Chemical Components in the PDB

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EWS : Summary

Code

EWS

One-letter code

X

Molecule name

(2R,4S)-4-[(5-bromo-1H-indole-3-carbonyl)amino]-2-[(4-chlorophenyl)methyl]piperidin-1-ium

Systematic names

ProgramVersionName
ACDLabs 12.01 (2R,4S)-4-[(5-bromo-1H-indole-3-carbonyl)amino]-2-[(4-chlorophenyl)methyl]piperidin-1-ium
OpenEye OEToolkits 2.0.6 5-bromanyl-~{N}-[(2~{R},4~{S})-2-[(4-chlorophenyl)methyl]piperidin-1-ium-4-yl]-1~{H}-indole-3-carboxamide

Formula

C21 H22 Br Cl N3 O

Formal charge

1

Molecular weight

447.776 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 C3(NC(=O)c1c2cc(ccc2nc1)Br)CC([NH2+]CC3)Cc4ccc(cc4)Cl
SMILES CACTVS 3.385 Clc1ccc(C[CH]2C[CH](CC[NH2+]2)NC(=O)c3c[nH]c4ccc(Br)cc34)cc1
SMILES OpenEye OEToolkits 2.0.6 c1cc(ccc1CC2CC(CC[NH2+]2)NC(=O)c3c[nH]c4c3cc(cc4)Br)Cl
Canonical SMILES CACTVS 3.385 Clc1ccc(C[C@@H]2C[C@H](CC[NH2+]2)NC(=O)c3c[nH]c4ccc(Br)cc34)cc1
Canonical SMILES OpenEye OEToolkits 2.0.6 c1cc(ccc1C[C@@H]2C[C@H](CC[NH2+]2)NC(=O)c3c[nH]c4c3cc(cc4)Br)Cl

IUPAC InChI

InChI=1S/C21H21BrClN3O/c22-14-3-6-20-18(10-14)19(12-25-20)21(27)26-16-7-8-24-17(11-16)9-13-1-4-15(23)5-2-13/h1-6,10,12,16-17,24-25H,7-9,11H2,(H,26,27)/p+1/t16-,17+/m0/s1

IUPAC InChI key

GGXKHDYKPGTZBA-DLBZAZTESA-O
EWS

wwPDB Information

Atom count

49 (27 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2018-02-07

Last modified at

2018-08-31

Status

Released

Obsoleted

Not Assigned



EWS : Atoms of Molecule

Total Number of Atoms: 49
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CAC C C1 S N N 0 -0.732 2.473 0.456
2 CAD C C2 N N N 0 -2.044 2.511 1.244
3 CAE C C3 N N N 0 -1.008 2.864 -0.999
4 CAF C C4 N N N 0 -2.061 1.92 -1.584
5 CAH C C5 R N N 0 -3.06 1.58 0.578
6 CAI C C6 N N N 0 -4.374 1.615 1.36
7 CAJ C C7 N Y N 0 -5.331 0.605 0.78
8 CAK C C8 N Y N 0 -5.345 -0.69 1.263
9 CAL C C9 N Y N 0 -6.197 0.975 -0.232
10 CAM C C10 N Y N 0 -7.074 0.049 -0.764
11 CAN C C11 N Y N 0 -7.085 -1.249 -0.285
12 CAO C C12 N Y N 0 -6.221 -1.617 0.731
13 CAQ C C13 N Y N 0 4.304 -0.078 0.006
14 CAR C C14 N Y N 0 5.506 -0.745 -0.09
15 CAS C C15 N Y N 0 5.552 -2.127 0.035
16 CAT C C16 N Y N 0 4.401 -2.85 0.255
17 CAU C C17 N Y N 0 3.177 -2.195 0.356
18 CAV C C18 N Y N 0 3.132 -0.797 0.229
19 CAX C C19 N Y N 0 1.028 -1.585 0.583
20 CAZ C C20 N N N 0 1.153 0.934 0.34
21 NAA N N1 N N N 0 -0.171 1.12 0.502
22 NAG N N2 N N N 1 -3.3 2.021 -0.805
23 NAW N N3 N Y N 0 1.886 -2.633 0.568
24 OAB O O1 N N N 0 1.884 1.889 0.155
25 CBA C C21 N Y N 0 1.715 -0.423 0.387
26 CLA CL CL1 N N N 0 -8.186 -2.412 -0.953
27 BRA BR BR1 N N N 0 7.1 0.226 -0.393
28 HAC H H1 N N N 0 -0.023 3.176 0.893
29 HAD H H2 N N N 0 -1.864 2.182 2.267
30 HAE H H3 N N N 0 -2.434 3.529 1.253
31 HAF H H4 N N N 0 -1.376 3.889 -1.038
32 HAG H H5 N N N 0 -0.087 2.786 -1.578
33 HAI H H6 N N N 0 -2.259 2.195 -2.62
34 HAH H H7 N N N 0 -1.691 0.895 -1.545
35 HAJ H H8 N N N 0 -2.668 0.563 0.571
36 HAL H H9 N N N 0 -4.182 1.374 2.405
37 HAK H H10 N N N 0 -4.812 2.611 1.291
38 HAM H H11 N N N 0 -4.671 -0.978 2.056
39 HAN H H12 N N N 0 -6.188 1.988 -0.606
40 HAO H H13 N N N 0 -7.751 0.339 -1.554
41 HAP H H14 N N N 0 -6.229 -2.63 1.106
42 HAQ H H15 N N N 0 4.271 0.998 -0.086
43 HAS H H16 N N N 0 6.499 -2.64 -0.043
44 HAT H H17 N N N 0 4.447 -3.925 0.35
45 HAX H H18 N N N 0 -0.039 -1.658 0.732
46 HAA H H19 N N N 0 -0.754 0.359 0.65
47 HAZ H H20 N N N 0 -3.615 2.98 -0.801
48 HAY H H21 N N N 0 -4.01 1.439 -1.224
49 HAW H H22 N N N 0 1.629 -3.56 0.69



