Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

UL2 : Summary

Code

UL2

One-letter code

X

Molecule name

N-((1S,2R)-1-hydroxy-1-(o-tolyl)pentan-2-yl)-2-oxo-2,3-dihydrobenzo[d]oxazole-5-carboxamide

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.7 ~{N}-[(1~{S},2~{R})-1-(2-methylphenyl)-1-oxidanyl-pentan-2-yl]-2-oxidanylidene-3~{H}-1,3-benzoxazole-5-carboxamide

Formula

C20 H22 N2 O4

Formal charge

0

Molecular weight

354.4 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 CCC[CH](NC(=O)c1ccc2OC(=O)Nc2c1)[CH](O)c3ccccc3C
SMILES OpenEye OEToolkits 2.0.7 CCCC(C(c1ccccc1C)O)NC(=O)c2ccc3c(c2)NC(=O)O3
Canonical SMILES CACTVS 3.385 CCC[C@@H](NC(=O)c1ccc2OC(=O)Nc2c1)[C@@H](O)c3ccccc3C
Canonical SMILES OpenEye OEToolkits 2.0.7 CCC[C@H]([C@H](c1ccccc1C)O)NC(=O)c2ccc3c(c2)NC(=O)O3

IUPAC InChI

InChI=1S/C20H22N2O4/c1-3-6-15(18(23)14-8-5-4-7-12(14)2)21-19(24)13-9-10-17-16(11-13)22-20(25)26-17/h4-5,7-11,15,18,23H,3,6H2,1-2H3,(H,21,24)(H,22,25)/t15-,18+/m1/s1

IUPAC InChI key

SNFRXTGIONJORR-QAPCUYQASA-N
UL2

wwPDB Information

Atom count

48 (26 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2021-03-01

Last modified at

2021-04-02

Status

Released

Obsoleted

Not Assigned



UL2 : Atoms of Molecule

Total Number of Atoms: 48
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C15 C C1 N N N 0 0.638 -0.206 0.396
2 C17 C C2 N Y N 0 2.038 0.08 0.025
3 C20 C C3 N Y N 0 3.628 1.023 -1.514
4 C22 C C4 N Y N 0 4.667 0.624 -0.684
5 C24 C C5 N N N 0 6.578 0.186 0.311
6 C28 C C6 N Y N 0 4.388 -0.046 0.51
7 C01 C C7 N N N 0 -1.648 -3.952 -0.216
8 C05 C C8 N N N 0 -1.281 -2.541 0.25
9 C08 C C9 N N N 0 -2.123 -1.517 -0.514
10 C11 C C10 R N N 0 -1.756 -0.106 -0.048
11 N13 N N1 N N N 0 -0.367 0.183 -0.413
12 O16 O O1 N N N 0 0.392 -0.798 1.43
13 C18 C C11 N Y N 0 2.323 0.754 -1.166
14 O23 O O2 N N N 0 6.013 0.749 -0.768
15 O25 O O3 N N N 0 7.773 0.134 0.531
16 N26 N N2 N N N 0 5.617 -0.31 1.115
17 C29 C C12 N Y N 0 3.08 -0.318 0.865
18 C31 C C13 S N N 0 -2.682 0.91 -0.719
19 O33 O O4 N N N 0 -2.622 0.745 -2.137
20 C35 C C14 N Y N 0 -4.096 0.689 -0.247
21 C36 C C15 N Y N 0 -4.959 -0.094 -0.991
22 C38 C C16 N Y N 0 -6.256 -0.296 -0.558
23 C40 C C17 N Y N 0 -6.69 0.284 0.619
24 C42 C C18 N Y N 0 -5.827 1.066 1.363
25 C44 C C19 N Y N 0 -4.529 1.265 0.933
26 C45 C C20 N N N 0 -3.586 2.113 1.747
27 H1 H H1 N N N 0 3.844 1.544 -2.435
28 H2 H H2 N N N 0 -2.705 -4.134 -0.024
29 H3 H H3 N N N 0 -1.452 -4.044 -1.285
30 H4 H H4 N N N 0 -1.049 -4.681 0.328
31 H5 H H5 N N N 0 -1.478 -2.449 1.318
32 H6 H H6 N N N 0 -0.224 -2.359 0.058
33 H7 H H7 N N N 0 -1.926 -1.609 -1.582
34 H11 H H11 N N N 0 1.518 1.066 -1.814
35 H8 H H8 N N N 0 -3.18 -1.699 -0.322
36 H9 H H9 N N N 0 -1.868 -0.041 1.034
37 H10 H H10 N N N 0 -0.171 0.655 -1.238
38 H12 H H12 N N N 0 5.755 -0.768 1.959
39 H13 H H13 N N N 0 2.865 -0.835 1.788
40 H14 H H14 N N N 0 -2.365 1.919 -0.457
41 H15 H H15 N N N 0 -2.891 -0.132 -2.443
42 H16 H H16 N N N 0 -4.62 -0.547 -1.911
43 H17 H H17 N N N 0 -6.93 -0.908 -1.14
44 H18 H H18 N N N 0 -7.704 0.126 0.957
45 H19 H H19 N N N 0 -6.167 1.52 2.283
46 H20 H H20 N N N 0 -3.662 3.152 1.425
47 H21 H H21 N N N 0 -3.851 2.04 2.802
48 H22 H H22 N N N 0 -2.565 1.762 1.603



