Chemical Components in the PDB

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4SA : Summary

Code

4SA

One-letter code

X

Molecule name

tert-butyl [(1S)-1-(biphenyl-4-yl)-2-(hydroxyamino)-2-oxoethyl]carbamate

Systematic names

ProgramVersionName
ACDLabs 12.01 tert-butyl [(1S)-1-(biphenyl-4-yl)-2-(hydroxyamino)-2-oxoethyl]carbamate
OpenEye OEToolkits 1.9.2 tert-butyl N-[(1S)-2-(oxidanylamino)-2-oxidanylidene-1-(4-phenylphenyl)ethyl]carbamate

Formula

C19 H22 N2 O4

Formal charge

0

Molecular weight

342.389 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c2ccc(c1ccc(C(NC(OC(C)(C)C)=O)C(NO)=O)cc1)cc2
SMILES CACTVS 3.385 CC(C)(C)OC(=O)N[CH](C(=O)NO)c1ccc(cc1)c2ccccc2
SMILES OpenEye OEToolkits 1.9.2 CC(C)(C)OC(=O)NC(c1ccc(cc1)c2ccccc2)C(=O)NO
Canonical SMILES CACTVS 3.385 CC(C)(C)OC(=O)N[C@H](C(=O)NO)c1ccc(cc1)c2ccccc2
Canonical SMILES OpenEye OEToolkits 1.9.2 CC(C)(C)OC(=O)N[C@@H](c1ccc(cc1)c2ccccc2)C(=O)NO

IUPAC InChI

InChI=1S/C19H22N2O4/c1-19(2,3)25-18(23)20-16(17(22)21-24)15-11-9-14(10-12-15)13-7-5-4-6-8-13/h4-12,16,24H,1-3H3,(H,20,23)(H,21,22)/t16-/m0/s1

IUPAC InChI key

BENZKHKGKDQWFM-INIZCTEOSA-N
4SA

wwPDB Information

Atom count

47 (25 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-05-20

Last modified at

2016-03-25

Status

Released

Obsoleted

Not Assigned



4SA : Atoms of Molecule

Total Number of Atoms: 47
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C4 C C1 N Y N 0 -7.239 1.221 -0.172
2 C14 C C2 N N N 0 5.986 0.324 -0.252
3 C5 C C3 N Y N 0 -6.741 0.668 0.994
4 C6 C C4 N Y N 0 -5.402 0.349 1.093
5 C11 C C5 S N N 0 1.041 -0.74 0.403
6 C7 C C6 N Y N 0 -3.11 0.242 0.115
7 C8 C C7 N Y N 0 -2.602 -0.309 1.289
8 C9 C C8 N Y N 0 -1.261 -0.624 1.377
9 C10 C C9 N Y N 0 -0.422 -0.394 0.301
10 C12 C C10 N N N 0 3.116 0.507 0.125
11 C13 C C11 N N N 0 5.218 1.628 -0.021
12 N1 N N1 N N N 0 1.836 0.306 -0.245
13 N2 N N2 N N N 0 0.666 -3.172 0.152
14 C3 C C12 N Y N 0 -6.4 1.451 -1.247
15 C1 C C13 N Y N 0 -4.551 0.584 0.015
16 C2 C C14 N Y N 0 -5.059 1.135 -1.16
17 O1 O O1 N N N 0 3.847 1.467 -0.471
18 C15 C C15 N N N 0 5.229 1.969 1.47
19 C16 C C16 N N N 0 5.884 2.758 -0.808
20 O2 O O2 N N N 0 3.611 -0.179 0.998
21 C17 C C17 N N N 0 1.294 -2.059 -0.278
22 O3 O O3 N N N 0 2.063 -2.121 -1.214
23 O4 O O4 N N N 0 0.904 -4.412 -0.489
24 C18 C C18 N Y N 0 -0.922 0.153 -0.867
25 C19 C C19 N Y N 0 -2.26 0.476 -0.964
26 H1 H H1 N N N 0 -8.287 1.469 -0.245
27 H2 H H2 N N N 0 5.978 0.081 -1.314
28 H3 H H3 N N N 0 7.015 0.445 0.086
29 H4 H H4 N N N 0 5.511 -0.481 0.309
30 H5 H H5 N N N 0 -7.401 0.487 1.83
31 H6 H H6 N N N 0 -5.014 -0.082 2.004
32 H7 H H7 N N N 0 1.325 -0.813 1.453
33 H8 H H8 N N N 0 -3.256 -0.488 2.13
34 H9 H H9 N N N 0 -0.867 -1.051 2.287
35 H10 H H10 N N N 0 1.441 0.853 -0.942
36 H11 H H11 N N N 0 0.051 -3.123 0.9
37 H12 H H12 N N N 0 -6.795 1.878 -2.157
38 H13 H H13 N N N 0 -4.405 1.314 -2.0
39 H14 H H14 N N N 0 6.258 2.089 1.808
40 H15 H H15 N N N 0 4.682 2.897 1.634
41 H16 H H16 N N N 0 4.754 1.164 2.031
42 H17 H H17 N N N 0 5.876 2.515 -1.871
43 H18 H H18 N N N 0 5.337 3.686 -0.644
44 H19 H H19 N N N 0 6.913 2.878 -0.47
45 H20 H H20 N N N 0 0.409 -5.151 -0.111
46 H21 H H21 N N N 0 -0.262 0.33 -1.704
47 H22 H H22 N N N 0 -2.648 0.903 -1.877



