Chemical Components in the PDB

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XOC : Summary

Code

XOC

One-letter code

X

Molecule name

N-phenothiazin-10-yl-2-piperidin-1-yl-ethanamide

Synonyms

FD44

Systematic names

ProgramVersionName
OpenEye OEToolkits 1.7.6 N-phenothiazin-10-yl-2-piperidin-1-yl-ethanamide

Formula

C19 H21 N3 O S

Formal charge

0

Molecular weight

339.455 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 O=C(CN1CCCCC1)NN2c3ccccc3Sc4ccccc24
SMILES OpenEye OEToolkits 1.7.6 c1ccc2c(c1)N(c3ccccc3S2)NC(=O)CN4CCCCC4
Canonical SMILES CACTVS 3.385 O=C(CN1CCCCC1)NN2c3ccccc3Sc4ccccc24
Canonical SMILES OpenEye OEToolkits 1.7.6 c1ccc2c(c1)N(c3ccccc3S2)NC(=O)CN4CCCCC4

IUPAC InChI

InChI=1S/C19H21N3OS/c23-19(14-21-12-6-1-7-13-21)20-22-15-8-2-4-10-17(15)24-18-11-5-3-9-16(18)22/h2-5,8-11H,1,6-7,12-14H2,(H,20,23)

IUPAC InChI key

ALVVXSSFOOYRDP-UHFFFAOYSA-N
XOC

wwPDB Information

Atom count

45 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-07-27

Last modified at

2021-03-01

Status

Released

Obsoleted

Not Assigned



XOC : 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 C1 C C1 N Y N 0 -3.193 -1.243 -0.024
2 C2 C C2 N Y N 0 -3.835 -2.439 -0.314
3 C3 C C3 N Y N 0 -3.113 -3.616 -0.388
4 C4 C C4 N Y N 0 -1.748 -3.603 -0.172
5 C5 C C5 N Y N 0 -1.102 -2.416 0.117
6 C6 C C6 N Y N 0 -1.819 -1.227 0.195
7 C7 C C7 N Y N 0 -1.572 1.225 0.143
8 C8 C C8 N Y N 0 -0.631 2.242 0.017
9 C9 C C9 N Y N 0 -1.029 3.521 -0.323
10 C10 C C10 N Y N 0 -2.365 3.799 -0.541
11 C11 C C11 N Y N 0 -3.307 2.795 -0.421
12 C12 C C12 N Y N 0 -2.915 1.507 -0.081
13 C13 C C13 N N N 0 1.242 0.015 0.561
14 C14 C C14 N N N 0 2.539 -0.099 1.319
15 C15 C C15 N N N 0 4.927 0.26 1.142
16 C16 C C16 N N N 0 6.049 0.639 0.173
17 C17 C C17 N N N 0 6.176 -0.444 -0.902
18 C18 C C18 N N N 0 4.834 -0.595 -1.624
19 C19 C C19 N N N 0 3.747 -0.938 -0.603
20 N1 N N1 N N N 0 -1.137 -0.05 0.496
21 N2 N N2 N N N 0 0.069 -0.157 1.201
22 N3 N N3 N N N 0 3.664 0.128 0.403
23 O2 O O2 N N N 0 1.254 0.262 -0.627
24 S1 S S1 N N N 0 -4.133 0.243 0.056
25 H2 H H2 N N N 0 -4.902 -2.451 -0.483
26 H3 H H3 N N N 0 -3.615 -4.545 -0.613
27 H4 H H4 N N N 0 -1.184 -4.522 -0.23
28 H5 H H5 N N N 0 -0.035 -2.412 0.285
29 H8 H H8 N N N 0 0.414 2.031 0.185
30 H9 H H9 N N N 0 -0.293 4.306 -0.419
31 H10 H H10 N N N 0 -2.673 4.8 -0.805
32 H11 H H11 N N N 0 -4.352 3.013 -0.591
33 H141 H H141 N N N 0 2.562 0.646 2.115
34 H142 H H142 N N N 0 2.619 -1.096 1.753
35 HA H HA N N N 0 0.059 -0.354 2.151
36 H151 H H151 N N N 0 5.167 -0.689 1.623
37 H152 H H152 N N N 0 4.824 1.036 1.901
38 H171 H H171 N N N 0 6.945 -0.157 -1.619
39 H161 H H161 N N N 0 5.816 1.594 -0.298
40 H162 H H162 N N N 0 6.989 0.721 0.72
41 H172 H H172 N N N 0 6.447 -1.391 -0.435
42 H181 H H181 N N N 0 4.583 0.341 -2.123
43 H182 H H182 N N N 0 4.906 -1.394 -2.362
44 H191 H H191 N N N 0 2.788 -1.033 -1.112
45 H192 H H192 N N N 0 3.993 -1.881 -0.114



XOC : 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 C1 C2 C C sing 1.39 N Y
2 C1 C6 C C doub 1.39 N Y
3 C1 S1 C S sing 1.76 N N
4 C2 C3 C C doub 1.38 N Y
5 C3 C4 C C sing 1.38 N Y
6 C4 C5 C C doub 1.38 N Y
7 C5 C6 C C sing 1.39 N Y
8 C6 N1 C N sing 1.39 N N
9 C7 C8 C C sing 1.39 N Y
10 C7 C12 C C doub 1.39 N Y
11 C7 N1 C N sing 1.39 N N
12 C8 C9 C C doub 1.38 N Y
13 C9 C10 C C sing 1.38 N Y
14 C10 C11 C C doub 1.38 N Y
15 C11 C12 C C sing 1.39 N Y
16 C12 S1 C S sing 1.76 N N
17 C13 C14 C C sing 1.51 N N
18 C13 N2 C N sing 1.35 N N
19 C13 O2 C O doub 1.21 N N
20 C14 N3 C N sing 1.47 N N
21 C15 C16 C C sing 1.53 N N
22 C15 N3 C N sing 1.47 N N
23 C16 C17 C C sing 1.53 N N
24 C17 C18 C C sing 1.53 N N
25 C18 C19 C C sing 1.53 N N
26 C19 N3 C N sing 1.47 N N
27 N1 N2 N N sing 1.4 N N
28 C2 H2 C H sing 1.08 N N
29 C3 H3 C H sing 1.08 N N
30 C4 H4 C H sing 1.08 N N
31 C5 H5 C H sing 1.08 N N
32 C8 H8 C H sing 1.08 N N
33 C9 H9 C H sing 1.08 N N
34 C10 H10 C H sing 1.08 N N
35 C11 H11 C H sing 1.08 N N
36 C14 H141 C H sing 1.09 N N
37 C14 H142 C H sing 1.09 N N
38 N2 HA N H sing 0.97 N N
39 C15 H151 C H sing 1.09 N N
40 C15 H152 C H sing 1.09 N N
41 C16 H161 C H sing 1.09 N N
42 C16 H162 C H sing 1.09 N N
43 C17 H171 C H sing 1.09 N N
44 C17 H172 C H sing 1.09 N N
45 C18 H181 C H sing 1.09 N N
46 C18 H182 C H sing 1.09 N N
47 C19 H191 C H sing 1.09 N N
48 C19 H192 C H sing 1.09 N N



XOC : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
XOC 5aan Open in New Window Bound ligand 1 1