UL2 : Chemical Bonds

Total Number of Bonds: 50
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O25 C24 O C doub 1.22 N N
2 C24 O23 C O sing 1.34 N N
3 C24 N26 C N sing 1.35 N N
4 O23 C22 O C sing 1.35 N N
5 N26 C28 N C sing 1.4 N N
6 C22 C20 C C doub 1.39 N Y
7 C22 C28 C C sing 1.4 N Y
8 C20 C18 C C sing 1.38 N Y
9 C28 C29 C C doub 1.38 N Y
10 C18 C17 C C doub 1.4 N Y
11 C29 C17 C C sing 1.4 N Y
12 C17 C15 C C sing 1.48 N N
13 C15 N13 C N sing 1.35 N N
14 C15 O16 C O doub 1.22 N N
15 N13 C11 N C sing 1.46 N N
16 O33 C31 O C sing 1.43 N N
17 C11 C31 C C sing 1.53 N N
18 C11 C08 C C sing 1.53 N N
19 C31 C35 C C sing 1.51 N N
20 C05 C08 C C sing 1.53 N N
21 C05 C01 C C sing 1.53 N N
22 C35 C36 C C doub 1.38 N Y
23 C35 C44 C C sing 1.38 N Y
24 C36 C38 C C sing 1.38 N Y
25 C45 C44 C C sing 1.51 N N
26 C44 C42 C C doub 1.38 N Y
27 C38 C40 C C doub 1.38 N Y
28 C42 C40 C C sing 1.38 N Y
29 C20 H1 C H sing 1.08 N N
30 C01 H2 C H sing 1.09 N N
31 C01 H3 C H sing 1.09 N N
32 C01 H4 C H sing 1.09 N N
33 C05 H5 C H sing 1.09 N N
34 C05 H6 C H sing 1.09 N N
35 C08 H7 C H sing 1.09 N N
36 C08 H8 C H sing 1.09 N N
37 C11 H9 C H sing 1.09 N N
38 N13 H10 N H sing 0.97 N N
39 C18 H11 C H sing 1.08 N N
40 N26 H12 N H sing 0.97 N N
41 C29 H13 C H sing 1.08 N N
42 C31 H14 C H sing 1.09 N N
43 O33 H15 O H sing 0.97 N N
44 C36 H16 C H sing 1.08 N N
45 C38 H17 C H sing 1.08 N N
46 C40 H18 C H sing 1.08 N N
47 C42 H19 C H sing 1.08 N N
48 C45 H20 C H sing 1.09 N N
49 C45 H21 C H sing 1.09 N N
50 C45 H22 C H sing 1.09 N N



UL2 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
UL2 7npk Open in New Window Bound ligand 1 1