4SA : Chemical Bonds

Total Number of Bonds: 48
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C16 C13 C C sing 1.53 N N
2 C15 C13 C C sing 1.53 N N
3 C13 C14 C C sing 1.53 N N
4 C13 O1 C O sing 1.45 N N
5 O4 N2 O N sing 1.42 N N
6 O1 C12 O C sing 1.35 N N
7 N2 C17 N C sing 1.35 N N
8 O3 C17 O C doub 1.21 N N
9 O2 C12 O C doub 1.22 N N
10 C17 C11 C C sing 1.51 N N
11 C12 N1 C N sing 1.35 N N
12 N1 C11 N C sing 1.46 N N
13 C11 C10 C C sing 1.51 N N
14 C10 C9 C C doub 1.38 N Y
15 C10 C18 C C sing 1.38 N Y
16 C9 C8 C C sing 1.38 N Y
17 C18 C19 C C doub 1.38 N Y
18 C8 C7 C C doub 1.39 N Y
19 C19 C7 C C sing 1.39 N Y
20 C7 C1 C C sing 1.48 N N
21 C1 C2 C C doub 1.39 N Y
22 C1 C6 C C sing 1.39 N Y
23 C2 C3 C C sing 1.38 N Y
24 C6 C5 C C doub 1.38 N Y
25 C5 C4 C C sing 1.38 N Y
26 C3 C4 C C doub 1.38 N Y
27 C4 H1 C H sing 1.08 N N
28 C14 H2 C H sing 1.09 N N
29 C14 H3 C H sing 1.09 N N
30 C14 H4 C H sing 1.09 N N
31 C5 H5 C H sing 1.08 N N
32 C6 H6 C H sing 1.08 N N
33 C11 H7 C H sing 1.09 N N
34 C8 H8 C H sing 1.08 N N
35 C9 H9 C H sing 1.08 N N
36 N1 H10 N H sing 0.97 N N
37 N2 H11 N H sing 0.97 N N
38 C3 H12 C H sing 1.08 N N
39 C2 H13 C H sing 1.08 N N
40 C15 H14 C H sing 1.09 N N
41 C15 H15 C H sing 1.09 N N
42 C15 H16 C H sing 1.09 N N
43 C16 H17 C H sing 1.09 N N
44 C16 H18 C H sing 1.09 N N
45 C16 H19 C H sing 1.09 N N
46 O4 H20 O H sing 0.97 N N
47 C18 H21 C H sing 1.08 N N
48 C19 H22 C H sing 1.08 N N



4SA : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
4SA 4zw5 Open in New Window Bound ligand 1 1