Chemical Components in the PDB

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AKU : Summary

Code

AKU

One-letter code

X

Molecule name

(1S)-1-[2-(1H-indol-3-yl)ethyl]-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde

Systematic names

ProgramVersionName
ACDLabs 12.01 (1S)-1-[2-(1H-indol-3-yl)ethyl]-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde
OpenEye OEToolkits 2.0.6 (1~{S})-1-[2-(1~{H}-indol-3-yl)ethyl]-6,7-dimethoxy-3,4-dihydro-1~{H}-isoquinoline-2-carbaldehyde

Formula

C22 H24 N2 O3

Formal charge

0

Molecular weight

364.438 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c2c1C(N(CCc1cc(c2OC)OC)C=O)CCc3cnc4c3cccc4
SMILES CACTVS 3.385 COc1cc2CCN(C=O)[CH](CCc3c[nH]c4ccccc34)c2cc1OC
SMILES OpenEye OEToolkits 2.0.6 COc1cc2c(cc1OC)C(N(CC2)C=O)CCc3c[nH]c4c3cccc4
Canonical SMILES CACTVS 3.385 COc1cc2CCN(C=O)[C@@H](CCc3c[nH]c4ccccc34)c2cc1OC
Canonical SMILES OpenEye OEToolkits 2.0.6 COc1cc2c(cc1OC)[C@@H](N(CC2)C=O)CCc3c[nH]c4c3cccc4

IUPAC InChI

InChI=1S/C22H24N2O3/c1-26-21-11-15-9-10-24(14-25)20(18(15)12-22(21)27-2)8-7-16-13-23-19-6-4-3-5-17(16)19/h3-6,11-14,20,23H,7-10H2,1-2H3/t20-/m0/s1

IUPAC InChI key

PIORUUQSJASDET-FQEVSTJZSA-N
AKU

wwPDB Information

Atom count

51 (27 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2018-11-08

Last modified at

2019-10-18

Status

Released

Obsoleted

Not Assigned



AKU : Atoms of Molecule

Total Number of Atoms: 51
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C4 C C1 N Y N 0 -1.895 1.054 0.715
2 C14 C C2 N N N 0 1.893 -1.255 0.576
3 C5 C C3 N Y N 0 -1.805 -0.287 0.366
4 C6 C C4 N Y N 0 -2.805 -0.874 -0.378
5 C11 C C5 N N N 0 -1.994 3.657 1.446
6 C7 C C6 S N N 0 -0.585 -1.049 0.821
7 C8 C C7 N N N 0 -1.363 -2.888 -0.7
8 C9 C C8 N N N 0 -2.781 -2.326 -0.777
9 C10 C C9 N N N 0 -6.069 1.277 -1.593
10 C12 C C10 N N N 0 -0.454 -3.396 1.528
11 C13 C C11 N N N 0 0.636 -0.573 0.031
12 N1 N N1 N N N 0 -0.785 -2.484 0.592
13 N2 N N2 N Y N 0 4.728 -0.681 -1.701
14 C3 C C12 N Y N 0 -2.986 1.809 0.324
15 C1 C C13 N Y N 0 -3.896 -0.114 -0.783
16 C15 C C14 N Y N 0 3.096 -0.786 -0.201
17 C16 C C15 N Y N 0 3.652 -1.4 -1.257
18 C17 C C16 N Y N 0 4.898 0.439 -0.919
19 C18 C C17 N Y N 0 3.881 0.424 0.054
20 C19 C C18 N Y N 0 5.817 1.484 -0.927
21 C2 C C19 N Y N 0 -3.996 1.219 -0.429
22 C20 C C20 N Y N 0 5.721 2.487 0.012
23 C21 C C21 N Y N 0 4.716 2.467 0.97
24 C22 C C22 N Y N 0 3.802 1.452 0.995
25 O1 O O1 N N N 0 -5.072 1.951 -0.823
26 O2 O O2 N N N 0 -3.07 3.121 0.673
27 O3 O O3 N N N 0 -0.63 -4.576 1.313
28 H1 H H1 N N N 0 -1.11 1.509 1.3
29 H2 H H2 N N N 0 2.018 -0.998 1.628
30 H3 H H3 N N N 0 1.793 -2.335 0.475
31 H4 H H4 N N N 0 -2.186 4.709 1.655
32 H5 H H5 N N N 0 -1.913 3.109 2.385
33 H6 H H6 N N N 0 -1.063 3.562 0.888
34 H7 H H7 N N N 0 -0.421 -0.87 1.883
35 H8 H H8 N N N 0 -1.393 -3.976 -0.766
36 H9 H H9 N N N 0 -0.761 -2.486 -1.515
37 H10 H H10 N N N 0 -3.428 -2.892 -0.108
38 H11 H H11 N N N 0 -3.15 -2.423 -1.798
39 H12 H H12 N N N 0 -5.623 0.895 -2.511
40 H13 H H13 N N N 0 -6.476 0.448 -1.014
41 H14 H H14 N N N 0 -6.87 1.974 -1.841
42 H15 H H15 N N N 0 -0.031 -3.075 2.469
43 H16 H H16 N N N 0 0.736 0.507 0.132
44 H17 H H17 N N N 0 0.511 -0.83 -1.021
45 H18 H H18 N N N 0 5.291 -0.925 -2.453
46 H19 H H19 N N N 0 -4.677 -0.571 -1.372
47 H20 H H20 N N N 0 3.303 -2.325 -1.692
48 H21 H H21 N N N 0 6.602 1.508 -1.668
49 H22 H H22 N N N 0 6.435 3.297 0.004
50 H23 H H23 N N N 0 4.655 3.261 1.699
51 H24 H H24 N N N 0 3.023 1.443 1.743



