Chemical Components in the PDB

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I3N : Summary

Code

I3N

One-letter code

X

Molecule name

1-BENZYL-5-METHOXY-2-METHYL-1H-INDOL-3-YL)-ACETIC ACID

Systematic names

ProgramVersionName
ACDLabs 10.04 (1-benzyl-5-methoxy-2-methyl-1H-indol-3-yl)acetic acid
OpenEye OEToolkits 1.5.0 2-[5-methoxy-2-methyl-1-(phenylmethyl)indol-3-yl]ethanoic acid

Formula

C19 H19 N O3

Formal charge

0

Molecular weight

309.359 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(O)Cc2c1cc(OC)ccc1n(c2C)Cc3ccccc3
SMILES CACTVS 3.341 COc1ccc2n(Cc3ccccc3)c(C)c(CC(O)=O)c2c1
SMILES OpenEye OEToolkits 1.5.0 Cc1c(c2cc(ccc2n1Cc3ccccc3)OC)CC(=O)O
Canonical SMILES CACTVS 3.341 COc1ccc2n(Cc3ccccc3)c(C)c(CC(O)=O)c2c1
Canonical SMILES OpenEye OEToolkits 1.5.0 Cc1c(c2cc(ccc2n1Cc3ccccc3)OC)CC(=O)O

IUPAC InChI

InChI=1S/C19H19NO3/c1-13-16(11-19(21)22)17-10-15(23-2)8-9-18(17)20(13)12-14-6-4-3-5-7-14/h3-10H,11-12H2,1-2H3,(H,21,22)

IUPAC InChI key

ZEKCBTQHDTUHRJ-UHFFFAOYSA-N
I3N

wwPDB Information

Atom count

42 (23 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

1999-11-08

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



I3N : Atoms of Molecule

Total Number of Atoms: 42
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 3.467 -0.683 4.109
2 O2 O O2 N N N 0 2.04 -0.626 4.157
3 C3 C C3 N Y N 0 1.624 -0.159 2.95
4 C4 C C4 N Y N 0 0.275 -0.002 2.701
5 C5 C C5 N Y N 0 -0.144 0.482 1.46
6 C6 C C6 N Y N 0 0.803 0.798 0.471
7 C7 C C7 N Y N 0 2.157 0.628 0.74
8 C8 C C8 N Y N 0 2.56 0.154 1.968
9 N9 N N9 N Y N 0 0.106 1.242 -0.632
10 C10 C C10 N Y N 0 -1.237 1.217 -0.373
11 C11 C C11 N Y N 0 -1.455 0.769 0.872
12 C12 C C12 N N N 0 -2.794 0.593 1.539
13 C13 C C13 N N N 0 -3.311 -0.796 1.27
14 O14 O O14 N N N 0 -4.497 -1.179 1.77
15 O15 O O15 N N N 0 -2.659 -1.565 0.605
16 C16 C C16 N N N 0 -2.312 1.632 -1.344
17 C17 C C17 N N N 0 0.712 1.675 -1.893
18 C18 C C18 N Y N 0 0.85 0.492 -2.817
19 C19 C C19 N Y N 0 -0.174 0.172 -3.687
20 C20 C C20 N Y N 0 -0.047 -0.913 -4.534
21 C21 C C21 N Y N 0 1.103 -1.677 -4.511
22 C22 C C22 N Y N 0 2.129 -1.356 -3.641
23 C23 C C23 N Y N 0 2.004 -0.268 -2.797
24 H11 H 1H1 N N N 0 3.865 0.313 3.923
25 H12 H 2H1 N N N 0 3.848 -1.055 5.061
26 H13 H 3H1 N N N 0 3.777 -1.354 3.308
27 H4 H H4 N N N 0 -0.449 -0.25 3.461
28 H7 H H7 N N N 0 2.892 0.868 -0.014
29 H8 H H8 N N N 0 3.613 0.024 2.172
30 H121 H 1H12 N N N 0 -2.687 0.739 2.614
31 H122 H 2H12 N N N 0 -3.497 1.325 1.142
32 HXT H HXT N N N 0 -4.828 -2.071 1.597
33 H161 H 1H16 N N N 0 -2.622 0.77 -1.934
34 H162 H 2H16 N N N 0 -3.168 2.023 -0.793
35 H163 H 3H16 N N N 0 -1.924 2.405 -2.008
36 H171 H 1H17 N N N 0 0.079 2.429 -2.361
37 H172 H 2H17 N N N 0 1.697 2.099 -1.696
38 H19 H H19 N N N 0 -1.073 0.769 -3.705
39 H20 H H20 N N N 0 -0.848 -1.163 -5.214
40 H21 H H21 N N N 0 1.202 -2.525 -5.172
41 H22 H H22 N N N 0 3.028 -1.954 -3.622
42 H23 H H23 N N N 0 2.805 -0.018 -2.117



I3N : Chemical Bonds

Total Number of Bonds: 44
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 O2 C O sing 1.43 N N
2 C1 H11 C H sing 1.09 N N
3 C1 H12 C H sing 1.09 N N
4 C1 H13 C H sing 1.09 N N
5 O2 C3 O C sing 1.36 N N
6 C3 C4 C C doub 1.38 N Y
7 C3 C8 C C sing 1.39 N Y
8 C4 C5 C C sing 1.4 N Y
9 C4 H4 C H sing 1.08 N N
10 C5 C6 C C doub 1.41 N Y
11 C5 C11 C C sing 1.47 N Y
12 C6 C7 C C sing 1.39 N Y
13 C6 N9 C N sing 1.38 N Y
14 C7 C8 C C doub 1.38 N Y
15 C7 H7 C H sing 1.08 N N
16 C8 H8 C H sing 1.08 N N
17 N9 C10 N C sing 1.37 N Y
18 N9 C17 N C sing 1.46 N N
19 C10 C11 C C doub 1.34 N Y
20 C10 C16 C C sing 1.51 N N
21 C11 C12 C C sing 1.51 N N
22 C12 C13 C C sing 1.51 N N
23 C12 H121 C H sing 1.09 N N
24 C12 H122 C H sing 1.09 N N
25 C13 O14 C O sing 1.34 N N
26 C13 O15 C O doub 1.21 N N
27 O14 HXT O H sing 0.97 N N
28 C16 H161 C H sing 1.09 N N
29 C16 H162 C H sing 1.09 N N
30 C16 H163 C H sing 1.09 N N
31 C17 C18 C C sing 1.51 N N
32 C17 H171 C H sing 1.09 N N
33 C17 H172 C H sing 1.09 N N
34 C18 C19 C C doub 1.38 N Y
35 C18 C23 C C sing 1.38 N Y
36 C19 C20 C C sing 1.38 N Y
37 C19 H19 C H sing 1.08 N N
38 C20 C21 C C doub 1.38 N Y
39 C20 H20 C H sing 1.08 N N
40 C21 C22 C C sing 1.38 N Y
41 C21 H21 C H sing 1.08 N N
42 C22 C23 C C doub 1.38 N Y
43 C22 H22 C H sing 1.08 N N
44 C23 H23 C H sing 1.08 N N



I3N : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
I3N 1dcy Open in New Window Bound ligand 1 1