Chemical Components in the PDB

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I9F : Summary

Code

I9F

One-letter code

X

Molecule name

dimethyl (2R)-2-hydroxy-2-{2-[4-(3-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonyl)piperazin-1-yl]-2-oxoethyl}butanedioate

Systematic names

ProgramVersionName
ACDLabs 12.01 dimethyl (2R)-2-hydroxy-2-{2-[4-(3-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonyl)piperazin-1-yl]-2-oxoethyl}butanedioate
OpenEye OEToolkits 2.0.7 dimethyl (2~{R})-2-oxidanyl-2-[2-[4-[3-oxidanyl-9,10-bis(oxidanylidene)anthracen-2-yl]sulfonylpiperazin-1-yl]-2-oxidanylidene-ethyl]butanedioate

Formula

C26 H26 N2 O11 S

Formal charge

0

Molecular weight

574.556 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=S(=O)(c1cc2C(=O)c3ccccc3C(=O)c2cc1O)N1CCN(CC1)C(=O)CC(O)(CC(=O)OC)C(=O)OC
SMILES CACTVS 3.385 COC(=O)C[C](O)(CC(=O)N1CCN(CC1)[S](=O)(=O)c2cc3C(=O)c4ccccc4C(=O)c3cc2O)C(=O)OC
SMILES OpenEye OEToolkits 2.0.7 COC(=O)CC(CC(=O)N1CCN(CC1)S(=O)(=O)c2cc3c(cc2O)C(=O)c4ccccc4C3=O)(C(=O)OC)O
Canonical SMILES CACTVS 3.385 COC(=O)C[C@](O)(CC(=O)N1CCN(CC1)[S](=O)(=O)c2cc3C(=O)c4ccccc4C(=O)c3cc2O)C(=O)OC
Canonical SMILES OpenEye OEToolkits 2.0.7 COC(=O)C[C@](CC(=O)N1CCN(CC1)S(=O)(=O)c2cc3c(cc2O)C(=O)c4ccccc4C3=O)(C(=O)OC)O

IUPAC InChI

InChI=1S/C26H26N2O11S/c1-38-22(31)14-26(35,25(34)39-2)13-21(30)27-7-9-28(10-8-27)40(36,37)20-12-18-17(11-19(20)29)23(32)15-5-3-4-6-16(15)24(18)33/h3-6,11-12,29,35H,7-10,13-14H2,1-2H3/t26-/m1/s1

IUPAC InChI key

RCVSIAGVCLZIRH-AREMUKBSSA-N
I9F

wwPDB Information

Atom count

66 (40 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2022-01-24

Last modified at

2022-03-11

Status

Released

Obsoleted

Not Assigned



I9F : Atoms of Molecule

Total Number of Atoms: 66
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C10 C C1 N Y N 0 3.757 -0.901 0.892
2 C11 C C2 N Y N 0 2.896 -1.505 -0.002
3 C13 C C3 N N N 0 -1.91 -2.676 -0.731
4 C14 C C4 N N N 0 -3.737 -1.201 -0.04
5 C17 C C5 N N N 0 -5.481 0.872 -0.939
6 C21 C C6 N N N 0 -9.571 3.125 0.91
7 O9 O O1 N N N 0 1.719 -3.765 -0.212
8 S S S1 N N N 0 1.642 -2.593 0.588
9 O8 O O2 N N N 0 1.759 -2.61 2.004
10 C9 C C7 N Y N 0 4.747 -0.035 0.43
11 C7 C C8 N N N 0 5.67 0.613 1.382
12 O1 O O3 N N N 0 5.569 0.391 2.572
13 C6 C C9 N Y N 0 6.717 1.531 0.886
14 C5 C C10 N Y N 0 7.59 2.146 1.778
15 C4 C C11 N Y N 0 8.568 3.004 1.306
16 C3 C C12 N Y N 0 8.683 3.257 -0.049
17 C2 C C13 N Y N 0 7.823 2.654 -0.95
18 C1 C C14 N Y N 0 6.834 1.787 -0.492
19 C24 C C15 N Y N 0 3.011 -1.259 -1.364
20 O10 O O4 N N N 0 2.158 -1.857 -2.234
21 C25 C C16 N Y N 0 3.997 -0.401 -1.841
22 C8 C C17 N Y N 0 4.863 0.221 -0.95
23 C C C18 N N N 0 5.911 1.138 -1.446
24 O O O5 N N N 0 6.012 1.36 -2.637
25 N N N1 N N N 0 0.182 -1.89 0.248
26 C23 C C19 N N N 0 -0.457 -0.987 1.216
27 C22 C C20 N N N 0 -1.869 -1.506 1.512
28 N1 N N2 N N N 0 -2.549 -1.773 0.237
29 C12 C C21 N N N 0 -0.498 -2.157 -1.028
30 O7 O O6 N N N 0 -4.289 -1.429 -1.095
31 C15 C C22 N N N 0 -4.38 -0.277 0.962
32 C16 C C23 R N N 0 -5.711 0.233 0.406
33 O2 O O7 N N N 0 -6.618 -0.862 0.264
34 O4 O O8 N N N 0 -6.037 0.435 -1.919
35 O3 O O9 N N N 0 -4.658 1.927 -1.049
36 C18 C C24 N N N 0 -4.483 2.492 -2.375
37 C19 C C25 N N N 0 -6.303 1.266 1.366
38 C20 C C26 N N N 0 -7.614 1.768 0.818
39 O6 O O10 N N N 0 -8.031 1.343 -0.233
40 O5 O O11 N N N 0 -8.318 2.687 1.498
41 H4 H H1 N N N 0 3.662 -1.097 1.95
42 H7 H H2 N N N 0 -1.85 -3.68 -0.31
43 H8 H H3 N N N 0 -2.495 -2.699 -1.65
44 H18 H H4 N N N 0 -10.238 2.27 0.797
45 H19 H H5 N N N 0 -10.038 3.866 1.558
46 H17 H H6 N N N 0 -9.379 3.567 -0.068
47 H3 H H7 N N N 0 7.505 1.953 2.837
48 H2 H H8 N N N 0 9.244 3.48 2.0
49 H1 H H9 N N N 0 9.449 3.929 -0.406
50 H H H10 N N N 0 7.918 2.856 -2.007
51 H24 H H11 N N N 0 1.355 -1.349 -2.41
52 H25 H H12 N N N 0 4.084 -0.212 -2.901
53 H22 H H13 N N N 0 0.126 -0.966 2.136
54 H23 H H14 N N N 0 -0.514 0.018 0.796
55 H20 H H15 N N N 0 -1.806 -2.427 2.093
56 H21 H H16 N N N 0 -2.424 -0.756 2.076
57 H5 H H17 N N N 0 0.058 -2.908 -1.588
58 H6 H H18 N N N 0 -0.561 -1.236 -1.608
59 H9 H H19 N N N 0 -4.558 -0.817 1.892
60 H10 H H20 N N N 0 -3.719 0.568 1.154
61 H11 H H21 N N N 0 -6.813 -1.321 1.092
62 H12 H H22 N N N 0 -3.795 3.336 -2.323
63 H13 H H23 N N N 0 -4.076 1.732 -3.043
64 H14 H H24 N N N 0 -5.447 2.831 -2.755
65 H15 H H25 N N N 0 -6.47 0.803 2.339
66 H16 H H26 N N N 0 -5.611 2.101 1.475