EWS : Chemical Bonds

Total Number of Bonds: 52
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CLA CAN CL C sing 1.74 N N
2 CAN CAO C C doub 1.38 N Y
3 CAN CAM C C sing 1.38 N Y
4 CAO CAK C C sing 1.38 N Y
5 CAM CAL C C doub 1.38 N Y
6 CAK CAJ C C doub 1.38 N Y
7 CAL CAJ C C sing 1.38 N Y
8 CAJ CAI C C sing 1.51 N N
9 CAI CAH C C sing 1.53 N N
10 CAH NAG C N sing 1.47 N N
11 CAH CAD C C sing 1.53 N N
12 NAG CAF N C sing 1.47 N N
13 CAD CAC C C sing 1.53 N N
14 CAF CAE C C sing 1.53 N N
15 CAE CAC C C sing 1.53 N N
16 BRA CAR BR C sing 1.89 N N
17 CAC NAA C N sing 1.47 N N
18 NAA CAZ N C sing 1.35 N N
19 CAR CAQ C C doub 1.38 N Y
20 CAR CAS C C sing 1.39 N Y
21 CAQ CAV C C sing 1.39 N Y
22 CAZ OAB C O doub 1.22 N N
23 CAZ CBA C C sing 1.47 N N
24 CAS CAT C C doub 1.38 N Y
25 CAV CBA C C sing 1.47 N Y
26 CAV CAU C C doub 1.4 N Y
27 CBA CAX C C doub 1.36 N Y
28 CAT CAU C C sing 1.39 N Y
29 CAU NAW C N sing 1.38 N Y
30 CAX NAW C N sing 1.35 N Y
31 CAC HAC C H sing 1.09 N N
32 CAD HAD C H sing 1.09 N N
33 CAD HAE C H sing 1.09 N N
34 CAE HAF C H sing 1.09 N N
35 CAE HAG C H sing 1.09 N N
36 CAF HAI C H sing 1.09 N N
37 CAF HAH C H sing 1.09 N N
38 CAH HAJ C H sing 1.09 N N
39 CAI HAL C H sing 1.09 N N
40 CAI HAK C H sing 1.09 N N
41 CAK HAM C H sing 1.08 N N
42 CAL HAN C H sing 1.08 N N
43 CAM HAO C H sing 1.08 N N
44 CAO HAP C H sing 1.08 N N
45 CAQ HAQ C H sing 1.08 N N
46 CAS HAS C H sing 1.08 N N
47 CAT HAT C H sing 1.08 N N
48 CAX HAX C H sing 1.08 N N
49 NAA HAA N H sing 0.97 N N
50 NAG HAZ N H sing 1.01 N N
51 NAG HAY N H sing 1.01 N N
52 NAW HAW N H sing 0.97 N N



EWS : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
EWS 6cc9 Open in New Window Bound ligand 1 1
EWS 6ccx Open in New Window Bound ligand 1 1