Ligand profile

ZINC6650165

Virtual-screening candidate from ZINC.

Bound to: KP13_31791 — RNA polymerase sigma factor RpoD

Via homolog UniProt P9WGI1 Formula C₂₃H₁₉F₃N₂O₂
Tanimoto 0.70
Mol. weight 412.41 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC6650165
UniProt (similar protein)
P9WGI1
Tanimoto
0.696
Target protein
KP13_31791

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 412.41 Da
LogP (Crippen) 4.69
H-bond donors 2
H-bond acceptors 2
TPSA 58.20 Ų
Rotatable bonds 6
Aromatic rings 3 / 3
Heavy atoms 30
Fraction sp³ C 0.13
Formula C₂₃H₁₉F₃N₂O₂

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 58.2
  • −1 ≤ LogP ≤ 5 4.69
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 412.4
  • LogP ≤ 5 4.69
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 2
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 58.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(N[C@@H](Cc1ccccc1)C(=O)Nc1ccccc1C(F)(F)F)c1ccccc1
InChI 
InChI=1S/C23H19F3N2O2/c24-23(25,26)18-13-7-8-14-19(18)27-22(30)20(15-16-9-3-1-4-10-16)28-21(29)17-11-5-2-6-12-17/h1-14,20H,15H2,(H,27,30)(H,28,29)/t20-/m0/s1
InChIKey 
YJNIKVQLPKDGNW-FQEVSTJZSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Query
88G
Homolog
P9WGI1

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to KP13_31791.

PDB 13

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)