Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

4ZN : Summary

Code

4ZN

One-letter code

X

Molecule name

(2S)-2-{[(R)-[(R)-amino(phenyl)methyl](hydroxy)phosphoryl]methyl}-4-methylpentanoic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (2S)-2-{[(R)-[(R)-amino(phenyl)methyl](hydroxy)phosphoryl]methyl}-4-methylpentanoic acid
OpenEye OEToolkits 1.9.2 (2S)-2-[[[(R)-azanyl(phenyl)methyl]-oxidanyl-phosphoryl]methyl]-4-methyl-pentanoic acid

Formula

C14 H22 N O4 P

Formal charge

0

Molecular weight

299.303 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 NC(c1ccccc1)P(CC(CC(C)C)C(=O)O)(O)=O
SMILES CACTVS 3.385 CC(C)C[CH](C[P](O)(=O)[CH](N)c1ccccc1)C(O)=O
SMILES OpenEye OEToolkits 1.9.2 CC(C)CC(CP(=O)(C(c1ccccc1)N)O)C(=O)O
Canonical SMILES CACTVS 3.385 CC(C)C[C@H](C[P](O)(=O)[C@@H](N)c1ccccc1)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.9.2 CC(C)C[C@H](CP(=O)([C@H](c1ccccc1)N)O)C(=O)O

IUPAC InChI

InChI=1S/C14H22NO4P/c1-10(2)8-12(14(16)17)9-20(18,19)13(15)11-6-4-3-5-7-11/h3-7,10,12-13H,8-9,15H2,1-2H3,(H,16,17)(H,18,19)/t12-,13-/m1/s1

IUPAC InChI key

RUYPIGFYJMPICK-CHWSQXEVSA-N
4ZN

wwPDB Information

Atom count

42 (20 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-07-02

Last modified at

2020-06-01

Status

Released

Obsoleted

Not Assigned



4ZN : Atoms of Molecule

Total Number of Atoms: 42
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N12 N N1 N N N 0 -1.313 2.058 1.207
2 C13 C C1 N Y N 0 -2.944 0.408 0.485
3 C03 C C5 N N N 0 3.82 1.605 0.04
4 C15 C C2 N Y N 0 -4.652 1.077 -1.053
5 C17 C C3 N Y N 0 -4.976 -0.849 0.332
6 C02 C C4 N N N 0 5.165 2.149 0.526
7 C04 C C6 N N N 0 3.655 1.912 -1.449
8 C05 C C7 N N N 0 3.774 0.091 0.257
9 C06 C C8 S N N 0 2.405 -0.444 -0.166
10 C07 C C9 N N N 0 1.331 0.097 0.78
11 P08 P P1 N N N 0 -0.315 -0.157 0.041
12 O09 O O1 N N N 0 -0.611 -1.735 -0.081
13 O10 O O2 N N N 0 -0.352 0.456 -1.306
14 C11 C C10 R N N 0 -1.583 0.618 1.097
15 C14 C C11 N Y N 0 -3.406 1.274 -0.488
16 C16 C C12 N Y N 0 -5.436 0.014 -0.645
17 C18 C C13 N Y N 0 -3.728 -0.655 0.893
18 C19 C C14 N N N 0 2.413 -1.949 -0.108
19 O20 O O3 N N N 0 1.791 -2.662 -1.06
20 O21 O O4 N N N 0 2.98 -2.516 0.797
21 H1 H H1 N N N 0 -1.333 2.5 0.301
22 H2 H H2 N N N 0 -1.964 2.5 1.839
23 H4 H H4 N N N 0 -5.012 1.752 -1.816
24 H5 H H5 N N N 0 -5.589 -1.679 0.651
25 H6 H H6 N N N 0 5.972 1.677 -0.034
26 H7 H H7 N N N 0 5.198 3.227 0.372
27 H8 H H8 N N N 0 5.283 1.93 1.588
28 H9 H H9 N N N 0 3.013 2.077 0.601
29 H10 H H10 N N N 0 2.657 1.613 -1.773
30 H11 H H11 N N N 0 3.786 2.98 -1.617
31 H12 H H12 N N N 0 4.402 1.36 -2.019
32 H13 H H13 N N N 0 4.551 -0.386 -0.34
33 H14 H H14 N N N 0 3.941 -0.13 1.312
34 H15 H H15 N N N 0 2.188 -0.121 -1.184
35 H16 H H16 N N N 0 1.387 -0.43 1.733
36 H17 H H17 N N N 0 1.495 1.163 0.944
37 H18 H H18 N N N 0 -0.603 -2.203 0.766
38 H19 H H19 N N N 0 -1.556 0.167 2.088
39 H20 H H20 N N N 0 -2.794 2.105 -0.806
40 H21 H H21 N N N 0 -6.408 -0.142 -1.09
41 H22 H H22 N N N 0 -3.365 -1.335 1.65
42 H23 H H23 N N N 0 1.824 -3.625 -0.98



4ZN : 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 C04 C03 C C sing 1.53 N N
2 C03 C02 C C sing 1.53 N N
3 C03 C05 C C sing 1.53 N N
4 C05 C06 C C sing 1.53 N N
5 O10 P08 O P doub 1.48 N N
6 O09 P08 O P sing 1.61 N N
7 C07 C06 C C sing 1.53 N N
8 C07 P08 C P sing 1.82 N N
9 C06 C19 C C sing 1.51 N N
10 P08 C11 P C sing 1.82 N N
11 C19 O21 C O doub 1.21 N N
12 C19 O20 C O sing 1.34 N N
13 N12 C11 N C sing 1.47 N N
14 C11 C13 C C sing 1.51 N N
15 C14 C13 C C doub 1.38 N Y
16 C14 C15 C C sing 1.38 N Y
17 C13 C18 C C sing 1.38 N Y
18 C15 C16 C C doub 1.38 N Y
19 C18 C17 C C doub 1.38 N Y
20 C16 C17 C C sing 1.38 N Y
21 N12 H1 N H sing 1.01 N N
22 N12 H2 N H sing 1.01 N N
23 C15 H4 C H sing 1.08 N N
24 C17 H5 C H sing 1.08 N N
25 C02 H6 C H sing 1.09 N N
26 C02 H7 C H sing 1.09 N N
27 C02 H8 C H sing 1.09 N N
28 C03 H9 C H sing 1.09 N N
29 C04 H10 C H sing 1.09 N N
30 C04 H11 C H sing 1.09 N N
31 C04 H12 C H sing 1.09 N N
32 C05 H13 C H sing 1.09 N N
33 C05 H14 C H sing 1.09 N N
34 C06 H15 C H sing 1.09 N N
35 C07 H16 C H sing 1.09 N N
36 C07 H17 C H sing 1.09 N N
37 O09 H18 O H sing 0.97 N N
38 C11 H19 C H sing 1.09 N N
39 C14 H20 C H sing 1.08 N N
40 C16 H21 C H sing 1.08 N N
41 C18 H22 C H sing 1.08 N N
42 O20 H23 O H sing 0.97 N N



4ZN : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
4ZN 5cbm Open in New Window Bound ligand 12 1