Chemical Components in the PDB

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W54 : Summary

Code

W54

One-letter code

X

Molecule name

5-(5-(2,6-DICHLORO-4-(4,5-DIHYDRO-2-OXAZOLY)PHENOXY)PENTYL)-3-METHYL ISOXAZOLE

Synonyms

WIN54954

Systematic names

ProgramVersionName
ACDLabs 10.04 5-{5-[2,6-dichloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole
OpenEye OEToolkits 1.5.0 5-[5-[2,6-dichloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl]-3-methyl-1,2-oxazole

Formula

C18 H20 Cl2 N2 O3

Formal charge

0

Molecular weight

383.269 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 Clc3c(OCCCCCc1onc(c1)C)c(Cl)cc(C2=NCCO2)c3
SMILES CACTVS 3.341 Cc1cc(CCCCCOc2c(Cl)cc(cc2Cl)C3=NCCO3)on1
SMILES OpenEye OEToolkits 1.5.0 Cc1cc(on1)CCCCCOc2c(cc(cc2Cl)C3=NCCO3)Cl
Canonical SMILES CACTVS 3.341 Cc1cc(CCCCCOc2c(Cl)cc(cc2Cl)C3=NCCO3)on1
Canonical SMILES OpenEye OEToolkits 1.5.0 Cc1cc(on1)CCCCCOc2c(cc(cc2Cl)C3=NCCO3)Cl

IUPAC InChI

InChI=1S/C18H20Cl2N2O3/c1-12-9-14(25-22-12)5-3-2-4-7-23-17-15(19)10-13(11-16(17)20)18-21-6-8-24-18/h9-11H,2-8H2,1H3

IUPAC InChI key

JJDHAOLOHQTGMG-UHFFFAOYSA-N
W54

wwPDB Information

Atom count

45 (25 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

1999-07-08

Last modified at

2021-03-01

Status

Released

Obsoleted

Not Assigned



W54 : Atoms of Molecule

Total Number of Atoms: 45
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C31 C C31 N N N 0 1.136 -0.199 9.762
2 C3 C C3 N Y N 0 0.383 0.19 8.516
3 C4 C C4 N Y N 0 0.941 0.598 7.282
4 C5 C C5 N Y N 0 -0.137 0.832 6.497
5 O1 O O1 N Y N 0 -1.217 0.571 7.247
6 N2 N N2 N Y N 0 -0.908 0.211 8.36
7 C1C C C1C N N N 0 -0.126 1.295 5.063
8 C2C C C2C N N N 0 -0.098 0.079 4.135
9 C3C C C3C N N N 0 -0.086 0.549 2.679
10 C4C C C4C N N N 0 -0.058 -0.666 1.751
11 C5C C C5C N N N 0 -0.047 -0.196 0.295
12 O1B O O1B N N N 0 -0.021 -1.331 -0.571
13 C1B C C1B N Y N 0 -0.012 -0.854 -1.843
14 C2B C C2B N Y N 0 1.196 -0.595 -2.477
15 CL1 CL CL1 N N N 0 2.692 -0.88 -1.643
16 C3B C C3B N Y N 0 1.209 -0.111 -3.769
17 C4B C C4B N Y N 0 0.0060 0.117 -4.439
18 C5B C C5B N Y N 0 -1.206 -0.144 -3.798
19 C6B C C6B N Y N 0 -1.211 -0.633 -2.509
20 CL2 CL CL2 N N N 0 -2.719 -0.958 -1.712
21 C2A C C2A N N N 0 0.016 0.636 -5.823
22 N3A N N3A N N N 0 -1.065 0.869 -6.5
23 C4A C C4A N N N 0 -0.681 1.366 -7.836
24 C5A C C5A N N N 0 0.818 0.992 -7.9
25 O1A O O1A N N N 0 1.151 0.915 -6.497
26 H311 H 1H31 N N N 0 1.3 0.684 10.378
27 H312 H 2H31 N N N 0 0.555 -0.93 10.323
28 H313 H 3H31 N N N 0 2.097 -0.632 9.485
29 H4 H H4 N N N 0 1.985 0.7 7.026
30 H1C1 H 1H1C N N N 0 -1.021 1.884 4.864
31 H1C2 H 2H1C N N N 0 0.757 1.908 4.886
32 H2C1 H 1H2C N N N 0 0.797 -0.508 4.334
33 H2C2 H 2H2C N N N 0 -0.982 -0.532 4.312
34 H3C1 H 1H3C N N N 0 -0.982 1.138 2.48
35 H3C2 H 2H3C N N N 0 0.797 1.162 2.502
36 H4C1 H 1H4C N N N 0 0.836 -1.254 1.95
37 H4C2 H 2H4C N N N 0 -0.942 -1.278 1.928
38 H5C1 H 1H5C N N N 0 -0.943 0.392 0.096
39 H5C2 H 2H5C N N N 0 0.836 0.416 0.118
40 H3B H H3B N N N 0 2.149 0.09 -4.261
41 H5B H H5B N N N 0 -2.138 0.032 -4.314
42 H4A1 H 1H4A N N N 0 -1.244 0.856 -8.617
43 H4A2 H 2H4A N N N 0 -0.817 2.446 -7.903
44 H5A1 H 1H5A N N N 0 0.961 0.031 -8.394
45 H5A2 H 2H5A N N N 0 1.396 1.773 -8.394



