Chemical Components in the PDB

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84K : Summary

Code

84K

One-letter code

X

Molecule name

Carfentanil

Synonyms

methyl 1-(2-phenylethyl)-4-(N-phenylpropanamido)piperidine-4-carboxylate

Systematic names

ProgramVersionName
ACDLabs 12.01 methyl 1-(2-phenylethyl)-4-(N-phenylpropanamido)piperidine-4-carboxylate
OpenEye OEToolkits 2.0.7 methyl 1-(2-phenylethyl)-4-[phenyl(propanoyl)amino]piperidine-4-carboxylate

Formula

C24 H30 N2 O3

Formal charge

0

Molecular weight

394.507 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(OC)C1(CCN(CCc2ccccc2)CC1)N(c1ccccc1)C(=O)CC
SMILES CACTVS 3.385 CCC(=O)N(c1ccccc1)C2(CCN(CCc3ccccc3)CC2)C(=O)OC
SMILES OpenEye OEToolkits 2.0.7 CCC(=O)N(c1ccccc1)C2(CCN(CC2)CCc3ccccc3)C(=O)OC
Canonical SMILES CACTVS 3.385 CCC(=O)N(c1ccccc1)C2(CCN(CCc3ccccc3)CC2)C(=O)OC
Canonical SMILES OpenEye OEToolkits 2.0.7 CCC(=O)N(c1ccccc1)C2(CCN(CC2)CCc3ccccc3)C(=O)OC

IUPAC InChI

InChI=1S/C24H30N2O3/c1-3-22(27)26(21-12-8-5-9-13-21)24(23(28)29-2)15-18-25(19-16-24)17-14-20-10-6-4-7-11-20/h4-13H,3,14-19H2,1-2H3

IUPAC InChI key

YDSDEBIZUNNPOB-UHFFFAOYSA-N
84K

wwPDB Information

Atom count

59 (29 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2023-07-12

Last modified at

2023-09-13

Status

Released

Obsoleted

Not Assigned



84K : Atoms of Molecule

Total Number of Atoms: 59
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N1 N N1 N N N 0 -2.645 0.026 -0.338
2 C4 C C1 N Y N 0 -3.212 -1.238 -0.14
3 C5 C C2 N Y N 0 -2.499 -2.381 -0.479
4 C6 C C3 N Y N 0 -3.061 -3.627 -0.282
5 C7 C C4 N Y N 0 -4.333 -3.737 0.25
6 C8 C C5 N Y N 0 -5.045 -2.602 0.587
7 C10 C C6 N N N 0 -1.268 0.286 0.09
8 C13 C C7 N N N 0 0.697 -0.642 1.319
9 C15 C C8 N N N 0 2.939 -0.388 0.442
10 C17 C C9 N Y N 0 5.235 -0.377 -0.495
11 C20 C C10 N Y N 0 7.918 -0.182 0.147
12 C1 C C14 N N N 0 -3.487 3.108 -2.23
13 C21 C C11 N Y N 0 7.306 -1.42 0.103
14 C22 C C12 N Y N 0 5.963 -1.518 -0.212
15 C24 C C13 N N N 0 -2.103 3.037 2.556
16 C11 C C15 N N N 0 -0.373 0.452 -1.141
17 C12 C C16 N N N 0 1.074 0.663 -0.688
18 C14 C C17 N N N 0 -0.761 -0.892 0.926
19 C16 C C18 N N N 0 3.772 -0.483 -0.838
20 C18 C C19 N Y N 0 5.849 0.861 -0.457
21 C19 C C20 N Y N 0 7.19 0.959 -0.136
22 C2 C C21 N N N 0 -2.773 2.379 -1.09
23 C23 C C22 N N N 0 -1.227 1.546 0.916
24 C3 C C23 N N N 0 -3.364 1.002 -0.926
25 C9 C C24 N Y N 0 -4.486 -1.353 0.4
26 O3 O O3 N N N 0 -2.208 1.805 1.795
27 N2 N N2 N N N 0 1.513 -0.491 0.107
28 O1 O O1 N N N 0 -4.487 0.773 -1.324
29 O2 O O2 N N N 0 -0.311 2.323 0.787
30 H6 H H1 N N N 0 -1.506 -2.295 -0.895
31 H7 H H2 N N N 0 -2.507 -4.516 -0.545
32 H20 H H8 N N N 0 3.13 0.568 0.929
33 H8 H H3 N N N 0 -4.77 -4.713 0.402
34 H9 H H4 N N N 0 -6.038 -2.691 1.002
35 H16 H H5 N N N 0 0.762 0.268 1.916
36 H15 H H6 N N N 0 1.066 -1.486 1.902
37 H19 H H7 N N N 0 3.214 -1.2 1.115
38 H25 H H9 N N N 0 8.966 -0.106 0.393
39 H26 H H10 N N N 0 7.877 -2.312 0.315
40 H27 H H11 N N N 0 5.483 -2.485 -0.237
41 H28 H H12 N N N 0 -2.958 3.123 3.227
42 H30 H H13 N N N 0 -1.183 3.026 3.14
43 H29 H H14 N N N 0 -2.091 3.886 1.873
44 H3 H H15 N N N 0 -4.549 3.194 -1.997
45 H1 H H16 N N N 0 -3.06 4.103 -2.349
46 H2 H H17 N N N 0 -3.363 2.546 -3.155
47 H12 H H18 N N N 0 -0.434 -0.444 -1.758
48 H11 H H19 N N N 0 -0.703 1.316 -1.718
49 H13 H H20 N N N 0 1.717 0.767 -1.563
50 H14 H H21 N N N 0 1.137 1.567 -0.082
51 H17 H H22 N N N 0 -1.368 -0.988 1.826
52 H18 H H23 N N N 0 -0.828 -1.809 0.341
53 H21 H H24 N N N 0 3.582 -1.439 -1.325
54 H22 H H25 N N N 0 3.497 0.329 -1.512
55 H23 H H26 N N N 0 5.28 1.752 -0.678
56 H24 H H27 N N N 0 7.669 1.926 -0.107
57 H5 H H28 N N N 0 -1.711 2.293 -1.324
58 H4 H H29 N N N 0 -2.897 2.941 -0.165
59 H10 H H30 N N N 0 -5.041 -0.466 0.668