I9F : Chemical Bonds

Total Number of Bonds: 69
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O C O C doub 1.22 N N
2 C C1 C C sing 1.48 N N
3 C1 C2 C C sing 1.39 N Y
4 C2 C3 C C doub 1.38 N Y
5 C3 C4 C C sing 1.38 N Y
6 C4 C5 C C doub 1.38 N Y
7 C1 C6 C C doub 1.41 N Y
8 C5 C6 C C sing 1.39 N Y
9 C6 C7 C C sing 1.48 N N
10 O1 C7 O C doub 1.21 N N
11 C C8 C C sing 1.48 N N
12 C8 C9 C C doub 1.41 N Y
13 C7 C9 C C sing 1.48 N N
14 C9 C10 C C sing 1.39 N Y
15 C10 C11 C C doub 1.38 N Y
16 C11 S C S sing 1.76 N N
17 N S N S sing 1.66 N N
18 N C12 N C sing 1.47 N N
19 C12 C13 C C sing 1.53 N N
20 C13 N1 C N sing 1.47 N N
21 C14 N1 C N sing 1.35 N N
22 C15 C14 C C sing 1.51 N N
23 C16 C15 C C sing 1.53 N N
24 O2 C16 O C sing 1.43 N N
25 C17 C16 C C sing 1.51 N N
26 O3 C17 O C sing 1.34 N N
27 C18 O3 C O sing 1.45 N N
28 O4 C17 O C doub 1.21 N N
29 C19 C16 C C sing 1.53 N N
30 C20 C19 C C sing 1.51 N N
31 O5 C20 O C sing 1.34 N N
32 C21 O5 C O sing 1.45 N N
33 O6 C20 O C doub 1.21 N N
34 O7 C14 O C doub 1.21 N N
35 N1 C22 N C sing 1.47 N N
36 C22 C23 C C sing 1.53 N N
37 C23 N C N sing 1.47 N N
38 O8 S O S doub 1.42 N N
39 S O9 S O doub 1.42 N N
40 C24 C11 C C sing 1.39 N Y
41 O10 C24 O C sing 1.36 N N
42 C25 C24 C C doub 1.39 N Y
43 C8 C25 C C sing 1.39 N Y
44 C10 H4 C H sing 1.08 N N
45 C13 H7 C H sing 1.09 N N
46 C13 H8 C H sing 1.09 N N
47 C21 H18 C H sing 1.09 N N
48 C21 H19 C H sing 1.09 N N
49 C21 H17 C H sing 1.09 N N
50 C5 H3 C H sing 1.08 N N
51 C4 H2 C H sing 1.08 N N
52 C3 H1 C H sing 1.08 N N
53 C2 H C H sing 1.08 N N
54 O10 H24 O H sing 0.97 N N
55 C25 H25 C H sing 1.08 N N
56 C23 H22 C H sing 1.09 N N
57 C23 H23 C H sing 1.09 N N
58 C22 H20 C H sing 1.09 N N
59 C22 H21 C H sing 1.09 N N
60 C12 H5 C H sing 1.09 N N
61 C12 H6 C H sing 1.09 N N
62 C15 H9 C H sing 1.09 N N
63 C15 H10 C H sing 1.09 N N
64 O2 H11 O H sing 0.97 N N
65 C18 H12 C H sing 1.09 N N
66 C18 H13 C H sing 1.09 N N
67 C18 H14 C H sing 1.09 N N
68 C19 H15 C H sing 1.09 N N
69 C19 H16 C H sing 1.09 N N



I9F : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
I9F 5sci Open in New Window Bound ligand 4 1