W54 : Chemical Bonds

Total Number of Bonds: 47
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C31 C3 C C sing 1.51 N N
2 C31 H311 C H sing 1.09 N N
3 C31 H312 C H sing 1.09 N N
4 C31 H313 C H sing 1.09 N N
5 C3 C4 C C sing 1.41 N Y
6 C3 N2 C N doub 1.3 N Y
7 C4 C5 C C doub 1.35 N Y
8 C4 H4 C H sing 1.08 N N
9 C5 O1 C O sing 1.34 N Y
10 C5 C1C C C sing 1.51 N N
11 O1 N2 O N sing 1.21 N Y
12 C1C C2C C C sing 1.53 N N
13 C1C H1C1 C H sing 1.09 N N
14 C1C H1C2 C H sing 1.09 N N
15 C2C C3C C C sing 1.53 N N
16 C2C H2C1 C H sing 1.09 N N
17 C2C H2C2 C H sing 1.09 N N
18 C3C C4C C C sing 1.53 N N
19 C3C H3C1 C H sing 1.09 N N
20 C3C H3C2 C H sing 1.09 N N
21 C4C C5C C C sing 1.53 N N
22 C4C H4C1 C H sing 1.09 N N
23 C4C H4C2 C H sing 1.09 N N
24 C5C O1B C O sing 1.43 N N
25 C5C H5C1 C H sing 1.09 N N
26 C5C H5C2 C H sing 1.09 N N
27 O1B C1B O C sing 1.36 N N
28 C1B C2B C C doub 1.39 N Y
29 C1B C6B C C sing 1.39 N Y
30 C2B CL1 C CL sing 1.74 N N
31 C2B C3B C C sing 1.38 N Y
32 C3B C4B C C doub 1.4 N Y
33 C3B H3B C H sing 1.08 N N
34 C4B C5B C C sing 1.4 N Y
35 C4B C2A C C sing 1.48 N N
36 C5B C6B C C doub 1.38 N Y
37 C5B H5B C H sing 1.08 N N
38 C6B CL2 C CL sing 1.74 N N
39 C2A N3A C N doub 1.3 N N
40 C2A O1A C O sing 1.35 N N
41 N3A C4A N C sing 1.48 N N
42 C4A C5A C C sing 1.55 N N
43 C4A H4A1 C H sing 1.09 N N
44 C4A H4A2 C H sing 1.09 N N
45 C5A O1A C O sing 1.44 N N
46 C5A H5A1 C H sing 1.09 N N
47 C5A H5A2 C H sing 1.09 N N



W54 : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
W54 2hwc Open in New Window Bound ligand 1 1
W54 2hwe Open in New Window Bound ligand 1 1