Chemical Components in the PDB

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LOR : Summary

Code

LOR

One-letter code

X

Molecule name

LORACABEF (Open form)

Systematic names

ProgramVersionName
ACDLabs 12.01 (3S,6R)-6-[(1S)-1-{[(2R)-2-amino-2-phenylacetyl]amino}-2-oxoethyl]-3-chloro-3,4,5,6-tetrahydropyridine-2-carboxylic acid
OpenEye OEToolkits 1.7.2 (2R)-2-[(1S)-1-[[(2R)-2-azanyl-2-phenyl-ethanoyl]amino]-2-oxidanylidene-ethyl]-5-chloranyl-2,3,4,5-tetrahydropyridine-6-carboxylic acid

Formula

C16 H18 Cl N3 O4

Formal charge

0

Molecular weight

351.785 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)C2=NC(C(NC(=O)C(c1ccccc1)N)C=O)CCC2Cl
SMILES CACTVS 3.370 N[CH](C(=O)N[CH](C=O)[CH]1CC[CH](Cl)C(=N1)C(O)=O)c2ccccc2
SMILES OpenEye OEToolkits 1.7.2 c1ccc(cc1)C(C(=O)NC(C=O)C2CCC(C(=N2)C(=O)O)Cl)N
Canonical SMILES CACTVS 3.370 N[C@@H](C(=O)N[C@H](C=O)[C@H]1CC[C@H](Cl)C(=N1)C(O)=O)c2ccccc2
Canonical SMILES OpenEye OEToolkits 1.7.2 c1ccc(cc1)[C@H](C(=O)N[C@H](C=O)[C@H]2CCC(C(=N2)C(=O)O)Cl)N

IUPAC InChI

InChI=1S/C16H18ClN3O4/c17-10-6-7-11(19-14(10)16(23)24)12(8-21)20-15(22)13(18)9-4-2-1-3-5-9/h1-5,8,10-13H,6-7,18H2,(H,20,22)(H,23,24)/t10-,11+,12+,13+/m0/s1

IUPAC InChI key

DRTWKGBDHBOYMS-UMSGYPCISA-N
LOR

wwPDB Information

Atom count

42 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2000-08-11

Last modified at

2024-09-27

Status

Released

Obsoleted

Not Assigned



LOR : 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 CL CL CL N N N 0 4.965 -0.918 -0.243
2 C1 C C1 N N N 0 -0.098 3.656 -0.056
3 O1 O O1 N N N 0 -1.007 4.096 -0.718
4 C2 C C2 S N N 0 -0.008 2.175 0.211
5 N2 N N2 N N N 0 -1.135 1.494 -0.431
6 C3 C C3 R N N 0 1.306 1.634 -0.357
7 C4 C C4 N N N 0 2.479 2.256 0.402
8 C5 C C5 N N N 0 3.762 1.516 0.002
9 C6 C C6 S N N 0 3.658 0.074 0.505
10 C7 C C7 N N N 0 2.322 -0.501 0.135
11 C8 C C8 N N N 0 2.162 -1.973 0.2
12 N8 N N8 N N N 0 1.325 0.183 -0.226
13 C21 C C21 N N N 0 -2.319 1.405 0.205
14 O21 O O21 N N N 0 -2.453 1.889 1.309
15 C22 C C22 R N N 0 -3.479 0.705 -0.456
16 N22 N N22 N N N 0 -4.734 1.137 0.173
17 C23 C C23 N Y N 0 -3.323 -0.785 -0.294
18 C24 C C24 N Y N 0 -3.684 -1.393 0.894
19 C25 C C25 N Y N 0 -3.541 -2.76 1.042
20 C26 C C26 N Y N 0 -3.037 -3.519 0.002
21 C27 C C27 N Y N 0 -2.677 -2.911 -1.186
22 C28 C C28 N Y N 0 -2.825 -1.545 -1.336
23 O81 O O81 N N N 0 3.095 -2.671 0.543
24 O82 O O82 N N N 0 0.982 -2.537 -0.122
25 H1 H H1 N N N 0 0.653 4.323 0.342
26 H2 H H2 N N N 0 -0.04 1.997 1.285
27 HN2 H HN2 N N N 0 -1.028 1.107 -1.314
28 H3 H H3 N N N 0 1.378 1.9 -1.412
29 H4 H H4 N N N 0 2.566 3.311 0.142
30 H4A H H4A N N N 0 2.316 2.155 1.475
31 H5 H H5 N N N 0 3.866 1.521 -1.084
32 H5A H H5A N N N 0 4.625 2.004 0.455
33 H6 H H6 N N N 0 3.769 0.06 1.589
34 H22 H H22 N N N 0 -3.498 0.955 -1.516
35 HN22 H HN22 N N N 0 -5.531 0.73 -0.295
36 HN2A H HN2A N N N 0 -4.741 0.915 1.157
37 H24 H H24 N N N 0 -4.078 -0.801 1.706
38 H27 H H27 N N N 0 -2.283 -3.504 -1.998
39 H25 H H25 N N N 0 -3.822 -3.235 1.97
40 H26 H H26 N N N 0 -2.925 -4.587 0.118
41 H28 H H28 N N N 0 -2.547 -1.071 -2.266
42 HO82 H HO82 N N N 0 0.926 -3.501 -0.065



LOR : Chemical Bonds

Total Number of Bonds: 43
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CL C6 CL C sing 1.8 N N
2 O1 C1 O C doub 1.21 N N
3 C1 C2 C C sing 1.51 N N
4 C1 H1 C H sing 1.08 N N
5 C3 C2 C C sing 1.53 N N
6 C2 N2 C N sing 1.46 N N
7 C2 H2 C H sing 1.09 N N
8 N2 C21 N C sing 1.35 N N
9 N2 HN2 N H sing 0.97 N N
10 N8 C3 N C sing 1.46 N N
11 C3 C4 C C sing 1.53 N N
12 C3 H3 C H sing 1.09 N N
13 C5 C4 C C sing 1.53 N N
14 C4 H4 C H sing 1.09 N N
15 C4 H4A C H sing 1.09 N N
16 C6 C5 C C sing 1.53 N N
17 C5 H5 C H sing 1.09 N N
18 C5 H5A C H sing 1.09 N N
19 C7 C6 C C sing 1.5 N N
20 C6 H6 C H sing 1.09 N N
21 C8 C7 C C sing 1.48 N N
22 C7 N8 C N doub 1.26 N N
23 O81 C8 O C doub 1.21 N N
24 C8 O82 C O sing 1.35 N N
25 C21 C22 C C sing 1.51 N N
26 C21 O21 C O doub 1.21 N N
27 C23 C22 C C sing 1.51 N N
28 C22 N22 C N sing 1.47 N N
29 C22 H22 C H sing 1.09 N N
30 N22 HN22 N H sing 1.01 N N
31 N22 HN2A N H sing 1.01 N N
32 C24 C23 C C doub 1.38 N Y
33 C23 C28 C C sing 1.38 N Y
34 C25 C24 C C sing 1.38 N Y
35 C24 H24 C H sing 1.08 N N
36 C25 C26 C C doub 1.38 N Y
37 C25 H25 C H sing 1.08 N N
38 C26 C27 C C sing 1.38 N Y
39 C26 H26 C H sing 1.08 N N
40 C27 C28 C C doub 1.38 N Y
41 C27 H27 C H sing 1.08 N N
42 C28 H28 C H sing 1.08 N N
43 O82 HO82 O H sing 0.97 N N



LOR : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
LOR 1fcn Open in New Window Bound ligand 2 1