Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

14L : Summary

Code

14L

One-letter code

X

Molecule name

(11S,12S,13S)-11,12,13,14-tetrahydronaphtho[1,2,3,4-pqr]tetraphene-11,12,13-triol

Systematic names

ProgramVersionName
ACDLabs 12.01 (11S,12S,13S)-11,12,13,14-tetrahydronaphtho[1,2,3,4-pqr]tetraphene-11,12,13-triol

Formula

C24 H18 O3

Formal charge

0

Molecular weight

354.398 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 OC6c3c(c2c1ccccc1c5c4c2c(c3)ccc4ccc5)CC(O)C6O
SMILES CACTVS 3.370 O[CH]1Cc2c(cc3ccc4cccc5c6ccccc6c2c3c45)[CH](O)[CH]1O
SMILES OpenEye OEToolkits 1.7.6 c1ccc2c(c1)c3cccc4c3c5c2c6c(cc5cc4)C(C(C(C6)O)O)O
Canonical SMILES CACTVS 3.370 O[C@H]1Cc2c(cc3ccc4cccc5c6ccccc6c2c3c45)[C@H](O)[C@H]1O
Canonical SMILES OpenEye OEToolkits 1.7.6 c1ccc2c(c1)c3cccc4c3c5c2c6c(cc5cc4)[C@@H]([C@H]([C@H](C6)O)O)O

IUPAC InChI

InChI=1S/C24H18O3/c25-19-11-17-18(23(26)24(19)27)10-13-9-8-12-4-3-7-15-14-5-1-2-6-16(14)22(17)21(13)20(12)15/h1-10,19,23-27H,11H2/t19-,23-,24-/m0/s1

IUPAC InChI key

HWQNIRBJKZENJU-IGKWTDBASA-N
14L

wwPDB Information

Atom count

45 (27 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-10-05

Last modified at

2012-11-16

Status

Released

Obsoleted

Not Assigned



14L : Atoms of Molecule

Total Number of Atoms: 45
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C14 C C14 N N N 0 -2.101 -1.532 -0.033
2 C13 C C13 S N N 0 -3.47 -1.266 -0.663
3 O13 O O13 N N N 0 -3.313 -0.724 -1.972
4 C12 C C12 S N N 0 -4.185 -0.264 0.249
5 O12 O O12 N N N 0 -5.55 -0.129 -0.156
6 C11 C C11 S N N 0 -3.473 1.078 0.131
7 O11 O O11 N N N 0 -3.873 1.905 1.231
8 C16 C C16 N Y N 0 -1.971 0.96 0.136
9 C10 C C10 N Y N 0 -1.257 2.146 0.145
10 C17 C C17 N Y N 0 0.138 2.134 0.117
11 C18 C C18 N Y N 0 0.815 0.895 0.094
12 C9 C C9 N Y N 0 0.87 3.347 0.11
13 C8 C C8 N Y N 0 2.214 3.342 -0.014
14 C20 C C20 N Y N 0 2.921 2.121 -0.116
15 C21 C C21 N Y N 0 2.223 0.894 -0.034
16 C7 C C7 N Y N 0 4.308 2.11 -0.304
17 C6 C C6 N Y N 0 4.985 0.914 -0.39
18 C5 C C5 N Y N 0 4.316 -0.293 -0.282
19 C22 C C22 N Y N 0 2.939 -0.318 -0.089
20 C23 C C23 N Y N 0 2.22 -1.592 0.084
21 C4 C C4 N Y N 0 2.916 -2.799 0.042
22 C3 C C3 N Y N 0 2.257 -3.984 0.28
23 C2 C C2 N Y N 0 0.906 -3.974 0.581
24 C1 C C1 N Y N 0 0.199 -2.789 0.594
25 C24 C C24 N Y N 0 0.821 -1.584 0.284
26 C19 C C19 N Y N 0 0.083 -0.312 0.166
27 C15 C C15 N Y N 0 -1.311 -0.256 0.114
28 H14 H H14 N N N 0 -2.263 -1.964 0.954
29 H15 H H15 N N N 0 -1.557 -2.22 -0.674
30 H13 H H13 N N N 0 -4.036 -2.197 -0.707
31 HO13 H HO13 N N N 0 -2.833 -1.301 -2.582
32 H12 H H12 N N N 0 -4.144 -0.617 1.281
33 HO12 H HO12 N N N 0 -6.059 0.493 0.382
34 H11 H H11 N N N 0 -3.786 1.567 -0.794
35 HO11 H HO11 N N N 0 -3.464 2.781 1.233
36 H10 H H10 N N N 0 -1.783 3.088 0.157
37 H9 H H9 N N N 0 0.344 4.286 0.194
38 H8 H H8 N N N 0 2.754 4.276 -0.029
39 H7 H H7 N N N 0 4.85 3.041 -0.376
40 H6 H H6 N N N 0 6.054 0.916 -0.54
41 H5 H H5 N N N 0 4.871 -1.217 -0.349
42 H4 H H4 N N N 0 3.974 -2.812 -0.177
43 H3 H H3 N N N 0 2.794 -4.919 0.235
44 H2 H H2 N N N 0 0.396 -4.899 0.806
45 H1 H H1 N N N 0 -0.838 -2.834 0.883



