Ligand profile

ZINC22067102

Virtual-screening candidate from ZINC.

Bound to: KP13_31791 — RNA polymerase sigma factor RpoD

Via homolog UniProt P9WGI1 Formula C₂₄H₂₃NO₃
Tanimoto 0.66
Mol. weight 373.45 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC22067102
UniProt (similar protein)
P9WGI1
Tanimoto
0.660
Target protein
KP13_31791

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 373.45 Da
LogP (Crippen) 4.08
H-bond donors 1
H-bond acceptors 3
TPSA 55.40 Ų
Rotatable bonds 7
Aromatic rings 3 / 3
Heavy atoms 28
Fraction sp³ C 0.17
Formula C₂₄H₂₃NO₃

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 55.4
  • −1 ≤ LogP ≤ 5 4.08
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 373.5
  • LogP ≤ 5 4.08
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 55.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccccc1COC(=O)[C@H](Cc1ccccc1)NC(=O)c1ccccc1
InChI 
InChI=1S/C24H23NO3/c1-18-10-8-9-15-21(18)17-28-24(27)22(16-19-11-4-2-5-12-19)25-23(26)20-13-6-3-7-14-20/h2-15,22H,16-17H2,1H3,(H,25,26)/t22-/m0/s1
InChIKey 
YHUVJWYZZGMARW-QFIPXVFZSA-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)