Chemical Components in the PDB

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3B8 : Summary

Code

3B8

One-letter code

X

Molecule name

2-amino-7-fluoro-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxamide

Synonyms

2-Amino-6-fluoro-10-oxo-10H-9-oxa-1-aza-anthracene-3-carboxylic acid amide

Systematic names

ProgramVersionName
ACDLabs 10.04 2-amino-7-fluoro-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxamide
OpenEye OEToolkits 1.5.0 2-amino-7-fluoro-5-oxo-chromeno[3,2-e]pyridine-3-carboxamide

Formula

C13 H8 F N3 O3

Formal charge

0

Molecular weight

273.219 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 Fc2cc1C(=O)c3cc(c(nc3Oc1cc2)N)C(=O)N
SMILES CACTVS 3.341 NC(=O)c1cc2C(=O)c3cc(F)ccc3Oc2nc1N
SMILES OpenEye OEToolkits 1.5.0 c1cc2c(cc1F)C(=O)c3cc(c(nc3O2)N)C(=O)N
Canonical SMILES CACTVS 3.341 NC(=O)c1cc2C(=O)c3cc(F)ccc3Oc2nc1N
Canonical SMILES OpenEye OEToolkits 1.5.0 c1cc2c(cc1F)C(=O)c3cc(c(nc3O2)N)C(=O)N

IUPAC InChI

InChI=1S/C13H8FN3O3/c14-5-1-2-9-6(3-5)10(18)7-4-8(12(16)19)11(15)17-13(7)20-9/h1-4H,(H2,15,17)(H2,16,19)

IUPAC InChI key

GCHMLYYPYFXLQB-UHFFFAOYSA-N
3B8

wwPDB Information

Atom count

28 (20 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2007-11-20

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



3B8 : Atoms of Molecule

Total Number of Atoms: 28
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N Y N 0 1.976 -1.0 -0.16
2 C13 C C13 N Y N 0 -2.68 -1.199 0.018
3 C14 C C14 N Y N 0 -2.837 0.202 0.051
4 C15 C C15 N Y N 0 -1.701 1.008 -0.051
5 C16 C C16 N Y N 0 -0.465 0.38 -0.183
6 C17 C C17 N Y N 0 -0.381 -1.026 -0.219
7 C2 C C2 N Y N 0 2.038 0.401 -0.122
8 C20 C C20 N N N 0 -4.175 0.804 0.189
9 C3 C C3 N Y N 0 3.254 1.052 0.072
10 C4 C C4 N Y N 0 4.406 0.308 0.234
11 C5 C C5 N Y N 0 4.348 -1.079 0.203
12 C6 C C6 N Y N 0 3.149 -1.73 0.0080
13 C8 C C8 N N N 0 0.781 1.165 -0.284
14 F9 F F9 N N N 0 5.59 0.93 0.423
15 H15 H H15 N N N 0 -1.779 2.085 -0.028
16 H3 H H3 N N N 0 3.296 2.131 0.096
17 H5 H H5 N N N 0 5.252 -1.654 0.337
18 H6 H H6 N N N 0 3.119 -2.809 -0.014
19 HN12 H HN12 N N N 0 -5.206 2.537 0.189
20 HN19 H HN19 N N N 0 -4.661 -1.614 0.305
21 HN1A H HN1A N N N 0 -3.553 2.706 -0.059
22 HN1B H HN1B N N N 0 -3.705 -2.967 0.021
23 N12 N N12 N N N 0 -4.325 2.141 0.098
24 N18 N N18 N Y N 0 -1.487 -1.752 -0.113
25 N19 N N19 N N N 0 -3.792 -2.006 0.125
26 O10 O O10 N N N 0 0.775 2.365 -0.489
27 O11 O O11 N N N 0 -5.144 0.095 0.385
28 O7 O O7 N N N 0 0.807 -1.641 -0.362



3B8 : Chemical Bonds

Total Number of Bonds: 30
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C5 C6 C C doub 1.38 N Y
2 C5 C4 C C sing 1.39 N Y
3 C6 C1 C C sing 1.39 N Y
4 C3 C2 C C sing 1.39 N Y
5 C3 C4 C C doub 1.38 N Y
6 C2 C1 C C doub 1.4 N Y
7 C2 C8 C C sing 1.48 N N
8 C1 O7 C O sing 1.35 N N
9 O11 C20 O C doub 1.22 N N
10 C4 F9 C F sing 1.35 N N
11 O7 C17 O C sing 1.35 N N
12 C8 O10 C O doub 1.22 N N
13 C8 C16 C C sing 1.48 N N
14 N12 C20 N C sing 1.35 N N
15 C13 C14 C C doub 1.41 N Y
16 C13 N18 C N sing 1.32 N Y
17 C13 N19 C N sing 1.38 N N
18 C14 C15 C C sing 1.4 N Y
19 C14 C20 C C sing 1.47 N N
20 C15 C16 C C doub 1.39 N Y
21 C16 C17 C C sing 1.41 N Y
22 C17 N18 C N doub 1.33 N Y
23 C5 H5 C H sing 1.08 N N
24 C6 H6 C H sing 1.08 N N
25 C3 H3 C H sing 1.08 N N
26 N12 HN12 N H sing 0.97 N N
27 N12 HN1A N H sing 0.97 N N
28 C15 H15 C H sing 1.08 N N
29 N19 HN19 N H sing 0.97 N N
30 N19 HN1B N H sing 0.97 N N



3B8 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
3B8 3ba8 Open in New Window Bound ligand 1 1