AKU : Chemical Bonds

Total Number of Bonds: 54
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C10 O1 C O sing 1.43 N N
2 O1 C2 O C sing 1.36 N N
3 O2 C11 O C sing 1.43 N N
4 O2 C3 O C sing 1.36 N N
5 C2 C3 C C doub 1.39 N Y
6 C2 C1 C C sing 1.38 N Y
7 C3 C4 C C sing 1.38 N Y
8 C1 C6 C C doub 1.39 N Y
9 C4 C5 C C doub 1.39 N Y
10 C6 C5 C C sing 1.38 N Y
11 C6 C9 C C sing 1.51 N N
12 C5 C7 C C sing 1.51 N N
13 C9 C8 C C sing 1.53 N N
14 C7 N1 C N sing 1.47 N N
15 C7 C13 C C sing 1.53 N N
16 C8 N1 C N sing 1.47 N N
17 C21 C22 C C doub 1.37 N Y
18 C21 C20 C C sing 1.39 N Y
19 N1 C12 N C sing 1.35 N N
20 C22 C18 C C sing 1.4 N Y
21 C13 C14 C C sing 1.53 N N
22 C12 O3 C O doub 1.21 N N
23 C20 C19 C C doub 1.38 N Y
24 C18 C15 C C sing 1.46 N Y
25 C18 C17 C C doub 1.41 N Y
26 C14 C15 C C sing 1.51 N N
27 C15 C16 C C doub 1.34 N Y
28 C19 C17 C C sing 1.39 N Y
29 C17 N2 C N sing 1.38 N Y
30 C16 N2 C N sing 1.37 N Y
31 C4 H1 C H sing 1.08 N N
32 C14 H2 C H sing 1.09 N N
33 C14 H3 C H sing 1.09 N N
34 C11 H4 C H sing 1.09 N N
35 C11 H5 C H sing 1.09 N N
36 C11 H6 C H sing 1.09 N N
37 C7 H7 C H sing 1.09 N N
38 C8 H8 C H sing 1.09 N N
39 C8 H9 C H sing 1.09 N N
40 C9 H10 C H sing 1.09 N N
41 C9 H11 C H sing 1.09 N N
42 C10 H12 C H sing 1.09 N N
43 C10 H13 C H sing 1.09 N N
44 C10 H14 C H sing 1.09 N N
45 C12 H15 C H sing 1.08 N N
46 C13 H16 C H sing 1.09 N N
47 C13 H17 C H sing 1.09 N N
48 N2 H18 N H sing 0.97 N N
49 C1 H19 C H sing 1.08 N N
50 C16 H20 C H sing 1.08 N N
51 C19 H21 C H sing 1.08 N N
52 C20 H22 C H sing 1.08 N N
53 C21 H23 C H sing 1.08 N N
54 C22 H24 C H sing 1.08 N N



AKU : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
AKU 6ink Open in New Window Bound ligand 2 1
AKU 6inm Open in New Window Bound ligand 2 1