Chemical Components in the PDB

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1JE : Summary

Code

1JE

One-letter code

X

Molecule name

[(1R)-5,8-dichloro-1-propyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl]acetic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 [(1R)-5,8-dichloro-1-propyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl]acetic acid
OpenEye OEToolkits 1.7.6 2-[(1R)-5,8-bis(chloranyl)-1-propyl-4,9-dihydro-3H-pyrano[3,4-b]indol-1-yl]ethanoic acid

Formula

C16 H17 Cl2 N O3

Formal charge

0

Molecular weight

342.217 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)CC3(OCCc2c3nc1c(Cl)ccc(Cl)c12)CCC
SMILES CACTVS 3.370 CCC[C]1(CC(O)=O)OCCc2c1[nH]c3c(Cl)ccc(Cl)c23
SMILES OpenEye OEToolkits 1.7.6 CCCC1(c2c(c3c(ccc(c3[nH]2)Cl)Cl)CCO1)CC(=O)O
Canonical SMILES CACTVS 3.370 CCC[C@]1(CC(O)=O)OCCc2c1[nH]c3c(Cl)ccc(Cl)c23
Canonical SMILES OpenEye OEToolkits 1.7.6 CCC[C@]1(c2c(c3c(ccc(c3[nH]2)Cl)Cl)CCO1)CC(=O)O

IUPAC InChI

InChI=1S/C16H17Cl2NO3/c1-2-6-16(8-12(20)21)15-9(5-7-22-16)13-10(17)3-4-11(18)14(13)19-15/h3-4,19H,2,5-8H2,1H3,(H,20,21)/t16-/m1/s1

IUPAC InChI key

DKHFCUNJXIAWGU-MRXNPFEDSA-N
1JE

wwPDB Information

Atom count

39 (22 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-02-15

Last modified at

2013-04-12

Status

Released

Obsoleted

Not Assigned



1JE : Atoms of Molecule

Total Number of Atoms: 39
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 1.488 0.791 0.319
2 C2 C C2 N Y N 0 2.678 1.502 0.45
3 C3 C C3 N Y N 0 3.885 0.841 0.369
4 C4 C C4 N Y N 0 3.927 -0.53 0.157
5 C5 C C5 N Y N 0 2.772 -1.248 0.025
6 C6 C C6 N Y N 0 1.536 -0.6 0.104
7 N7 N N7 N Y N 0 0.159 1.156 0.356
8 C8 C C8 N Y N 0 -0.629 0.057 0.177
9 C9 C C9 N Y N 0 0.148 -1.034 0.015
10 C10 C C10 R N N 0 -2.138 -0.0070 0.146
11 O11 O O11 N N N 0 -2.52 -1.268 -0.418
12 C12 C C12 N N N 0 -1.889 -2.401 0.185
13 C13 C C13 N N N 0 -0.401 -2.42 -0.205
14 CL1 CL CL1 N N N 0 2.641 3.217 0.714
15 CL2 CL CL2 N N N 0 2.84 -2.962 -0.241
16 C16 C C16 N N N 0 -2.686 1.132 -0.716
17 C17 C C17 N N N 0 -2.156 0.999 -2.12
18 O18 O O18 N N N 0 -1.505 0.029 -2.431
19 O19 O O19 N N N 0 -2.407 1.957 -3.026
20 C20 C C20 N N N 0 -2.69 0.11 1.569
21 C21 C C21 N N N 0 -4.218 0.034 1.532
22 C22 C C22 N N N 0 -4.762 0.02 2.961
23 H1 H H1 N N N 0 4.806 1.396 0.472
24 H2 H H2 N N N 0 4.881 -1.033 0.095
25 H3 H H3 N N N 0 -0.168 2.059 0.491
26 H4 H H4 N N N 0 -1.984 -2.336 1.269
27 H5 H H5 N N N 0 -2.368 -3.314 -0.168
28 H6 H H6 N N N 0 -0.29 -2.7 -1.253
29 H7 H H7 N N N 0 0.13 -3.133 0.427
30 H8 H H8 N N N 0 -3.775 1.084 -0.733
31 H9 H H9 N N N 0 -2.372 2.088 -0.298
32 H10 H H10 N N N 0 -2.046 1.827 -3.914
33 H11 H H11 N N N 0 -2.3 -0.706 2.178
34 H12 H H12 N N N 0 -2.384 1.063 2.0
35 H13 H H13 N N N 0 -4.612 0.9 1.001
36 H14 H H14 N N N 0 -4.523 -0.877 1.018
37 H15 H H15 N N N 0 -4.368 -0.846 3.492
38 H16 H H16 N N N 0 -4.457 0.931 3.475
39 H17 H H17 N N N 0 -5.851 -0.034 2.935



1JE : Chemical Bonds

Total Number of Bonds: 41
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C22 C21 C C sing 1.53 N N
2 C21 C20 C C sing 1.53 N N
3 C20 C10 C C sing 1.53 N N
4 CL1 C2 CL C sing 1.74 N N
5 C2 C3 C C doub 1.38 N Y
6 C2 C1 C C sing 1.39 N Y
7 N7 C1 N C sing 1.38 N Y
8 N7 C8 N C sing 1.36 N Y
9 C3 C4 C C sing 1.39 N Y
10 C1 C6 C C doub 1.41 N Y
11 O18 C17 O C doub 1.21 N N
12 C10 C8 C C sing 1.51 N N
13 C10 O11 C O sing 1.43 N N
14 C10 C16 C C sing 1.53 N N
15 C8 C9 C C doub 1.35 N Y
16 C4 C5 C C doub 1.37 N Y
17 C6 C9 C C sing 1.46 N Y
18 C6 C5 C C sing 1.4 N Y
19 O11 C12 O C sing 1.43 N N
20 C9 C13 C C sing 1.51 N N
21 C5 CL2 C CL sing 1.74 N N
22 C17 C16 C C sing 1.51 N N
23 C17 O19 C O sing 1.34 N N
24 C13 C12 C C sing 1.54 N N
25 C3 H1 C H sing 1.08 N N
26 C4 H2 C H sing 1.08 N N
27 N7 H3 N H sing 0.97 N N
28 C12 H4 C H sing 1.09 N N
29 C12 H5 C H sing 1.09 N N
30 C13 H6 C H sing 1.09 N N
31 C13 H7 C H sing 1.09 N N
32 C16 H8 C H sing 1.09 N N
33 C16 H9 C H sing 1.09 N N
34 O19 H10 O H sing 0.97 N N
35 C20 H11 C H sing 1.09 N N
36 C20 H12 C H sing 1.09 N N
37 C21 H13 C H sing 1.09 N N
38 C21 H14 C H sing 1.09 N N
39 C22 H15 C H sing 1.09 N N
40 C22 H16 C H sing 1.09 N N
41 C22 H17 C H sing 1.09 N N



1JE : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
1JE 4j02 Open in New Window Bound ligand 2 1