84K : Chemical Bonds

Total Number of Bonds: 61
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O2 C23 O C doub 1.21 N N
2 C1 C2 C C sing 1.53 N N
3 C2 C3 C C sing 1.51 N N
4 C24 O3 C O sing 1.45 N N
5 O1 C3 O C doub 1.21 N N
6 C3 N1 C N sing 1.35 N N
7 C23 O3 C O sing 1.34 N N
8 C23 C10 C C sing 1.51 N N
9 C5 C6 C C doub 1.38 N Y
10 C5 C4 C C sing 1.39 N Y
11 C6 C7 C C sing 1.38 N Y
12 N1 C4 N C sing 1.4 N N
13 N1 C10 N C sing 1.47 N N
14 C4 C9 C C doub 1.39 N Y
15 C10 C11 C C sing 1.53 N N
16 C10 C14 C C sing 1.53 N N
17 C7 C8 C C doub 1.38 N Y
18 C11 C12 C C sing 1.53 N N
19 C9 C8 C C sing 1.38 N Y
20 C14 C13 C C sing 1.53 N N
21 C12 N2 C N sing 1.47 N N
22 C13 N2 C N sing 1.47 N N
23 N2 C15 N C sing 1.47 N N
24 C15 C16 C C sing 1.53 N N
25 C16 C17 C C sing 1.51 N N
26 C18 C17 C C doub 1.38 N Y
27 C18 C19 C C sing 1.38 N Y
28 C17 C22 C C sing 1.38 N Y
29 C19 C20 C C doub 1.38 N Y
30 C22 C21 C C doub 1.38 N Y
31 C20 C21 C C sing 1.38 N Y
32 C5 H6 C H sing 1.08 N N
33 C6 H7 C H sing 1.08 N N
34 C7 H8 C H sing 1.08 N N
35 C8 H9 C H sing 1.08 N N
36 C13 H16 C H sing 1.09 N N
37 C13 H15 C H sing 1.09 N N
38 C15 H19 C H sing 1.09 N N
39 C15 H20 C H sing 1.09 N N
40 C20 H25 C H sing 1.08 N N
41 C21 H26 C H sing 1.08 N N
42 C22 H27 C H sing 1.08 N N
43 C24 H28 C H sing 1.09 N N
44 C24 H30 C H sing 1.09 N N
45 C24 H29 C H sing 1.09 N N
46 C1 H3 C H sing 1.09 N N
47 C1 H1 C H sing 1.09 N N
48 C1 H2 C H sing 1.09 N N
49 C11 H12 C H sing 1.09 N N
50 C11 H11 C H sing 1.09 N N
51 C12 H13 C H sing 1.09 N N
52 C12 H14 C H sing 1.09 N N
53 C14 H17 C H sing 1.09 N N
54 C14 H18 C H sing 1.09 N N
55 C16 H21 C H sing 1.09 N N
56 C16 H22 C H sing 1.09 N N
57 C18 H23 C H sing 1.08 N N
58 C19 H24 C H sing 1.08 N N
59 C2 H5 C H sing 1.09 N N
60 C2 H4 C H sing 1.09 N N
61 C9 H10 C H sing 1.08 N N



84K : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
84K 8tfp Open in New Window Bound ligand 2 1