Chemical Components in the PDB

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RL9 : Summary

Code

RL9

One-letter code

X

Molecule name

4-fluoro-3-{[(1H-indole-5-carbonyl)amino]methyl}benzoic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 4-fluoro-3-{[(1H-indole-5-carbonyl)amino]methyl}benzoic acid
OpenEye OEToolkits 2.0.7 4-fluoranyl-3-[(1~{H}-indol-5-ylcarbonylamino)methyl]benzoic acid

Formula

C17 H13 F N2 O3

Formal charge

0

Molecular weight

312.295 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)c1cc(CNC(=O)c2cc3cc[NH]c3cc2)c(F)cc1
SMILES CACTVS 3.385 OC(=O)c1ccc(F)c(CNC(=O)c2ccc3[nH]ccc3c2)c1
SMILES OpenEye OEToolkits 2.0.7 c1cc2c(cc[nH]2)cc1C(=O)NCc3cc(ccc3F)C(=O)O
Canonical SMILES CACTVS 3.385 OC(=O)c1ccc(F)c(CNC(=O)c2ccc3[nH]ccc3c2)c1
Canonical SMILES OpenEye OEToolkits 2.0.7 c1cc2c(cc[nH]2)cc1C(=O)NCc3cc(ccc3F)C(=O)O

IUPAC InChI

InChI=1S/C17H13FN2O3/c18-14-3-1-12(17(22)23)8-13(14)9-20-16(21)11-2-4-15-10(7-11)5-6-19-15/h1-8,19H,9H2,(H,20,21)(H,22,23)

IUPAC InChI key

JKFYNJOLPXQHQS-UHFFFAOYSA-N
RL9

wwPDB Information

Atom count

36 (23 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2022-06-23

Last modified at

2022-07-01

Status

Released

Obsoleted

Not Assigned



RL9 : Atoms of Molecule

Total Number of Atoms: 36
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C19 C C1 N Y N 0 6.882 0.839 0.319
2 C20 C C2 N Y N 0 6.267 0.19 -0.682
3 C21 C C3 N Y N 0 4.837 0.171 -0.363
4 C22 C C4 N Y N 0 3.711 -0.344 -1.0
5 C23 C C5 N Y N 0 -3.235 0.186 -0.711
6 C10 C C6 N N N 0 -1.147 -1.11 -1.163
7 C16 C C7 N Y N 0 3.443 0.99 1.441
8 C17 C C8 N Y N 0 4.704 0.844 0.868
9 C15 C C9 N Y N 0 2.341 0.486 0.815
10 C14 C C10 N Y N 0 2.46 -0.186 -0.41
11 C12 C C11 N N N 0 1.257 -0.726 -1.074
12 C02 C C12 N N N 0 -5.299 1.529 -0.342
13 C04 C C13 N Y N 0 -4.361 0.466 0.067
14 C05 C C14 N Y N 0 -4.596 -0.266 1.234
15 C06 C C15 N Y N 0 -3.717 -1.258 1.611
16 C07 C C16 N Y N 0 -2.601 -1.531 0.835
17 C09 C C17 N Y N 0 -2.363 -0.808 -0.324
18 F08 F F1 N N N 0 -1.742 -2.504 1.21
19 N11 N N1 N N N 0 0.046 -0.574 -0.503
20 N18 N N2 N Y N 0 5.964 1.236 1.252
21 O01 O O1 N N N 0 -6.385 1.796 0.41
22 O03 O O2 N N N 0 -5.093 2.164 -1.357
23 O13 O O3 N N N 0 1.36 -1.309 -2.136
24 H191 H H1 N N N 0 7.946 1.016 0.38
25 H201 H H2 N N N 0 6.736 -0.236 -1.557
26 H221 H H3 N N N 0 3.807 -0.86 -1.943
27 H231 H H4 N N N 0 -3.051 0.746 -1.616
28 H102 H H5 N N N 0 -1.045 -2.189 -1.278
29 H101 H H6 N N N 0 -1.258 -0.648 -2.144
30 H161 H H7 N N N 0 3.336 1.505 2.384
31 H151 H H8 N N N 0 1.368 0.605 1.267
32 H051 H H9 N N N 0 -5.465 -0.054 1.839
33 H061 H H10 N N N 0 -3.898 -1.824 2.513
34 H111 H H11 N N N 0 -0.036 -0.109 0.344
35 H181 H H12 N N N 0 6.172 1.718 2.068
36 H1 H H13 N N N 0 -6.97 2.502 0.102



RL9 : Chemical Bonds

Total Number of Bonds: 38
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C20 C19 C C doub 1.34 N Y
2 C20 C21 C C sing 1.47 N Y
3 C19 N18 C N sing 1.37 N Y
4 C21 C22 C C doub 1.39 N Y
5 C21 C17 C C sing 1.41 N Y
6 N18 C17 N C sing 1.37 N Y
7 C22 C14 C C sing 1.39 N Y
8 C17 C16 C C doub 1.39 N Y
9 C14 C12 C C sing 1.48 N N
10 C14 C15 C C doub 1.4 N Y
11 O13 C12 O C doub 1.22 N N
12 C16 C15 C C sing 1.36 N Y
13 C12 N11 C N sing 1.35 N N
14 N11 C10 N C sing 1.46 N N
15 O03 C02 O C doub 1.21 N N
16 C10 C09 C C sing 1.51 N N
17 O01 C02 O C sing 1.35 N N
18 C23 C09 C C doub 1.38 N Y
19 C23 C04 C C sing 1.4 N Y
20 C02 C04 C C sing 1.48 N N
21 C09 C07 C C sing 1.39 N Y
22 C04 C05 C C doub 1.4 N Y
23 C07 F08 C F sing 1.35 N N
24 C07 C06 C C doub 1.39 N Y
25 C05 C06 C C sing 1.38 N Y
26 C19 H191 C H sing 1.08 N N
27 C20 H201 C H sing 1.08 N N
28 C22 H221 C H sing 1.08 N N
29 C23 H231 C H sing 1.08 N N
30 C10 H102 C H sing 1.09 N N
31 C10 H101 C H sing 1.09 N N
32 C16 H161 C H sing 1.08 N N
33 C15 H151 C H sing 1.08 N N
34 C05 H051 C H sing 1.08 N N
35 C06 H061 C H sing 1.08 N N
36 N11 H111 N H sing 0.97 N N
37 N18 H181 N H sing 0.97 N N
38 O01 H1 O H sing 0.97 N N



RL9 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
RL9 5ss7 Open in New Window Bound ligand 1 1