505 -1.093 0.213
23 OXT O OXT N N Y 0 7.231 -2.168 -0.132
24 O3 O O3 N N N 0 6.921 -0.324 1.047
25 H1 H H1 N N N 0 -2.569 -0.402 3.206
26 H2 H H2 N N N 0 -3.009 -1.403 1.802
27 H3 H H3 N N N 0 -1.377 -0.702 1.919
28 H4 H H4 N N N 0 -2.3 -0.391 -0.256
29 H5 H H5 N N N 0 -4.319 1.895 -0.356
30 H6 H H6 N N N 0 -3.724 1.008 -1.781
31 H7 H H7 N N N 0 -5.766 0.813 1.266
32 H8 H H8 N N N 0 -7.433 -0.953 1.669
33 H9 H H9 N N N 0 -7.556 -2.898 0.163
34 H10 H H10 N N N 0 -6.01 -3.076 -1.746
35 H11 H H11 N N N 0 -4.348 -1.306 -2.154
36 H12 H H12 N N N 0 -1.439 1.676 -1.395
37 H13 H H13 N N N 0 -2.112 2.966 1.288
38 H14 H H14 N N N 0 -1.22 3.743 -0.043
39 H15 H H15 N N N 0 -2.93 3.297 -0.257
40 H16 H H16 N N N 0 -0.209 1.073 1.395
41 H17 H H17 N N N 0 0.799 2.194 -2.24
42 H18 H H18 N N N 0 1.539 0.581 -2.369
43 H19 H H19 N N N 0 -0.229 0.74 -2.242
44 H20 H H20 N N N 0 2.204 0.785 1.295
45 H21 H H21 N N N 0 3.147 0.737 -1.605
46 H22 H H22 N N N 0 4.417 0.327 1.202
47 H23 H H23 N N N 0 6.328 1.458 0.34
48 H24 H H24 N N Y 0 5.592 1.691 -1.133
49 H25 H H25 N N N 0 5.307 -0.736 -1.518
50 H26 H H26 N N N 0 4.101 -2.134 0.913
51 H27 H H27 N N N 0 3.273 -1.846 -0.636
52 H28 H H28 N N N 0 4.677 -2.938 -0.567
53 HXT H HXT N N Y 0 8.081 -2.284 0.315



1ZN : Chemical Bonds

Total Number of Bonds: 53
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 O1 C O sing 1.43 N N
2 O1 C2 O C sing 1.43 N N
3 C2 C3 C C sing 1.53 N N
4 C3 C4 C C sing 1.51 N N
5 C4 C5 C C doub 1.38 N Y
6 C5 C6 C C sing 1.38 N Y
7 C6 C7 C C doub 1.38 N Y
8 C7 C8 C C sing 1.38 N Y
9 C8 C9 C C doub 1.38 N Y
10 C4 C9 C C sing 1.38 N Y
11 C2 C10 C C sing 1.53 N N
12 C10 C11 C C sing 1.53 N N
13 C10 C12 C C sing 1.51 N N
14 C12 C13 C C doub 1.33 N N
15 C13 C14 C C sing 1.51 N N
16 C13 C15 C C sing 1.47 N N
17 C15 C16 C C doub 1.33 N N
18 C16 C17 C C sing 1.51 N N
19 C17 N1 C N sing 1.47 N N
20 C17 C18 C C sing 1.53 N N
21 C18 C19 C C sing 1.53 N N
22 C18 C20 C C sing 1.51 N N
23 C20 OXT C O sing 1.34 N N
24 C20 O3 C O doub 1.21 N N
25 C1 H1 C H sing 1.09 N N
26 C1 H2 C H sing 1.09 N N
27 C1 H3 C H sing 1.09 N N
28 C2 H4 C H sing 1.09 N N
29 C3 H5 C H sing 1.09 E N
30 C3 H6 C H sing 1.09 N N
31 C5 H7 C H sing 1.08 N N
32 C6 H8 C H sing 1.08 N N
33 C7 H9 C H sing 1.08 N N
34 C8 H10 C H sing 1.08 N N
35 C9 H11 C H sing 1.08 N N
36 C10 H12 C H sing 1.09 E N
37 C11 H13 C H sing 1.09 N N
38 C11 H14 C H sing 1.09 N N
39 C11 H15 C H sing 1.09 N N
40 C12 H16 C H sing 1.08 N N
41 C14 H17 C H sing 1.09 N N
42 C14 H18 C H sing 1.09 N N
43 C14 H19 C H sing 1.09 N N
44 C15 H20 C H sing 1.08 N N
45 C16 H21 C H sing 1.08 N N
46 C17 H22 C H sing 1.09 N N
47 N1 H23 N H sing 1.01 N N
48 N1 H24 N H sing 1.01 N N
49 C18 H25 C H sing 1.09 N N
50 C19 H26 C H sing 1.09 N N
51 C19 H27 C H sing 1.09 N N
52 C19 H28 C H sing 1.09 N N
53 OXT HXT O H sing 0.97 N N



1ZN : Used in PDB Entries

Total Number of PDB Entries: 24
Ligand Code PDB Entry ID Type Total Distinct
1ZN 1eva Open in New Window Polymer component 1 1
1ZN 1evb Open in New Window Polymer component 1 1
1ZN 1evc Open in New Window Polymer component 1 1
1ZN 1evd Open in New Window Polymer component 1 1
1ZN 1fjm Open in New Window Polymer component 2 1
1ZN 1lcm Open in New Window Polymer component 1 1
1ZN 2bcd Open in New Window Polymer component 1 1
1ZN 2bdx Open in New Window Polymer component 1 1
1ZN 2iae Open in New Window Polymer component 2 1
1ZN 2ie3 Open in New Window Polymer component 1 1
1ZN 2npp Open in New Window Polymer component 2 1
1ZN 2nyl Open in New Window Polymer component 2 1
1ZN 2nym Open in New Window Polymer component 2 1
1ZN 3dw8 Open in New Window Polymer component 2 1
1ZN 3e7a Open in New Window Polymer component 2 1
1ZN 3egh Open in New Window Polymer component 2 1
1ZN 3fga Open in New Window Polymer component 1 1
1ZN 4i5l Open in New Window Polymer component 2 1
1ZN 4i5n Open in New Window Polymer component 2 1
1ZN 5jpf Open in New Window Polymer component 1 1
1ZN 6dno Open in New Window Polymer component 1 1
1ZN 6obq Open in New Window Polymer component 2 1
1ZN 6obr Open in New Window Polymer component 2 1
1ZN 6obu Open in New Window Polymer component 2 1