14L : Chemical Bonds

Total Number of Bonds: 50
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C6 C7 C C doub 1.38 N Y
2 C6 C5 C C sing 1.38 N Y
3 C7 C20 C C sing 1.4 N Y
4 C5 C22 C C doub 1.39 N Y
5 C20 C8 C C doub 1.41 N Y
6 C20 C21 C C sing 1.41 N Y
7 C22 C21 C C sing 1.41 N Y
8 C22 C23 C C sing 1.47 N Y
9 C8 C9 C C sing 1.35 N Y
10 C4 C23 C C doub 1.39 N Y
11 C4 C3 C C sing 1.38 N Y
12 C21 C18 C C doub 1.41 N Y
13 C23 C24 C C sing 1.41 N Y
14 C3 C2 C C doub 1.38 N Y
15 C9 C17 C C doub 1.42 N Y
16 C18 C17 C C sing 1.41 N Y
17 C18 C19 C C sing 1.41 N Y
18 C24 C19 C C sing 1.48 N Y
19 C24 C1 C C doub 1.39 N Y
20 C17 C10 C C sing 1.4 N Y
21 C2 C1 C C sing 1.38 N Y
22 C19 C15 C C doub 1.4 N Y
23 C10 C16 C C doub 1.38 N Y
24 C15 C16 C C sing 1.38 N Y
25 C15 C14 C C sing 1.51 N N
26 C16 C11 C C sing 1.51 N N
27 C14 C13 C C sing 1.53 N N
28 O11 C11 O C sing 1.43 N N
29 C13 O13 C O sing 1.43 N N
30 C13 C12 C C sing 1.53 N N
31 C11 C12 C C sing 1.52 N N
32 C12 O12 C O sing 1.43 N N
33 C14 H14 C H sing 1.09 N N
34 C14 H15 C H sing 1.09 N N
35 C13 H13 C H sing 1.09 N N
36 O13 HO13 O H sing 0.97 N N
37 C12 H12 C H sing 1.09 N N
38 O12 HO12 O H sing 0.97 N N
39 C11 H11 C H sing 1.09 N N
40 O11 HO11 O H sing 0.97 N N
41 C10 H10 C H sing 1.08 N N
42 C9 H9 C H sing 1.08 N N
43 C8 H8 C H sing 1.08 N N
44 C7 H7 C H sing 1.08 N N
45 C6 H6 C H sing 1.08 N N
46 C5 H5 C H sing 1.08 N N
47 C4 H4 C H sing 1.08 N N
48 C3 H3 C H sing 1.08 N N
49 C2 H2 C H sing 1.08 N N
50 C1 H1 C H sing 1.08 N N



14L : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
14L 2lzk Open in New Window Bound ligand 1 1