Chemical Components in the PDB

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BBM : Summary

Code

BBM

One-letter code

X

Molecule name

5-BROMO-N-(2,3-DIHYDROXYPROPOXY)-3,4-DIFLUORO-2-[(2-FLUORO-4-IODOPHENYL)AMINO]BENZAMIDE

Systematic names

ProgramVersionName
ACDLabs 10.04 5-bromo-N-{[(2S)-2,3-dihydroxypropyl]oxy}-3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzamide
OpenEye OEToolkits 1.5.0 5-bromo-N-[(2S)-2,3-dihydroxypropoxy]-3,4-difluoro-2-[(2-fluoro-4-iodo-phenyl)amino]benzamide

Formula

C16 H13 Br F3 I N2 O4

Formal charge

0

Molecular weight

561.089 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 Fc1c(c(cc(Br)c1F)C(=O)NOCC(O)CO)Nc2ccc(I)cc2F
SMILES CACTVS 3.341 OC[CH](O)CONC(=O)c1cc(Br)c(F)c(F)c1Nc2ccc(I)cc2F
SMILES OpenEye OEToolkits 1.5.0 c1cc(c(cc1I)F)Nc2c(cc(c(c2F)F)Br)C(=O)NOCC(CO)O
Canonical SMILES CACTVS 3.341 OC[C@H](O)CONC(=O)c1cc(Br)c(F)c(F)c1Nc2ccc(I)cc2F
Canonical SMILES OpenEye OEToolkits 1.5.0 c1cc(c(cc1I)F)Nc2c(cc(c(c2F)F)Br)C(=O)NOC[C@H](CO)O

IUPAC InChI

InChI=1S/C16H13BrF3IN2O4/c17-10-4-9(16(26)23-27-6-8(25)5-24)15(14(20)13(10)19)22-12-2-1-7(21)3-11(12)18/h1-4,8,22,24-25H,5-6H2,(H,23,26)/t8-/m0/s1

IUPAC InChI key

XXSSGBYXSKOLAM-QMMMGPOBSA-N
BBM

wwPDB Information

Atom count

40 (27 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2004-02-10

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



BBM : Atoms of Molecule

Total Number of Atoms: 40
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O1 O O1 N N N 0 0.854 -1.427 -1.218
2 C7 C C7 N N N 0 1.782 -0.85 -0.685
3 N2 N N2 N N N 0 2.823 -1.555 -0.198
4 O4 O O4 N N N 0 2.835 -2.967 -0.307
5 C15 C C15 N N N 0 4.052 -3.417 0.293
6 C16 C C16 S N N 0 4.128 -4.943 0.208
7 C17 C C17 N N N 0 5.368 -5.434 0.959
8 O3 O O3 N N N 0 5.377 -6.862 0.979
9 O2 O O2 N N N 0 4.213 -5.34 -1.162
10 C8 C C8 N Y N 0 1.77 0.618 -0.571
11 C11 C C11 N Y N 0 1.748 3.387 -0.356
12 C9 C C9 N Y N 0 2.781 1.277 0.135
13 C10 C C10 N Y N 0 2.765 2.65 0.239
14 BR BR BR N N N 0 4.134 3.538 1.195
15 F1 F F1 N N N 0 1.742 4.734 -0.248
16 C12 C C12 N Y N 0 0.741 2.749 -1.058
17 F2 F F2 N N N 0 -0.244 3.472 -1.634
18 C3 C C3 N Y N 0 -1.465 0.391 -1.242
19 C13 C C13 N Y N 0 0.746 1.364 -1.176
20 N N N N N N 0 -0.265 0.719 -1.882
21 C26 C C26 N Y N 0 -2.522 -0.14 -1.974
22 F3 F F3 N N N 0 -2.39 -0.344 -3.303
23 C4 C C4 N Y N 0 -1.605 0.599 0.123
24 C5 C C5 N Y N 0 -2.791 0.274 0.752
25 C6 C C6 N Y N 0 -3.84 -0.259 0.024
26 I I I N N N 0 -5.636 -0.75 0.983
27 C1 C C1 N Y N 0 -3.705 -0.467 -1.337
28 HN2 H HN2 N N N 0 3.564 -1.095 0.228
29 H151 H 1H15 N N N 0 4.077 -3.109 1.338
30 H152 H 2H15 N N N 0 4.9 -2.98 -0.234
31 H16 H H16 N N N 0 3.235 -5.377 0.657
32 HO2 H HO2 N N N 0 5.015 -4.935 -1.521
33 H171 H 1H17 N N N 0 5.347 -5.056 1.981
34 H172 H 2H17 N N N 0 6.264 -5.071 0.456
35 HO3 H HO3 N N N 0 6.172 -7.13 1.46
36 H9 H H9 N N N 0 3.574 0.71 0.599
37 HN H HN N N N 0 -0.137 0.497 -2.817
38 H4 H H4 N N N 0 -0.787 1.014 0.693
39 H5 H H5 N N N 0 -2.9 0.436 1.814
40 H1 H H1 N N N 0 -4.525 -0.883 -1.903



BBM : 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 O1 C7 O C doub 1.22 N N
2 C7 N2 C N sing 1.35 N N
3 C7 C8 C C sing 1.47 N N
4 N2 O4 N O sing 1.42 N N
5 N2 HN2 N H sing 0.97 N N
6 O4 C15 O C sing 1.43 N N
7 C15 C16 C C sing 1.53 N N
8 C15 H151 C H sing 1.09 N N
9 C15 H152 C H sing 1.09 N N
10 C16 C17 C C sing 1.53 N N
11 C16 O2 C O sing 1.43 N N
12 C16 H16 C H sing 1.09 N N
13 C17 O3 C O sing 1.43 N N
14 C17 H171 C H sing 1.09 N N
15 C17 H172 C H sing 1.09 N N
16 O3 HO3 O H sing 0.97 N N
17 O2 HO2 O H sing 0.97 N N
18 C8 C9 C C doub 1.4 N Y
19 C8 C13 C C sing 1.4 N Y
20 C9 C10 C C sing 1.38 N Y
21 C9 H9 C H sing 1.08 N N
22 C10 BR C BR sing 1.89 N N
23 C10 C11 C C doub 1.39 N Y
24 C11 F1 C F sing 1.35 N N
25 C11 C12 C C sing 1.38 N Y
26 C12 F2 C F sing 1.35 N N
27 C12 C13 C C doub 1.39 N Y
28 C13 N C N sing 1.39 N N
29 N C3 N C sing 1.4 N N
30 N HN N H sing 0.97 N N
31 C3 C26 C C doub 1.39 N Y
32 C3 C4 C C sing 1.39 N Y
33 C26 F3 C F sing 1.35 N N
34 C26 C1 C C sing 1.38 N Y
35 C4 C5 C C doub 1.38 N Y
36 C4 H4 C H sing 1.08 N N
37 C5 C6 C C sing 1.38 N Y
38 C5 H5 C H sing 1.08 N N
39 C6 I C I sing 2.09 N N
40 C6 C1 C C doub 1.38 N Y
41 C1 H1 C H sing 1.08 N N



BBM : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
BBM 1s9j Open in New Window Bound ligand 1 1